Pet Boarding Chestnut Hill
Find a loving Chestnut Hill pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 16 pet parents in Chestnut Hill have booked pet boarding
Chestnut Hill, Find top rated pet boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Aly is wonderful as always. She and her adorable daughter took great care of our cat while we traveled for over three weeks. Knowing that our cat is in caring hands gives us so much peace of mind when we are away. Plus, Aly always goes above and beyond. She even made extra trips to our house and when she discovered that our refrigerator had broken, she emptied it and prevented a bigger mess. We can’t thank her enough.”
“Joe was very friendly and flexible with a very nice home and quick access to outdoor walking and park areas. Buddy seemed to enjoy his stay and Joe was great about giving updates. Thanks again!”
“When our normal boarding spot filled up for the holidays, we were rushing to figure out a sitting situation for Bella. Bella can be aggressive towards other dogs, so we were hesitant to leave her with someone new, however Winn seemed like the best sitter we could have asked for. Winn responded promptly, and we set up a time to meet beforehand; the whole thing effortless. Within seconds, Bella found a tennis ball and was sitting by Winn's side for pets. Winn sent us several photos during his time watching Bella, and it was clear that she was having a great doggie vacation! We'll be sure to reach out if we ever need a sitter again!”
“Great sitter, had my dog for 8 days and he was well taken care of and because of her work he got to hang out with lots of other dogs all day! He had a blast! 10/10 would recommend.”
“Guillermo was absolutely amazing with our dog, Lola. He took such great care of her and kept us constantly updated with messages and photos, which really put us at ease while we were away. It’s never easy leaving your pet behind, but Guillermo made the whole experience completely stress free. We could tell Lola was happy, comfortable, and very well cared for the entire time. We’re so grateful for his attentiveness and kindness, and we would 100% trust him with Lola again. Highly recommend!”
“In addition to the usual amazing taking care of our dogs, Casey wowed us (unsurprisingly) with her grace, quickness, and thoughtfulness when I messed up by not communicating the wanted pickup date. We worked fast to find a solution to take good care of the dogs until the end, and my husband and I are yet again extremely grateful for Casey and the top notch service she provides. Thank you, Casey.”
“Holly and her household were amazing with Ziggy! Holly provided regular updates and photos - and it was clear Ziggy was so happy! This was one of our best experiences with dog boarding on Rover yet, and we will definitely be booking with Holly again! Highly recommend!”
“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!”
“My dog Hunter loves John and has already stayed with him a few times. For this past trip when I dropped him off, he ran up to John’s apartment very excited. John always updates us and asks us questions when needed. We are so grateful to have John caring for Hunter. Thank you!”
“My dog was so excited to go back to Todd’s for an overnight stay. He had the best time whenever he goes there, gets plenty of walks, lots of attention, and comes home such a happy camper. Todd is a trusted sitter for us and I will continue to book with him whenever I need somewhere for my dog to stay!”
“Charlie had a great stay with Christina! I was nervous leaving Charlie and Christina sent photos throughout the stay so I could see what she was up to. Charlie had lots of walkies and snuggles and enjoyed her visit.”
About: I have one dog and have fostered over a dozen others, including various breeds, sizes, and personalities. I have experience working with super energetic dogs and reactive dogs and love training! I am home for the summer, and I am available all day, because I am working from home! My schedule is very flexible so let me know what works best for you :). Safety is always my number one priority. I have lots of experience reading animal behavior. Please tell me what I should know about your pets or before coming to your home, and if there are any precautions you would like me to take in order to keep your pets happy and healthy! I will always keep dogs on leash, and keep water and treats with me. Will send updates and picture/videos too!
“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!”
“Gina was EXCELLENT with Maisy! Our fluffy girl is a bit of a princess and Gina was so patient with her. She sent us photo updates and gave her plenty of enrichment and cuddles while we were gone for our 5 day trip. 100% will book her again!”
“Zwany and Leandro take incredible care of my dog and cat. Having my pets stay with them makes vacations more enjoyable because I know they are being well cared for.”
“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!”
“Ruya and Berg are a great pair of dog sitters, our pup is always so comfortable in their home. Friendly, good people that love dogs. I would highly recommend.”
“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 :)”
The median cost per night for pet boarding in Chestnut Hill is $65
Pet parents share their Rover experiences - Chestnut Hill
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.
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!
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.
Mehlani was amazing!! We’ve never left our dog with a sitter before, however we felt so comfortable leaving her with Mehlani, and knew she was in great care during our vacation. She sent us pictures every day and provided us with lots of updates. Thank you Mehlani! We will definitely rebook with you.
I always worry when Wesley is with a new sitter and this was going to be for over a week. I saw all of the positive reviews for Michael and I can attest that they are 100% spot on. Michael shared so many great photos of Wesley during his stay running and playing with the other dogs and having a fantastic time. You can see the exuberance in his face in half the photos. He was having so much fun that I was actually a little worried that he wouldn't want to come home! I whole heartedly recommend Michael and his concierge door-to-door service and will absolutely use him again.
Jun Ho and Hanna always make Petunia feel at home. She spent a full day with them and their dog, Boki, and was so comfy she had to be called multiple times before she came out to go home (it was late and she had already settled onto the couch to snooze). That's how comfy, cozy, and safe she felt!
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!
Amazing boarding service! So genuinely loving and caring sitters. My dog, Luke (10), had his own vacation in their home while we were away for 8 nights - lounging around in their bed (!) and chasing after the bunnies in their yard. They are very attentive and responsive, sending us lots of photos and messages about his "vacation". We will definitely return!
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 pets like family
1. Search
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2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for pet boarding - Chestnut Hill
Select a filter and find qualifying sitters offering pet boarding.Sitters in Chestnut Hill average 10 repeat pet boarding clients
FAQs for Boarding - Chestnut Hill
Frequently asked questions about Rover
The average cost for Pet 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 Pet 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 Pet Boarding. For more information on service fees, click here .
There are 4,222 sitters on Rover for Pet Boarding in Chestnut Hill. About 90% of Chestnut Hill sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.
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