Personalized care for your dog or cat - Cheshire

Highly-rated overnight sitters - Cheshire

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Brooke B.
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Brooke B.
Star Sitter
$50
total per night
5.0 out of 5 stars
136 reviews
35 repeat clients
25 years of experience
Pittsfield, MA, 01201

Brooke was an absolute lifesaver for our family when we got in a tough spot with a home move and we had absolutely no options for our large, elderly matriarch of a dog. I would enthusiasticaly recommend her to anyone. Our dog needed so much extra attention and we are really indebted Brooke and her family for helping us out.

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Rich M.
Sitter Profile Image: Mahayla G.
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Mahayla G.
Star Sitter
$84
total per night
5.0 out of 5 stars
53 reviews
24 repeat clients
15 years of experience
Adams, MA, 01220

Our dog had a fabulous stay with Mahayla! Since it was our first time, Mahayla offered to come to our home to get to know our pup before caring for her the next day. They hit it off immediately and Mahayla explained her background in animal/dog behavior studies and reassured us that all would go well... and it did! Our pup had a blast trail hiking and also just relaxing at Mahayla's home. Mahayla clearly understands and loves dogs, and it was clear that she was focused on our dog's enjoyment, comfort level and care. She was also focused on our needs as the owners. Leading up to care day she was extremely responsive. On care day she sent photos and updates. A perfect stay...thanks, Mahayla!

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Deb G.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
$56
total per night
5.0 out of 5 stars
97 reviews
28 repeat clients
30 years of experience
Averill Park, NY, 12018

I am blessed to have found Jennifer. She was quick to respond and provided picture and message updates while I was gone. Gus loves her already and I know that he would be comfortable with Jennifer again if the need arises. I would highly recommend her to others.

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Vickie F.
Sitter Profile Image: Yenifer V.
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Yenifer V.
$73
total per night
5.0 out of 5 stars
30 reviews
6 repeat clients
3 years of experience
Pittsfield, MA, 01201

Yenifer took excellent care of my dog. He was so happy with her! She made sure she communicated everyday with us during the stay, sent us pictures and updates. We are very happy with her services and would strongly recommend her. Thank you, Yenifer.

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Divya C.
Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter
$67
total per night
5.0 out of 5 stars
61 reviews
14 repeat clients
2 years of experience
Pittsfield, MA, 01201

Amazing sit for my pup. I could just tell Tatiana loves animals and took to my little Zoe (4 y/o mini Aussie) right away. Got some photo updates and was super responsive to messaging. Highly recommend!

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Erik H.
Sitter Profile Image: James S.
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James S.
$73
total per night
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
Williamstown, MA, 01267

James did a fantastic job caring for Summer for a week! He sent updates and did such fun things with her. She came home super relaxed and happy. I hope to book James again next time I need boarding for Summer!

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Anna P.
Sitter Profile Image: Christopher H.
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Christopher H.
Star Sitter
$49
total per night
5.0 out of 5 stars
30 reviews
6 repeat clients
16 years of experience
Menands, NY, 12204

This is the second time we entrust Penny to Christopher and his lovely wife, and they continue to provide wonderful care for my elderly pup, all while sending me pics and videos of her, which is always wonderful. Penny requires attentive care with meds and some ear cleaning, and Christopher did both. They are great dog sitters!

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Olga B.
Sitter Profile Image: Kierra H.
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Kierra H.
$56
total per night
5.0 out of 5 stars
46 reviews
14 repeat clients
10 years of experience
Troy, NY, 12180

Kierra was great! Jarvis loved staying with her and her pup. She provided pictures of them playing and getting lots of attention. He can't wait to go back and visit.

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Michael M.
Sitter Profile Image: Sheronda L.
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Sheronda L.
Star Sitter
$50
total per night
5.0 out of 5 stars
25 reviews
11 repeat clients
20 years of experience
Troy, NY, 12180

Nova had the best time! I can’t thank you guys enough for taking such good care of our girl 🙏🏾 If you are looking for a dog sitter who is super caring and knowledgeable, Sheronda is the one!

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Christina M.
Sitter Profile Image: Aura G.
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Aura G.
$67
total per night
5.0 out of 5 stars
23 reviews
6 repeat clients
10 years of experience
Pittsfield, MA, 01201

This was the second time Aura & Nick watched Shannon. Shannon ran into their house to see them, excited to be there. It was very clear Shannon is happy to be there.

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Holly K.
Sitter Profile Image: Katherine M.
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Katherine M.
$56
total per night
5.0 out of 5 stars
21 reviews
4 repeat clients
4 years of experience
East Greenbush, NY, 12061

I was really in a jam and needed a dog sitter and Katherine was super flexible and simply amazing! She sent pics of Jimmy and he had a blast!

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Denisa R.
Sitter Profile Image: Patty D.
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Patty D.
Star Sitter
$56
total per night
5.0 out of 5 stars
143 reviews
65 repeat clients
30 years of experience
Rensselaer, NY, 12144

Patty was so wonderful with my dog Max! She sent pics daily so I could see what a great time she’s was having with Colonel and the other pups she was watching. I would definitely use her services again in the future and highly recommend her to anyone in need of a reliable, caring dog sitter.

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Keri S.
Sitter Profile Image: Ericca B.
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Ericca B.
Star Sitter
$70
total per night
5.0 out of 5 stars
54 reviews
18 repeat clients
36 years of experience
Bennington, VT, 05201

Ericca was amazing with my dog Lobinha! She sent me regular updates and adorable pictures, which gave me total peace of mind. I could tell Lobinha was having so much fun and was truly in good hands. She came home happy and relaxed. I highly recommend Ericca to anyone looking for a caring and responsible dogsitter!

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Erika S.
Sitter Profile Image: AMANDA S.
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AMANDA S.
$50
total per night
5.0 out of 5 stars
22 reviews
4 repeat clients
34 years of experience
Watervliet, NY, 12189

Amanda was absolutely amazing with our anxious pup. She was attentive and communicative and we felt totally at ease knowing our dog was in her capable care.

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Rachel B.
Sitter Profile Image: Jialin & John Y.
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Jialin & John Y.
Star Sitter
$34
total per night
5.0 out of 5 stars
27 reviews
9 repeat clients
4 years of experience
East Greenbush, NY, 12061

Jillian and John were wonderful to my dog. They sent photos and videos daily. Made my trip wonderful as knew didn’t have to worry she was taken care of so well.

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Theresa E.
Sitter Profile Image: Vera M.
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Vera M.
Star Sitter
$78
total per night
5.0 out of 5 stars
32 reviews
7 repeat clients
10 years of experience
East Greenbush, NY, 12061

Vera was the perfect dog sitter for our Pixel. She sent great updates and pictures throughout our trip to make us feel comfortable and show us that Pixel was having a great time. She is very thorough and asks all the right questions (even the ones that we forgot). Highly recommend Vera for all your doggy needs!

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Natalie W.
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$95
total per night
5.0 out of 5 stars
164 reviews
46 repeat clients
12 years of experience
Becket, MA, 01223

Kathleen was great! She has an amazing property for the dogs, keeps you updated with tons of pictures and videos of them, and is such a nice person that you know shes taking care of your pups as if they were her own, will definitely be using her moving forward!

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Ben G.
Sitter Profile Image: Debbie A.
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Debbie A.
$50
total per night
5.0 out of 5 stars
46 reviews
15 repeat clients
25 years of experience
Troy, NY, 12180

Debbie was patient, kind, and flexible in every aspect. I would highly recommend her and I plan on requesting her boarding services the next time I need them. Thank you so much Deb!

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Sterlene N.
Sitter Profile Image: Geena A.
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Geena A.
$39
total per night
5.0 out of 5 stars
7 reviews
7 repeat clients
6 years of experience
Troy, NY, 12182

Geena took great care of our dog Bowie. She was very accommodating and easy to communicate and we felt very comfortable leaving Bowie with her. Thank you Geena!

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Raquel J.
Sitter Profile Image: Steve F.
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Steve F.
$84
total per night
5.0 out of 5 stars
1 review
2 repeat clients
12 years of experience
Lee, MA, 01108

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Cheshire

Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Olivia S.
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Olivia S.
Star Sitter
$17
total per visit
5.0 out of 5 stars
37 reviews
15 repeat clients
23 years of experience
Adams, MA, 01220

Olivia is the best. She stopped by twice a day to feed and spend time with my cat. My cat absolutely loved her. Olivia went above and beyond by getting my mail and stopping by an extra time to change out a food bowl because my cat didn’t like that particular bowl. Cats…. 🙄 am I right? Thank you Olivia! I will definitely be contacting her in the future.

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Kaitlin S.
Sitter Profile Image: Alyson V.
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Alyson V.
Star Sitter
$23
total per visit
5.0 out of 5 stars
28 reviews
14 repeat clients
11 years of experience
Dalton, MA, 01226

Alyson stopped in each day to feed and spend a little time with our 4 month old cat, Luna. As new cat owners, we were very apprehensive leaving someone to take care of her. Alyson was the perfect choice and we will definitely be using her again!!

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Sara S.
Sitter Profile Image: Aubrey H.
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Aubrey H.
$32
total per visit
5.0 out of 5 stars
12 reviews
9 repeat clients
21 years of experience
North Adams, MA, 01247

Aubrey took great care of my 3 cats while I was away for a week. I'll certainly turn to her first the next time I need some catsitting.

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Emily B.
Sitter Profile Image: Beth M.
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Beth M.
$17
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
35 years of experience
Williamstown, MA, 01267

Beth was awesome! She was very proactive in asking questions and communicating. Our dogs warmed up to her quickly. She was thoughtful about following instructions, being on time, and really put my mind at ease. We will definitely connect with Beth again when we need care for our pups!

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Rita F.
Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
397 reviews
150 repeat clients
8 years of experience
Lenox, MA, 01240

It was really important for us to find a sitter who could take care of our newly diabetic cat and McKenna was so great. Fang and our other cats seemed very happy when we got back and we received pictures and updates every time she visited which is always makes me feel so much better. We will rebook McKenna anytime!!

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Jamie H.
Sitter Profile Image: Tara D.
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Tara D.
$30
total per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
35 years of experience
Pittsfield, MA, 01201

Tara did a wonderful job taking care of my skittish cat this weekend! She even deep-dived under my couch to look for him and ensure that he was safe, braving dust kitties and lots of toys! I plan on asking her to come back again, and I would definitely recommend her to care for furry loved ones. !

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Donna C.
Sitter Profile Image: Trista S.
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Trista S.
$28
total per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
30 years of experience
Pittsfield, MA, 01201

Trista has been great with all our pets and very communicative. We are so appreciative of how reliable she is, even on such short notice! Thank you again 😊

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Alana L.
Sitter Profile Image: Reymon B.
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Reymon B.
$30
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Pittsfield, MA, 01201

Lovely, high energy, reliable Dog Sitter! Looking forward to having Reymon again.

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Elizabeth S.
Sitter Profile Image: Iris F.
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Iris F.
$20
total per visit
4.9 out of 5 stars
56 reviews
15 repeat clients
5 years of experience
North Adams, MA, 01247

Iris was very reliable and kept our social cat company twice a day while my partner and I were away. She accommodated all of our needs for feeding (including setting a timer for late night and early morning wet food), litter, and play time, and even helped manage the temperature in our apartment during the heat. Our cat was comfortable and well cared for.

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Jude Z.
Sitter Profile Image: Skylar R.
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Skylar R.
$50
total per visit
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
North Adams, MA, 01247

Skylar was great taking care of my cats and bearded dragon when I was away. She sent pictures and let me know how everything was going. Definitely recommend her!

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Liz M.
Sitter Profile Image: paige a.
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paige a.
$20
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Adams, MA, 01220

Paige took great care of our cats! She was very communicative and took pictures of our cats during the visits. She also left great updates during her visits and made me feel like she was keeping good tabs over the days. I look forward to having Paige watch our cats in the future!

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Lucas N.
Sitter Profile Image: Zoey L.
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Zoey L.
$23
total per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Cheshire, MA, 01225

About: I have pet/house sat multiple times over the past several years for friends and family, and have worked with several types of animals from small critters like guinea pigs and ferrets, cats, and even large dog breeds. I also have 2 years experience volunteering for a local shelter in socialization and vet transport, 3 years experience working for a doggy daycare and boarding facility, and I currently work part time for another local animal shelter. I am an experienced owner of dogs, cats, ferrets, chickens, guinea pigs, and more. I also have experience as a wedding dog handler, and would be happy to offer this service if requested so your furry companion can accompany you or someone you know on yours or their special day without any added stress, please let me know if this is something you'd be interested in! I currently work part time so I have lots of time to play with your pup, and hopefully can build savings towards a larger space to meet more people's needs! I am always looking to learn, grow, and provide better care for animals. Animal welfare is very important to me. At this point in time, due to the space I'm only able to accommodate smaller breeds that generally can get along with others. I do have a small fenced in yard, but I also have the bike trail and nearby hiking trails readily available, your dog will need to be on leash at all times when outside on walks/hikes, I do not provide "off-leash" trail experience as a safety precaution, thank you for your understanding! I am happy to provide pictures and updates of your pup whenever requested, please never be afraid to reach out!

Sitter Profile Image: Brenna B.
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Brenna B.
$50
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
18 years of experience
Pittsfield, MA, 01201

About: I own 3 cats and have never lived in a household without them. Cats are one of my favorite things about life. They are each as unique from each other as humans are, and I love this about them. Aside from my own, I have cared for cats of family and friends over the years. I honor and respect the uniqueness of every feline. Each cat’s needs and routines are unique. Building trust with a cat is rewarding, and it is always like making a new friend.

Sitter Profile Image: Caitlin H.
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Caitlin H.
$28
total per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

Caitlin took great care of our three little guys while we were away for the weekend!

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Darcy J.
Sitter Profile Image: Kelly H.
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Kelly H.
$73
total per visit
5.0 out of 5 stars
66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

Wonderful to work with! My dog was very happy. JK

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Walter K.
Sitter Profile Image: Leona O.
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Leona O.
$20
total per visit
4.8 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
North Adams, MA, 01247

I left Leona in charge of Romeo and my apartment while in Boston for major surgery. Leona was very responsible and took just as good of care of Romeo as well as my plants and living space as I would have. She provided peace of mind which I’m grateful for. Romeo looks forward to seeing her again!

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Elizabeth V.
Sitter Profile Image: Lauren S.
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Lauren S.
$28
total per visit
4 years of experience
Lenox, MA, 01240

About: I've cared for cats while house sitting during my time as a travel nurse, and have come to appreciate that every cat has their own unique personality and routine. Whether your cat is social and playful or prefers a quiet companion, I'm happy to meet them where they are. I make sure they receive plenty of love, fresh food and water, clean litter, playtime if they enjoy it, and a calm, respectful presence so they feel safe and comfortable while you're away. I’m also a mama to two kitties of my own!

Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
$49
total per visit
4.9 out of 5 stars
99 reviews
33 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

Christine bailed us out at the last minute and totally saved us. She was just great, and I think our cats even decided they like her better than they like us. Couldn't be happier that we have made this connection.

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Jackson D.
Sitter Profile Image: Amy T.
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Amy T.
$17
total per visit
4.6 out of 5 stars
20 reviews
7 repeat clients
10 years of experience
Delmar, NY, 12054

About: Hello, I'm Amy a passionate animal lover with over five years of experience caring for dogs and cats of all sizes. I've had pets all my life and love taking care of them🐾. I will walk, pet and give plenty belly rubs as needed. My schedule is pretty flexible. 🗓️ Ask me and I can accommodate. I am free most mornings and evenings. Let me know if you need any adjustments. ✅ I offer overnight boarding and allow pets to sleep in the bed, on the couch or a crate. (You tell me how you want sleep!)💤

Sitter Profile Image: Michael B.
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Michael B.
$20
total per visit
5.0 out of 5 stars
4 reviews
24 years of experience
Deerfield, MA, 01342

About: I’ve had cats my whole life other than when I was a student, so you’re getting experience above all else. I can drop in for feeds, play time, take them to vet appointments while you're at work or away, stay the night if they get separation anxiety, whatever they need! Even if they just need company for an hour, don’t hesitate to get in touch!

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Perfect for high energy dogs - Cheshire

Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Yenifer V.
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Yenifer V.
$67
total per day
5.0 out of 5 stars
30 reviews
6 repeat clients
3 years of experience
Pittsfield, MA, 01201

My dog had a really nice time, was a super good fit! Great communication and caring, sweet family vibes. I would definitely recommend them : )

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Eric M.
Sitter Profile Image: Davis B.
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Davis B.
Star Sitter
$56
total per day
5.0 out of 5 stars
43 reviews
11 repeat clients
10 years of experience
BENNINGTON, VT, 05201

Davis was a wonderful sitter for our pup, Beau. We left Beau with Davis, her partner, and her pups for a few hours while we went to a museum and Beau seemed perfectly content when we picked him up. Thanks, Davis!

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Jacqueline & Elspeth N.
Sitter Profile Image: James S.
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James S.
$56
total per day
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
Williamstown, MA, 01267

About: I bring a unique level of structure, energy, and reliability to pet care through my experience as a college coach. My daily work revolves around building routines, paying attention to small details, and making sure individuals are supported and performing at their best — and I carry that same approach into caring for dogs. I am highly dependable and organized, so you can trust that your dog’s schedule, feeding routine, and exercise needs will be handled consistently. I also bring an active lifestyle, which is great for dogs that need engaging walks, playtime, and attention. What sets me apart is the level of care and awareness I provide. I pay close attention to behavior, energy levels, and any changes, and I prioritize clear communication so you always feel confident while you are away. My goal is to make sure your dog feels comfortable, safe, and well cared for at all times My schedule is currently wide open following the end of the swim season, which gives me plenty of flexibility for walks, drop-ins, and overnight care throughout the week and weekends. I understand how important it is to trust someone with your dog. I create a safe, comfortable environment where your pet feels secure and cared for at all times. I pay close attention to their needs, keep a watchful eye during walks, and always make sure you are updated so you can relax knowing they are in good hands.

Sitter Profile Image: Iris F.
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Iris F.
$34
total per day
4.9 out of 5 stars
56 reviews
15 repeat clients
10 years of experience
North Adams, MA, 01247

Iris was the perfect sitter for Livvy. I could not have asked for anyone better.

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Paul C.
Sitter Profile Image: Jialin & John Y.
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Jialin & John Y.
Star Sitter
$28
total per day
5.0 out of 5 stars
27 reviews
9 repeat clients
4 years of experience
East Greenbush, NY, 12061

Jialin and John took great care of our Noodle while we attended a friend’s wedding in the area. We are not NY locals and the decision to bring our dog on the trip with us was somewhat last minute, so we were so lucky and grateful to find people to care for Noodle for a full day on such short notice. We received many photos and videos throughout the day which reassured us that Noodle was having fun and in great hands! If we lived in the area we would 100% book them again, and we’re honestly bummed that they can’t be our regular dog sitters due to distance. We are very satisfied with the care they provided and we highly recommend them!!

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Paige S.
Sitter Profile Image: Patty D.
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Patty D.
Star Sitter
$45
total per day
5.0 out of 5 stars
143 reviews
65 repeat clients
30 years of experience
Rensselaer, NY, 12144

Patty took great care of my puppy. She was patient with me and provided extra updates and pictures during his first visit to make sure I was comfortable with how he was doing. She treated my little guy like her own. Already booked next visit.

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Kimberly R.
Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter
$67
total per day
5.0 out of 5 stars
61 reviews
14 repeat clients
2 years of experience
Pittsfield, MA, 01201

Tetiana and her family have a loving, welcoming home and environment. We were met with smiles, shown around and we felt very comfortable leaving our pup. The communication during the booking process was great, as I had a number of questions. Tetiana was responsive and thorough. We found written Q&A better than a call. They were flexible with how we prefer care, food, exercise, rest, etc. We received nice pictures, videos and notes ... even though our stay was only 2 days. We will use Tetiana again when we have a need in the Berkshires, and I'd feel comfortable with longer if needed (and agreed upon). Each member of the family was fast friends with our dog.

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Michael M.
Sitter Profile Image: Kristin B.
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Kristin B.
$50
total per day
5.0 out of 5 stars
16 reviews
4 repeat clients
20 years of experience
Goshen, MA, 01032

We were traveling through and Kristin was wonderful for a last minute doggy daycare visit! She has a beautiful property, 2 wonderful dogs that Stevie played and cuddled with and provided a much needed rest day for Stevie from all the travel commotion:)

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Lydia H.
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$50
total per day
5.0 out of 5 stars
164 reviews
46 repeat clients
12 years of experience
Becket, MA, 01223

Bruno had a wonderful time at Kathleen's beautiful place! The fully-fenced in green space for the dogs was so peaceful I wanted to stay myself. Kathleen has a calming manner which the dogs respond well too. I am contemplating more trips to the Berkshires now that I know Bruno has a safe place where he will be happy and well taken care of while I spend time at Jacob's Pillow or museums. Thank you!

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Amanda T.
Sitter Profile Image: Maritza O.
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Maritza O.
$50
total per day
4.6 out of 5 stars
13 reviews
3 repeat clients
1 year of experience
North Adams, MA, 01247

About: I had always had dogs and cat before and I got one my self his name is coco and I love being with pets specially I would like to take them to the park sometimes if it’s good outside I naturally have time most of the time don’t have nothing else To do but I keep some weekends to do other things personal for my self I have a puppy named coco he is 1 years 8 months that could give ur pet company he is very sweet and such a baby he loves playing with other dogs and I love pets and will play with them and take them out when they need to and food and water routine I am currently not working, so I am available on weekdays and weekends. My booking schedule is open so I’ll have enough time for your fur babies I don’t have a fence, but I do got a gate & a crest if needed but I have dogs, cat that can keep your dog company or cat. My fur babies are very nice and sweet with other animals so they will be good together.

Sitter Profile Image: Gregory A.
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Gregory A.
Star Sitter
$45
total per day
4.9 out of 5 stars
20 reviews
7 repeat clients
30 years of experience
Valatie, NY, 12184

About: I'll provide constant supervision of your pet. I enjoy interacting with animals. Although I am not a professional dog handler I have had a dog in the house for the past 12 years. I will do my best to provide competent care for your pet. I am currently retired from the Columbia County jail, after completing 23 years. I am a Navy veteran. My wife and I have twin boys who are all grown up and out of the house. As a result of this I have become a little bored. I would appreciate your consideration when deciding on who to entrust the care of your pet while you are away. You will be able to be rest assured that they are being taken care of. I am usually available all the time except for the occasional vacation I might go on. Weekends are no problem either. I am pretty much available year round. I like to hang out with my dog all day. Adding more animals to the mix is no problem. I like taking walks with them and I also have a fenced yard.

Sitter Profile Image: MaryEllen M.
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MaryEllen M.
$67
total per day
5.0 out of 5 stars
5 reviews
2 repeat clients
25 years of experience
Menands, NY, 12204

MaryEllen was all I could have asked for and more to watch my little girl Nala! She was kind, easy to work with, responsive, and thoughtful! She went above and beyond to make Nala feel at home and welcome! I will absolutely ask her to watch Nala again!

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Genevieve G.
Sitter Profile Image: Ericca B.
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Ericca B.
Star Sitter
$56
total per day
5.0 out of 5 stars
54 reviews
18 repeat clients
36 years of experience
Bennington, VT, 05201

Ericca was extremely communicative and flexible when it came to getting my dog dropped off and picked up! Highly recommend, especially if you’re looking for someone with experience with GSDs!

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Jackson C.
Sitter Profile Image: Lisa A.
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Lisa A.
$67
total per day
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Florence, MA, 01062

Lisa took great care of Benny and provided many updates during his visit!

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Jesse G.
Sitter Profile Image: Kenia K.
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Kenia K.
$39
total per day
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Rensselaer, NY, 12144

Kenia and her family did an excellent job caring for Izzy, I received photo and text updates throughout! Will definitely be back with Izzy for another stay

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Ronit Z.
Sitter Profile Image: Francy & William S.
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Francy & William S.
$32
total per day
1 year of experience
Pittsfield, MA, 01201

About: We have one year of experience caring for small dogs. We are responsible, attentive, and ensure a safe, loving and confrable environment at all times We work from home, so we have plenty of time to take care of pets. Provide constant attention follow daily routines. And we are also available on weekends when needed. We have a fenced yard where pets can play safetly. And we can take them for once or two daily walks ensuring exercise, attention, and a conformable environment

Sitter Profile Image: Christina D.
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Christina D.
$78
total per day
5.0 out of 5 stars
6 reviews
20 years of experience
Pittsfield, MA, 01201

About: My experience in pet care began during my childhood on my grandparents’ farm, where I was surrounded by a wide variety of animals every day. From an early age, I learned the importance of responsibility, compassion, and attentive care. I gained hands-on experience feeding, grooming, and nurturing animals of all kinds—including dogs, cats, livestock, and small animals—each with their own unique needs and personalities. More than just daily routines, I developed strong, loving bonds with the animals I cared for, treating them as family. That foundation shaped my deep understanding of animal behavior and my commitment to providing patient, personalized, and reliable care for every pet I work with. I bring a deep love and understanding of dogs of all ages, sizes, and personalities. From playful pups to sweet seniors, I tailor each walk to fit their needs. I prioritize safety, communication, and fun—always engaging with your dog and even teaching basic cues like sit, stay, and wait during our adventures. I’m passionate about nature and I believe dogs thrive when they can safely explore their environment —sniffing the breeze, feeling the grass under their paws, and soaking up the world around them. I’m dependable, energetic, and treat every dog like my own. Whether it’s a gentle stroll or a playful outing, your pup will be in great hands and have a tail-wagging good time! Dog walking fits perfectly into my current routine. I’m a part-time healthcare worker with a consistent schedule, working from 8 a.m. to 1 p.m. on Monday, Tuesday, Thursday, and Friday. Outside of those hours, I have a flexible schedule and plenty of availability and plenty of time to dedicate to your pup. I truly enjoy incorporating walks into my day—they keep me active, bring me joy, and let me connect with more wonderful dogs. Your dog will receive dependable, loving care from someone who’s already made this a part of daily life. Safety, trust, and a positive environment are at the heart of every walk I take. I prioritize clean, open, and dog-friendly spaces—like the Rail-Trail, local parks, and secure walking paths—where pups can enjoy fresh air and nature safely. I always use leash control, stay highly observant of their behavior, and make sure every walk is calm, comfortable, and secure. Whether we’re exploring a quiet trail or playing at a safe dog park, your dog’s well-being is my top priority. You can trust that your pup is in caring, capable, and experienced hands every step of the way.

Sitter Profile Image: Sylva & Mark M.
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Sylva & Mark M.
Star Sitter
$39
total per day
5.0 out of 5 stars
65 reviews
19 repeat clients
9 years of experience
Troy, NY, 12180

Mark & Sylva were great hosts for my dog when we needed a few hours of care while my son toured a nearby college. They were welcoming and kind and did a great job with her. I'd happily book again if we're in Troy in the future. Thank you!

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Liz M.
Sitter Profile Image: Logan S.
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Logan S.
$45
total per day
5.0 out of 5 stars
31 reviews
11 repeat clients
25 years of experience
Castleton, NY, 12033

Logan is a great pet sitter! He's very knowledgeable, friendly, and provides a home-like environment while allowing for space and downtime amongst the few other dogs he may have at that time.. He is accommodating to your pet's individual needs and personality which is comforting when you've got a dog that is slow to warm up! We've used him for daycare and plan to board with him as well! Thanks, Logan 🤗

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Teresa F.
Sitter Profile Image: Josselin M.
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Josselin M.
$56
total per day
5.0 out of 5 stars
2 reviews
5 years of experience
Pittsfield, MA, 01201

Josselin was excellent! Great communication, very accommodating and super welcoming and friendly to our dog. We would highly recommend her and certainly use her services again.

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Oliver L.
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Adventure-ready dog walkers - Cheshire

Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Olivia S.
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Olivia S.
Star Sitter
$18
total per walk
5.0 out of 5 stars
37 reviews
15 repeat clients
1 year of experience
Adams, MA, 01220

Olivia is great with our new puppy! She is helping with training efforts and tiring her out during the day! I can trust that my puppy is in good hands while I’m not home!

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Nicole S.
Sitter Profile Image: Iris F.
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Iris F.
$23
total per walk
4.9 out of 5 stars
56 reviews
15 repeat clients
10 years of experience
North Adams, MA, 01247

Really kind and communicative! Iris took good care of my dog while I was away -- I think she really liked having someone new pay attention to her, haha. Very flexible with scheduling and responded quickly when I needed help with walks/check-ins on fairly short notice; I'm very thankful Iris was willing to work with me! ^^

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ezra
Sitter Profile Image: Reymon B.
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Reymon B.
$30
total per walk
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Pittsfield, MA, 01201

About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.

Sitter Profile Image: Leona O.
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Leona O.
$20
total per walk
4.8 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
North Adams, MA, 01247

About: I’ve taken care of dog of many sizes and health conditions, I have had a cat for 9ish years and have cared for friend and families dogs for years. I am a student, I am relatively free but lots of work to do! I like to go on walks already! I am able to be flexible. I know how to feed animals and care for them, can follow special instructions as I know they are important. As much as I would love to care for your fur baby at my home, I cannot.

Sitter Profile Image: Beth M.
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Beth M.
$17
total per walk
5.0 out of 5 stars
2 reviews
1 repeat client
45 years of experience
Williamstown, MA, 01267

About: I have loved all animals ever since I was a young child. I am very attentive to every animals indivdual needs. I have mostly worked as a caregiver for people who had pets. I am a reliable responsible caring and animal lover. I am available all days and times to care for your pet or pets. I am very flexible and looking forward to being able to care for your much loved pet I will always use all safety measures to care and keep your pet safe and well cared for. I would never leave your pet unattended or in an unsafe situation while in my care.

Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$28
total per walk
5.0 out of 5 stars
397 reviews
150 repeat clients
8 years of experience
Lenox, MA, 01240

You can tell McKenna is a big animal & dog lover. She was incredibly sweet & gentle during our meet & greet. She asked all the right questions and our pups felt instantly comfortable around her. We’re glad to establish a relationship with someone we can trust AND with someone who goes above & beyond during her visits. Thank you McKenna, we’ll be booking you again soon!

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Graham S.
Sitter Profile Image: Caitlin H.
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Caitlin H.
$17
total per walk
5.0 out of 5 stars
17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

About: I acknowledge that routine is important with pets and therefore will mold my style to fit your pets norm. (This includes your rules for your pet, anything you are training them to do, and any medication). Before taking care of your pet I make sure I fully understand their daily routine to make sure their schedule isn’t thrown off. I have experience administrating medicine to pets. I also have experience giving baths to pets as long as their grooming supplies are supplied. Also I have taken care of pets for around 3 years and am very flexible as I want to make it as easier on you as possible. I am a teacher so I have all day to spend with your pup during summer months. Also during the school year, I get off in the late afternoon on Weekdays so I can be there to take care of your pup by early evening. I respect my clients space and I am also happy to take care of any additional things around the house (watering plants, bringing in mail, etc.) if asked.

Sitter Profile Image: James S.
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James S.
$34
total per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
Williamstown, MA, 01267

About: I bring a unique level of structure, energy, and reliability to pet care through my experience as a college coach. My daily work revolves around building routines, paying attention to small details, and making sure individuals are supported and performing at their best — and I carry that same approach into caring for dogs. I am highly dependable and organized, so you can trust that your dog’s schedule, feeding routine, and exercise needs will be handled consistently. I also bring an active lifestyle, which is great for dogs that need engaging walks, playtime, and attention. What sets me apart is the level of care and awareness I provide. I pay close attention to behavior, energy levels, and any changes, and I prioritize clear communication so you always feel confident while you are away. My goal is to make sure your dog feels comfortable, safe, and well cared for at all times My schedule is currently wide open following the end of the swim season, which gives me plenty of flexibility for walks, drop-ins, and overnight care throughout the week and weekends. I understand how important it is to trust someone with your dog. I create a safe, comfortable environment where your pet feels secure and cared for at all times. I pay close attention to their needs, keep a watchful eye during walks, and always make sure you are updated so you can relax knowing they are in good hands.

Sitter Profile Image: Michael B.
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Michael B.
$23
total per walk
5.0 out of 5 stars
4 reviews
24 years of experience
Deerfield, MA, 01342

Michael is an amazing dog walker for Theo. He is always available for us, even if it’s only a day or so warning and Theodore absolutely adores him. He sends photo updates to me which makes me so happy to see Theo when I’m gone from work! Thank you Michael!!!

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laura g.
Sitter Profile Image: Aubrey H.
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Aubrey H.
$28
total per walk
5.0 out of 5 stars
12 reviews
9 repeat clients
21 years of experience
North Adams, MA, 01247

About: I've taken care of animals all shapes and sizes since I can remember. Growing up my only job was to make sure my fur babies were fed and loved unconditionally. I would go to a friend of the family and help her with her pit bull and (several) greyhounds. I've worked at kennels from a young age and have had my own share of birds, mice, fish, hamsters, Guinea pigs, and chinchillas as well as dogs and cats. The home has only been without pets for around 7 months now and I would love to dedicate some of my time to people who need genuine love and care for their fur babies! I do not have a job, I am around all of the time! I can be there any time day or night! You name it. I do not have a fenced in yard, however all of the neighborhood doggies are very very friendly. I have a decent sized yard and live next to multiple fields and grassy areas.

Sitter Profile Image: Trista S.
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Trista S.
$34
total per walk
5.0 out of 5 stars
22 reviews
9 repeat clients
30 years of experience
Pittsfield, MA, 01201

About: Animals kept me safe my entire life, now I return the favor by keeping your babies safe while you’re away. ❤️ I have been working with animals my whole life. At only 3 I moved in with my step father onto a small farm(yes this means I can feed your chickens, gather your eggs, clean your stalls, and feed your cattle, pigs, or even horses). I spent three years working in the veterinary field where I learned to better understand and triage animal emergency and how to deal with them calmly and safely. I have 3 dogs, and 2 cats of my own as well as a bearded dragon and a few chickens, whom I love more than life. I have minimal boarding experience, but have had or worked with everything from fish and birds, to dogs to cattle, from snakes to horses, and I love each one of these creatures just as much as the rest. I adore all animals, and cherish my pets so much, and finding some one you can trust to REALLY care for them can be a challenge, so let me make your life a little easier with flexible, reliable, patient and gentle care. As a pet mom to 11 furry, scaly, and feathered babies, I know how hard it can be to find reliable pet care. My animals are my children, my babies; the most important things in my world. I promise to love yours the way I’d love my own. I am currently unemployed and taking a leap. What I’d LOVE is to start my own pet care company. I know how hard it is to find pet care in and around the Berkshires, especially the holidays when all the day cares and well known sitters are booked - so let me take some of that weight off you. I’m flexible and reliable and can do drops ins, walks, day stays, over nights, or multiple day stays. I’m open to any animal type, including pocket pets, exotics and special needs. What can I say? Pets are really the only thing most of us like in this crazy world; so it’s kind of the perfect job. 😉 I am open to all types of care, all types of animals, and all types of situations. I have experience in vet medicine and have had elderly and special needs animals my whole life. No matter how long my interaction with your baby is, I assure you it will be filled with love.

Sitter Profile Image: Skylar R.
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Skylar R.
$39
total per walk
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
North Adams, MA, 01247

About: Hello! My name is Skylar; I am 26 years old, my family has owned dogs my whole life, I own a dog and two cats! I currently work at a daytrain facility for dogs and am on my way to eventually becoming a dog trainer! I always provide the upmost care for animals. As an animal lover, I’m here to ensure that your family members stay happy and safe while you’re away! I currently work full time at a daytrain facility for dogs, typically in the afternoons - So I am available mostly in the mornings and evenings ( after 6 pm)! **FOR HOUSE SITTING REQUESTS BOOKED LESS THAN 7 DAYS IN ADVANCE** -> I do charge an expedited service fee of $20 a night on top of normal house sitting fee! I am able to provide walks if needed (or if there is no fenced in yard), as well as special diets and medications as needed! I do prefer using my own slip lead for safety reasons in the event there is no fenced in yard, however I am flexible with this!

Sitter Profile Image: Nicole S.
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Nicole S.
$28
total per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
North adams, MA, 01247

About: 5 years ago my family had gotten a puppy (jack Russell, beagle, terroir, Pitt bull mix). My puppy is a big baby, and is scared of everything. From flies to the wind. But he also can be a bit mean and over protective about his belongings. I was able to find ways around him being overly protective about his things. I was the main person to get up early to take him out in the mornings, throughout the day, and at night. We then a year later got his sister from a different litter from the same mom and dad. She is the complete opposite. She is a loving dog. She always wants to cuddle and loves to play and have all the attention to her. Since I was little I’ve always loved dogs. I love playing with them and walking with them. I’m a full time nanny but have a lot of free time on my hands while the kids are at school and their activities. I’m looking for some occasional work and maybe part time opportunities. I would always make sure the pet has food and water. Make sure the environment around them is safe. And make sure to attend their needs in any way that is needed.

Sitter Profile Image: Amy T.
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Amy T.
$20
total per walk
4.6 out of 5 stars
20 reviews
7 repeat clients
10 years of experience
Delmar, NY, 12054

Amy is wonderful. She was able to accommodate a meet and greet on short notice. She always sends the best photos. Astor is lucky to have her.

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Katie S.
Sitter Profile Image: Christina D.
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Christina D.
$34
total per walk
5.0 out of 5 stars
6 reviews
20 years of experience
Pittsfield, MA, 01201

About: My experience in pet care began during my childhood on my grandparents’ farm, where I was surrounded by a wide variety of animals every day. From an early age, I learned the importance of responsibility, compassion, and attentive care. I gained hands-on experience feeding, grooming, and nurturing animals of all kinds—including dogs, cats, livestock, and small animals—each with their own unique needs and personalities. More than just daily routines, I developed strong, loving bonds with the animals I cared for, treating them as family. That foundation shaped my deep understanding of animal behavior and my commitment to providing patient, personalized, and reliable care for every pet I work with. I bring a deep love and understanding of dogs of all ages, sizes, and personalities. From playful pups to sweet seniors, I tailor each walk to fit their needs. I prioritize safety, communication, and fun—always engaging with your dog and even teaching basic cues like sit, stay, and wait during our adventures. I’m passionate about nature and I believe dogs thrive when they can safely explore their environment —sniffing the breeze, feeling the grass under their paws, and soaking up the world around them. I’m dependable, energetic, and treat every dog like my own. Whether it’s a gentle stroll or a playful outing, your pup will be in great hands and have a tail-wagging good time! Dog walking fits perfectly into my current routine. I’m a part-time healthcare worker with a consistent schedule, working from 8 a.m. to 1 p.m. on Monday, Tuesday, Thursday, and Friday. Outside of those hours, I have a flexible schedule and plenty of availability and plenty of time to dedicate to your pup. I truly enjoy incorporating walks into my day—they keep me active, bring me joy, and let me connect with more wonderful dogs. Your dog will receive dependable, loving care from someone who’s already made this a part of daily life. Safety, trust, and a positive environment are at the heart of every walk I take. I prioritize clean, open, and dog-friendly spaces—like the Rail-Trail, local parks, and secure walking paths—where pups can enjoy fresh air and nature safely. I always use leash control, stay highly observant of their behavior, and make sure every walk is calm, comfortable, and secure. Whether we’re exploring a quiet trail or playing at a safe dog park, your dog’s well-being is my top priority. You can trust that your pup is in caring, capable, and experienced hands every step of the way.

Sitter Profile Image: Bella G.
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Bella G.
$39
total per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
lanesborough, MA, 01237

About: I have my own dog walking/Pet Sitter business called “Canine in motion” On facebook and instagram. I’m super excited to have new clients reach out to me that need a dog walker/pet sitter. I’ve worked at an animal shelter, a doggy day care and I also used to volunteer at a nearby animal shelter to help walk dogs. Through those experiences i’ve learned so much about different dog breeds and other small animals. I’m currently working part-time, so I’ll have plenty of time to play with your pup! I’m available for pet sitting/dog walking Monday-Friday. My weekends are also free. Why should I look after your dog while you're on vacation or unable to look after them? I give genuine love and passion to dogs. I understand their needs, both physical and emotional, and i’m dedicated to providing them with the utmost care and attention. My patience and attentiveness allow me to anticipate their needs and respond accordingly, ensuring their comfort and well-being. I have a keen eye for detail, noticing subtle cues and behaviors that may indicate their mood or health. I’m responsible, I follow instructions diligently, whether it's regarding feeding, exercise, or medication. My calm and nurturing presence creates a safe and secure environment, allowing dogs to feel at ease in my care. With me, dogs will find a trustworthy and compassionate companion, someone who will go above and beyond to ensure their happiness and safety.

Sitter Profile Image: Zoey L.
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Zoey L.
$28
total per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Adams, MA, 01220

About: I have pet/house sat multiple times over the past several years for friends and family, and have worked with several types of animals from small critters like guinea pigs and ferrets, cats, and even large dog breeds. I also have 2 years experience volunteering for a local shelter in socialization and vet transport, 3 years experience working for a doggy daycare and boarding facility, and I currently work part time for another local animal shelter. I am an experienced owner of dogs, cats, ferrets, chickens, guinea pigs, and more. I also have experience as a wedding dog handler, and would be happy to offer this service if requested so your furry companion can accompany you or someone you know on yours or their special day without any added stress, please let me know if this is something you'd be interested in! I currently work part time so I have lots of time to play with your pup, and hopefully can build savings towards a larger space to meet more people's needs! I am always looking to learn, grow, and provide better care for animals. Animal welfare is very important to me. At this point in time, due to the space I'm only able to accommodate smaller breeds that generally can get along with others. I do have a small fenced in yard, but I also have the bike trail and nearby hiking trails readily available, your dog will need to be on leash at all times when outside on walks/hikes, I do not provide "off-leash" trail experience as a safety precaution, thank you for your understanding! I am happy to provide pictures and updates of your pup whenever requested, please never be afraid to reach out!

Sitter Profile Image: Kristin B.
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Kristin B.
$45
total per walk
5.0 out of 5 stars
16 reviews
4 repeat clients
20 years of experience
Goshen, MA, 01032

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also active so love walking dogs, throwing a ball for them, or taking them to our local lake for a swim. I have tons of patience for shy dogs, I have dealt with rescue dogs and know when to get close or not to an animal. I have never had an incident where I have had a dog become aggressive with me. I have taken my own dog to obedience school a few times and learned a few key trips for working with difficult dogs or puppies. I have taken care of puppies within the past three years and am comfortable with the extra care they require. I have a solid connection with our local vet and emergency animal hospital and am able to handle dogs who need shots or medications administered. I work from home and have several pets already needing care. Bathroom breaks, walks, ball throwing, catnip time, all of it already happens in my home. We have several pet fences within our home and a puppy proof first floor. If a pet is okay of leash then we walk them around our 4 acres throwing a ball or whatever the pet likes. If a pet is not okay off leash, then we just walk them on a leash on our land every 1.5 or 2 hours or as needed. Water bowls are everywhere, no chemicals are on site within reach of curious puppies, and no cars move very quickly on our driveway and everyone who does arrive at our home knows we have several pets and need to slow down. We have owned dogs for over 25 years and have never had any of our pets get injured.

Sitter Profile Image: Ashley T.
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Ashley T.
$34
total per walk
15 years of experience
pittsfield, MA, 01201

About: Hello! I've had animals my whole life and love being around them. I'm available to walk dogs and give them good exercise for those that have a lot of energy. I am also available to stay overnight to take care of your house and animals. My love for animals has pushed me to study to become a veterinarian technician. I also currently work at Berkshire Veterinary Hospital so I'm comfortable bringing them to the vet in an emergency. I am also able to medicate (orally or injected) your animals. I'm also comfortable cutting nails. I have the most experience with cats and dogs but enjoy taking care of all animals whether they are furry, feathered, or scaled. I have a very calm personality so most animals trust me right away and if they don't, I'm very good at earning it. Let me earns yours and you won't regret it.

Sitter Profile Image: Melanie D.
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Melanie D.
$28
total per walk
20 years of experience
Dalton, MA, 01226

About: I grew up with dogs my whole life. My parents also run a dog sitting business on cape cod and I help out there when I can! I am also fully insured! I’m a current second grade teacher, so I’m completely free on the weekends and the summer months, as well as school vacations to take care of your furry friends! I will love your dog like my own! I’m a diligent, reliable and clean person that will leave your home and dog happier than I found it. I am also fully insured!

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Cheshire

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Mahayla G.
Verified Enhanced Background Check
Mahayla G.
Star Sitter
$84
total per night
5.0 out of 5 stars
53 reviews
24 repeat clients
15 years of experience
Adams, MA, 01220

Our dog had a fabulous stay with Mahayla! Since it was our first time, Mahayla offered to come to our home to get to know our pup before caring for her the next day. They hit it off immediately and Mahayla explained her background in animal/dog behavior studies and reassured us that all would go well... and it did! Our pup had a blast trail hiking and also just relaxing at Mahayla's home. Mahayla clearly understands and loves dogs, and it was clear that she was focused on our dog's enjoyment, comfort level and care. She was also focused on our needs as the owners. Leading up to care day she was extremely responsive. On care day she sent photos and updates. A perfect stay...thanks, Mahayla!

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Deb G.
Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter
$67
total per night
5.0 out of 5 stars
61 reviews
14 repeat clients
2 years of experience
Pittsfield, MA, 01201

Amazing sit for my pup. I could just tell Tatiana loves animals and took to my little Zoe (4 y/o mini Aussie) right away. Got some photo updates and was super responsive to messaging. Highly recommend!

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Erik H.
Sitter Profile Image: James S.
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James S.
$73
total per night
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
Williamstown, MA, 01267

James did a fantastic job caring for Summer for a week! He sent updates and did such fun things with her. She came home super relaxed and happy. I hope to book James again next time I need boarding for Summer!

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Anna P.
Sitter Profile Image: Christopher H.
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Christopher H.
Star Sitter
$49
total per night
5.0 out of 5 stars
30 reviews
6 repeat clients
16 years of experience
Menands, NY, 12204

This is the second time we entrust Penny to Christopher and his lovely wife, and they continue to provide wonderful care for my elderly pup, all while sending me pics and videos of her, which is always wonderful. Penny requires attentive care with meds and some ear cleaning, and Christopher did both. They are great dog sitters!

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Olga B.
Sitter Profile Image: Kierra H.
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Kierra H.
$56
total per night
5.0 out of 5 stars
46 reviews
14 repeat clients
10 years of experience
Troy, NY, 12180

Kierra was great! Jarvis loved staying with her and her pup. She provided pictures of them playing and getting lots of attention. He can't wait to go back and visit.

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Michael M.
Sitter Profile Image: Sheronda L.
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Sheronda L.
Star Sitter
$50
total per night
5.0 out of 5 stars
25 reviews
11 repeat clients
20 years of experience
Troy, NY, 12180

Nova had the best time! I can’t thank you guys enough for taking such good care of our girl 🙏🏾 If you are looking for a dog sitter who is super caring and knowledgeable, Sheronda is the one!

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Christina M.
Sitter Profile Image: Aura G.
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Aura G.
$67
total per night
5.0 out of 5 stars
23 reviews
6 repeat clients
10 years of experience
Pittsfield, MA, 01201

This was the second time Aura & Nick watched Shannon. Shannon ran into their house to see them, excited to be there. It was very clear Shannon is happy to be there.

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Holly K.
Sitter Profile Image: Ericca B.
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Ericca B.
Star Sitter
$70
total per night
5.0 out of 5 stars
54 reviews
18 repeat clients
36 years of experience
Bennington, VT, 05201

Ericca was amazing with my dog Lobinha! She sent me regular updates and adorable pictures, which gave me total peace of mind. I could tell Lobinha was having so much fun and was truly in good hands. She came home happy and relaxed. I highly recommend Ericca to anyone looking for a caring and responsible dogsitter!

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Erika S.
Sitter Profile Image: AMANDA S.
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AMANDA S.
$50
total per night
5.0 out of 5 stars
22 reviews
4 repeat clients
34 years of experience
Watervliet, NY, 12189

Amanda was absolutely amazing with our anxious pup. She was attentive and communicative and we felt totally at ease knowing our dog was in her capable care.

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Rachel B.
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$95
total per night
5.0 out of 5 stars
164 reviews
46 repeat clients
12 years of experience
Becket, MA, 01223

Kathleen was great! She has an amazing property for the dogs, keeps you updated with tons of pictures and videos of them, and is such a nice person that you know shes taking care of your pups as if they were her own, will definitely be using her moving forward!

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Ben G.
Sitter Profile Image: Karl K.
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Karl K.
Star Sitter
$62
total per night
5.0 out of 5 stars
51 reviews
16 repeat clients
55 years of experience
West Hatfield, MA, 01088

Karl is a wonderful pet sitter. Bella loved her time in his home and we loved the photos of her looking calm and well loved. Thank you so much, we will definitely be in touch next time we need dog sitting!

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Sarah A.
Sitter Profile Image: Laura P.
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Laura P.
Star Sitter
$73
total per night
5.0 out of 5 stars
92 reviews
23 repeat clients
43 years of experience
Wilmington, VT, 05363

Pepper stayed with Laura for 3 nights while we went away. We felt at ease leaving her, knowing she would be well taken care of. We were not wrong. When we went to pick her up I could tell she had made a new friend and was comfortable with Laura. I am so thankful we picked Laura to take care of Pepper.❤️

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James G.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
$59
total per night
5.0 out of 5 stars
32 reviews
12 repeat clients
10 years of experience
Greenfield, MA, 01301

Christian is great! He is patient, chill, and very good with dogs! I loved that our dog wanted to go back inside with him when we had to leave; that is a great sign!

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Gregory A.
Sitter Profile Image: Kimberly E.
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Kimberly E.
Star Sitter
$42
total per night
5.0 out of 5 stars
144 reviews
52 repeat clients
25 years of experience
Troy, NY, 12180

Great experience! Check in wth updates about my dog was n timely matter , made me feel very comfortable with leaving my puppy & he was very happy . Will definitely be using her again ?❤️

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Niza R.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
$56
total per night
5.0 out of 5 stars
35 reviews
11 repeat clients
20 years of experience
Castleton, NY, 12123

Kaitlyn was great with Hadley! She sent photo updates and booked very last minute which we are incredibly appreciative of. Her kids also adored Hadley so she felt right at home. Highly recommend!

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Bianca P.
Sitter Profile Image: Logan S.
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Logan S.
$67
total per night
5.0 out of 5 stars
31 reviews
11 repeat clients
25 years of experience
Castleton, NY, 12033

Logan was great with our dog! She enjoyed her time there and fit right in, received lots of love and Logan was accommodating to our needs. I looked around for a border to replace our one that moved out of state, and Logan hit several of the marks! We will return!

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Shawna
Sitter Profile Image: Cong P.
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Cong P.
$69
total per night
5.0 out of 5 stars
58 reviews
31 repeat clients
5 years of experience
Rensselaer, NY, 12144

I cannot recommend Cong more highly. My Airedale, Phoebe, is always happy to see her! To know my dog is comfortable and happy makes leaving her a bit easier. When I pick Phoebe up, whether the stay has been multiple days or just one, my dog is relaxed and happy.

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Mary M.
Sitter Profile Image: Davis B.
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Davis B.
Star Sitter
$84
total per night
5.0 out of 5 stars
43 reviews
11 repeat clients
10 years of experience
BENNINGTON, VT, 05201

About: Reliable and responsible cat and dog lover, I've been fostering dogs for over a year and have successfully placed 9 foster dogs. I've also helped take care of friend's and family's pets my whole life and I take dog training seriously. My pet care schedule is fairly flexible at the moment due to recent life changes. Please reach out with your questions and pet care needs! I have a livestock fence for supervised zoomies with fence-respecting dogs. My dog, Licorice, is playful and well-socialized, 2 dog-savvy cats and I often have a foster dog or 2 living with me.

Sitter Profile Image: Darcy J.
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Darcy J.
$56
total per night
5.0 out of 5 stars
9 reviews
1 repeat client
36 years of experience
Castleton-on-Hudson, NY, 12033

Darcy and her husband were super nice and took great care of our girl while we were gone! Definitely would use them again! Thank you again! - Friend Family

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Danielle F.
Sitter Profile Image: Katelynn R.
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Katelynn R.
$105
total per night
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Pittsfield, MA, 01201

Katelyn was amazing! I don’t think our dogs missed us for a second or even noticed that we were not there with them. Will 100% use her again.

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Edie M.
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