Dog Boarding Chestnut Hill
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 19 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%.
“Hanna did great with our dog. We had an emergency situation and had to fly out of town. She was flexible with our flights/ times. She sent us updates often(we were worried because we didn’t have time for a meet and greet) with pictures which gave us peace of mind. She didn’t mind his need to sleep in the bed. When my husband went to pick him up he was excited to see him but then ran back in the house ! So I would say that was a happy dog! Will use Hanna next time We have to travel”
“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😊”
“Christina was great! She sent me a bunch of photos each day and took Leo on multiple walks daily! He was tired when I picked him up and that takes a lot to do. Will absolutely book again”
“They provided excellent care, and sent plenty of photos/updates of my special needs dog while I was away on an extended trip. They were also very accommodating when I needed to extend my trip due to a delay. I cannot recommend them enough.”
“Alyson is truly amazing! She gave us updates regularly and I felt so happy knowing our dog was in a loving place! Our dog was the happiest she’s ever been after picking her up from a sitter, so I know she was really well cared for! Will definitely plan to use Alyson again for sitting!”
“We had an absolutely fantastic experience boarding our dog Mac with Yick-hong and couldn’t recommend him and his fiancee more highly. Our dog can be pretty nervous in new environments, but he warmed up to them almost immediately, which gave us so much peace of mind right from the start. We received daily updates with photos and thoughtful notes, which truly meant the world to us. It was so clear that they treated Mac like their own — with patience, affection, and genuine care. Every update reassured us that he was not just being watched, but truly cared for and loved. Throughout our entire trip, we felt completely comfortable and confident that Mac was in excellent hands. We are so grateful and will absolutely book with them again!”
“Elizabeth and Rodrigo took amazing care of our dog while we were away for 6 days. He’s getting older and can be a little anxious, but he was totally comfortable in their home. They sent us tons of photos too, which we loved since we missed him. I’d absolutely recommend them as dog sitters.”
“Wonderful experience. Sarah took in our two pups on a last minute booking for the weekend, made sure she had all the details about their care, and sent pictures of how well they were doing. We were confident they were in good hands.”
“Phillipa was wonderful. She took the time to understand my dogs needs which I’m very grateful for. Ava got plenty of love and exercise, and I can tell that she felt very safe and cared for during her stay. Thank you so much Phillipa!”
“Jess was amazing with Coco! Made me feel super comfortable before dropping her off, was accommodating to Coco’s nuances, and provided updates throughout her stay! Coco took to Jess and her family immediately, and loved playing with the other dogs! Highly recommend :)”
“We couldn't have asked for better care for our dog while we were away over the holiday weekend. Krystal and William tailored their care to Benny's needs, made special treats for him, took him on plenty of walks, and sent dozens of pictures and updates throughout the weekend. It was such a relief knowing that our little guy was in good hands while we were gone. Will be booking again in the future :)”
“Tiffany was great with Buck. I contacted her sort of last minute, and she was accommodating. She sent me a few check ins that made my day while traveling. Buck came home happy and healthy. I recommend Tiffany.”
“Jo and Adam did an incredible job with our 8-month old puppy!! Dropoff and pickup were totally smooth, not complicated at all. They gave us lots of photo updates (which gave us a lot of peace of mind). Our puppy had a great time, and we wouldn't hesitate to board with them again!”
“Linda was so good to our dog Nala!! Nala was pampered with a whole week of zoomies in her backyard, playing with neighborhood dogs, and cuddling on the couch every evening :) We will definitely be booking again!”
About: I have taken care of dogs outside of my own for about 14 years. I found a passion of taking dogs out of big company kennels and bringing them into a warm and loving space! I have an extremely flexible schedule, so I am able to show the love and care that your pups deserve! Whether we are spending time playing or cuddling, your pup will be shown attention! I am located in a quiet area where there are many parts and quiet neighborhoods with sidewalks. I’m also in a space that is spacious giving your pup enough room to roam free and feel comfortable!
“Shana took awesome care of my pup! I plan to use her again. She was also super flexible and very easy to plan and communicate with. I had a slightly earlier pick time as my flight home changed several times due to a cancellation, rebooking, and then two more delays so her flexibility was really helpful and made everything easy!”
“Hannah took amazing care of Bowie for us when we were out of town. She provided frequent updates, great photos, and was overall extremely communicative and welcoming! It was clear our pup had a great time in her care and was tired out after all the plays and good hangs. Will certainly work with her again for future care, it’s hard to find a strong sitter like Hannah!”
About: I love animals and get genuine joy from spending time with them. Have experience caring for pets of family and friends, am the go to cat caretaker for numerous friends in my life and will take any opportunity to walk a dog. I have a gentle approach, am happy to work with you on the best way to care for your pet and am always open to feedback. Here to give so much love to your four-legged loved ones! I work full time, but have flexibility on the weekdays in the early morning or after 5. Weekends am flexible! Happy to work with you to figure out a time that works best. I have a very gentle and caring approach to pets. Happy to play with and snuggle them! If they’re more nervous or need specific types of care, happy to adapt to what they need!
The median cost per night for dog boarding in Chestnut Hill is $65
Dog parents share their Rover experiences - Chestnut Hill
Emma was an absolutely wonderful sitter for my dog, Bobby. Even though it was my first time using Rover, she immediately made me feel comfortable that Bobby was in good hands. Emma was very organized with scheduling and logistics, attentive to Bobby’s schedule and habits, and easy to communicate with throughout the process. She sent me updates and photos throughout the day, which I really appreciated. Bobby had a great weekend with Emma and already misses her!
This is the second time we had Su take our boy Benny for boarding and he took amazing care of him again. We really appreciate his thoughtful updates and pictures and knew Benny was having a great time. Benny was happy and tired when we picked him up! We definitely recommend Su!
Hannah took amazing care of Bowie for us when we were out of town. She provided frequent updates, great photos, and was overall extremely communicative and welcoming! It was clear our pup had a great time in her care and was tired out after all the plays and good hangs. Will certainly work with her again for future care, it’s hard to find a strong sitter like Hannah!
This is my first time using Rover boarding and I am very happy that I found Andrea. She responds very quickly to my messages and sends me pictures of luna everyday. What surprised me the most is the cleanness and the good smell of my dog when I picked her up after 15 days. No discharge in her ears or under her eyes, Luna’s obviously in a very good and comfortable condition. Andrea is a perfect dog sitter, and she’s very professional and provides the best care for dogs.
Lorena was truly a lifesaver! She took wonderful care of our sweet boy when I unexpectedly had to go to the hospital to be induced. She was incredibly understanding and accommodating, extending his stay multiple times when we needed a little extra time at the hospital and at home with the baby before introducing her to the dog. We are so grateful for her flexibility, kindness, and excellent care during such a hectic and important time for our family. I would absolutely use her again and highly recommend her to anyone looking for someone caring and dependable. Thank you again, Lorena, for all your help!
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 dog boarding
1. Search
Browse profiles of sitters near you who offer dog 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 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 of Dog Boarding in Chestnut Hill on Rover is $45 per night as of October 2026. Most bookings cost between $34 and $78 per night. 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.
As of October 2026, there are 4,143 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
94% of sitters in Chestnut Hill can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chestnut Hill home-away-from-home, 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.
<b>Tip:</b> 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 , 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 .
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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