Dog Boarding Chestnut Hill
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 38 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%.
“Ye and family were excellent with my senior dog Jake. They sent me updates every day and catered to Jake’s needs as an older pup (eating habits, meds, frequent potty breaks). Jake also met a few other pup friends on his visit. Would love to have Jake stay again in the future.”
““Excellent”experience with Su. He gave daily updates with photos. Really cared about Koda and reached out when things came out. Highly recommended him to family and friends. Definitely use him again !! Thanks for taking good care of our dog.”
“Our doggie had a wonderful stay with Barbara and Jen. She clearly felt safe and well taken care of as was evident in the pictures Barbara thoughtfully sent every day.”
“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!”
“Kathy was so accommodating and responsive! And she sent pictures of Frankie all day long to keep us posted. It was Frankie’s first experience in a house with cats so we were a bit worried, but everything worked out great and all the animals lived in harmony. We will definitely book again!”
“Greta was very kind, patient, communicative and accommodating! Lots of updates and pics throughout my dogs stay. Plenty of walks and park time. He seemed genuinely happy to be there!”
“Jing has watchedy dog multiple times in the past few months. My dog absolutely loves staying with her. She gets tons of exercise, plenty of time outdoors, and gets along great with Jing's dogs. Jing has also been especially helpful when I was dealing with travel delays by being both flexible and assuring me my dog was taken care of”
“Amazing experience boarding my dog. My senior dog is blind/deaf and was given wonderful attention. He had a huge fenced-in yard to explore at his own pace and I had regular updates with great pictures. I will book again if I need boarding, and highly recommend their services. Thank you for taking such good care of my little guy!”
“Whitney and Dave were wonderful taking of Louis during my trip away. My trip was buffeted by storms and they were so understanding about adjusting drop off / pickup. They have two adorable dogs who are very sweet. Whitney asked all the right questions about Louis and provided great and regular updates, with pictures! I highly recommend Whitney and plan to book them for future trips.”
“Isabella was great! She attended to my dog perfectly and was extremely communicative, updating with lots of pictures and videos. I highly recommend and would definitely use her again!”
“We have a Berner that is almost 3 years old and she has been staying with Kira and her family since she was a puppy. I can't give anything but the highest rating for Kira and her family. It is always hard leaving a beloved pet with someone else, but we never worry with Kira. Winnie has a great big back yard to play in with other dogs and the personal attention she receives to be part of the family is second to none. Daily updates with photos of how well our pup is doing puts our mind at ease while we are away. We always know that Winnie is being treated as part of the family and gets tons of attention and play time. Logistically, Kira is always flexible and amenable with drop offs and pick ups and their home and space for the dogs is set up wonderfully. Our dog has more room to roam and play than she does at her own home! We have been repeat customers with Kira multiple times over and will continue to plan to be for years to come!”
“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!”
“I have nothing but good things to say about Joseph. His communication was great and he was an awesome sitter for Athena. I want to point out that I made an error in booking my dog's stay and Joseph gladly helped out and made accommodations. He definitely did not have to do that, but I was so thankful that he did! 5 stars! Would definitely recommend!”
“Lee and family were amazing with our dog! Great communication and he was very comfortable with them. We already have our next stay scheduled! Highly recommend. Thanks for taking such good care of him!”
“Alanis was super responsive and easy to work with setting up pet sitting for Denver. I loved that she sent me an update and picture after the first night and was very responsive during the visit as well. Denver came home one happy pup!!!”
“Gina and her husband were so great! Very communicative, responsive, and sent such lovely pictures and videos. You could tell from the updates they really cared for Monty and Cocoa and our dogs felt so loved and right at home. We can’t wait to use them again!”
“Jing was an amazing sitter for my elderly dog, Tela! She was available last minute for a few days and took such good care of her. She sent many pictures and videos updating me about Tela’s stay so that I had no concerns or worries. She also would update me after providing Tela’s medication to her. Tela was in great spirits when I went to pick her up - and she can be very picky about where she stays. I would definitely recommend Jing!!”
“My first time on Rover and first time on an extended break w/o my pup, and I was not anxious, but very relieved to know that he was in such great care at Robert's family home. I received daily status updates with photos that made me glad to know that my pup felt comfortable being away from home. Robert & his family made this a 5-star experience and I 1000% recommend their services.”
The median cost per night for dog boarding in Chestnut Hill is $63
Dog parents share their Rover experiences - Chestnut Hill
Cali had such a great experience! She has some medical needs and required a topical lotion and medicine to be given and that was taken care of. She looked extremely happy in all the photos sent. I felt like I was fully in the loop and any stress I had about leaving her when she wasn’t feeling her best was completely put at ease when seeing how happy she was. 100% would recommend for anyone who needs a “dog sleep away camp”. It also was great to not have to worry about pickup/drop off.
Leah and Lex were wonderful! They coordinated with my other dog sitter for the drop-off because I had to hire 2 dog sitters during my long stay for scheduling reasons. I was stressed about it but they made sure the transition was seamless. Ladoo had a great time at both places.
Our 9 year old pit bull mix lived with Anneta for 10 days while we were away on vacation. Anneta sent us photos and videos everyday and did a wonderful job taking care of our dog. I was a little nervous because our dog can be aggressive towards other dogs and is also quite strong. Anneta handled her with ease and our dog loved Anneta. Anneta was very responsive, reliable and loving. I would not hesitate to hire Anneta again.
Kim is fantastic! Salty had a wonderful time with Kim. Salty was well taken care of, enjoyed his overnights, and got along well with Kim’s two dogs. Kim’s fenced in yard is a real plus. Kim was able to help me with my last minute booking and was very flexible with drop-off and pick-up times.
Katya was great! We had very specific requests and needs for our pup and were worried about leaving him. She was very detailed and made sure to ask many questions so she could understand what was required. She made us feel at ease and promised to take good care of him. She is supper friendly and clearly loves dogs. We got a few pictures and updates. As parents it’s never enough but if we had communicated she would have been happy to send more I am sure. He was healthy and very happy when we picked him up so a great stay. We would book again.
Adrienne is a wonderful dog sitter!! My dog Petey stayed with Adrienne for boarding and he was well taken care of and given lots of love! Adrienne is kind, caring, professional, and communicative! She shared updates and pictures all throughout his stay. I highly recommend Adrienne for pet care!
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 $48.15 per night (as of July 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 July 2026, there are 4,183 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.
91% 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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