Personalized care for your dog or cat - Chester

Highly-rated overnight sitters - Chester

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

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Rich M.
Sitter Profile Image: 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

“Patti (and family) is the best! She’s so responsive and communicative. I never have to worry when leaving my precious pup with her, as I know she’s in great hands.”

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Laura J.
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

“We couldn’t have asked for our doggie to be more loved and cared for. We just moved from California and were nervous about leaving our pup for the first time since the big move, but Katelyn and her family were absolutely wonderful. They sent photos to keep us posted and he looked perfectly comfy and at home in each. We are so grateful to have found Katelyn and would recommend her to others without hesitation. Our dog came back to us as though he had been on a retreat! Calm, happy, and himself.”

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Patrick D.
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

“Kathleen was so patient with my questions and worries prior to the visit. And when my pup was with her, her photos and videos let me see how happy and safe he was feeling. I wish she were based somewhere that I could use her all of the time, because I have never been so happy with a sitter. Her location is beautiful and perfect for dogs who like to adventure in the woods.”

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Katya C.
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

“First time leaving our dog with John, and he's a keeper. Excellent communications. Quick responses and regularly sent pictures and updates. Large fenced backyard for dogs to run and he has a playful dog that ours enjoyed. John is also friendly and seems very responsible. Highly recommend and we plan on turning to again.”

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Richard R.
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

“We boarded our dog, Guinness, with Heather and Norman for two days, and they were absolutely wonderful! Heather and Norman were sweet and took excellent care of Guinness. They took him for walks and even sent us photos. It was clear that Guinness and their dog, Zeus, got along so well and had a great time playing together. Now that he's home, Guinness seems sad and misses Zeus. We will definitely use Heather and Norman's services again. Highly recommended!”

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Stefany S.
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: 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

“I am so grateful and appreciative of Sandra‘s loving care of Lulu while I was gone for 13 days. Lulu has a seizure disorder and Sandra was amazing with giving her medication and keeping me updated every day with her status and sending pictures of how well loved and cared for she was. Sandra and her husband John invited Lulu into their home and treated her as though she was theirs!”

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Kristin B.
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

“Chris and Beth were great with my dog, Rio, an older guy who needs a little extra care. They put rugs down on their hard wood floors so that he would have an easier time walking about and they were really careful that he didn't reinjure his bad knee. They were very accommodating with my pick up and were generally easy going yet responsible. I would leave Rio in their care anytime.”

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Mary P.
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: Yvette C.
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Yvette C.
$56
total per night
1 repeat client
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: 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

“I booked sort of last minute and wasn't able to make a meet and greet happen (though Abigale kindly offered) and I felt totally comfortable dropping my Bernie off. I got plenty of updates while away and plan to use them again! Bernie was well cared for! And their home is lovely! Thank you!”

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Amber N.
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 great with our 2.5 year old German shepherd mix, Moose! She was super communicative and flexible, and sent photos and videos which we really appreciated. We’ll definitely book her again!”

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Maria P.
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: 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 did an amazing job with our Great Dane! Not a lot of people are up for caring for such a big dog, but Karl wasn’t intimidated. Our dog loved his stay and came home happy and healthy! Thank you, Karl!”

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heidi p.
Sitter Profile Image: Amira G.
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Amira G.
Star Sitter
$39
total per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
Enfield, CT, 06082

“Amira was awesome. She handled our “troublemaker “ great.”

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Iwona 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: 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 was wonderful with my Piper. She is an anxious dog and took to her right away on our trial stay. She sent pictures and updates twice a day. We have never been able to leave her with an anyone away from our home. I am very happy we found someone who took amazing care of her. Thank you!”

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Vicki P.
Sitter Profile Image: Morgan S.
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Morgan S.
$56
total per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
7 years of experience
Enfield, CT, 06082

“Morgan was super helpful when I needed a sitter on my road trip! She was so good with Molly and helped out extra since Molly wasn’t feeling the best on my trip and eating irregularly”

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Elizabeth 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 - Chester

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: Taylor W.
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Taylor W.
Star Sitter
$27
total per visit
5.0 out of 5 stars
• 21 reviews
9 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: Mitchell L.
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Mitchell L.
$12
total per visit
26 years of experience
Westfield, MA, 01085

About: I can remember cats in my household my whole life. I’ve had 4 in my parents household and Buddy is still alive; he is 17! Now I have Leo and Lucy with my partner.

Sitter Profile Image: Brendon P.
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Brendon P.
$20
total per visit
5.0 out of 5 stars
• 88 reviews
18 repeat clients
40 years of experience
Westfield, MA, 01085

“Great job as always! Our cat Mickey loves the Brendon! This was our second time hiring Brendon. He does a fantastic job. We highly recommend him for your cat sitting needs. He’s our go-to guy.”

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Tyler B.
Sitter Profile Image: Wendy A.
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Wendy A.
Star Sitter
$17
total per visit
4.9 out of 5 stars
• 7 reviews
3 repeat clients
30 years of experience
Westfield, MA, 01085

“Wendy is great! She has so much love for animals! She took very good care of my babies!”

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Rylie B.
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: Renee M.
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Renee M.
$23
total per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Westfield, MA, 01085

“She was awesome, communicated very well and took good care of my pup.”

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Nathan P.
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: 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 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: Clara M.
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Clara M.
$50
total per visit
5.0 out of 5 stars
• 17 reviews
3 repeat clients
11 years of experience
Tyringham, MA, 01264

“Clara did a wonderful job with my cat, Jake. She was communicative with me, sending pictures and updates. She took the time to brush him and give him special treats. He seemed very content and happy! I would absolutely book Clara again. Any pet and pet parent is lucky to have her providing excellent care!”

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Kim S.
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: Ace G.
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Ace G.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 68 reviews
22 repeat clients
9 years of experience
Chicopee, MA, 01020

“Ace is an incredibly attentive, thoughtful, and caring sitter. We booked her to care for our two older cats and she was so communicative and kind to the little guys. One of our cats needs a subcutaneous injection daily, and she did a wonderful job delivering it - even when he was being difficult. I couldn’t recommend Ace enough, and am definitely going to book her again in the future.”

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Matthew M.
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: 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: 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: 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: 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: 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: Jessica M.
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Jessica M.
$28
total per visit
5.0 out of 5 stars
• 19 reviews
4 repeat clients
10 years of experience
South Hadley, MA, 01075

“Jessica took such great care of our precious girl during our 10 day trip! This was the longest trip we've ever taken and Jessica's thoughtful communication and updates provided much relief to my cat-mom anxiety! We will be booking with Jessica in the future :)”

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Miyah G.
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.
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Perfect for high energy dogs - Chester

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

“She did such a great job! Nozzle came home so tired and I was a happy dog Mom bShe was able to take him at such a short notice and was a life saver for us. I would recommend her to anyone. She’s very flexible with schedules too!”

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Laura H.
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: 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: 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: 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: 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: 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: Emma G.
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Emma G.
Star Sitter
$56
total per day
5.0 out of 5 stars
• 57 reviews
14 repeat clients
15 years of experience
Northampton, MA, 01060

“Emma was great!! She took my two puppies, one being only 3 months old and they look like they had the best time. She kept me updated throughout the day with pictures and videos and how they were doing. 10/10 would recommend!”

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Megan M.
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: 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: 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: 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 Maverick our Golden Retriever 3 days in a row while we were in town for a wedding. Maverick got along well with her and her pup and had a great time. I would definitely recommend her to anyone needing a sitter.”

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

“Miss Megan is great! JJ loves going to visit whenever we’re in town and I feel so confident that he is safe and happy with her. She does a great job keeping him quiet and calm until I come back. Thank you, Miss Megan ♥️”

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Diane M.
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: 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

“I’m so glad to have connected with Jesse (and so is my pup)! I could tell right away that he loves and genuinely cares about any dogs who are lucky enough to hang out with him. And Sadie, my slightly nervous/sometimes hyper rescue settled right in with him and his family. Thanks again Jesse! We’ll be back!”

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Alie S.
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 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: Glorymar O.
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Glorymar O.
$50
total per day
5.0 out of 5 stars
• 47 reviews
17 repeat clients
6 years of experience
Memorial Square, SPRINGFIELD, MA, 01107

“Thank you so much for your understanding and care. She had such a great time and slept all the way home. Wish you lived closer because I know Mei would love to visit again. She is so shy and you really became friends fast. You are the best!”

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Helen I.
Sitter Profile Image: Lataya I.
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Lataya I.
$34
total per day
4.6 out of 5 stars
• 16 reviews
3 repeat clients
10 years of experience
holyoke, MA, 01040

About: i’ve taken care of dogs/animals mostly all my life ,im 21 and owned a dog half my life also but sadly i had to put him down so now i would love to dog sit to still show my love , interest and care into dogs without owning my own again yet i’m home all day unless i make plans and adding pet care into my day would allow me to be more active and it just gives me something do to during the day i have a fended in yard and a good sized back yard for pets to play and roam freely , no other pets in the house hold at the moment,

Sitter Profile Image: AMY L.
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AMY L.
$67
total per day
5.0 out of 5 stars
• 11 reviews
1 repeat client
8 years of experience
Easthampton, MA, 01020

About: I sincerely LOVE getting to know each individual dog's personality (quirks and all!) and learning about what makes them happiest. I have many years of experience: walking dogs in NYC & in Western Mass; pet-sitting for my friends', neighbors' and partner's dogs (as well as for other types of pets). I create a warm, nurturing and happy environment for my precious furry friends to thrive. (Please note: on Tuesdays, Thursdays & Fridays, I am usually available from 11 AM-5:30 PM; on Mondays & Wednesdays, I am usually available from 11 AM -12 PM) I'm currently working part-time as a educator (tutor) so I have ample time to provide dog care (walking, drop-in day care and occasional boarding) during the week, Mon-Wed and Thurs-Friday. On occasion, I may be able to board dogs during the weekend. I live in an extremely peaceful, quiet, dog-friendly neighborhood (the Plains of Easthampton) toward the end of a cul-de-sac. So there is almost no cars or traffic here. I do have a front & back yard. Although it is not fenced, it is backed by trees and, as mentioned, almost zero traffic

Sitter Profile Image: Kylie B.
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Kylie B.
$34
total per day
5.0 out of 5 stars
• 23 reviews
7 repeat clients
8 years of experience
Chicopee, MA, 01020

“Tucker and Onyx loved their stay!”

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

Adventure-ready dog walkers - Chester

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! Thank you for the last minute meet and greet / walk in the same day. It was so awesome to see Tessie fully open up to you. We are looking forward to many more hang outs!”

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Elizabeth H.
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: Mitchell L.
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Mitchell L.
$12
total per walk
26 years of experience
Westfield, MA, 01085

About: I’ve had cats and dogs and I’ve taken care of them and loved them for forever. I’ve recently adopted two kittens and I love to play with them. I’m a student right now with a flexible schedule so I could check in on pets on pretty much every day and throughout the day. I have energy to play with young cats or dogs and can fulfill all their needs. My services will change depending on the pets personality and what they’re needs are.

Sitter Profile Image: Wendy A.
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Wendy A.
Star Sitter
$18
total per walk
4.9 out of 5 stars
• 7 reviews
3 repeat clients
30 years of experience
Westfield, MA, 01085

“Responded quickly to a last minute booking and exercised significant patience with my shy pup!”

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Josh Q.
Sitter Profile Image: Brendon P.
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Brendon P.
$19
total per walk
5.0 out of 5 stars
• 88 reviews
18 repeat clients
40 years of experience
Westfield, MA, 01085

“Brendon has taken care of our dogs twice now and been terrific in every way. Good communication, flexible, great with the pups.”

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Sabine K.
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: 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: 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: Renee M.
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Renee M.
$34
total per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Westfield, MA, 01085

“Renee is so wonderful with Teddy! She’s easy to communicate with and reliable.”

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Cheryl R.
Sitter Profile Image: Jennifer L.
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Jennifer L.
$28
total per walk
Lee, MA, 01238

About: I work a registered nurse schedule, so I’m very used to being organized, dependable, and managing my time well. Caring for animals fits naturally into my routine because it’s something I truly enjoy and find deeply grounding. Being around animals is good for the nervous system, and pet care feels like a meaningful, calming complement to my work in nursing. I value the chance to give pets attentive, compassionate care while also doing something that brings a sense of balance to my week. I only provide care for your pets in their own home, because they can be so sensitive to change and are usually happiest in their own environment. I aim to bring a calm, steady presence that helps your pets feel comfortable while keeping their routines as normal as possible. I’m experienced with animals who need extra support and am comfortable administering oral medications, inhaled medications like inhalers, and subcutaneous medications. I also really value all the little details pet parents know about their babies, whether it’s a favorite hiding spot, a specific feeding routine, or something that seems unusual to anyone else. Nothing is too weird, and I’m always happy to include those details in their care so they can feel as safe and comfortable as possible.

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: 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: 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

“This is our second time using Brittany, she was prompt, communicative and sent plenty of pictures and notes. Would highly recommend!!”

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Lauren W.
Sitter Profile Image: Mical H.
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Mical H.
$28
total per walk
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.

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: 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: 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: 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: Evan A.
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Evan A.
$34
total per walk
5.0 out of 5 stars
• 7 reviews
10 years of experience
Florence, MA, 01062

About: I'm available for all holidays starting with Thanksgiving, Christmas, Hanukkah, Kwanza and New Year's Eve I'm a lifetime pet owner and pet sitter with strong references 🙏 I'm not employed by anyone else, so my time is wide open and I live on a quiet dead end street and close to regular parks and dog parks / trails. I always take the owners preferences seriously, but I do like to spoil with good food and treats. I also am good with grooming calmingly.

Sitter Profile Image: Jessica M.
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Jessica M.
$28
total per walk
5.0 out of 5 stars
• 19 reviews
4 repeat clients
10 years of experience
South Hadley, MA, 01075

About: As a child, I owned almost every pet imaginable - from house cats to Rottweilers to lizards to ferrets! Bless my poor mother's heart - we practically had a small zoo at our house! As an adult I owned a cat for 5 years and also "dog /cat sat" for friends and families many times. I'm an all-around animal lover who is comfortable with many different types of pet care. I'm a stay-at-home mom with a four year old. Please be advised that if I pet-sit overnight at your home, my daughter will most likely be accompanying me for at least part of the job assignment. If you aren’t comfortable having well-behaved, well-supervised children at your home, then unfortunately I’m not a good fit your you. I have plenty of flexibility on both weekdays and weekends to provide care for your pets. I live in a pet-friendly house with a fenced-in back yard. The neighborhood is quiet and safe for walks. I also have access to a nearby park.

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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 - Chester

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: 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

“Patti (and family) is the best! She’s so responsive and communicative. I never have to worry when leaving my precious pup with her, as I know she’s in great hands.”

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Laura J.
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

“We couldn’t have asked for our doggie to be more loved and cared for. We just moved from California and were nervous about leaving our pup for the first time since the big move, but Katelyn and her family were absolutely wonderful. They sent photos to keep us posted and he looked perfectly comfy and at home in each. We are so grateful to have found Katelyn and would recommend her to others without hesitation. Our dog came back to us as though he had been on a retreat! Calm, happy, and himself.”

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Patrick D.
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

“Kathleen was so patient with my questions and worries prior to the visit. And when my pup was with her, her photos and videos let me see how happy and safe he was feeling. I wish she were based somewhere that I could use her all of the time, because I have never been so happy with a sitter. Her location is beautiful and perfect for dogs who like to adventure in the woods.”

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Katya C.
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

“First time leaving our dog with John, and he's a keeper. Excellent communications. Quick responses and regularly sent pictures and updates. Large fenced backyard for dogs to run and he has a playful dog that ours enjoyed. John is also friendly and seems very responsible. Highly recommend and we plan on turning to again.”

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Richard R.
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

“We boarded our dog, Guinness, with Heather and Norman for two days, and they were absolutely wonderful! Heather and Norman were sweet and took excellent care of Guinness. They took him for walks and even sent us photos. It was clear that Guinness and their dog, Zeus, got along so well and had a great time playing together. Now that he's home, Guinness seems sad and misses Zeus. We will definitely use Heather and Norman's services again. Highly recommended!”

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Stefany S.
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

“I am so grateful and appreciative of Sandra‘s loving care of Lulu while I was gone for 13 days. Lulu has a seizure disorder and Sandra was amazing with giving her medication and keeping me updated every day with her status and sending pictures of how well loved and cared for she was. Sandra and her husband John invited Lulu into their home and treated her as though she was theirs!”

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Kristin B.
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

“Chris and Beth were great with my dog, Rio, an older guy who needs a little extra care. They put rugs down on their hard wood floors so that he would have an easier time walking about and they were really careful that he didn't reinjure his bad knee. They were very accommodating with my pick up and were generally easy going yet responsible. I would leave Rio in their care anytime.”

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Mary P.
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: Yvette C.
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Yvette C.
$56
total per night
1 repeat client
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: 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

“I booked sort of last minute and wasn't able to make a meet and greet happen (though Abigale kindly offered) and I felt totally comfortable dropping my Bernie off. I got plenty of updates while away and plan to use them again! Bernie was well cared for! And their home is lovely! Thank you!”

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Amber N.
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 did an amazing job with our Great Dane! Not a lot of people are up for caring for such a big dog, but Karl wasn’t intimidated. Our dog loved his stay and came home happy and healthy! Thank you, Karl!”

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heidi p.
Sitter Profile Image: Amira G.
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Amira G.
Star Sitter
$39
total per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
Enfield, CT, 06082

“Amira was awesome. She handled our “troublemaker “ great.”

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Iwona 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: 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 was wonderful with my Piper. She is an anxious dog and took to her right away on our trial stay. She sent pictures and updates twice a day. We have never been able to leave her with an anyone away from our home. I am very happy we found someone who took amazing care of her. Thank you!”

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Vicki P.
Sitter Profile Image: Morgan S.
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Morgan S.
$56
total per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
7 years of experience
Enfield, CT, 06082

“Morgan was super helpful when I needed a sitter on my road trip! She was so good with Molly and helped out extra since Molly wasn’t feeling the best on my trip and eating irregularly”

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Elizabeth R.
Sitter Profile Image: Wendy A.
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Wendy A.
Star Sitter
$39
total per night
4.9 out of 5 stars
• 7 reviews
3 repeat clients
30 years of experience
Westfield, MA, 01085

“Wendy was great! I needed a dog sitter at the last minute and came across her profile. I loved that she was so close to my home, and she made the entire experience stress-free. During my dog's stay, I received nightly text updates along with photos and videos, which I really appreciated. This was the first time I'd traveled over 13 hours away from my sweet girl, so I was super nervous. After the first day went so well, all my worries disappeared, and I was able to fully enjoy my trip knowing she was in great hands. I will definitely book with Wendy again and maybe next time she'll even get to meet my kitty too!”

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Sarah H.
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 took great care of our two dogs for a long weekend. We would definitely board our dogs with her again! She kept in contact with us, sent pictures of the dogs, and drop off and pick up was incredibly smooth.”

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Katherine D.
Sitter Profile Image: Allison Nicole M.
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Allison Nicole M.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 227 reviews
63 repeat clients
12 years of experience
Enfield, CT, 06082

“Allison was very responsive from the very first time I reached out - and I was comfortable with her right away! She sent me updates and pictures every day and I knew my dog was in good hands. While I typically have friends watch Jax - Allison will be my first choice next time we have to go away! She is definitely a dog lover and her family loved my dog too! Perfect setting for a doggie vaca while you are on yours! Thanks again Allison - having my mind at ease away from my "baby" helped me enjoy my vacation sooooo much more.”

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Michelle O.
Sitter Profile Image: Gail S.
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Gail S.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
10 years of experience
Granby, CT, 06035

“Gail was lovely! Very communicative and sent me photos of my dog enjoying her time with Gail and her dog, Ginger! Would absolutely book again!”

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Caroline S.
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