Dog Boarding in Chestnut Hill

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Top rated Chestnut Hill dog 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: Kaitlyn D.
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Kaitlyn D.
Star Sitter
$62
total per night
5.0 out of 5 stars
59 reviews
12 repeat clients
12 years of experience
Allston-Brighton, Boston, MA, 02134

We had a wonderful experience with Kaitlyn! She has been super responsive and attentive throughout my dog’s stay. Communication was seamless, which has given us great peace of mind while traveling. We especially appreciated her flexibility. She was available on short notice and very accommodating with scheduling. I would highly recommend Kaitlyn!

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Carolina C.
Sitter Profile Image: Jamie C.
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Jamie C.
Star Sitter
$65
total per night
5.0 out of 5 stars
35 reviews
7 repeat clients
35 years of experience
West Roxbury, West Roxbury, MA, 02132

Thank you so much Jamie and cannot wait to book you again. Jamie sent pictures and updates everyday. Reyna loved spending time with Jamie’s daughter and sleeping in her bed. So cute! Thank you

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Shaneh F.
Sitter Profile Image: Barbara S.
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Barbara S.
Star Sitter
$67
total per night
5.0 out of 5 stars
51 reviews
22 repeat clients
25 years of experience
Watertown, MA, 02472

If you are looking for someone who will truly love your dog while you're away, look no further than Barb. She provided such peace of mind during our recent trip by sending daily photos and updates. Our dog seemed so comfortable in her home, and he was his usual relaxed self when he got back to us. Barb’s kindness is evident, and we are so grateful for the way she welcomed him into her home.

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Sonia K.
Sitter Profile Image: Nalix T.
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Nalix T.
$62
total per night
4.9 out of 5 stars
78 reviews
28 repeat clients
12 years of experience
Jamaica Plain, Boston, MA, 02130

Nalix communicated well and sent daily pictures and videos while watching my pup. He seemed to enjoy himself and he was able to make a couple of new friends.

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Lyric B.
Sitter Profile Image: shuai j.
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shuai j.
Star Sitter
$90
total per night
5.0 out of 5 stars
48 reviews
9 repeat clients
9 years of experience
Allston-Brighton, Brighton, MA, 02135

I'm not sure where to begin because my experience with Eddy and his team was more than excellent. I have been looking for this level of quality care for Bella for 6 months, and I finally found it. Bella was well cared for and happy playing in the large outdoor space with other dogs, digging, and generally being her goofy self. I received tons of pictures and lots of communication about everything from how Bella was doing to updated pickup and drop-off times (Eddy picks up and drops off at no additional cost). Bella even came home with treats and a gift. A wonderful experience. I highly recommend Eddy and his team.

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Donna W.
Sitter Profile Image: Hyesoo L.
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Hyesoo L.
Star Sitter
$56
total per night
5.0 out of 5 stars
53 reviews
22 repeat clients
25 years of experience
Brookline, MA, 02446

Hyesoo and her family were again amazing! Extremely responsive and thorough. We are always able to enjoy ourselves without worry while she is watching over our pup. Cannot brag about her enough!!

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Christina H.
Sitter Profile Image: Margaret C.
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Margaret C.
$47
total per night
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Allston-Brighton, Brighton, MA, 02135

Maggie was great!! She honored my request to just have my dog during his stay (he can be reactive w/ other dogs). She sent pictures and updates, and my dog seemed happy when I picked him up. We would love to book w/ Maggie again!

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Claud D.
Sitter Profile Image: Whitney M.
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Whitney M.
Star Sitter
$59
total per night
5.0 out of 5 stars
59 reviews
20 repeat clients
30 years of experience
Westwood, MA, 02090

Whitney was so understanding and flexible when a large snowstorm impacted travel extending my pet’s stay. Her wonderful care for my pup means so much and let me concentrate on getting home safely. Thank you!

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Michelle M.
Sitter Profile Image: Hanna G.
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Hanna G.
Star Sitter
$39
total per night
5.0 out of 5 stars
23 reviews
6 repeat clients
7 years of experience
Allston-Brighton, Boston, MA, 02135

Hanna was so understanding and sweet. There were several hiccups on my end that caused me to need her to watch Tilly an additional night and she was very accommodating. She sent tons of photos and videos, more than any sitter I’ve ever used before, and it looks like Tilly had a fantastic time! I was an anxious mess from the very beginning but Hanna eased my worries with her calm and kind responses to all my concerns. We will definitely be back!

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Claudia W.
Sitter Profile Image: Tae H.
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Tae H.
$73
total per night
5.0 out of 5 stars
47 reviews
14 repeat clients
12 years of experience
Jamaica Plain, Boston, MA, 02120

Tae was available on short notice to keep my baby during a family trip. She sent tons of pics and updates which I very much appreciated and my baby seemed to very much enjoy herself during her stay with Tae! Would definitely recommend her taking care of anyone’s sweet fur babies! Her dog, Udon, was so cute and sweet as well!

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Jessica F.
Sitter Profile Image: Jess M.
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Jess M.
Star Sitter
$67
total per night
5.0 out of 5 stars
86 reviews
51 repeat clients
10 years of experience
Milton, MA, 02186

Jess was great! She took great care of Ted over Thanksgiving, kept us well-updated, and he came home happy and completely worn out. Highly recommend!

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Dan C.
Sitter Profile Image: isabella d.
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isabella d.
$56
total per night
4.7 out of 5 stars
18 reviews
4 repeat clients
9 years of experience
Jamaica Plain, Roxbury, MA, 02120

Isabella is amazing at taking care of Marvin and Mellow. We shared our concerns when it came to us being nervous but she gave us loads of reassurance and kept us up to date. This was our second time with her, and she was great! No complaints.

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Grace M.
Sitter Profile Image: SU L.
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SU L.
Star Sitter
$67
total per night
5.0 out of 5 stars
16 reviews
4 repeat clients
2 years of experience
Newton, MA, 02459

Su had been great with our dog! We got updates and our dog enjoyed his time there playing in the yard. We would highly recommend Su and we would book again in the future!

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Lisa L.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
$73
total per night
5.0 out of 5 stars
48 reviews
12 repeat clients
2 years of experience
Jamaica Plain, Boston, MA, 02130

Steven took great care of our dog Graham for a three day stay. He sent us photos and updates throughout the stay and was very easy to communicate with.

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John I.
Sitter Profile Image: Sunisa T.
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Sunisa T.
Star Sitter
$73
total per night
5.0 out of 5 stars
142 reviews
23 repeat clients
5 years of experience
Allston-Brighton, Boston, MA, 02135

Sunisa and her husband were absolutely wonderful with Chowder! He was so well taken care of while I was away and I loved receiving updates and photos the entire time. Sunisa was also so flexible with scheduling which helped me greatly during my travels. I highly recommend her for your pet’s care!

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Zeleyka F.
Sitter Profile Image: Alanis T.
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Alanis T.
$56
total per night
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Watertown, MA, 02472

Alanis did an awesome job taking care of our dog. She sent lots of pictures/updates and took Charlie on many walks. We’d definitely recommend her!

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Erin M.
Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
$69
total per night
4.9 out of 5 stars
19 reviews
3 repeat clients
20 years of experience
Watertown, MA, 02472

Alyssa was excellent! Took great care of Maisie and made sure to send plenty of pics throughout her stay. Would definitely book with Alyssa again!

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Elad G.
Sitter Profile Image: Lee H.
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Lee H.
$56
total per night
5.0 out of 5 stars
5 reviews
20 years of experience
Watertown, MA, 02472

Lee and family were amazing with our dog! Great communication and he was very comfortable with them. We already have our next stay scheduled! Highly recommend. Thanks for taking such good care of him!

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Amarit R.
Sitter Profile Image: Kwangwoo K.
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Kwangwoo K.
Star Sitter
$67
total per night
5.0 out of 5 stars
21 reviews
2 repeat clients
10 years of experience
South End, Boston, MA, 02118

Kwangwoo was great with Bentley! Super communicative, easy to find times for pick up and drop off. He also sent some fun pictures and kept us updated of Bentley's day. Everything was packed up and ready to go when we came to pick up Bentley! Would definitely recommend and work with Kwangwoo again

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Cathryn H.
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
30 reviews
7 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.
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Over 351
pet parents in Chestnut Hill have booked dog boarding

Chestnut Hill dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Deirdre took wonderful care of my 3 year old Boston Terrier Mabel. Lots of walks, she sent photos and all around great time. Great communication.I would definitely book with Deirdre again!

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Alex Z.
Boarding
5.0 out of 5 stars

Michelle was great! She took great care of Sully while we were away. I could tell Sully felt right at home.

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Sarah B.
Boarding
5.0 out of 5 stars

I was extremely happy with my experience boarding Shea with Eddy/Shuai. We met Eddy at his home about a week before the boarding and I could tell our 4 year old cockapoo Shea immediately felt comfortable with Eddy. There is plenty of space for the dogs to play in a fenced yard, and Eddy was very thoughtful and thorough in asking about feeding and care for Shea. The day prior to boarding there was great communication from Eddy, and our dog was picked up at our home. During the stay we received photos and updates so I always felt 100% confident that our dog was being cared for and having fun. I highly recommend Eddy and will be using him again next time I need boarding for Shea.

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Hilary S.
Boarding
5.0 out of 5 stars

Anneta was wonderful with Prince! She took great care of him, sent updates and photos, and made sure he was happy and comfortable. I felt very relaxed knowing he was in such good hands. Highly recommend!

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Adam G.
Boarding
5.0 out of 5 stars

Kaitlyn seemed to of taken great care of my Blu! Sent lots of photos while I was away and always responded so quickly! I would recommend her for anyone looking for someone to trust to board or watch their dog! 😊

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Zayla J.
Boarding
5.0 out of 5 stars

Maggie was great!! She honored my request to just have my dog during his stay (he can be reactive w/ other dogs). She sent pictures and updates, and my dog seemed happy when I picked him up. We would love to book w/ Maggie again!

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Claud D.
Boarding
5.0 out of 5 stars

Ekaterina took excellent care of my chihuahua mix Tiberius, who is arguably high maintenance. She texted photos and updates every day, took him for daily walks, fed him according to his regular schedule, gave him snuggles, and let him take over her lap when she was working on her computer. Because of his tiny bladder (and general naughtiness), Tiberius had a few accidents in her home, but Ekaterina took it in stride. Highly recommended!

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Amy G.
Boarding
5.0 out of 5 stars

Andrea is the first sitter we left our puppy with, and she’s been great. Our dog loved her as soon as we got there. Andrea is so responsive, she did not take more than a few minutes to respond to texts. She also sent us lots of pictures. We’re grateful we found her!

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Pamela S.
Boarding
5.0 out of 5 stars

Colt had a great time with Ling & Ye. We received a lot of messages and videos of Colt while we were gone and it was very clear that he was in great hands with Ling and Ye. We would love to have Colt stay with them next time

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Alan S.
Boarding
5.0 out of 5 stars

Madeline watched my dog Finn for an overnight stay. She was communicative leading up to the booking, scheduled a meet and greet for us, and accommodated Finn's needs (he has separation anxiety). I'd happily book with Madeline again and recommend her to others!

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Ella D.
Boarding
5.0 out of 5 stars

Gina did a wonderful job taking care of Theo! I appreciated her communication and updates! It made me so happy to so see that Theo was content and comfortable with her.

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Abby F.
Boarding
5.0 out of 5 stars

Allie always takes such great care of Sandy! Sandy feels at home at her place. What more could anyone want?

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Sarah A.
Boarding
5.0 out of 5 stars

Sydney is reliable and caring. She actively communicated with me and sent photos. I wasn’t worried about Bella because I knew she was in good hands. Sydney catered to all Bella’s needs and made it feel like home for her. We had to change our booking last minute because of weather and Sydney was flexible and adaptable to our new schedule. I will definitely be booking with Sydney again and again!

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Angela P.
Boarding
5.0 out of 5 stars

Alix and her husband turned what could’ve been a disaster into a calm experience, when a blizzard stranded us 1200 miles from home. They were already taking care of Clare for three days when we contacted them and asked if they can keep Clare through the week. Without any hesitation, they conveyed their joy to keep Clare for those extra days. Not only were we confident that Claire was in good hands, but we were also grateful to Alix and her husband, since we know it’s not easy taking care of pets in 15 inches of snow and 50 mile an hour winds. Once again, we wholeheartedly recommend them to care for your pet.

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Ted C.
Boarding
5.0 out of 5 stars

Peiyu and her husband are seriously the best!!! They took such amazing care of our dog Savvy and we could tell they showed her so much love and attention. Peiyu provided updates every day and was so easy to communicate with. I really appreciated that she took the time to ask questions and get to know Savvy and I am truly so grateful for all their help.

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Leah D.
Boarding
5.0 out of 5 stars

Nina and Carlos were in time and Bruiser seemed happy. Their car setup was a winner as he typically gets nervous in the car.

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Mary T.
Boarding
5.0 out of 5 stars

Alyssa was excellent! Took great care of Maisie and made sure to send plenty of pics throughout her stay. Would definitely book with Alyssa again!

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Elad G.
Boarding
5.0 out of 5 stars

A stay at Kevin’s is more than a safe place for your pet to be – it’s a vacation for them that is guaranteed to involve a lot of awesome exercise and dedicated attention. Grateful and couldn’t recommend more!

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Mackenzie C.
Boarding
5.0 out of 5 stars

Nainika took such great care of my terrier, Penny! Sent me updates and videos. I highly recommend Nainika as a pet sitter. She was responsive to my messages right away. Thank you Nainika for caring for Penny!

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Christina C.
Boarding
5.0 out of 5 stars

Margaret watched our dog Zolie for a little under a week and she was great!! Zolie needed antibiotics every day while we were away, and Margaret took the best care of her ❤️ she sent us fun daily updates and we could tell she and her roommates loved on Zolie like she was their own. Thank you again! We would definitely recommend Margaret to anyone looking for a reliable and loving sitter

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Clare H.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Chestnut Hill is $60

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

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    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Chestnut Hill average 9
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Mar 2026, the median cost of dog boarding in Chestnut Hill is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Chestnut Hill dog boarding rates can be found as low as $30 to as high as $97 per night.

If you’re searching for a Chestnut Hill dog 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 Mar 2026, 4,018 sitters provided dog 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, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

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

Sitters who provide dog boarding in Chestnut Hill have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

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

There are 4,018 dog boarding sitters in Chestnut Hill on Rover, so you’re sure to find the perfect match for your dog! In Chestnut Hill, 92% of sitters offer daily exercise, 94% offer medication administration, and 87% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog 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 dog 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.