Pet Boarding in Chestnut Hill

Find a loving Chestnut Hill pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Chestnut Hill pet boarders

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: isabella d.
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isabella d.
$65
total per night
4.5 out of 5 stars
29 reviews
8 repeat clients
9 years of experience
Jamaica Plain, Roxbury, MA, 02120

Isabella was extremely responsive and communicative! She took on a tall task of watching after not only my dog, Muzzy, but 3 other dogs simultaneously, all while also taking care of her baby. Isabella kept us updated with videos throughout the day. I would definitely ask Isabella to care for Muzzy again in the future.

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Patrick M.
Sitter Profile Image: Alyson B.
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Alyson B.
Star Sitter
$72
total per night
5.0 out of 5 stars
205 reviews
33 repeat clients
25 years of experience
Hyde Park, Boston, MA, 02136

Alyson is truly amazing! She gave us updates regularly and I felt so happy knowing our dog was in a loving place! Our dog was the happiest she’s ever been after picking her up from a sitter, so I know she was really well cared for! Will definitely plan to use Alyson again for sitting!

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Mollie W.
Sitter Profile Image: Dana R.
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Dana R.
$73
total per night
4.9 out of 5 stars
240 reviews
74 repeat clients
15 years of experience
Hyde Park, Boston, MA, 02136

Dana and Nia were wonderful sitters for our 6 month old puppy. She was meant to stay with them for 5 days and go to a friend of mines house for the rest of my trip but she got sick on her first day with my friend. Dana and Nia happily took her back the next day and got her back to normal health. They knew exactly how to handle the situation and were very chill about it. Rosie had a great time with them, in their yard and on adventures outside of their house. 100% recommend Dana and Nia!

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Suzie R.
Sitter Profile Image: Jing P.
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Jing P.
$62
total per night
5.0 out of 5 stars
31 reviews
8 repeat clients
5 years of experience
Quincy, MA, 02171

Jing has great communication! She was great with my elderly dog and gave her her medicine when needed. My dog looked happy the entire time and was in a great mood afterwards!

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Kelly W.
Sitter Profile Image: Shuping T.
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Shuping T.
$56
total per night
5.0 out of 5 stars
12 reviews
3 repeat clients
5 years of experience
Chestnut Hill, MA, 02467

Shuping is one of the best “nanas” Cookie has ever had, and we feel incredibly fortunate to have found her through Rover. From the moment Cookie stayed with her, it was clear how much warmth, kindness, and genuine love she gives to the pets in her care. She treated Cookie as if she were her own, and that gave us tremendous peace of mind while we were away. One of our favorite things was receiving her sweet updates. She would send us adorable photos and videos and share little stories about Cookie’s day. The way she affectionately referred to Cookie as a “little rascal” always made us smile and showed just how much she cared for her. As pet parents, being away from your beloved pet can be difficult. Finding someone who loves, cares for, and cherishes your pet almost as much as you do is truly a blessing. That’s exactly what we found in Shuping. We wholeheartedly recommend her to anyone looking for a loving, responsible, and attentive caregiver for their pet. She is warm, kind, thoughtful, and genuinely wonderful. We would happily trust Cookie with her again anytime.

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Abhishek B.
Sitter Profile Image: Elizabeth & Rodrigo S.
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Elizabeth & Rodrigo S.
Star Sitter
$64
total per night
5.0 out of 5 stars
47 reviews
16 repeat clients
5 years of experience
Somerville, MA, 02145

Elizabeth and Rodrigo were absolutely amazing with Bruno over Christmas break. From the start, they were kind, communicative, and clearly cared so much about him. I felt completely at ease knowing he was in such good hands, and it was obvious he was happy and well cared for the entire time. They kept me updated, treated him like one of their own, and went above and beyond. I could not recommend them enough!!!

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Gabrielle P.
Sitter Profile Image: Vanessa T.
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Vanessa T.
Star Sitter
$50
total per night
5.0 out of 5 stars
10 reviews
3 repeat clients
16 years of experience
Roxbury, Roxbury, MA, 02119

Very flexible, communicative, and overall wonderful. Her energy is so calm and friendly, I know Finn had the best time! Would absolutely book again in the future!

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Astrid G.
Sitter Profile Image: Jing G.
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Jing G.
Star Sitter
$98
total per night
5.0 out of 5 stars
81 reviews
51 repeat clients
30 years of experience
Newton, MA, 02459

Jing has watchedy dog multiple times in the past few months. My dog absolutely loves staying with her. She gets tons of exercise, plenty of time outdoors, and gets along great with Jing's dogs. Jing has also been especially helpful when I was dealing with travel delays by being both flexible and assuring me my dog was taken care of

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Wesley R.
Sitter Profile Image: Christina B.
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Christina B.
Star Sitter
$59
total per night
5.0 out of 5 stars
45 reviews
12 repeat clients
15 years of experience
Wellington-Harrington, Cambridge, MA, 02141

Christina was amazing! I booked last minute and she was eager to take care of Beru for the weekend. She sent lots of photo updates. Beru has some quirks and Christina was more than capable and happy to accommodate Beru’s personality. Would 100% book with her again!

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Nicole B.
Sitter Profile Image: Lyn H.
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Lyn H.
Star Sitter
$45
total per night
5.0 out of 5 stars
174 reviews
56 repeat clients
3 years of experience
Cambridgeport, Cambridge, MA, 02139

Lyn was awesome! I traveled for work and my flight back to Boston was suddenly cancelled the morning of. I was so stressed out and Lyn was the most accommodating and patient with the last minute change. I received pictures and videos every day during her stay. My dog came home exhausted and with a smile on her face. Would definitely recommend!

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Emily E.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
$67
total per night
5.0 out of 5 stars
13 reviews
7 repeat clients
40 years of experience
Chestnut Hill, MA, 02467

Michelle took great care of our high maintenance English bulldog while we were away for a week! Due to his breed, he requires quite a bit of extra attention and Michelle went above and beyond!

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Alex E.
Sitter Profile Image: Kevin L.
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Kevin L.
Star Sitter
$73
total per night
5.0 out of 5 stars
42 reviews
13 repeat clients
18 years of experience
Watertown, MA, 02472

Kevin was an incredible Rover sitter to board my dog with. He accommodated us last minute and had more organized systems than anyone I've ever boarded with on this site. He sent detailed reports every day about my dog's day with great pictures - I was showing these reports to everyone I was with for my entire trip! I could tell my Meri was in good hands with him. She was exhausted after I picked her up - always a good sign. And his dog is very quirky and sweet. They have a good setup lifestyle and house-wise. Definitely recommend Kevin as an intentional and detail-oriented dog walker.

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Mackenzie C.
Sitter Profile Image: Sarah H.
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Sarah H.
Star Sitter
$78
total per night
5.0 out of 5 stars
17 reviews
8 repeat clients
23 years of experience
Dedham, MA, 02026

Sarah and family (humans and dogs) made my pup feel like family! He got to play and cuddle all day long and we got cute pictures throughout the weekend. They were patient with his puppy behavior and their love for dogs is so special! We will happily leave our pup in their care again!

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Courtney D.
Sitter Profile Image: Kaisi P.
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Kaisi P.
$56
total per night
5.0 out of 5 stars
44 reviews
20 repeat clients
10 years of experience
Neighborhood 9, Cambridge, MA, 02138

My dog had an excellent time with Kaisi. Kaisi sent lots of pictures of her dog and mine at the dog park, walking in fresh pond, looking so relaxed and happy. Thanks Kaisi!

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Calais L.
Sitter Profile Image: Eric S.
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Eric S.
Star Sitter
$66
total per night
5.0 out of 5 stars
41 reviews
11 repeat clients
13 years of experience
Needham, MA, 02492

Archer was in great hands with Eric! Excellent communication and trustworthy. He had a great time, got lots of exercise, and we would totally book with Eric again. Thank you!

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Sam L.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
$78
total per night
5.0 out of 5 stars
56 reviews
13 repeat clients
2 years of experience
Jamaica Plain, Boston, MA, 02130

Great, easy stay! Steven was responsive and flexible with pickup times. He worked with me to understand my dog's feeding quirks and walk schedule. He sent pictures during the trip and I knew my doggo was safe and comfortable with him. Thanks!

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Jonathan D.
Sitter Profile Image: Alanis T.
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Alanis T.
$56
total per night
5.0 out of 5 stars
26 reviews
7 repeat clients
15 years of experience
Watertown, MA, 02472

Super accommodating! Had to change times and dates last minute and she worked with us! Our dog seemed super happy when we picked him up!! Will definitely use again!!

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Colleen S.
Sitter Profile Image: François D.
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François D.
Star Sitter
$67
total per night
5.0 out of 5 stars
36 reviews
9 repeat clients
25 years of experience
Lincoln, MA, 01773

Francois took care of our senior dog recently we would highly recommend him . He communicated with us every day with text & pictures. Our dog being on the elderly side is very set in his ways & Francois took all his special needs into account. We returned home to a happy and relaxed dog.

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Denise L.
Sitter Profile Image: Shuhua W.
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Shuhua W.
Star Sitter
$88
total per night
4.9 out of 5 stars
52 reviews
11 repeat clients
5 years of experience
Allston-Brighton, Boston, MA, 02134

Cindy was absolutely wonderful with our dog, Bear! She was able to accommodate a last-minute request, which we really appreciated. Throughout his stay, she sent daily updates with photos and videos so we always knew how he was doing, and she responded quickly to all of my messages. It was clear that she genuinely cared about him and spent lots of time giving him attention and snuggles. Bear was very well cared for, and we felt completely at ease knowing he was with her. We will definitely be reaching out to Cindy again in the future and would highly recommend both her and her brother to anyone looking for a reliable and caring dog sitter!

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Kathleen & Zach K.
Sitter Profile Image: Yick-hong L.
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Yick-hong L.
Star Sitter
$73
total per night
5.0 out of 5 stars
41 reviews
13 repeat clients
2 years of experience
Waltham, MA, 02453

Hong was great with our energetic 14-month old pup, Archie! Hong took Archie for multiple walks in the woods and dog park visits each day, and sent us photos and videos. We could tell that Archie was having a great time, and that the experiences were very enriching. Archie can have anxiety around new people, especially men, but he really seemed to bond to Hong which was great to see. Archie was totally relaxed when we picked him up, and seemed just as happy to stay at Hong’s house as to get in the car. We cannot recommend Hong highly enough!

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John D.
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Chestnut Hill pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Sydney was very patient with our dog who is slow to warm up to new people! Really appreciate her care of our pup while we were out of town!

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Kara S.
Boarding
5.0 out of 5 stars

Ling and Ye were fantastic dog sitters for Ziggy and Spike. They walked them multiple times a day, sent many photo updates (which we loved!) and were highly communicative. I would definitely recommend them to anyone who is need of dog care services

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Sarah T.
Boarding
5.0 out of 5 stars

SU L took great care of Max and kept us updated sending pics throughout the day. We will reach out to him again!

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Dorothy C.
Boarding
5.0 out of 5 stars

I highly recommend Kurt. He had our dog Winnie for the day and he was great. He got her lots of exercise, asked good questions, and was communicative. Winnie looks forward to seeing him again!

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Cindy G.
Boarding
5.0 out of 5 stars

Victoria is very kind and caring and wonderful with our dog Eddie. He came home last night content and in great shape. Thank you Victoria!

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Erin W.
Boarding
5.0 out of 5 stars

Anneta was wonderful! Willie & Frankie adored her. Great updates, followed everything perfectly, and gave them so much affection. Will book again!

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Daniel C.
Boarding
5.0 out of 5 stars

We couldn’t be more pleased with the care Michelle and her son extended to Clare. Michelle exuded confidence right off the bat as a pet lover. And when our flight was delayed, she was non-pulsed when we needed her to keep Clare for an extra, unplanned overnight. We look forward to calling on Michelle again!

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Ted C.
Boarding
5.0 out of 5 stars

Eddy has been doing an incredible job taking care of our 5mo old Vizsla! He has been able to be flexible in working around our schedule for pickup/dropoff on daycare days and for overnight boarding. He sends plenty of pictures throughout the days he has her to reassure us that our puppy was having fun and getting what she needs - we were honestly getting worried that she wasn't going to have missed us! When we get her back it's clear that she has gotten plenty of time to play and is usually out for the count most of the rest of the day. Definitely recommend going with Eddy if you have a dog that loves to play with other dogs!

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Ali M.
Boarding
5.0 out of 5 stars

I always know my dogs are in good hands with Alanis and her partner! They always send frequent updates and make me feel at ease when I am away. They are always bringing the pups for nice long walks and they come home exhausted from all the fun they had.

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Brittany D.
Boarding
5.0 out of 5 stars

Best in the business! Never have to worry about our dog when we’re away knowing that she’s in Allie’s hands.

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Sarah A.
Boarding
5.0 out of 5 stars

Andreas took such wonderful care of our small doodle. He seems to genuinely love dogs, and our pup had a great time staying with him. He also sent along many photos and updates of their day. 10/10!

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Katie K.
Boarding
5.0 out of 5 stars

My dog loved staying with Gina. He usually has a difficult time being separated from us, but she made him feel comfortable and secure from the very beginning. He seemed completely at home in her care, which made the transition remarkably easy for both him and our family. Gina is clearly very experienced with dogs, and she took exceptional care of Parker. We felt confident knowing he was in such capable and caring hands.

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Sarah H.
Boarding
5.0 out of 5 stars

Hannah did a great job boarding Teddy! She took him for a long walk and gave him lots of cuddles. I know that we will be rebooking with Hannah!

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Susan K.
Boarding
5.0 out of 5 stars

Big thanks to Hyesoo and her family to take very good care of Doudou again. She always did amazing job! Sent a lot of updates. My dog has very good time with her and family 🥰 highly recommend her to take care of your child 🥰

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Yadar P.
Boarding
5.0 out of 5 stars

Michael took excellent care of my dog! She was happy as can be and he’s super responsive and accommodating!

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Sabrina G.
Boarding
5.0 out of 5 stars

Anh took such great care of our Jaxi girl! She boarded Jaxi for 7 nights while we were out of town. Anh sent lots of photos and videos and it was so comforting to see what a nice time Jaxi was having. We will definitely be asking Anh to take care of her again!

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Allison R.
Boarding
5.0 out of 5 stars

Kim is great. Our dog took to her right away and was immediately comfortable in Kim’s home and with her two lovely dogs. Kim kept in touch with us and sent numerous pictures. We highly recommend Kim as a dog sitter.

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Lisa T.
Boarding
5.0 out of 5 stars

Kevin did an outstanding job with my Samoyed. He gave excellent feedback daily along with many photos. I could tell that he was well cared for and loved while I was away.

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Brenton N.
Boarding
5.0 out of 5 stars

Ekaterina was great! She helped us out in a tough spot to watch our son’s cat, and it could not have been a better arrangement! She was a great communicator and sent lots of great photos so we knew that everything was ok! I would totally recommend her for any sitter needs that you have.

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jennifer b.
Boarding
5.0 out of 5 stars

Shuhua took such great care of our dog Teddy, he loved staying with her. She is the best! She made him feel right at home and he loves his time with her. Teddy can’t wait for the next time we go away.

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Jillian K.
Boarding
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  1. 1. Search

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  3. 3. Book & Pay

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The median cost per night for pet boarding in Chestnut Hill is $62

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Sitters in Chestnut Hill average 10
repeat pet boarding clients

Pet Boarding FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in Chestnut Hill on Rover as of Jun 2026 was about $62 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Chestnut Hill pet boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 4,295 sitters provided pet boarding in Chestnut Hill. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Chestnut Hill pet boarding sitters respond in under an hour.

Sitters who provide pet boarding in Chestnut Hill have an average of 16 years of experience. Pet boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chestnut Hill.

Rover makes it easy to find Chestnut Hill pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

There are 4,295 pet boarding sitters in Chestnut Hill on Rover, so you’re sure to find the perfect match for your pet! In Chestnut Hill, 91% of sitters offer daily exercise, 95% offer medication administration, and 88% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.