Personalized care for your dog or cat - Middlefield

Highly-rated overnight sitters - Middlefield

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
• 138 reviews
36 repeat clients
25 years of experience
Pittsfield, MA, 01201

“Brooke took excellent care of my dog. When I picked her up from Brooke's house, she was relaxed and calm, not anxious and pulling like she usually is when I return from a trip. Leah really enjoyed her stay with Brooke and she came home tired and happy. I appreciated Brooke's notes and pictures while we were away. I would not hesitate to recommend her and would love to use her services again.”

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Diana K.
Sitter Profile Image: Patti B.
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Patti B.
Star Sitter
$39
total per night
5.0 out of 5 stars
• 113 reviews
51 repeat clients
25 years of experience
Easthampton, MA, 01027

“We are new to using Patti, but couldn't be happier with her care of our Josie. Patti was very good about letting me know how Josie was getting on and sending photos of the two of them together. I have already scheduled our next visit with Patti!”

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Karla C.
Sitter Profile Image: Jess L.
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Jess L.
$50
total per night
5.0 out of 5 stars
• 89 reviews
21 repeat clients
5 years of experience
Pittsfield, MA, 01201

“Jess was awesome and took wonderful care of our dog Wiley. She sent lots of photos of him and kept us up to date on how he was doing, the nice walks they went on and other dog buddies he met. We would definitely board with Jess again.”

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Lily D.
Sitter Profile Image: Yenifer V.
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Yenifer V.
$73
total per night
5.0 out of 5 stars
• 35 reviews
7 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: Jessica C.
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Jessica C.
Star Sitter
$33
total per night
5.0 out of 5 stars
• 58 reviews
19 repeat clients
35 years of experience
Sunderland, MA, 01375

“This family provided my dog exceptional care! My dog came back even healthier than before lol. It is so nice that your beloved dog is getting amazing care and having fun while you are away. I would recommend this place to anyone.”

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

“In a word: FANTASTIC. Kathleen is caring and adjusts her care to your dog’s needs. (My dog Rose, is a 6.5 year old 45 pound standard poodle.). Kathleen communicates well and kept me fully informed about my dog’s picky eating habit. (My dog ate better with Kathleen than she does at home.) You cannot appreciate the boarding facility until you visit Becket. The house is lovely with numerous happy dogs running about, playing and relaxing inside and out. From my observation, the place looked remarkably clean and orderly. The woods surrounding the house are lovely and with an acre of fenced in fields and forest. Kathleen is warm, intelligent and wants your pet to enjoy its vacation. I have the highest praise and appreciation for the home away from home Kathleen provided my beloved dog.”

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William B.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
20 years of experience
Pittsfield, MA, 01201

“Irene has been such a great find in the Berkshires! She always gives helpful communication with each stay, and Ruby seems to love her time with Irene (and her sweet dog Goldie). Thanks for all of the care that you give to Ruby - we'll see you soon!”

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Eric B.
Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$35
total per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
25 years of experience
Westfield, MA, 01085

“Posy had a great time with Katie and the dogs! She loved getting to play in the yard and get some outside time. Sue came home happy and ready for a nap!”

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Auri C.
Sitter Profile Image: Karl K.
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Karl K.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 54 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: Mahayla G.
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Mahayla G.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 53 reviews
25 repeat clients
15 years of experience
Adams, MA, 01220

“Molly loved hanging out with Hailey. Molly went everywhere with Hailey. Molly thrives in a home setting. So glad we have Hailey to watch Molly.”

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Jean M.
Sitter Profile Image: Beth A.
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Beth A.
$62
total per night
5.0 out of 5 stars
• 62 reviews
31 repeat clients
20 years of experience
South Hadley, MA, 01075

“Hi Beth, I can't seem to navigate back to your profile from your old message -- but I am wondering if you might be free to watch Milo over Thanksgiving weekend -- Weds Nov. 22nd thru Sun or Mon. thanks so much! Maia (917-359-9364)”

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Maia H.
Sitter Profile Image: John S.
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John S.
Star Sitter
$86
total per night
5.0 out of 5 stars
• 122 reviews
24 repeat clients
20 years of experience
Norfolk, CT, 06058

“Our dog always has a great time staying at John and Orie's house! It's her home away from home in so many ways. We're already looking forward to next time!!”

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Kathleen W.
Sitter Profile Image: Sandra C.
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Sandra C.
Star Sitter
$44
total per night
5.0 out of 5 stars
• 43 reviews
15 repeat clients
30 years of experience
Indian Orchard, INDIAN ORCHARD, MA, 01151

“My dog, Ollie, just spent a week with Sandy and I cannot say enough about how great she was. I hadn’t ever left him with anyone other than family and from the first minute I met Sandy during our meet and great, she put me right at ease. She was communicative and caring and he clearly had a great time. I would (and will!) rebook her in a heartbeat!”

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Kathleen M.
Sitter Profile Image: Carmela A.
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Carmela A.
$39
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
25 years of experience
Agawam, MA, 01030

“Carmela was super nice with my elder dog. My chihuahua suffered violence from a teenager and now his behavior is not the best. Carmela was so comprehensive and knew how to manage him to keep him feel safe in her home. I am so thankful that she received my baby in her home for the time I had to travel.”

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Virginia G.
Sitter Profile Image: Heather R.
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Heather R.
Star Sitter
$47
total per night
5.0 out of 5 stars
• 47 reviews
25 repeat clients
22 years of experience
Feeding Hills, MA, 01030

“Cannot thank them enough. It was my first time using Rover and on a short notice request- no problem. I got pictures of Alfie playing and cuddling throughout his stay which set me at ease. He also came back smelling nicer and was freshly brushed, he was so happy! I 100% recommend Heather and Norman”

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Nolan H.
Sitter Profile Image: Rachel M.
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Rachel M.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
20 years of experience
South Hadley, MA, 01075

“I booked Rachel last minute fully expecting for her to not respond or say she was available and she responded within minutes for my last second request. She and her family took excellent care of Hank and sent me several pictures and updates through out. 10/10. Very happy to have found someone trust worthy i can leave my dog with and have no worries without feeling like i am burdening friends or family.”

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Phil B.
Sitter Profile Image: Abigale & Eric F.
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Abigale & Eric F.
$45
total per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
Chicopee, MA, 01013

“Jenna had a excellent stay she was very well taken care of Abigale snd Eric were very friendly and accepting of me being a over protective anxious dog mom they are well equipped to take care of her I will book with them again”

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Gale C.
Sitter Profile Image: Yasmin Jamal A.
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Yasmin Jamal A.
$89
total per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Pittsfield, MA, 01201

“She was great.. very caring and responsible. I will use her again. Thank you Yasmin.”

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

“Leaving my lil anxious pup with strangers can be so hard, but I felt so comfortable and confident leaving him with Aura and Nick. They were so attentive to my dog’s needs and a calming presence for him while I was away. They are lovely and I hope to have the chance to use their boarding services again!”

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Katherine M.
Sitter Profile Image: Franny A.
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Franny A.
$56
total per night
5.0 out of 5 stars
• 7 reviews
30 years of experience
Great Barrington, MA, 01230

“Franny and her husband were absolutely wonderful!! They took extra great care of our pup! I highly recommend. It was soo convenient being right down the road from camp Pontiac, where we attended a wedding.”

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brittany R.
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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 - Middlefield

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: Alyson V.
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Alyson V.
Star Sitter
$23
total per visit
5.0 out of 5 stars
• 29 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: Kellie H.
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Kellie H.
$28
total per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
6 years of experience
Dalton, MA, 01226

“Kellie was so professional and I came home to very happy, calm cats!”

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Erin D.
Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 403 reviews
153 repeat clients
8 years of experience
Lenox, MA, 01240

“Knowing that our cat is under McKenna’s care has given us complete peace of mind! She has demonstrated to be thorough, reliable, and friendly. Thank you McKenna for your work!”

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Carolina J.
Sitter Profile Image: Jennifer L.
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Jennifer L.
$17
total per visit
30 years of experience
Lee, MA, 01238

About: I’ve been caring for cats for over 20 years and dogs for my entire life, including animals with both medical needs and behavioral challenges. That experience has taught me how to be patient, observant, and respectful of each pet’s unique personality and comfort level. I’m also a registered nurse with 10 years of nursing experience, and that medical background often transfers well when caring for pets with health issues. I’m comfortable following detailed care instructions, keeping up with medication routines, and noticing subtle changes that may need attention. Most of all, I genuinely love furry friends and know how important it is for pet parents to feel confident that their baby is being cared for with kindness, skill, and reliability.

Sitter Profile Image: Trista S.
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Trista S.
$28
total per visit
5.0 out of 5 stars
• 23 reviews
10 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: Valentina M.
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Valentina M.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Stockbridge, MA, 01262

About: I grew up with them. Since I was I think 8 years old. I can bring them to my house as well. I really love them their so cute

Sitter Profile Image: Chloe O.
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Chloe O.
$28
total per visit
5.0 out of 5 stars
• 9 reviews
8 years of experience
Lee, MA, 01238

“Chloe was great! Super communicative and the kitties were very happy and healthy when we returned home.”

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Taylor C.
Sitter Profile Image: Matt L.
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Matt L.
Star Sitter
$34
total per visit
4.9 out of 5 stars
• 78 reviews
19 repeat clients
32 years of experience
Hadley, MA, 01035

“Matt stayed with our two cats and administered insulin to our oldest cat Mojo despite some challenges with Mojo being uncooperative. Matt was good at communicating any issues and seeking help. He cared for our house very well and left it clean and in good shape. I would recommend Matt.”

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Richard R.
Sitter Profile Image: Leona O.
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Leona O.
$20
total per visit
4.8 out of 5 stars
• 13 reviews
3 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: 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: Julie G.
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Julie G.
$23
total per visit
5.0 out of 5 stars
• 16 reviews
2 repeat clients
4 years of experience
Holyoke, MA, 01040

“Julie was great with our cat. She gave updates with very detailed responses to let us know she was caring for our boy well. We appreciated her love for boy!”

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Shannon F.
Sitter Profile Image: Rose L.
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Rose L.
$45
total per visit
2 years of experience
Williamsburg, MA, 01096

About: I’ve cared for cats in both professional kennel settings and in clients’ homes, giving me experience with felines of all ages, temperaments, and medical needs. I’ve house-sat for a cat with diabetes, managing daily care and keeping them comfortable and stress-free. I also work with cats who board in the kennel setting, so I’m used to feeding routines, behavior monitoring, and keeping their spaces clean and cozy. From administering medication to scooping litter boxes and giving extra love to shy or senior cats, I make sure every kitty feels safe, understood, and treated like family. Whether your cat needs calm companionship, structured care, or just someone who respects their unique personality, I’m here to keep them happy and safe.

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: Bella G.
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Bella G.
$20
total per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
7 years of experience
lanesborough, MA, 01237

“I can’t recommend Bella enough! From the moment I met her, I knew my pups were in great hands. She took the time to get to know my dogs and their routines, which made me feel so at ease. Throughout my time away, Bella sent me daily updates and adorable photos of my pups playing and enjoying their time. Each picture captured their happiness—tails wagging and big smiles! It was such a relief to see them so content and well cared for. She truly went above and beyond, providing not just care but also love and attention. I will definitely be booking Bella again for future trips. If you’re looking for someone reliable and caring, look no further!”

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Bonnie V.
Sitter Profile Image: Lydia H.
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Lydia H.
$40
total per visit
5.0 out of 5 stars
• 19 reviews
5 repeat clients
3 years of experience
Easthampton, MA, 01027

“My cat fell madly in love with Lydia right away! (Sometimes he’s wary of new people, but Lydia won him over). She sent me updates, and alerted me when his behavior was a little bit off. She’s very responsible, and a delightful person! It was such a relief to know that Frederick was being cared for and loved while I was traveling.”

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Sue B.
Sitter Profile Image: Amanda G.
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Amanda G.
$23
total per visit
16 years of experience
Northampton, MA, 01060

About: I have had a cat for 16 years and enjoy meeting new cats and making sure they are happy and well fed. Looking forward to meeting your cat!

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!

Sitter Profile Image: Amad E.
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Amad E.
$32
total per visit
5.0 out of 5 stars
• 34 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

“This is the second time that I used Amad to care for my cats, he has been great, will stay and play with them, easy to reach and will quickly respond . Overall we highly recommended .”

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Fabiola C.
Sitter Profile Image: Brittany F.
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Brittany F.
$20
total per visit
5.0 out of 5 stars
• 8 reviews
5 repeat clients
20 years of experience
Longmeadow, MA, 01106

About: I have been walking and caring for my own personal animals - 2 dogs, cat, bird, hamsters since I was 5 years old. I also have been dog sitting and walking for numerous neighbors and friends in the area. I work during the day a full-time job. I am available early in the morning and after 4:00pm during the week. I am available on the weekends anytime of the day. I have a fenced in backyard that my 4 year old Brittany Spaniel, Maggie loves to run around and play ball. It is completely fenced in so she can't get out. I love to be outside playing with my dog and bring her on 3+ walks a day around town and at the local park.

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.

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Perfect for high energy dogs - Middlefield

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: Kathleen M.
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Kathleen M.
Star Sitter
$50
total per day
5.0 out of 5 stars
• 165 reviews
46 repeat clients
12 years of experience
Becket, MA, 01223

“Kathleen was great. She was very responsive before we dropped our pooch off, and then sent regular updates throughout the day. He was in a good mood when we picked him up at the end of the day.”

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Andrew T.
Sitter Profile Image: Western B.
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Western B.
$56
total per day
5.0 out of 5 stars
• 3 reviews
20 years of experience
Dalton, MA, 01226

About: I am good at working with all sizes, ages and breeds of dogs. I have a large fully fenced back yard and live on a quiet street. For longer stays of 1-2 weeks I offer pick up within a 30-45 minute drive from Dalton (this includes Great Barrington, Stockbridge and Lenox). I love dogs and grew up with three mammoth Samoyeds and Malamutes as well as owning my own sweet cavalier Max until he passed. Looking forward to showering love on your four-legged family member: lots of cuddles, play, walks. I've dog sat quite a bit - from sweet older dogs to nervous little dogs to velcro Portuguese water dogs. :-) Whatever your dogs routine, I will follow your instructions to the letter to ensure as little disruption to your dogs routine as possible so they feel safe and happy until your return. I know how hard it can be on owners to leave a beloved member of the family behind and how hard it is on a dog to miss their owner. I have dog beds, treats and toys (if allowed). Looking forward to hearing from you. I work from home so your dog will have plenty of companionship and attention from morning to evening. I usually walk dogs according to the schedule they are used to. In between, they can hang with me. IFeeding times will also coincide with your instructions. I'm an early riser so you are welcome to drop your dog off (with notice) as early as 7:30 am. I have a large three bedroom home with an huge fenced back yard on a quiet street near trails. It's single floor so no stairs for older dogs to contend with.

Sitter Profile Image: Yenifer V.
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Yenifer V.
$67
total per day
5.0 out of 5 stars
• 35 reviews
7 repeat clients
3 years of experience
Pittsfield, MA, 01201

“We had such a great experience with Yenifer! Our dog, Rocky, absolutely enjoyed his stay—he came home happy and relaxed. Yenifer was incredibly kind and responsive, and even accommodated us on very short notice, which we really appreciated.”

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Liliya K.
Sitter Profile Image: Jess L.
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Jess L.
$34
total per day
5.0 out of 5 stars
• 89 reviews
21 repeat clients
5 years of experience
Pittsfield, MA, 01201

“Jess took great care of my pup and sent me lots of pics and updates throughout the day! She has a sweet dog, and her dog and mine played together all day. Uva came home fed, healthy and tired! Thank you Jess!”

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Janice G.
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: Sarah & Noah P.
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Sarah & Noah P.
$32
total per day
10 years of experience
Pittsfield, MA, 01201

About: I have years of experience caring for dogs and cats, including feeding, walking, administering basic medications, maintaining routines, and providing lots of love, attention, and companionship. I mostly work from home but when I’m not home, my fiancé (who will love your pets just as much as me) is! I am always available! I have a large yard and a 2,500 sq ft home so your babies will have room! I also have 2 friendly dogs to keep your pets company 😊 I have an extra room in my home for pets but if sleeping on my bed is more their style then that’s okay too!

Sitter Profile Image: Kristin B.
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Kristin B.
$62
total per day
5.0 out of 5 stars
• 17 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: Kelsey R.
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Kelsey R.
$39
total per day
5.0 out of 5 stars
• 72 reviews
31 repeat clients
12 years of experience
Pittsfield, MA, 01201

“Kelsey watched our pup for the day while we were in Lenox and they had a great time :) Thanks so much Kelsey - will definitely reach out again next time we’re in the area!”

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Crystal M.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$56
total per day
5.0 out of 5 stars
• 23 reviews
7 repeat clients
20 years of experience
Pittsfield, MA, 01201

“Irene was wonderful & my greyhound, Star, liked her immediately. I needed a dog walker last minute and Irene responded to me immediately and was very professional and kind. I was so grateful for her care of my girl & highly recommend her!”

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Terri S.
Sitter Profile Image: Josselin M.
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Josselin M.
$73
total per day
5.0 out of 5 stars
• 3 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.
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: Shawna B.
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Shawna B.
$69
total per day
5.0 out of 5 stars
• 9 reviews
4 repeat clients
15 years of experience
Westhampton, MA, 01027

“Shawna was a great sitter. My dogs are never tired. But they were worn out when I picked them up so I know they got plenty of exercise and attention. I highly recommend Shawna!!”

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Amanda G.
Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$34
total per day
5.0 out of 5 stars
• 12 reviews
5 repeat clients
25 years of experience
Westfield, MA, 01085

“Katie and her family were an absolute dream! I couldn’t be more pleased with how attentive and caring they were towards our puppy. I highly recommend Katie! I wish we lived closer to use her again! Thank you, Katie!”

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Regina T.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
$56
total per day
5.0 out of 5 stars
• 56 reviews
13 repeat clients
15 years of experience
Northampton, MA, 01060

“I am so happy to have found Emma. My two sweet but somewhat anxious dogs were immediately at ease in her lovely space. Her calm, confident energy is just what we were all looking for in a caregiver. Emma was easy to communicate with and very professional. I look forward to working with her again!”

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

“Lisa was GREAT with my dog Lexie - a lovely person, a wonderful home, big back yard and super sweet pup Olive who lexie loved playing with! Lisa took lexie for great walks, visited the local dog park, sent great photos - a perfect stay. So appreciated the care and attention - Lexie felt wonderfully at home, was well taken care of, and I would 100% return again! Thank you!”

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Laura B.
Sitter Profile Image: Liza Q.
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Liza Q.
$84
total per day
5.0 out of 5 stars
• 3 reviews
1 repeat client
6 years of experience
Blandford, MA, 01008

About: walking service tailored to meet the needs of both you and your furry companion. Whether you're away for work, a vacation, or just need some extra help, I ensure your dog is well cared for, exercised, and happy. My dog sitting service provides your pet with personalized attention, a comfortable environment, and plenty of playtime, while my dog walking service offers a fun, safe, and invigorating walk to keep your dog active and healthy. With a focus on trust, safety, and companionship, I aim to give you peace of mind knowing your dog is in loving, responsible hands. I am a stay at home mom. Me and my son Liam would love to spend time with your doggo. Reach out and we can discuss further what times would work best for you and your furry babies needs. Pets feel secure with predictability, so I maintain their feeding, exercise, and play routines as closely as possible to their normal habits.Understand and respect each pet’s individual needs and preferences, such as their comfort level with strangers, exercise needs, and dietary restrictions.

Sitter Profile Image: Jesse L.
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Jesse L.
$70
total per day
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
Northampton, MA, 01062

“Arlo is pooped after his day with Jesse! :-). He got walks and playtime with his dog and lounging time galore! Jesse clearly cares to give daycare dogs a full day! I feel glad to have found Jesse as an option in this area where the doggy daycares are often “not taking new clients” or they don’t open until after I need to be at work!”

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Emily B.
Sitter Profile Image: megan b.
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megan b.
$42
total per day
4.9 out of 5 stars
• 141 reviews
40 repeat clients
20 years of experience
South Hadley, MA, 01075

“We appreciated Megan's care for Jack, our vibrant, deaf 14 year old shih tzu, especially as I made last minute arrangements after traveling for a family funeral service and burial. She was helpful, reassuring and accommodating with all that Jack needed. We're grateful and recommend asking her to dog-sit.”

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Betsy D.
Sitter Profile Image: Sarah G.
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Sarah G.
Star Sitter
$56
total per day
5.0 out of 5 stars
• 27 reviews
10 repeat clients
25 years of experience
West Springfield, MA, 01089

“Sarah is very attentive to my dog! She has made her very welcome and my dog has adjusted very well. I am very glad to have a safe and comfortable place to leave my dog while I am at work. Sarah is wonderful!”

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Lisa M.
Sitter Profile Image: Mical H.
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Mical H.
$56
total per day
10 years of experience
Northampton, MA, 01060

About: I've had many different pets including dogs and cats! Experienced with different ages and needs including medications, behavioral, and sizes. Available for boarding, drop in, and walks I currently work mostly from home so I'm flexible for boarding and daytime visits. Love taking long walks and spending time at home with animals. Happy to take dogs on long walks and nature adventures with permission. I have cats and rabbits at home as well. I also have separate space for boarding or day care. Looking for consistent clients to build lasting relationships between me and your pet(s), as well as any last minute needs from new clients.

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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Middlefield

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

1 / 1
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$30
total per walk
5.0 out of 5 stars
• 165 reviews
46 repeat clients
12 years of experience
Becket, MA, 01223

“Kathleen took such great care of our 8 month old HUGE puppy. She took him for a hike so my husband and I could go skiing at Okemo. She was flexible with timing and was able to drop him at the mtn to meet us after we were done. Highly recommend!!”

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Natalie G.
Sitter Profile Image: Janet M.
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Janet M.
Star Sitter
$34
total per walk
4.9 out of 5 stars
• 18 reviews
8 repeat clients
53 years of experience
Chesterfield, MA, 01012

“Janet is very responsive to msgs, shows up at the scheduled times, and provides summaries of her visit. Thanks Janet!”

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

“McKenna has been awesome! My dog loves her and I couldn’t be more happy with the level of care and support that she provides for my pup! A++ McKenna! Thanks so much!”

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JC H.
Sitter Profile Image: Trista S.
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Trista S.
$34
total per walk
5.0 out of 5 stars
• 23 reviews
10 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: Chloe O.
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Chloe O.
$32
total per walk
5.0 out of 5 stars
• 9 reviews
8 years of experience
Lee, MA, 01238

“Chloe was always quick to respond and kept me updated with pictures. She was fantastic with my energetic pup!”

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Renee A.
Sitter Profile Image: Kelly H.
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Kelly H.
$56
total per walk
5.0 out of 5 stars
• 66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

About: We LOVE and babysit all animals & dogs, we specialize in Pugs, English Bulldogs & French Bulldogs, we have a lot of experience with these breeds from having our own and caring for clients dog family! (We do travel up to 300 miles for in home stays, additional travel fee are quoted), (cross country house/pet sitting available upon request, special rates quoted). Our priority is their safety and comfort while remaining focused on them as individual pups each with their own unique routines, such as, maintaining their special diets, exercise and or supplements/MedX, which will be administered as determined by you. When we stay at your home we usually stay in a guest room, use one bathroom and the kitchen, tv/sitting room, we certainly don't require use of a full house. We are available to retrieving your mail, accept your packages, watering your plants and any other incidental services. We are a husband/wife team which is great because the pups are never left alone. I usually cook most of our meals. I vacuum, clean the bedding/towels, bathrooms & kitchen before we leave. We leave the house in order so that when you come back there is no mess or stress. We take our garbage and recycling with us. We also pick up after your pets, keeping the yard poop free. Our fee is $125/per night for up to 2 dogs and $150/night for 3-4 dogs.  Note: Extended stay will result in a modified price, hours of arrival and departure are between 11am and 4pm, outside these hours will be additional $60.00-$150.00, depending on arrival and departures. References upon request. We have enjoyed 11 wonderful years providing our services for and exclusively to a limited number of pets Per day/night. It is our policy "To meet and greet" prior to accepting "First timers, since We do provide "Your Home service" for Dogs of All sizes and breeds. So, allow us to provide your "Best friend/ friends" with the kind care that will satisfy your highest expectations. We are at your home 24/7, your pets are rarely left alone. We are available to arrive 8am and 6pm. Specialize; "Staying Home-Not Alone with Trusted Guardians." We specialize in; "Staying Home-Not Alone with Trusted Guardians." However we do offer our home for a very limited size dog(s), small to medium; "The Comforts of Home" is the quality care you have been searching for. We offer your Best Friend or Friends with indoor rooms, a backyard, lease only; your pup is in a protected area at all times to spread out as they relax and socialize with us as their guardians. We like to encourage everyone to bring your pets own bed; which allows them to feel at home. We provide gates at all doors to double the safety of your pet. Wedding sitting available, ceremony thru reception, starting at $300.00, inquire about rules. We currently house and pet sit full time. Allowing us to be with your pets 24/7, they are rarely left alone. "Staying Home-Not Alone with Trusted Guardians." We are vigilant, to be aware of where your dogs are at all times. If gates are needed at doors we put them to use.

Sitter Profile Image: Paisley R.
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Paisley R.
Star Sitter
$23
total per walk
5.0 out of 5 stars
• 20 reviews
5 repeat clients
10 years of experience
West Springfield, MA, 01089

“Milo had such a great experience today! 😊 Paisley was incredibly kind, attentive, and clearly cared about him. She made sure he got everything he needed, followed all of my instructions, and gave me peace of mind knowing he was in such good hands. It’s obvious she genuinely enjoy working with dogs, and Milo came back happy and well cared for. I would absolutely recommend her and will be continuously using her walking services. Thank you for taking such great care of my boy!”

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Kira K.
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: Steve F.
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Steve F.
$56
total per walk
5.0 out of 5 stars
• 2 reviews
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

Sitter Profile Image: Brooke H.
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Brooke H.
$15
total per walk
5.0 out of 5 stars
• 4 reviews
4 years of experience
Holyoke, MA, 01040

About: I’ve worked hands-on with animals for years and currently volunteer/work at an animal sanctuary multiple days a week and The Good Dog Spot Northampton boarding location I’m very comfortable with feeding schedules, medication routines, cleaning enclosures, monitoring behavior changes, and handling animals safely and calmly. I’ve cared for dogs of different sizes, temperaments, and energy levels, including high-energy breeds and more anxious personalities. I’m very observant and take animal welfare seriously — I notice small behavior changes quickly and always prioritize safety and comfort.🩷 I will add photos of my happy dog customers to my profile! I also have my wildlife rehabbers license :) I currently just switched from full time to part time at the animal sanctuary and Good Dog Spot, so caring for animals is already built into my daily routine. Pet sitting allows me to gain even more hands-on experience while earning extra income doing something I genuinely care about. I’m available for drop-ins, walks, and house sitting outside of my Doggy Daycare shifts, and I manage my schedule carefully to ensure each pet receives consistent, attentive care. For everyone’s safety and comfort, I provide care in my client’s home only. I have a 14-year-old dog and two rescue hedgehogs who are territorial with unfamiliar animals, so I don’t host pets in my home. This helps prevent unnecessary stress for both my animals and yours. When caring for pets in your home, I follow routines exactly as instructed and prioritize keeping their environment calm, clean, and secure. I monitor behavior, appetite, and energy levels closely and will always communicate promptly if anything seems off. Your pet’s wellbeing and safety are my top priorities.

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: Leona O.
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Leona O.
$20
total per walk
4.8 out of 5 stars
• 13 reviews
3 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: 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: Brenna B.
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Brenna B.
$39
total per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
12 years of experience
Pittsfield, MA, 01201

“Brenna did a great job. She loves dogs & doing this donit is a win-win. Of course we recommend her.”

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Betts M.
Sitter Profile Image: Amad E.
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Amad E.
$28
total per walk
5.0 out of 5 stars
• 34 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

About: I've been house and pet sitting for ten years plus, besides that I've been an owner of many dogs and cats. There is nothing that makes me happier than the well-being of them. When you choose me for the care of your fur babies, they'll be taken care of to the maximum comfort and standard. I'm flexible in that I work remotely... So i huge amount of the time i will be around to cater to your pets. And also will be able to walk them often and keep them stimulated I'll make sure their safety and the environment they're in are safe and nurturing. If it's the owner's house I won't change a thing, if it's my house I'll have them have access to all that they would have at their home.

Sitter Profile Image: Brittany F.
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Brittany F.
$20
total per walk
5.0 out of 5 stars
• 8 reviews
5 repeat clients
20 years of experience
Longmeadow, MA, 01106

“Brittany, was on time and flexible with our last minute request! She sent photos and updated us throughout. Highly recommend!!”

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Lauren W.
Sitter Profile Image: Diana G.
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Diana G.
$34
total per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Valatie, NY, 12184

“Wonderful, accommodating, and great with my normally shy poodle! Will be booking again. Thank you so much 💕”

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Dayna F.
Sitter Profile Image: Lilly T.
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Lilly T.
$23
total per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
19 years of experience
Belchertown, MA, 01007

“Lilly was great to work with, as well as reliable and responsive to a small last l-minute adjustment. I loved getting the photos of Trina. I will definitely ask Lilly to care for Trina again!”

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Susanne P.
Sitter Profile Image: Anna C.
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Anna C.
$28
total per walk
5.0 out of 5 stars
• 21 reviews
8 repeat clients
20 years of experience
East Longmeadow, MA, 01028

About: Dogs have and will always be a huge part of my life. We got our first family dog when I was just 3 years old and the rest is history. My husband Jack is extremely passionate about animals as well and is my partner in all of this so you get two dog sitters for the price of one. Between the two of us your pet will get so much love, cuddles & exercise. We guarantee a level of attention and care that I feel confident your pet won’t get anywhere else; between this and Rover taking it’s fee our prices might be on the high side but they reflect our level of personalized and professional level of care. I also just want to add that our love for dogs extends to all animals so cats etc are all welcome to come hang with us :) Important Note: if you are reaching out for house sitting my husband and I only take those if we both are allowed to stay the night. We prefer to do this for safety as well as enabling the best care possible for your pet. Your pets will be my top priority & my main focus when they stay with us! I feel pretty confident that they will get more quality time, attention & lovin with me then any other pet sitter! I have a smoke free home and do not have any dogs currently living at my house so your pets will be my only focus! Also a child free home!

Sitter Profile Image: Sydney D.
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Sydney D.
$38
total per walk
20 years of experience
Southwick, MA, 01077

About: I’ve been an animal lover for as long as I can remember! I grew up with Labs, so I’m very familiar with big personalities, lots of energy, long walks, playtime, and plenty of slobbery love. 🐾 I also adopted a cat, which taught me that sometimes the best way to win a pet over is to let them come to you (and maybe offer a few treats!). Although my own pets have since passed, they gave me years of experience, amazing memories, and a genuine love for caring for animals. I’m patient, playful, attentive, and always focused on making pets feel safe and comfortable. Whether your pet wants an adventure outside, a game of fetch, or just some extra love and company, I’m happy to be their new buddy while you’re away! ❤️ I currently own my own business and make my own hours and work from home, so I can easily make my own schedule fit around any pet care! I'm lucky to have an open, comfortable and clean home where I can walk animals on the many acres I live on. I can also crate animals if that's how they are trained. When in other people's homes, I'm incredibly conscious of being considerate, following directions to respect their space, and understanding how the animal uses and loves the space.

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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 - Middlefield

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

1 / 1
Sitter Profile Image: Patti B.
Verified Background Check
Patti B.
Star Sitter
$39
total per night
5.0 out of 5 stars
• 113 reviews
51 repeat clients
25 years of experience
Easthampton, MA, 01027

“We are new to using Patti, but couldn't be happier with her care of our Josie. Patti was very good about letting me know how Josie was getting on and sending photos of the two of them together. I have already scheduled our next visit with Patti!”

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Karla C.
Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
$33
total per night
5.0 out of 5 stars
• 58 reviews
19 repeat clients
35 years of experience
Sunderland, MA, 01375

“This family provided my dog exceptional care! My dog came back even healthier than before lol. It is so nice that your beloved dog is getting amazing care and having fun while you are away. I would recommend this place to anyone.”

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

“In a word: FANTASTIC. Kathleen is caring and adjusts her care to your dog’s needs. (My dog Rose, is a 6.5 year old 45 pound standard poodle.). Kathleen communicates well and kept me fully informed about my dog’s picky eating habit. (My dog ate better with Kathleen than she does at home.) You cannot appreciate the boarding facility until you visit Becket. The house is lovely with numerous happy dogs running about, playing and relaxing inside and out. From my observation, the place looked remarkably clean and orderly. The woods surrounding the house are lovely and with an acre of fenced in fields and forest. Kathleen is warm, intelligent and wants your pet to enjoy its vacation. I have the highest praise and appreciation for the home away from home Kathleen provided my beloved dog.”

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William B.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
20 years of experience
Pittsfield, MA, 01201

“Irene has been such a great find in the Berkshires! She always gives helpful communication with each stay, and Ruby seems to love her time with Irene (and her sweet dog Goldie). Thanks for all of the care that you give to Ruby - we'll see you soon!”

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Eric B.
Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$35
total per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
25 years of experience
Westfield, MA, 01085

“Posy had a great time with Katie and the dogs! She loved getting to play in the yard and get some outside time. Sue came home happy and ready for a nap!”

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Auri C.
Sitter Profile Image: Karl K.
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Karl K.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 54 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: Mahayla G.
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Mahayla G.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 53 reviews
25 repeat clients
15 years of experience
Adams, MA, 01220

“Molly loved hanging out with Hailey. Molly went everywhere with Hailey. Molly thrives in a home setting. So glad we have Hailey to watch Molly.”

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Jean M.
Sitter Profile Image: Beth A.
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Beth A.
$62
total per night
5.0 out of 5 stars
• 62 reviews
31 repeat clients
20 years of experience
South Hadley, MA, 01075

“Hi Beth, I can't seem to navigate back to your profile from your old message -- but I am wondering if you might be free to watch Milo over Thanksgiving weekend -- Weds Nov. 22nd thru Sun or Mon. thanks so much! Maia (917-359-9364)”

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Maia H.
Sitter Profile Image: John S.
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John S.
Star Sitter
$86
total per night
5.0 out of 5 stars
• 122 reviews
24 repeat clients
20 years of experience
Norfolk, CT, 06058

“Our dog always has a great time staying at John and Orie's house! It's her home away from home in so many ways. We're already looking forward to next time!!”

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Kathleen W.
Sitter Profile Image: Sandra C.
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Sandra C.
Star Sitter
$44
total per night
5.0 out of 5 stars
• 43 reviews
15 repeat clients
30 years of experience
Indian Orchard, INDIAN ORCHARD, MA, 01151

“My dog, Ollie, just spent a week with Sandy and I cannot say enough about how great she was. I hadn’t ever left him with anyone other than family and from the first minute I met Sandy during our meet and great, she put me right at ease. She was communicative and caring and he clearly had a great time. I would (and will!) rebook her in a heartbeat!”

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Kathleen M.
Sitter Profile Image: Heather R.
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Heather R.
Star Sitter
$47
total per night
5.0 out of 5 stars
• 47 reviews
25 repeat clients
22 years of experience
Feeding Hills, MA, 01030

“Cannot thank them enough. It was my first time using Rover and on a short notice request- no problem. I got pictures of Alfie playing and cuddling throughout his stay which set me at ease. He also came back smelling nicer and was freshly brushed, he was so happy! I 100% recommend Heather and Norman”

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Nolan H.
Sitter Profile Image: Rachel M.
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Rachel M.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
20 years of experience
South Hadley, MA, 01075

“I booked Rachel last minute fully expecting for her to not respond or say she was available and she responded within minutes for my last second request. She and her family took excellent care of Hank and sent me several pictures and updates through out. 10/10. Very happy to have found someone trust worthy i can leave my dog with and have no worries without feeling like i am burdening friends or family.”

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Phil B.
Sitter Profile Image: Abigale & Eric F.
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Abigale & Eric F.
$45
total per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
Chicopee, MA, 01013

“Jenna had a excellent stay she was very well taken care of Abigale snd Eric were very friendly and accepting of me being a over protective anxious dog mom they are well equipped to take care of her I will book with them again”

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Gale C.
Sitter Profile Image: Yasmin Jamal A.
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Yasmin Jamal A.
$89
total per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Pittsfield, MA, 01201

“She was great.. very caring and responsible. I will use her again. Thank you Yasmin.”

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

“Leaving my lil anxious pup with strangers can be so hard, but I felt so comfortable and confident leaving him with Aura and Nick. They were so attentive to my dog’s needs and a calming presence for him while I was away. They are lovely and I hope to have the chance to use their boarding services again!”

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Katherine M.
Sitter Profile Image: Yvette C.
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Yvette C.
$56
total per night
9 years of experience
Winsted, CT, 06098

About: I am a dependable, patient, and caring animal lover with many years of personal experience caring for dogs. I previously cared for my own Rottweiler for nine years, so I am comfortable with large breeds as well as smaller pets. I understand that every animal has a different personality and routine. I will follow your instructions carefully and treat your pet with the same love, attention, and respect I would give my own. Pet care fits well into my routine. I carefully schedule each booking around my work hours so I can provide dependable, unhurried care. I will keep my availability updated and communicate clearly with every pet owner. I follow each owner’s instructions closely, including feeding schedules, medication needs, walks, and house rules. I keep doors and gates secure, supervise pets carefully, maintain a clean environment, and provide regular photo updates.

Sitter Profile Image: Sarah & Noah P.
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Sarah & Noah P.
$35
total per night
10 years of experience
Pittsfield, MA, 01201

About: I have years of experience caring for dogs and cats, including feeding, walking, administering basic medications, maintaining routines, and providing lots of love, attention, and companionship. I mostly work from home but when I’m not home, my fiancé (who will love your pets just as much as me) is! I am always available! I have a large yard and a 2,500 sq ft home so your babies will have room! I also have 2 friendly dogs to keep your pets company 😊 I have an extra room in my home for pets but if sleeping on my bed is more their style then that’s okay too!

Sitter Profile Image: Mary & Todd H.
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Mary & Todd H.
$50
total per night
5.0 out of 5 stars
• 39 reviews
11 repeat clients
40 years of experience
Chatham, NY, 12037

“Mary and Todd are the absolute best dog sitters! Their great care for our dog Toby gives us a lot of peace of mind. We know he is having a great time — it shows in the photos that Mary sends to us throughout his stay.”

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Margaret A.
Sitter Profile Image: Kellie H.
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Kellie H.
$107
total per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
10 years of experience
Dalton, MA, 01226

About: I love a challenge and a new four legged friend! Puppy biting, pulling on walks, endless energy? Let me know and we can come up with a good plan to meet your pups needs. I’m happy to hike with dogs, water activities, or other outdoor outings if it is what your pup needs to be their best at home. I also have a large fenced in yard to play fetch as opposed to a walk if that helps your dog get their energy out better! (6ft tall wood privacy) I learn quickly and care about how you want your pet care of above all else. I’ve owned, cared for, and fostered many animals across numerous ages and breeds. I have availability on weekends and after 4pm most weekdays. I am flexible and don’t mind last minute requests as my job allows for a good amount of flexibility I can adjust for a specific situation. I reinforce good behaviors or redirect bad behaviors with positive methods. I will not place any animal in an overly stressful environment and will meet them where they are at.

Sitter Profile Image: Karina & Jared S.
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Karina & Jared S.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 143 reviews
64 repeat clients
23 years of experience
Barkhamsted, CT, 06063

“Karina took excellent care of my two greyhounds! Our dogs felt completely at home as we could see from the daily updates and photos. The fenced in yard is very secure and safe. I plan to use Karina again in the future and highly recommend her.”

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Griffin U.
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