Personalized care for your dog or cat - Lee

Highly-rated overnight sitters - Lee

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
131 reviews
33 repeat clients
25 years of experience
Pittsfield, MA, 01201

Brooke immediately set our minds at ease by texting us just several hours after dropping our dog off, telling us that Ella had eaten and was getting along with everybody. We were then able to relax and begin to enjoy our trip. She kept the messages and photos coming which was so nice! If we every go away again we will definitely leave Ella with Brooke.

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Tory S.
Sitter Profile Image: Irene T.
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Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
17 reviews
6 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: John S.
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John S.
Star Sitter
$86
total per night
5.0 out of 5 stars
109 reviews
22 repeat clients
20 years of experience
Norfolk, CT, 06058

We love knowing Clover has such a loving place to stay with such terrific people, and appreciate the high level of communication and care. Can’t say enough good things.

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Laurel L.
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$95
total per night
5.0 out of 5 stars
153 reviews
42 repeat clients
12 years of experience
Becket, MA, 01223

I highly recommend using Kathleen if you need any dog boarding. Her home is impeccable and her dogs Gunther and Woody are such a great addition to the stay. Kathleen does a wonderful job at keeping you updated through the stay with a ton of fun photos. My dog was so happy during and when we picked her up. Highly recommend!

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Rachel O.
Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter
$67
total per night
5.0 out of 5 stars
59 reviews
13 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: Amy H.
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Amy H.
$50
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Blandford, MA, 01008

Amy and her family were fabulous. They made Takoda feel right at home. Takoda enjoyed making new friends, the walks and sleeping on the couch. Amy was very responsive and provided updates so we knew it was all going well. It was a wonderful experience for us and Takoda. We will definitely board Takoda with Amy again.

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Alexcia A.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
$56
total per night
5.0 out of 5 stars
94 reviews
27 repeat clients
30 years of experience
Averill Park, NY, 12018

Our dog was very happy with Jennifer. We are so happy to have found her. She's kind and gentle and she worked with us when we had unknowns about our needs because of a funeral we had to travel for. We were trying to book without full details of when and where we had to be. We feel very fortunate she was willing to be flexible. Our pup was happy that he was the only one she had with her during his stay. He got all of her love and attention. Thank you, Jennifer.

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Gina M.
Sitter Profile Image: Jess L.
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Jess L.
$50
total per night
5.0 out of 5 stars
86 reviews
21 repeat clients
5 years of experience
Pittsfield, MA, 01201

Jess was so sweet. Our dogs were immediately interested in getting to know Jess and felt comfortable going with her into her home. Thankful for Jess’ flexibility during our pups’ stay since we had some last minute changes to our schedule. Thank you, Jess!

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Matthew B.
Sitter Profile Image: Yenifer V.
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Yenifer V.
$73
total per night
5.0 out of 5 stars
23 reviews
4 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: Patti B.
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Patti B.
$39
total per night
5.0 out of 5 stars
111 reviews
48 repeat clients
25 years of experience
Easthampton, MA, 01027

Our dog Luka is so lucky to be able to spend time with Patti and her family when we are away. I love the pictures and updates she sends. Patti is so caring and loving to our dog. Thank you, Pattie, for taking such good care of Luka while we were away!!

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

Our 15 year old puppy received so much love and care. They were managed her unique old lady needs with grace and kindness. Our puppy fell in love with both of them. We appreciated the regular updates and photos. Our dog can’t wait to go back. Fabulous caregivers.

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Holly H.
Sitter Profile Image: Candice S.
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Candice S.
Star Sitter
$62
total per night
5.0 out of 5 stars
52 reviews
16 repeat clients
10 years of experience
Stottville, NY, 12172

Candice was so nice and was easy to coordinate with. Her space was perfect for my dog and a plus that she let him on the furniture as he loves to chill out on the couch and bed. My dog seems to have a great time and I’m so thankful to have someone nearby.

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Jacob B.
Sitter Profile Image: Deanne R.
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Deanne R.
Star Sitter
$45
total per night
5.0 out of 5 stars
62 reviews
21 repeat clients
10 years of experience
Kinderhook, NY, 12106

Deanne was great!! First, she immediately allowed us to bring our dog to her home to see where he would be staying. She did not judge him based on size and breed but rather on his temperament and his potential fit with her family. She asked great questions before his stay and kept me informed during his visit.(she even sent photos and brief video) This was a great experience for us and Lucido!! We will be using her services again very soon!!!!

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Horace J.
Sitter Profile Image: Mahayla G.
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Mahayla G.
Star Sitter
$84
total per night
5.0 out of 5 stars
50 reviews
24 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: Peter K.
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Peter K.
$62
total per night
5.0 out of 5 stars
29 reviews
7 repeat clients
8 years of experience
South Egremont, MA, 01258

Peter was such a wonderful sitter. His updates were timely and detailed and I felt confident that Nutmeg was cared for, happy, and healthy during her stay. I will definitely ask Peter to sit again if I’m ever in the area again.

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Jana P.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
$73
total per night
5.0 out of 5 stars
25 reviews
6 repeat clients
34 years of experience
Elizaville, NY, 12523

Nicole was fantastic. This was the first time I ever left my dog with anyone other than family. She consistently provided updates and pictures. My dog was well cared for.

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Maureen B.
Sitter Profile Image: Caitlin J.
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Caitlin J.
$56
total per night
5.0 out of 5 stars
4 reviews
20 years of experience
Windsor, MA, 01270

I had an amazing experience with Caitlin and her family. From the moment we met, it was clear how caring, responsible, and attentive they were with my dog. They kept me updated with photos and messages, which gave me so much peace of mind while I was away. My dog came home happy, relaxed, and clearly very well cared for. You can tell they genuinely love animals and treat them like family. I would absolutely book with them again and highly recommend them to anyone looking for someone trustworthy and compassionate to care for their pet

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David W.
Sitter Profile Image: Manolita B.
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Manolita B.
$39
total per night
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Westfield, MA, 01085

My dog had a wonderful day with Manolita!! She’s so kind and caring and made us both feel comfortable! When I picked him up from his stay he was very comfortable and calm, which was a great sign! She also sent pictures and updates throughout the day, which I loved! I highly recommend her!

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

I felt very comfortable leaving my pup with Mary and Todd. They have a lovely home and included my dog in all of their activities: walking, running, and much more. They also kept me up to date with pics and anecdotes. I would highly recommend Mary and Todd to anyone!

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Deborah F.
Sitter Profile Image: Franny A.
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Franny A.
$56
total per night
5.0 out of 5 stars
6 reviews
30 years of experience
Copake, NY, 12516

Franny took wonderful care of my 14 year old Charlie overnight. She’s a very kind person and Charlie felt completely comfortable with her. He also got along well with her dog. I will definitely be using her again.

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Terri L.
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Cat caregivers near you - Lee

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

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Sitter Profile Image: Taylor W.
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Taylor W.
Star Sitter
$20
total per visit
5.0 out of 5 stars
17 reviews
5 repeat clients
20 years of experience
Lee, MA, 01238

Taylor was new to our two cats. Even though they were shy, she stayed to help them meet a new person. Taylor was very thoughtful to check the house for safety as well. I would definitely book Taylor again!

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Patricia S.
Sitter Profile Image: Deborah G.
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Deborah G.
Star Sitter
$34
total per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
7 years of experience
Lee, MA, 01238

Deborah was GREAT with my cats who tend to be shy around strangers, but they were immediately comfortable with her. She is communicative and has a warm and calm energy. Highly recommend!

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Stevie L.
Sitter Profile Image: Heather H.
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Heather H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
50 reviews
13 repeat clients
30 years of experience
West Stockbridge, MA, 01266

Heather really saved the day when we were in a pinch. She braved the snow and took the time to befriend our cat Nico, who is typically shy and slow to warm to new people. She gave us plenty of updates. We can’t say enough. Thanks again for everything!

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Adelaide K.
Sitter Profile Image: Sophia C.
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Sophia C.
$39
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
4 years of experience
Lenox, MA, 01240

Sophia was fantastic with my pup, DaVinci the other day. She’s super responsible and took excellent care of my pride and joy. I feel very comfortable with leaving him with her and highly recommend her!

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Dana E.
Sitter Profile Image: Keri H.
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Keri H.
Star Sitter
$39
total per visit
5.0 out of 5 stars
57 reviews
19 repeat clients
35 years of experience
Lenox, MA, 01240

Keri is great—friendly, professional, and you can tell she really loves animals. We trust her completely to care for our 3 cats while we’re gone. What more could you ask for?

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Cameron M.
Sitter Profile Image: Daniella S.
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Daniella S.
$34
total per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
5 years of experience
Lenox, MA, 01240

Daniella took such amazing care of our sweet Gandalf, while he was sick and needed to take medicine orally. He didn’t make it easy but she was patient, kind, and kept our home in great condition while we were away so it was lovely to return home to. THANK YOU DANIELLA!

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Noelle B.
Sitter Profile Image: Trista S.
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Trista S.
Star Sitter
$17
total per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
30 years of experience
Pittsfield, MA, 01201

Trista was wonderful! She sent great pictures of all the pets. They all look so happy and well cared for. Great communication and followed all instructions. You can tell she really cares for your pets. We would highly recommend! 😊

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Alana L.
Sitter Profile Image: Ashley & Robert D.
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Ashley & Robert D.
Star Sitter
$28
total per visit
5.0 out of 5 stars
16 reviews
7 repeat clients
20 years of experience
Austerlitz, NY, 12017

Ashley was very reliable, responsive and communicative. She took great care of my cat, Jake, and gave him lots of love. We definitely hope she can be back to care for Jake in the future!

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Kim S.
Sitter Profile Image: Jennifer L.
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Jennifer L.
$17
total per visit
20 years of experience
Lee, MA, 01238

About: I’ve been caring for cats for over 20 years, including cats with both medical needs and behavioral challenges. That experience has taught me how to be patient, observant, and respectful of each cat’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 cats 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 cats and know how important it is for pet parents to feel confident that their cat is being cared for with kindness, skill, and reliability.

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

McKenna has been a wonderful sitter! She sent great pictures of the cat and kept me up to date on their daily check-ins. She took time to play and snuggle with him, which I really apprecaited. Would definitely book her again!

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Catalina P.
Sitter Profile Image: Valentina M.
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Valentina M.
$23
total per visit
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: Sally A.
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Sally A.
$50
total per visit
5.0 out of 5 stars
45 reviews
13 repeat clients
65 years of experience
Richmond, MA, 01254

Sally is amazing. She sent me pics and updates about my boys every day. She took care of my home leaving it cleaner than when we left. I enjoyed my vacation with complete peace of mind.

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Debra G.
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: Chenoe R.
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Chenoe R.
$28
total per visit
5.0 out of 5 stars
3 reviews
20 years of experience
Lee, MA, 01260

About: I am a registered nurse so I only work 3 days a week. I grew up with animals, I attended training classes and one point we had 3 dogs living in our home at once. I grew up with a Laborador Retreiever, a mini Shnauzer Poodle mix and a hound mix, so I have had experience caring for each type of dog and any accommodations they may require. I eventually want a dog of my own but I am unable to at this moment in my life. My goal is to help people give their dogs the best life they can lead. Life gets busy and one of the greatest joys in our lives are our furry best friends and I want to help you give them the life they deserve.

Sitter Profile Image: Robert W.
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Robert W.
$23
total per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Lee, MA, 01238

Once again, Robert was Excellent ‼️

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Liz P.
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: Janet C.
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Janet C.
$18
total per visit
4.7 out of 5 stars
13 reviews
11 repeat clients
20 years of experience
Great Barrington, MA, 01230

All good.

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Geri F.
Sitter Profile Image: Darlene D.
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Darlene D.
$32
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
18 years of experience
Washington, MA, 01247

About: My own babies have health problems but are still going strong at 12 and 18 years old. They are happy and don’t let their diabetes and thyroid issues get in the way. Having cats with health issues has taught me and a lot and given me more to care for with them and I wouldn’t change it for the world. I’ll make sure to give anyone’s pets the same level of care.

Sitter Profile Image: Reymon B.
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Reymon B.
$23
total per visit
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: Taylor W.
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Taylor W.
$34
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Pittsfield, MA, 01201

Taylor was great taking care of our two cats. She is punctual and responsible. Highly recommended.

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Michael K.
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Perfect for high energy dogs - Lee

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: Irene T.
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Irene T.
Star Sitter
$45
total per day
5.0 out of 5 stars
17 reviews
6 repeat clients
20 years of experience
Pittsfield, MA, 01201

Irene was great with Sadie. Sadie loved playing with Goldie and loved the friendly and warm reception she got. Sadie was given both play and rest time and really looked really comfortable with Irene when I picked her up.

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Ross O.
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$50
total per day
5.0 out of 5 stars
153 reviews
42 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: Tetiana M.
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Tetiana M.
Star Sitter
$67
total per day
5.0 out of 5 stars
59 reviews
13 repeat clients
2 years of experience
Pittsfield, MA, 01201

Tetiana was marvelous! She was able to take us rather last minute and provided very attentive care to our extremely playful but also a bit nervous dog. She greeted us outside and immediately got to work making our dog feel comfortable. She invited us into her home to help acclimate our dog. And then sent a number of updates with pictures confirming all was well. We are so grateful for the care she provided.

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Jill A.
Sitter Profile Image: Yenifer V.
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Yenifer V.
$67
total per day
5.0 out of 5 stars
23 reviews
4 repeat clients
3 years of experience
Pittsfield, MA, 01201

Huckleberry had a great time staying with you. Thanks so much for keeping such a close eye on our little guy. It was clear he was in great hands!

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Erick N.
Sitter Profile Image: Jess L.
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Jess L.
$34
total per day
5.0 out of 5 stars
86 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: Gregory A.
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Gregory A.
Star Sitter
$34
total per day
5.0 out of 5 stars
14 reviews
4 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: Deanne R.
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Deanne R.
Star Sitter
$38
total per day
5.0 out of 5 stars
62 reviews
21 repeat clients
10 years of experience
Kinderhook, NY, 12106

Outstanding care - would recommend. She listened about temperament and his need to get out for a walk. Very fortunate to find a responsible dog sitter. Thank you

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Jean C.
Sitter Profile Image: Peter K.
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Peter K.
$45
total per day
5.0 out of 5 stars
29 reviews
7 repeat clients
8 years of experience
South Egremont, MA, 01258

Thank you, Peter, for taking such good care of Minnie! She had a great time hiking and monitoring those rabbits and came home a tired and happy dog. She was in a beautiful and safe place and we will look forward to return visits.

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Hillary M.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
$62
total per day
5.0 out of 5 stars
25 reviews
6 repeat clients
34 years of experience
Elizaville, NY, 12523

Panda had a wonderful time in Nicole’s welcoming home filled with dogs, kids and oh so much love. We’ll definitely be back.

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Marian F.
Sitter Profile Image: Caitlin J.
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Caitlin J.
$37
total per day
5.0 out of 5 stars
4 reviews
20 years of experience
Windsor, MA, 01270

About: I've loved animals forever and have cared for everything from a cockatiel to a chameleon, Great Pyrenees to Pekapoo. I currently have 1 Goldendoodle and 1 chocolate tabby cat in my home with fenced area and walking trails. I'm currently homeschooling my children at our 10+ acre home with fenced area and walking trails. We have a light schedule and are home more often than away. We currently walk our Goldendoodle daily and pet care is our love, in addition to our responsibility. I have a fenced area and multiple indoor secure areas where animals can get healthy time in a safe home without overstimulation. I have 1 Goldendoodle and 1 chocolate tabby cat who are the best of friends and are supportive to newcomers.

Sitter Profile Image: benjamin r.
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benjamin r.
$56
total per day
5.0 out of 5 stars
12 reviews
1 repeat client
20 years of experience
ancram, NY, 12502

Dim Sum had such a great stay with Benjamin and his partner on their beautiful farm! They were super helpful with being available last minute and gave Dim Sum a cozy spot to stay. Bonus points for being able to say hi to their beautiful horses too :). Highly recommend!

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Amanda F.
Sitter Profile Image: Lindsay L.
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Lindsay L.
$56
total per day
5.0 out of 5 stars
3 reviews
20 years of experience
Canaan, NY, 12029

Our pup had a great day with Lindsay. Definitely will book again in the future when we are back in the area!

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Christine N.
Sitter Profile Image: Sandra W.
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Sandra W.
$67
total per day
5.0 out of 5 stars
13 reviews
3 repeat clients
12 years of experience
Pittsfield, MA, 01201

Sandra was outstanding! She was very flexible and was great about communicating. Her sweet dog was very good with my skittish dog Minnie who didn’t bark once when meeting her ( she usually gets scared and barks when first meeting) Sandra gave me photos and info about her day and was very flexible about changing pick up time. She has a beautiful home and lots of area for walking and exploring that I’m sure was fun for the dogs. I highly recommend Sandra!!!

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Brenda B.
Sitter Profile Image: Katelynn R.
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Katelynn R.
$62
total per day
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Pittsfield, MA, 01201

About: What sets me apart from other pet sitters is the genuine care and attention I give to every animal I look after. I treat each pet as if they were my own, taking the time to understand their unique personalities, routines, and needs. My goal is to keep them comfortable, happy, and stress-free while you’re away. I believe in open communication and send regular updates so you can have complete peace of mind knowing your pets are safe, loved, and well cared for. With a dependable and compassionate approach, I go above and beyond to make sure both pets and owners feel confident and at ease. 🖤🐾🐈‍⬛ 🐕 Because I’m a stay-at-home mom, I’m available around the clock to make sure your pets get the attention and care they deserve when you need it most. Your pet’s safety and comfort are always my top priorities. I provide a calm, secure environment where every animal feels safe and cared for. Whether I’m visiting your home or hosting your pet, I make sure their surroundings are clean, pet-friendly, and stress-free. You can trust that your pets are in responsible hands — I’m attentive to their needs, mindful of routines, and always alert to signs of discomfort or stress. My goal is to give you peace of mind knowing your pets are happy, protected, and treated with the same love and respect they receive from you.

Sitter Profile Image: Ivan O.
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Ivan O.
$34
total per day
5.0 out of 5 stars
6 reviews
20 years of experience
New Lebanon, NY, 12125

Thank you for keeping Scout safe and happy:)!

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Julia M.
Sitter Profile Image: Alaina S.
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Alaina S.
$34
total per day
15 years of experience
Pittsfield, MA, 01201

About: I’ve had and taken care of pets since I was a young child. I have 20 years experience dog sitting for one or multiple dogs. I am currently out of work so my schedule is very flexible. I am home most of the time and have reliable transportation for services. The animals needs are extremely important to me. I make sure they are well fed, entertained, and exercised. Hydration and rest are also a must!

Sitter Profile Image: Stephanie P.
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Stephanie P.
$45
total per day
5.0 out of 5 stars
3 reviews
8 years of experience
East Canaan, CT, 06024

About: We’ve been dog sitting and caring for pets for years and have built strong relationships with dozens of happy, reliable clients. Our goal is to make every dog and cat feel comfortable, safe, loved, and anxiety-free while you’re away. We have experience with high-energy, needy, and attention-seeking pets, and we always adapt to each animal’s personality and routine. Communication is very important to us, so you can expect regular updates, photos, and peace of mind knowing your pets are being cared for like family. I’m currently home full-time with my two boys, which gives me a very flexible and reliable schedule for pet care. I’m available for walks, drop-ins, boarding, and whatever your pet may need throughout the day. Because I’m home often, your pets will receive plenty of attention, care, supervision, and companionship instead of being left alone for long periods. I’m happy to work with your pet’s routine to help them feel comfortable, safe, and right at home. We have a very large private backyard with over an acre of space for dogs to enjoy and explore. While the yard is not fenced in, it is set far back from busy roads and offers a quiet, safe, and peaceful environment. Safety is extremely important to us, and all outdoor time is closely supervised. Our property is long and spacious with plenty of room for walks, playtime, and exercise while still maintaining privacy and a calm atmosphere for pets to feel comfortable and relaxed.

Sitter Profile Image: Meg E.
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Meg E.
$84
total per day
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Pittsfield, MA, 01201

About: I've taken care of many dogs for family and friends. I have been house and dog sitting regularly for the same family twice a year since 2007 and through word of mouth have picked up many more clients that would happily give a reference if requested. I feed fish and small pets and I'm happy to hang out with cats, spiders, and snakes too. I work full time for a very flexible boss, so getting home to let pets out on breaks and lunch isn't an issue. Once home for the day I tend not to leave so pets will be well cared for and I'll be very present for them. I don't trust letting any pet off leash while outside unless in a fenced in yard. I'm overprotective to a fault. I have sat on a kitchen floor for 45 minutes letting a dog bark at me while getting used to having me around.

Sitter Profile Image: Danielle C.
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Danielle C.
$45
total per day
4.8 out of 5 stars
9 reviews
20 years of experience
Hillsdale, NY, 12529

Such a warm and great babysitting place!

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Patricia A.
Sitter Profile Image: Jessica P.
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Jessica P.
$56
total per day
5.0 out of 5 stars
14 reviews
1 repeat client
15 years of experience
Canaan, NY, 12029

About: My name is Jessica and I am a caring and fun person who has been caring for dogs since I was seven years old! Now I am 24 years old and do not have a dog anymore but still enjoy spending time with my friends pets and I dog sit for my neighbors. I am very active so I enjoy taking dogs on walks and hikes. I live walking distance from a lake. If the dog I am taking care of feels comfortable in water then I will splash around with the dog in the lake (there are dirt roads in this area to walk the dog on too). I have had experience with a wide variety of breeds, so I feel pretty comfortable with any dog. I understand caring for a dog is similar to caring for a child. I am trustworthy and loving towards animals! I recently passed my board exam so now I am relaxing for some time & will begin my job hunt in February, 2022. Therefore, caring for a pet will fit perfectly into my current flexible daily routine. I do not live with any other pets & I create a safe environment by keeping the dog on the first level of my home only. On the first level I make sure that there are no hazards for the dog. In a client's home, I follow all of their reccomendations in order to keep the pet as comfortable & safe as possible.

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Adventure-ready dog walkers - Lee

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: Keri H.
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Keri H.
Star Sitter
$39
total per walk
5.0 out of 5 stars
57 reviews
19 repeat clients
20 years of experience
Lenox, MA, 01240

Keri was extremely professional and flexible with her schedule. She checks in during her stays and you can feel confident your pup is in good hands when they’re with her!

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Chris F.
Sitter Profile Image: Deborah G.
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Deborah G.
Star Sitter
$34
total per walk
5.0 out of 5 stars
13 reviews
4 repeat clients
7 years of experience
Lee, MA, 01238

About: Love spending time with furry friends. Have had my dog for seven years. I can’t get another dog at the moment, but I would love to share the moments with your loving pets. I work from home 3 days a week and am home most weekend. I can always take a break to look after your pet. Based on what you’re looking for. I have a backyard not fenced in. I would’ve want to offer an overnight stay. Just to come over and let your dog out or take your pet on walk.

Sitter Profile Image: Valentina M.
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Valentina M.
$18
total per walk
6 years of experience
Stockbridge, MA, 01262

About: I grew up with 2 dogs and 2 cats. My family was part of helping a farm when i was little, I got to take care of ducks. They were so cute. I love animals and let me know if you had questions. I work at Marshall’s. I will be taking care of the animals during my days off. I will make sure they have everything they need I grew up with cats and dogs. I love all kinds of animals. I will take good care of them. I can bring them to my house as well.

Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$28
total per walk
5.0 out of 5 stars
382 reviews
146 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: Chenoe R.
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Chenoe R.
$28
total per walk
5.0 out of 5 stars
3 reviews
20 years of experience
Lee, MA, 01260

About: I am a registered nurse so I only work 3 days a week. I grew up with animals, I attended training classes and one point we had 3 dogs living in our home at once. I grew up with a Laborador Retreiever, a mini Shnauzer Poodle mix and a hound mix, so I have had experience caring for each type of dog and any accommodations they may require. I eventually want a dog of my own but I am unable to at this moment in my life. My goal is to help people give their dogs the best life they can lead. Life gets busy and one of the greatest joys in our lives are our furry best friends and I want to help you give them the life they deserve.

Sitter Profile Image: Karla C.
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Karla C.
$18
total per walk
5.0 out of 5 stars
7 reviews
7 years of experience
Lenox, MA, 01240

About: I love to care for my dog and love to meet other dogs. I am open to any dog and its unique personality. I have taken care of all sizes of dogs and always want to meet their needs. I don't mind taking them on walks around the neighborhood and am happy to take pictures or videos of how they are doing. I am primarily available on the weekends but will make time for weekday evenings. I am currently applying to other weekday jobs and will update my schedule accordingly. I’m moving to Amherst on August 26th so I recommend not booking after this date. I will not be in the area I let my dog outside when he asks for it and keep a close eye on him. I also supervise all dogs outside, making sure they don't go into places they should not go. I will also provide baths when asked and can give oral medication.

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: Andrea L.
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Andrea L.
$39
total per walk
5.0 out of 5 stars
19 reviews
7 repeat clients
20 years of experience
Great Barrington, MA, 01236

Andrea was so, so wonderful taking care of my pup, even accommodating last minute changes when my travel changed. I absolutely recommend her for your pets!

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Tanya C.
Sitter Profile Image: Darlene D.
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Darlene D.
$20
total per walk
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Pittsfield, MA, 01201

About: I’ve dog sat on numerous occasions for friends and family with dogs. I’ve sat bigger dogs, smaller dogs. Older and younger. I love dogs and their kisses and loves. I love playing with them and help getting exercise or just cuddles in. I do work but I can be flexible to help care for needs of the pets. I will always check in and keep open communication to ease anyone’s mind on their pets check ins. I will always make sure the fur baby feels comfortable in their home, as I will just be a guest in it. I will give them the care and love they need though.

Sitter Profile Image: Reymon B.
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Reymon B.
$23
total per walk
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: 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: Steve F.
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Steve F.
$56
total per walk
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

Sitter Profile Image: Dana G.
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Dana G.
$34
total per walk
5.0 out of 5 stars
40 reviews
11 repeat clients
20 years of experience
PITTSFIELD, MA, 01201

Dana- thank you so much! You came in clutch for us tonight! Thank you thank you! Tippy already can’t wait until next time!

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Brittny L.
Sitter Profile Image: Clara M.
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Clara M.
$56
total per walk
5.0 out of 5 stars
17 reviews
3 repeat clients
11 years of experience
Monterey, MA, 01245

About: I am a pre-veterinary student at Cornell University available for house-sitting and drop in visits. I have over 500 hours of veterinary experience and can provide basic first aid in the event of an emergency. I am responsible, neat, reliable, and look forward to caring for your pet! I am a full-time student, but have a very flexible schedule to accommodate your and your pet's needs. My preferred working times are early morning and evening. I do not offer services in my own home, but I have experience working in other peoples homes caring for their pets. I am an extremely diligent and cleanly person that will make sure both your pets and your home are cared for.

Sitter Profile Image: Janet C.
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Janet C.
$25
total per walk
4.7 out of 5 stars
13 reviews
11 repeat clients
20 years of experience
Great Barrington, MA, 01230

Janet was wonderful

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Leslie T.
Sitter Profile Image: Robert W.
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Robert W.
$36
total per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Lee, MA, 01238

Robert and McGee seemed to do very well today for their 1st walk/visit. I appreciate Robert’s being so diligent and caring for McGee. I would like to continue with Robert and I hope he enjoyed McGee‼️

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Liz P.
Sitter Profile Image: Connie R.
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Connie R.
$17
total per walk
1 repeat client
30 years of experience
Pittsfield, MA, 01201

About: I have been taking care of animals since I lived at home when I was younger with my parents I was very responsible I love talking to my animals I love taking time with them, making sure that they feel loved And that they felt like they were part of the family! I do work full-time, but during the day, I am able to have a flexible schedule and care to animals. I have more availability during the weekends. I care for pets in my home I make sure that my home is pet proof specially, since I have a dog of my own I make sure that everything that would be unsafe to my dog is put away if areas need to be gated off and make sure that they’re gated off and they make sure that she has all the food that she needs healthy foods and water to drink. If I was caring for a pet and someone else’s home, I would follow instructions that they leave for me and I would also make sure that their pet was comfortable and safe

Sitter Profile Image: Renee F.
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Renee F.
$56
total per walk
5.0 out of 5 stars
5 reviews
4 repeat clients
12 years of experience
Lee, MA, 01238

Renee had been fantastic! She returns messages quickly and communicates very clearly. Our dog is very happy when we get home after a walk with Renee!

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Michelle C.
Sitter Profile Image: Lindsay L.
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Lindsay L.
$28
total per walk
5.0 out of 5 stars
3 reviews
20 years of experience
Canaan, NY, 12029

About: I’ve been taking care of dogs since I was ten years old. I’d love to take your dog out for a long walk and get him/her some exercise! I work remotely full-time, but my hours are very flexible. I can always take your pup for a midday walk, as long as it’s planned ahead of time. I will care for your dogs as if they were my own pet. I will adhere to a feeding/walking schedule that is customized to your pets needs.

Sitter Profile Image: Emily P.
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Emily P.
$22
total per walk
5.0 out of 5 stars
4 reviews
1 repeat client
35 years of experience
Pittsfield, MA, 01201

About: Pet/animal care is part of my soul and my heart. From puppies to seniors I shower them with love, patience and dignity. I love it! I have the time and the space for your sweet fur babies on the weekends and after work. If I can help you, please let me! I will always adapt to the needs of each animal. If I can accommodate any needs, cautions or desires, It will be my pleasure! :)

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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 - Lee

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: Irene T.
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Irene T.
Star Sitter
$73
total per night
5.0 out of 5 stars
17 reviews
6 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: John S.
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John S.
Star Sitter
$86
total per night
5.0 out of 5 stars
109 reviews
22 repeat clients
20 years of experience
Norfolk, CT, 06058

We love knowing Clover has such a loving place to stay with such terrific people, and appreciate the high level of communication and care. Can’t say enough good things.

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Laurel L.
Sitter Profile Image: Kathleen M.
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Kathleen M.
Star Sitter
$95
total per night
5.0 out of 5 stars
153 reviews
42 repeat clients
12 years of experience
Becket, MA, 01223

I highly recommend using Kathleen if you need any dog boarding. Her home is impeccable and her dogs Gunther and Woody are such a great addition to the stay. Kathleen does a wonderful job at keeping you updated through the stay with a ton of fun photos. My dog was so happy during and when we picked her up. Highly recommend!

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Rachel O.
Sitter Profile Image: Tetiana M.
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Tetiana M.
Star Sitter
$67
total per night
5.0 out of 5 stars
59 reviews
13 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: Amy H.
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Amy H.
$50
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Blandford, MA, 01008

Amy and her family were fabulous. They made Takoda feel right at home. Takoda enjoyed making new friends, the walks and sleeping on the couch. Amy was very responsive and provided updates so we knew it was all going well. It was a wonderful experience for us and Takoda. We will definitely board Takoda with Amy again.

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Alexcia A.
Sitter Profile Image: Kim M.
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Kim M.
Star Sitter
$62
total per night
5.0 out of 5 stars
73 reviews
25 repeat clients
20 years of experience
Westfield, MA, 01085

Kim was so responsive and was a great sitter for our ten month old puppy with medical issues. She had no problem giving him his medication and taking him for a walk in his stroller. Jett made doggie friends, and when I picked him up, he greeted me with his usual vigor and then lay down at her feet. A sign that he trusts her and had fun! She sent updates and photos. I’ve already booked Kim for our next trip!

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Sera R.
Sitter Profile Image: Patti B.
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Patti B.
$39
total per night
5.0 out of 5 stars
111 reviews
48 repeat clients
25 years of experience
Easthampton, MA, 01027

Our dog Luka is so lucky to be able to spend time with Patti and her family when we are away. I love the pictures and updates she sends. Patti is so caring and loving to our dog. Thank you, Pattie, for taking such good care of Luka while we were away!!

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

Our 15 year old puppy received so much love and care. They were managed her unique old lady needs with grace and kindness. Our puppy fell in love with both of them. We appreciated the regular updates and photos. Our dog can’t wait to go back. Fabulous caregivers.

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Holly H.
Sitter Profile Image: Candice S.
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Candice S.
Star Sitter
$62
total per night
5.0 out of 5 stars
52 reviews
16 repeat clients
10 years of experience
Stottville, NY, 12172

Candice was so nice and was easy to coordinate with. Her space was perfect for my dog and a plus that she let him on the furniture as he loves to chill out on the couch and bed. My dog seems to have a great time and I’m so thankful to have someone nearby.

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Jacob B.
Sitter Profile Image: Deanne R.
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Deanne R.
Star Sitter
$45
total per night
5.0 out of 5 stars
62 reviews
21 repeat clients
10 years of experience
Kinderhook, NY, 12106

Deanne was great!! First, she immediately allowed us to bring our dog to her home to see where he would be staying. She did not judge him based on size and breed but rather on his temperament and his potential fit with her family. She asked great questions before his stay and kept me informed during his visit.(she even sent photos and brief video) This was a great experience for us and Lucido!! We will be using her services again very soon!!!!

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Horace J.
Sitter Profile Image: Mahayla G.
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Mahayla G.
Star Sitter
$84
total per night
5.0 out of 5 stars
50 reviews
24 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: Mary Kate M.
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Mary Kate M.
Star Sitter
$84
total per night
5.0 out of 5 stars
21 reviews
2 repeat clients
20 years of experience
Ashley Falls, MA, 01222

Very good!!! Would recommend her for all dogs. Thank her very mch

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Roger B.
Sitter Profile Image: Katelyn S.
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Katelyn S.
Star Sitter
$35
total per night
5.0 out of 5 stars
5 reviews
2 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: Peter K.
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Peter K.
$62
total per night
5.0 out of 5 stars
29 reviews
7 repeat clients
8 years of experience
South Egremont, MA, 01258

Peter was such a wonderful sitter. His updates were timely and detailed and I felt confident that Nutmeg was cared for, happy, and healthy during her stay. I will definitely ask Peter to sit again if I’m ever in the area again.

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Jana P.
Sitter Profile Image: Magnolia M.
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Magnolia M.
Star Sitter
$73
total per night
5.0 out of 5 stars
100 reviews
50 repeat clients
15 years of experience
Hillsdale, NY, 12529

Maggie was great with our dogs. Her place is very comfy for them and you can tell that she just gets dogs. Lots of room, very accommodating, very responsive. Got a couple of great photos while we were away. Will definitely have Maggie watch our dogs again!

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Shira N.
Sitter Profile Image: Caitlin J.
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Caitlin J.
$56
total per night
5.0 out of 5 stars
4 reviews
20 years of experience
Windsor, MA, 01270

I had an amazing experience with Caitlin and her family. From the moment we met, it was clear how caring, responsible, and attentive they were with my dog. They kept me updated with photos and messages, which gave me so much peace of mind while I was away. My dog came home happy, relaxed, and clearly very well cared for. You can tell they genuinely love animals and treat them like family. I would absolutely book with them again and highly recommend them to anyone looking for someone trustworthy and compassionate to care for their pet

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David W.
Sitter Profile Image: Manolita B.
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Manolita B.
$39
total per night
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Westfield, MA, 01085

My dog had a wonderful day with Manolita!! She’s so kind and caring and made us both feel comfortable! When I picked him up from his stay he was very comfortable and calm, which was a great sign! She also sent pictures and updates throughout the day, which I loved! I highly recommend her!

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

I felt very comfortable leaving my pup with Mary and Todd. They have a lovely home and included my dog in all of their activities: walking, running, and much more. They also kept me up to date with pics and anecdotes. I would highly recommend Mary and Todd to anyone!

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Deborah F.
Sitter Profile Image: Reymon B.
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Reymon B.
$89
total per night
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: Cheyenne F.
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Cheyenne F.
$62
total per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Kinderhook, NY, 12106

Cheyenne watched our dog Nellie for the first time last night . Nellie seemed to love it and Cheyenne’s dogs . It was a great experience! Thank you !

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Darcy C.
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