Pet Boarding Chestnut Hill
Find a loving Chestnut Hill pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 21 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%.
“Michiko and Cliff are really great, very responsive and you can tell immediately that they love dogs and have a lot of experience taking in four legged guests. From the meet and greet we felt comfortable having Bella stay with them and Bella seemed calm and happy to explore the house. During the stay, we received daily updates and pictures and of Bella enjoying the stay, making our time away from Bella relaxing knowing she is in good hands.”
“Aspen was so well cared for! We loved the pictures and updates throughout the weekend. Aspen was cared for as if we left her with family. So grateful for Tomoe and her family.”
“John is our favorite dog watcher! He always treats our dog so amazingly and sends wonderful updates to keep us in the loop and connected. We HIGHLY recommend John!”
“Lauren (+Matt) are incredible! Super warm, patient, and communicative, and helped me with an urgent request when my plans fell through. Remy had the best time, she can’t wait to go back!”
“Aspen took great care of our small dog during our 2 week international vacation. She made sure to give us daily updates with photos and was great with communication despite the time difference. Aspen kept on our dogs natural schedule and made sure she had frequent walks and potty breaks. Our dog also enjoyed having the company of Aspen’s dog, Satsu :)”
“Ann took wonderful care of Daisy for over a week. From the start, she was warm, kind, and very easy to communicate with. Ann and Jim created a great environment for Daisy, and we always felt she was in good hands. Ann made sure Daisy got plenty of time outside, including long walks and lots of opportunities to explore. It was clear that she genuinely cared about making sure Daisy was happy and comfortable. I would absolutely recommend Ann to anyone looking for a thoughtful, reliable sitter.”
About: I love taking care of dogs, cats, and every furry animal in between! I have experience with teaching dogs new tricks like "high five" or "spin", and it brings me such joy. I am currently between jobs (biotech is RUFF, pun intended) and spend most of my day at home working on different personal projects. I have plenty of time to walk, play, and nurture your fur baby. I live in a large apartment near a large field intended for dogs. I value my time with each pet and want to make sure they remain engaged, happy, and comfortable.
“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!”
About: I have over 10 years of experience caring for and walking dogs of family and friends. I have also cared for puppies and animals with disabilities. I work from home and have the flexibility to make my own schedule on most weekdays. Afternoons are preferable for dog walking, though I can usually make accommodations for AM walks as well. I will mainly be offering dog walking services, so caring for the animals in my home will likely not be required. However, if a client needs at home care, I am willing to be flexible, depending on their preferences.
“Ilsa is a great dog sitter! She sent me tons of cute pics and videos of my dog during his stay. She lives in a great neighborhood with a yard which I know my dog loved. I would absolutely recommend her services and definitely book with her again!”
“Holly kindly took Teddy in at the last minute for a few days. Teddy had so much fun playing with Holly’s dog. Holly was kind and kept us updated every day. I hope to send Teddy to Holly’s again!”
“Anastasia did an amazing job caring for our dog, Bella. She asked the right questions, communicated effectively and we could tell Bella had a great time :) Thank you again!”
“This is our second time using Mia and Taowei and we will definitely use them again! Barley loves staying with them. They give her plenty of exercises and so much love. They send consistent updates with the best photos! Could not recommend highly enough.”
“Deirdre took wonderful care of my dog over the holiday weekend. I had no worries about him knowing she was with him. She made it very easy and is extremely reliable. I will most definitely book with her again for future needs.”
“Our dog had a great time with Dan and his dog Annie. We were able to drop her off pretty last minute too so I couldn’t recommend Dan enough if you need a dog sitter!”
“Elise took wonderful care of Dixon! She sent frequent photos, was very accommodating and flexible with pickup and drop off, and he seemed to have a great time. would book again!”
“Jennifer was amazing and very communicative. Our dog Pepper loved being with her, as she was taken on walks, ball throws and taken care of. We will definitely rebook with Jennifer in the future for our dog care/boarding needs.”
The median cost per night for pet boarding in Chestnut Hill is $65
Pet parents share their Rover experiences - Chestnut Hill
I highly recommend Shuhua! I continue to book Shuhua because of her care, attention to detail and communication - she's great! After regular dog walker moved away, and after a few trial runs with others, I finally found someone to care for my 15yr old dog. I don't worry when I need to board my old girl for a few nights because I know she'll be well taken care of.
We could not be happier with the care Adrianna provided for Moca! This was Moca’s very first time staying with her, so we were naturally a bit anxious, but she immediately put our minds at ease. She kept us updated every single day with sweet pictures and videos. Moca came home relaxed, healthy, and so happy. We definitely recommend her to anyone looking for attentive, loving care, and we will absolutely be rebooking with her for our future trips! Thank you, Adrianna!
Michelle was wonderful. She was easy to communicate with and very accommodating. As a nervous first-time puppy owner, I asked if we could arrange a meet-and-greet so I could meet her, her son, and see the space where Bailey would be staying. Michelle was completely open to that, and spending a little time there beforehand made me feel very comfortable. On the day of the stay, I initially planned to leave Bailey for just a short time, but Michelle was completely flexible when I needed to extend it. Bailey came home very happy, which made me feel great about the experience. I would absolutely recommend Michelle and look forward to having Bailey stay with her again.
Connor and Juliana were absolutely amazing with our dog! They took her out many times to play at her favorite park, they sent me picture updates daily in which she looked very happy and relaxed, and I know that they kept her safe and very well loved. I am grateful we found them to take care of our dog!
Miriam and her husband took good care of our older Shih Tzu for five nights. They sent messages and photos to reassure us that he was doing fine. We liked the fact that they only take one dog at a time, so he could get all their attention. We would board our dog with Miriam again.
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.
How to book pet boarding
1. Search
Browse profiles of sitters near you who offer pet boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
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 Pet Boarding - Chestnut Hill
Frequently asked questions about Rover
The average cost of Pet Boarding in Chestnut Hill is $50 per night as of November 2026. Most bookings cost between $35 and $77 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
There are 4,256 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
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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