Dog Boarding Chestnut Hill
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 28 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%.
“Ling & Ye took great care of our pup, Truffles for a weeklong boarding. Communication was great and we kept receiving updates. Truffles had a great time staying with the family and made some new friends.”
“Julie was amazing, it’s no wonder she has star sitter status! I always get nervous leaving my dog with new people, but she sent lots of pictures and updates about how he was doing. Seymour came home so content and relaxed!”
“We booked 2nd time with Nalix and had great experience again. Nalix sent updates and pics everyday, and our little Shitzu got the best care and including walks in the park and play time. Highly recommended!”
“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!”
“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!”
“Cindy was absolutely wonderful with our dog, Bear! She was able to accommodate a last-minute request, which we really appreciated. Throughout his stay, she sent daily updates with photos and videos so we always knew how he was doing, and she responded quickly to all of my messages. It was clear that she genuinely cared about him and spent lots of time giving him attention and snuggles. Bear was very well cared for, and we felt completely at ease knowing he was with her. We will definitely be reaching out to Cindy again in the future and would highly recommend both her and her brother to anyone looking for a reliable and caring dog sitter!”
“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!”
“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!”
“Guillermo is fantastic. He was attentive to our old pup and wonderfully responsive to us. He is kind and calm, and it was clear our dog felt so comfortable and content. Our dog had an upset stomach and Guillermo was gracious and amazing at taking the extra steps to give him canned food and medicine. He sent great updates and pictures, I wish I had found him sooner and look forward to having him care for our dog again.”
“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!”
“Kaisa was AMAZING! She took fantastic care of our dog and sent us incredible photos (one of which we think we’ll frame). She was incredibly communicative and friendly. We’d definitely ask her to sit again!”
“We left our 1.5-year-old Sheltie with Betsy for a long weekend and she was fantastic! Betsy responded quickly to questions, took our notes/suggestions into account during the visit, and sent us updates/pictures throughout the visit. Our dog came home happy, sleepy, and of course healthy!”
“Barb is fantastic! She went above and beyond for our Lizzie girl. She is dependable, warm and welcoming! You will never have to worry when your furry companion is in her hands!”
“Alec and Damien were so kind! My cat loved being at their place. There was plenty of room and things to explore and he was very much well taken care of. 100% would recommend them!”
“Steven was great with our dog. We boarded her with him for a long weekend She is a nervous girl and often barks at new people. When I dropped her off he took her leash and her treats and immediately got her to sit and calm down. During her stay with Steven he sent us photos, which I appreciate. When I picked her up she was in good spirits and wagging her tail which is always a good sign. We will definitely be using Steven's services again.”
“Lorena and Jahn were very good to my dog. They sent me lots of pictures of him everyday. It made me feel better because I’ve never done this before. They were awsome. I definitely would recommend them. They are really nice people.”
“Howie runs into Elizabeth and Rodrigo’s home every time I drop him off like it’s his own home!! That’s all you can ask for as a pet parent!! They are so communicative, flexible and kind.”
The median cost per night for dog boarding in Chestnut Hill is $65
Dog parents share their Rover experiences - Chestnut Hill
Andreas took great care of Iggy! He was very flexible with drop off and pick up times and sent regular pictures and communication. He made sure Iggy got lots of walks and playtime, and it was clear from the pictures that Iggy was comfortable while were gone. Thank you!
Sunil was quick to respond when we had another sitter suddenly cancel. She has taken very special care of our pup as she has recovered from a string inflamation. We were worried to leave her for a trip we could t cancel and we felt very relieved to leave her with Sunil. She sent us videos and photos everyday and you can clearly tell she is carefully taking care and listening to Escarcha. She went above and beyond.
Frank absolutely loved his stay. He got to play with other dogs, we got constant pictures throughout the stay of him. He seems comfortable and happy the entire time, and I am sure was sad to be leaving. He was picked up and dropped off at our house so it was SO easy and for a very reasonable rate. We will definitely be using Shuai again in the future when we are traveling and can't take Frank with us.
I’d give Su 100 stars if I could! My two dogs stayed with him while I was visiting my sister, and he took such good care of them and provided detailed updates with information and photos about how they were doing. They loved utilizing his fully fenced backyard and going for walks with him. I had full peace of mind when they were with him, and couldn’t recommend him more!
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
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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 Boarding - Chestnut Hill
Frequently asked questions about Rover
The average cost for Dog Boarding in Chestnut Hill on Rover is $49.95 per night (as of August 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 August 2026, there are 4,170 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.
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