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: 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

Eric was quick to respond and agreed to watch Wally at the last minute, which was super helpful. He was attentive to Wally's needs and sent photos throughout the day, keeping us updated on his stay. Eric has a super cute dog who seemed easygoing even when Wally got a bit exciteable at pick-up/drop-off. We would absolutely have Eric watch Wally again. Thank you!

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Ted M.
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 was great and responsible! Easy to communicate and frequently updated with photos and videos. He was also very flexible in accommodating my schedule change due to the flight delay... Many thanks!

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Yuhei M.
Sitter Profile Image: Jodi T.
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Jodi T.
Star Sitter
$45
total per night
5.0 out of 5 stars
47 reviews
20 repeat clients
20 years of experience
Hyde Park, Hyde Park, MA, 02136

Jodi was great with Champ! She made him feel right at home and treated him like part of the family. Champ had dog friends to play with, went on walks, and got plenty of attention. It was clear he was happy and comfortable the entire time. Champ usually has a hard time staying with others, but Jodi made the experience easy and stress-free for him. I really appreciated the care and patience she showed. I will definitely be using Jodi again for my future travel plans. Highly recommend!

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Geneva C.
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 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: Shuhua W.
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Shuhua W.
Star Sitter
$88
total per night
4.9 out of 5 stars
53 reviews
11 repeat clients
5 years of experience
Allston-Brighton, Boston, MA, 02134

Shuhua is very caring and takes good care of my dog. She is responsive and considerate- she always sent the photos of my dog to keep me updated. I recommend her.

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

Sunny gave us the best wedding gift of all: peace of mind while we were away for a week! We were unable to bring our beloved pup to our venue, but she was well loved during our time away. We received routine photo updates and messages, and could tell that Pep was right at home with Sunny and Eric. They are the best!!

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Zoë F.
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

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: 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

Lovely family that gave me consistent updates and pictures of my pup. Great communication and very punctual. Would absolutely love to book again!

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Nik P.
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

All went well with Buttercup’s stay with Michelle while we were away for 5 days, and Buttercup came home contented and well cared for. Michelle even made the extra effort to drive up some dog toys to is that gor left behind at her place the next day. Buttercup was beyond thrilled to see her show up at her house which tells me that she was well cared for. We would definitely use Michelle again!

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Chris 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 was amazing! She sent lots of pictures and updates while watching my cat and it was clear he was having a great time. She asked questions and was super responsive - would definitely recommend booking with her and I will book again!

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Meghan M.
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

Kennedy, our golden retriever, always has the best time at Jings! We know that Kennedy is always in good hands with Jing and her family as they truly treat Kennedy like one of their own. Jing keeps us updated with pictures and her communication is fantastic. We will continue to be repeat clients - cannot recommend her enough!

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Melissa G.
Sitter Profile Image: Yasmine N.
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Yasmine N.
Star Sitter
$67
total per night
4.9 out of 5 stars
47 reviews
15 repeat clients
22 years of experience
West Roxbury, Boston, MA, 02132

Yasmine was great to work with. She was in communication. Pick up and drop off were easy and straight forward. Cocoa seemed very happy and well taken care of.

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James S.
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 was an amazing sitter for my elderly dog, Tela! She was available last minute for a few days and took such good care of her. She sent many pictures and videos updating me about Tela’s stay so that I had no concerns or worries. She also would update me after providing Tela’s medication to her. Tela was in great spirits when I went to pick her up - and she can be very picky about where she stays. I would definitely recommend Jing!!

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Kelly W.
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: 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: 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: 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 fantastic with Luka! It was the first time leaving Luka overnight while my boyfriend and I went away for the weekend. Lyn cared for Luka spectacularly with daily exercise, playtime, and treats. She sent regular updates of how he was doing, along with pictures of what they were up to. Thank you so much Lyn!

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Erin L.
Sitter Profile Image: Pamela & Yocheved & Charles F.
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Pamela & Yocheved & Charles F.
$56
total per night
5.0 out of 5 stars
108 reviews
46 repeat clients
10 years of experience
Newton, MA, 02458

Pamela and her family took great care of our Mocha. It was good to see Mocha get along with Gennifer, her Labrador Retriever. Mocha stayed for 5 days and we felt relax during our vacation. Pamela has a fenced in back yard and also took Mocha out for walks. We would use Pamela again, when the needs requires it.

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Leo W.
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

François was absolutely fantastic. He went over our routine with Atlas and took Atlas for multiple long walks - Atlas was in heaven. François kept us up-to-date on their activities together and was easy to communicate with!

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Esther & Adam H.
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
14 repeat clients
2 years of experience
Waltham, MA, 02453

Yick was communicative, caring, and so responsible with our hollie. They went out of their way to handle her pick up and drop offs and made the whole travel plan work out completely without any stress.

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Jyotsna S.
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Chestnut Hill pet parents share their Rover experiences

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5.0 out of 5 stars

Eddy is excellent. Kind and considerate. He took care of Rumi and always sent pics. This is an amazing team. We rebooked and we intend to rebook again.

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Alaa H.
Boarding
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

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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How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets 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 pet boarding in Chestnut Hill is $62

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

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.