Dog Boarding Chestnut Hill
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 13 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%.
“Julie was simply fantastic with Wesley. She let him sniff around and learn get comfortable in her apartment while I was there to make sure he was ok. Lots of photos and Infor a laugh as she she shared a Wesley story as she took him for a walk and he waited hopefully for some free pizza. I would definitely rebook.”
“Alex is the best! My dog has been sick and Alex took good care of her and was attentive. My dog was on meds & she made sure she took her pills. Strongly recommend Alex!”
“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!”
“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!”
“Su is the absolute best! We had him care for our 10 year old Husky for 2 weeks and he was so great about updates, walks, food, treats, and play time. We also couldn’t pick him up on the scheduled date and Su was so helpful and flexible to keep him an extra night. We are so grateful and highly recommend Su. We look forward to the future stays!”
“Hyesoo and her husband were such kind and caring hosts for our Maltipoo! They were extremely accommodating and took picture updates that really delighted us and let us know he was in good hands. I can see why she has 51 5-star reviews!!!! Thank you Hyesoo!”
“Natalie is phenomenal!!! She took such great care of Teddy. Her communication was outstanding, sending pictures and texts throughout the day. Such a sweet and kind person that you will feel so comfortable leaving your dog with.”
“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”
“Nalix was everything we wanted out of a pet sitter: prompt communication, accommodating, good care of our dog, and convenient dropoff and pickup. We will use Nalix in the future!”
“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 :)”
“Lorena and her boyfriend took great care of my boys. They were more than willing to provide the extra care and attention my 16 year old senior dog needs and extra exercise for my younger, more energetic dog. I would highly recommend Lorena for any of your dog care needs.”
“Alan and Ying were great! They took excellent care of Nori, and we had regular updates. Nori loves playing with their dogs and from updates, she had a ton of fun.”
“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.”
“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!!!”
“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.”
“Elizabeth & Rodrigo always treat Gator as part of their family and I cannot express enough how much that helps my anxiety being away from him. I never worry about him knowing that he’s being loved & cared for! They always send plenty of updates and truly are the sweetest family. Gator & I are their biggest fans!!!”
“Paige was a wonderful sitter for my Boston Terrier Mabel. She took Mabel for long walks each day, gave lots of cuddles, and sent lots of updates with photos. Would book her again! Thank you Paige for taking such good care of Mabel.”
“Marissa took very good care of Conan, who is a bit anxious. He even did well with Marissa's dog, which she did in a controlled and easy way, which we loved because he needs some positive socialization. She took him for walks, and kept us informed, sending texts and pics. Would definitely recommend and use her again!”
“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!”
The median cost per night for dog boarding in Chestnut Hill is $65
Dog parents share their Rover experiences - Chestnut Hill
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!
Eddy was absolutely wonderful with our Birdie while we were away for a wedding! He sent us tons of updates and photos, which gave us so much peace of mind knowing she was happy and well cared for. Even more wonderfully, when our return flight was delayed, Eddy kindly and graciously kept Birdie for one extra night without hesitation. We were so grateful for his flexibility and understanding! The pickup and drop-off were also tremendous—everything was seamless, easy, and incredibly convenient. It’s clear that Eddy genuinely cares about the dogs in his care, and we couldn’t have asked for a better sitter. We would absolutely trust him with Birdie again and highly recommend him to anyone looking for a wonderful, reliable, and caring sitter! I think we have found our go-to sitter!
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 $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 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 September 2026, there are 4,102 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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