Dog Boarding Chestnut Hill

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

Over 13
pet parents in Chestnut Hill have booked dog boarding

Chestnut Hill, Find top rated dog boarding

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: Julie J.
Verified Enhanced Background Check
Julie J.
Star Sitter
$67
total per night
5.0 out of 5 stars
247 reviews
74 repeat clients
22 years of experience
Brookline, MA, 02445

Julie did an amazing job taking care of our cat, Cal! He is usually shy and fearful of strangers, but she was incredibly patient with him and soon coaxed him out of his shell. Julie also did a great job of sending us a constant stream of pictures and updates. I highly recommend her!

Profile image
Michele C.
Sitter Profile Image: Wanda R.
Verified Background Check
Wanda R.
$56
total per night
4.8 out of 5 stars
33 reviews
22 repeat clients
10 years of experience
West Roxbury, WEST ROXBURY, MA, 02132

Wanda was great! Our back-to-town flightly was delayed quite a lot. She was very thoughtful and flexitble with time. Our dog seems very happy!

Profile image
Miles Z.
Sitter Profile Image: Ling & Ye Y.
Verified Enhanced Background Check
Ling & Ye Y.
Star Sitter
$84
total per night
5.0 out of 5 stars
34 reviews
6 repeat clients
4 years of experience
Newton, MA, 02459

Great communication and wonderful care for our dog Maui. He looked so happy during his stay and had lots of walks, play time and cuddles with the family.

Profile image
Emma P.
Sitter Profile Image: Shuhua W.
Verified Enhanced Background Check
Shuhua W.
Star Sitter
$89
total per night
5.0 out of 5 stars
132 reviews
28 repeat clients
5 years of experience
Allston-Brighton, Boston, MA, 02134

Thank you! Cindy (Shuhua) took care of my dog, who has complex health needs and takes medication 3 times a day. She was responsible and patient as I went over all my dog's care instructions and vet information. She sent regular photos and updates, and was careful to monitor for changes in my dog's health/behavior and report back to me. I am a devoted dog mom, and it's very important for me to have a sitter I can trust to take care of my dog properly so I feel comfortable being away. Cindy was just as wonderful as I had anticipated! Plus, she's a great baker! I will reach out again in the future for my pet care needs :)

Profile image
Samantha F.
Sitter Profile Image: Jing G.
Verified Background Check
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

We could not be more thankful for Jing and her family’s wonderful care of our pup! It was clear that Harper had a blast and was treated as a part of Jing’s family. While we were away, Jing’s intermittent photo updates with Harper let us know our puppy was enjoying her own vacation. Jing also went out of her way to help us coordinate pickup times when our travel plans changed. We hope Harper has a chance to stay with Jung again sometime in the future- we know she would love it.

Profile image
Taylor B.
Sitter Profile Image: isabella d.
Verified Enhanced Background Check
isabella d.
$73
total per night
4.6 out of 5 stars
38 reviews
10 repeat clients
9 years of experience
Jamaica Plain, Roxbury, MA, 02120

Isabella did a great job in minding Marvin and Mellow. My cats are usually nervous at first, but settled down really well throughout their stay. She kept us in the loop with loads of photos and videos. By the end, our cats were content and I would definitely book her again!

Profile image
Grace M.
Sitter Profile Image: Zelun W.
Verified Enhanced Background Check
Zelun W.
Star Sitter
$56
total per night
5.0 out of 5 stars
20 reviews
8 repeat clients
2 years of experience
Arlington, MA, 02474

Zelun was so good with our dog. We will definitely be using zelun in the future. He sent lots of photos and had great communication. He also brought Iggy on many adventures each day like the park and nice walks!

Profile image
Erik L.
Sitter Profile Image: SU L.
Verified Enhanced Background Check
SU L.
Star Sitter
$78
total per night
5.0 out of 5 stars
41 reviews
10 repeat clients
2 years of experience
Newton, MA, 02459

Coco had a great time with Su and enjoyed her vacation at his house. Su kept us updated daily and honestly I don’t think Coco wants to come home with us at the end of the week. Su is totally trust worthy and easy to work with. I won’t be looking for any other sitter to leave my daughter with but him! Thank you for being so loving and caring to Coco!

Profile image
Virginia Q.
Sitter Profile Image: Zarah F.
Verified Background Check
Zarah F.
Star Sitter
$123
total per night
5.0 out of 5 stars
14 reviews
3 repeat clients
19 years of experience
Jamaica Plain, Boston, MA, 02130

Zarah is amazing!! My dog (Monty) is a quirky boy with lots of anxiety. Zarah was immediately attentive, empathetic, and understanding :) She truly cared about learning everything about Monty and how best to care for him, and she sent tons of pictures and updates! I trust Zarah implicitly and know Monty is in great hands with her. He felt at home right away, and he will be happy to see Zarah and Honey again soon :)

Profile image
Maddie H.
Sitter Profile Image: Lee H.
Verified Enhanced Background Check
Lee H.
Star Sitter
$67
total per night
5.0 out of 5 stars
15 reviews
2 repeat clients
20 years of experience
Watertown, MA, 02472

Lee and her entire family are incredible dog sitters and treated Darla like their own! She warmed up to them right away and loved the fully fenced in yard. Lee was very responsive and provided daily updates and photos of her time with them. I cannot recommend them enough!

Profile image
Hannah U.
Sitter Profile Image: Elizabeth & Rodrigo S.
Verified Enhanced Background Check
Elizabeth & Rodrigo S.
Star Sitter
$64
total per night
5.0 out of 5 stars
62 reviews
20 repeat clients
5 years of experience
Somerville, MA, 02145

Elizabeth was absolutely wonderful with my dog during his one-day stay! From the moment I dropped him off, she made both of us feel comfortable and welcomed. She was attentive, friendly, and clearly experienced with dogs, which really put my mind at ease. Throughout the day, she sent me updates and photos showing how happy and relaxed my pup was in her care. It was clear she gave him lots of attention, playtime, and affection, and he came home content and tired from such a fun day. I really appreciated how communicative and professional Elizabeth was—she made the whole experience smooth and stress-free. I’d definitely trust her to care for my dog again in the future!

Profile image
Prince De Makele M.
Sitter Profile Image: Shana S.
Verified Enhanced Background Check
Shana S.
$60
total per night
5.0 out of 5 stars
10 reviews
1 repeat client
1 year of experience
Brookline, MA, 02446

Shana was great with our dog Basil! She watched her just overnight but Basil definitely looks like she got plenty of walks, attention, and couch time! Will definitely keep Shana in mind for future sits!

Profile image
Kara F.
Sitter Profile Image: Steven R.
Verified Enhanced Background Check
Steven R.
Star Sitter
$78
total per night
5.0 out of 5 stars
59 reviews
15 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.

Profile image
John I.
Sitter Profile Image: Alan & Ying C.
Verified Enhanced Background Check
Alan & Ying C.
Star Sitter
$78
total per night
5.0 out of 5 stars
97 reviews
30 repeat clients
10 years of experience
Roslindale, Jamaica Plain,Boston, MA, 02130

Alan was so helpful in accommodating our last minute drop-off and pick-up schedule changes. We were provided updates with accompanying pictures of Murphy throughout our entire trip and felt he was in good hands. We would love to have Murphy be a repeat client. Thank you for all your help and for taking such good care of our guy.

Profile image
Tanner S.
Sitter Profile Image: Alex C.
Verified Enhanced Background Check
Alex C.
$67
total per night
5.0 out of 5 stars
10 reviews
7 repeat clients
6 years of experience
Waltham, MA, 02453

Thank you Alex so much for taking care of Moab during July 4th weekend. Alex accommodated short notice boarding and very flexible with pickup/drop off time. Tons of update pictures he sent throughout the days. No issues with the stay whatsoever. I trust Alex caring for my senior dog. I will definitely use Alex next time when I’m out of town. No doubt!

Profile image
Nattaporn L.
Sitter Profile Image: Lorena G.
Verified Enhanced Background Check
Lorena G.
Star Sitter
$62
total per night
5.0 out of 5 stars
49 reviews
5 repeat clients
7 years of experience
Allston-Brighton, Allston, MA, 02134

Lorena was great with our little puppy! She gave lots of updates and was very patient when he had a few accidents indoors! Would absolutely trust her again!

Profile image
Reha P.
Sitter Profile Image: Lyn H.
Verified Background Check
Lyn H.
Star Sitter
$45
total per night
5.0 out of 5 stars
181 reviews
60 repeat clients
3 years of experience
Cambridgeport, Cambridge, MA, 02139

My dog Risa had been to Lyn’s a few times before and I was so happy Lyn was available to sit for her during our week-long vacation! Risa hadn’t been away from us and our house for that long but I knew she would be in great hands and would have a wonderful week with Lyn!! It was a great experience as always… Lyn sends occasional photos and updates to let me know that Risa is enjoying herself and I can tell she’s in great care 🥰

Profile image
Jennifer K.
Sitter Profile Image: Nalix T.
Verified Enhanced Background Check
Nalix T.
Star Sitter
$64
total per night
4.9 out of 5 stars
97 reviews
34 repeat clients
12 years of experience
Jamaica Plain, Boston, MA, 02130

Nalix and her family took wonderful care of my dog ​​for 30 days! Nalix sent me photos and updates regularly and always responded to my messages very quickly. I 100% recommend her service and will definitely use it again! :D

Profile image
Francyne B.
Sitter Profile Image: Kimberly & Brian D.
Verified Enhanced Background Check
Kimberly & Brian D.
$67
total per night
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
North Dorchester, Boston, MA, 02125

Kimberly and Brian were wonderful! They took sent lots of updates and pictures of my pup and took great care of him. With a senior dog who has to take medication morning and night, it was a relief to have him in such good friends. And he and their dog, Lola, became buds by the end of it. Would absolutely recommend them!

Profile image
Mikaela M.
Sitter Profile Image: Alanis T.
Verified Enhanced Background Check
Alanis T.
$56
total per night
5.0 out of 5 stars
27 reviews
7 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!

Profile image
Erin M.
1 / 1
View more

The median cost per night for dog boarding in Chestnut Hill is $65

Dog parents share their Rover experiences - Chestnut Hill

1 / 1
5.0 out of 5 stars

Natasha is the best! I am always at total ease when she watches my dog Sammy. She is trustworthy, reliable, and always sends the best updates and photos. She also goes above and beyond with enrichment activities and is very attentive to any needs or changes.

Profile image
Maria D.
Boarding
5.0 out of 5 stars

Mehlani is fantastic and was so loving with our dog— and super accommodating when my return flight got delayed. We most definitely will be back!

Profile image
Jason B.
Boarding
5.0 out of 5 stars

Ling & Ye are the best! They took great care of our active dog, giving her plenty of walks and playtime and following the care instructions we provided. We got pictures throughout the weekend, and Paloma came home a sleepy, happy pup😊

Profile image
Abigayle K.
Boarding
5.0 out of 5 stars

Highly recommend Miriam! She was able to watch Pretzel with only a few days notice and was more than willing to accommodate his separation anxiety. All this to say that Pretzel had a great time and we would definitely book with her again.

Profile image
Diego R.
Boarding
5.0 out of 5 stars

Andrea is fantastic! I was thrilled to book Andrea’s services, as she is the ultimate professional. We needed 5 nights of overnight coverage for our 3-year-old labradoodle puppy. Andrea very kindly answered all my questions about how she would care for Sammy. She took excellent care of him for 5 days and nights. Throughout Sammy’s stay, Andrea sent many pictures of a very happy puppy. Sammy typically has a lot of eye secretions, and Andrea followed all of our instructions and did an excellent job of keeping his eyes clean and healthy. Sammy came home happy, healthy, and tired from playing with the other dogs. We feel so lucky to have found Andrea and highly recommend her dog sitting and boarding services!

Profile image
Jan G.
Boarding
5.0 out of 5 stars

Nainika was amazing! Super communicative, lots of photos, very flexible with timing changes I had to make. I could tell my dog loved staying with her and will definitely be going back!

Profile image
Sam S.
Boarding
5.0 out of 5 stars

Highly recommend! Eddy took amazing care of my dog Buttercup when I went away for the weekend. This was Buttercup’s first time at boarding and she had the best time. The whole process was positive from start to finish. Eddy responded to my request quickly, scheduled a meet and greet with my dog that was convenient and timely, and then he maintained excellent communication leading up to the planned weekend. Eddy and team sent me awesome photos and updates throughout Buttercup’s stay, which I loved. The pick up and drop off coordination was also fantastic, so I didn’t have to worry about logistics. Buttercup will definitely be back with Eddy for her next boarding stay.

Profile image
Jill K.
Boarding
5.0 out of 5 stars

This was our first time using Rover, and Holly made us feel completely at ease from the start. Mochi takes a while to warm up to new people and situations, and Holly was so experienced and patient with her that we never had to worry. She was also a great communicator and sent us regular updates and photos while we were away. Mochi was in wonderful hands! We would absolutely recommend Holly and will definitely use her again.

Profile image
Alison M.
Boarding
5.0 out of 5 stars

Michelle and her son provided excellent care for our dog while we were in town for a family gathering. When my wife picked him up, he was even washed. We highly recommend her.

Profile image
Benjamin D.
Boarding
5.0 out of 5 stars

Levi loved his stay here! Wonderful family, we would love to rebook with them again for our next event. They were very communicative and Levi was very well cared for.

Profile image
Sarah E.
Boarding
5.0 out of 5 stars

Su took such fantastic care of Fiona. From the start, we could tell that she felt at ease. Throughout her stay, her body language in the pictures showed that how comfortable and happy she was. Su kept us well informed, was very attentive to her needs and was very flexible with us. We'd love to have Fiona stay with Su again, thank you for taking such good care of her and giving us peace of mind!

Profile image
Esther F.
Boarding
5.0 out of 5 stars

Sydney took great care of Jake! He seemed super comfortable during his stay and she was very communicative with updates and scheduling. Would recommend for sure!

Profile image
Dillon M.
Boarding
5.0 out of 5 stars

Josie was a super sitter while I was away for a conference! She sent regular updates, was accommodating with my schedule, and Bailey really enjoyed his time with her dog as well.

Profile image
Laura W.
Boarding
5.0 out of 5 stars

Danielle took exceptionally good care of our Cavapoo Chaco while we were away for a long weekend. She sent us regular updates with photos and it was clear that our dog was in good hands. Danielle is easy to communicate with, is an extremely competent and dedicated pet sitter, and will certainly be our choice going forward for caring for our dog. I highly recommend Danielle to anyone looking for excellent care for their furry friend!

Profile image
Joshua B.
Boarding
5.0 out of 5 stars

Hannah was amazing with Mochi. While Mochi is easy to take care of at home, her reactiveness is something to be watched outside, and Hannah navigated through it without any issues allowing Mochi to have a great time. Mochi seemed very happy when I picked her up and I also got plenty of updates throughout the stay.

Profile image
William H.
Boarding
5.0 out of 5 stars

Kim is one of the kindest and sweetest people ever. She took excellent care of my pups, communicated well, and sent photos throughout the day. She has earned my trust, and I plan to use her as my dogs’ primary dog sitter. Thank you for taking care of Lucky and Petunia; they had such a great time and will miss you and your family!

Profile image
Dallas D.
Boarding
5.0 out of 5 stars

This is the second time Cindy has watched our dog, Callie. She sends pictures every day and we can see for ourselves see how calm and happy Callie is. Highly recommend.

Profile image
Susan G.
Boarding
5.0 out of 5 stars

Jing was communicative and so friendly. I received regular updates and was not concerned about Lola at all making our time away very relaxing. She even made accommodations for alternate drop off and pick up sites due to road closures caused by construction. I would absolutely book again.

Profile image
Lauren N.
Boarding
5.0 out of 5 stars

As usual, Josh provided kind, professional service. I’m 100% comfortable leaving my dog in his care!

Profile image
Marc C.
Boarding
5.0 out of 5 stars

Paige is very considerate and conscientious. She put a lot of thought and effort into caring for my dog. She knows how to care for dogs and has excellent communication skills. With her looking after my dog, I can enjoy my vacation without worrying about my dog.

Profile image
Patrick M.
Boarding
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog boarding - Chestnut Hill

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Chestnut Hill average 10
repeat dog boarding clients

FAQs for Dog Boarding - Chestnut Hill

Frequently asked questions about Rover

The average cost for Dog Boarding in Chestnut Hill on Rover is $45 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 4,102 sitters on Rover offering Dog Boarding across Chestnut Hill. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

92% of Chestnut Hill sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Chestnut Hill landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chestnut Hill home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Chestnut Hill.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Chestnut Hill sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge