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.”
“Julie is the best!! I was in a tough spot with a flight delay and she was so kind and accommodating helping to drop off my dog and checked in to make sure we got back okay to take care of Willow that that night. I’m sure Willow would have loved if the flight was delayed even more so she could spend more time with Julie because her life seemed full of adventures and love all week. Huge thanks to Julie would definitely love to have her watch willow again!”
“Andy did a great job caring for Wally! He was very communicative and sent lots of updates. Wally had lots of walks, playtime, and time spent relaxing—and came back home a very happy pup! I highly recommend Andy!”
“Sul was fantastic. Before I boarded Zoey, he offered to get on a quick phone and video call so I could see the space and feel comfortable. After I dropped Zoey off, he kept me updated every few hours with messages and photos. I’d highly recommend him!”
“Hyesoo and her family took really good care of my puppy, Lily. The pictures and updates that Hyesoo sent us made us enjoy our own vacation because I knew that Lily was having a great time with Som, Hyesoo’s puppy. Thank you so much! I’ll definitely call her again!”
“Kim is great. Our dog took to her right away and was immediately comfortable in Kim’s home and with her two lovely dogs. Kim kept in touch with us and sent numerous pictures. We highly recommend Kim as a dog sitter.”
“We went on vacation for a week and Obi had a wonderful stay with Barbara and Jen. He stayed active and played with other dogs. Obi is sometimes a picky eater and they managed really well.”
“This was our second time working with Jess, and Duke was happy as can be. We loved the photos of Duke interacting with the other dogs and having a great time. Won't hesitate to have Jess watch Duke 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!”
“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!”
“Dana is absolutely wonderful! They took amazing care of my dog, Doodle, for four days. I don’t have a car, so Dana kindly offered to pick up and drop off Doodle, making everything so easy for me. They coordinated timing with me perfectly and kept me updated with photos and videos. It was clear Doodle was happy, and well cared for. I’m so grateful for Dana’s kindness and reliability.”
“Isabella is amazing at taking care of Marvin and Mellow. We shared our concerns when it came to us being nervous but she gave us loads of reassurance and kept us up to date. This was our second time with her, and she was great! No complaints.”
“Our beagle had yet another wonderful stay with Kira and Steve. He loves it there, and I never worry when I am on vacation because they take such good care of him. Thank you!”
“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!”
“Zelun took fantastic care of our dog for over a week during Thanksgiving! Our dog usually takes a few days to perk up and get used to her new situation, but she settled in after the first night! Zelun sent daily pictures and videos from walks and afternoon sun naps, and our dog looked sooooo happy in every picture. Would 10/10 recommend.”
“Lyn was fantastic with Luka! It was the first time leaving Luka overnight while my boyfriend and I went away for the weekend. Lyn cared for Luka spectacularly with daily exercise, playtime, and treats. She sent regular updates of how he was doing, along with pictures of what they were up to. Thank you so much Lyn!”
“Emily was an amazing host for our 4 year old Goldendoodle Buckbeak during our long weekend trip. Emily made sure Buckbeak felt at home and comfortable at her place and Buckbeak got along so well with her cutest little Luna. Emily was also very responsive and provided regular daily updates which was really helpful. We also really appreciated Emily's flexibility with our last minute change in schedule. Thanks so much for being an awesome host, Emily!”
“Alyson was amazing! She sent lots of pictures and updates while watching my cat and it was clear he was having a great time. She asked questions and was super responsive - would definitely recommend booking with her and I will book again!”
The median cost per night for dog boarding in Chestnut Hill is $63
Dog parents share their Rover experiences - Chestnut Hill
Jamie and her family took amazing care of our Ziggy. I knew as soon as we walked into her house during the meet and greet that Ziggy felt comfortable and enjoyed visiting with the other dogs and exploring freely. While we were away, Jamie sent pics and videos and I could see Ziggy was happy and staying busy. The next time she saw Jamie she was super excited, proof that she had a strong connection and enjoyed her visit. I’ll use Jamie again!
Eddy and his team did a great job taking care of my 9 lb chihuahua mix, Tiberius! I received multiple updates every day of Tiberius enjoying himself outside and even getting along with other dogs--not something he usually likes to do. He was fed regularly and got lots of attention and treats. He was returned to me happy and healthy. Highly recommend for attention to detail, great caretaking, and genuine passion and love of dogs.
Holly took great care of my dog Koda! She was very sweet, understanding, and patient. I could tell she has experience catering the different dogs needs and personalities, and has the ability to accommodate them and make them comfortable. Koda is a little anxious, and I think she did great with him and made us both very comfortable! She was also very flexible when I realized I was arriving from my trip a little later than expected. Overall great experience, thank you Holly!
Su was amazing and so caring with our senior French bulldog, bulldog. He was very attentive to our dog’s needs and communicated on a regular basis about her well being and food and water consumption. We felt like we had a very good idea of how she was doing while we were away on vacation. We are very grateful for his thoughtfulness- they got into a good rhythm and I think Frances really enjoyed her time with Su!
The boarding with Poulomi for our Red Golden Leo was as always fabulos! Poukomi was sending many pictures twice a day with updates. We could see our dog smiling and being happy - such a nice connection. As in the previous times - Leo got so attached to her that he almost did not want to go home with me :). We will board with Poulomi also in the future.
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.
Hannah was wonderful with Ziggy! Ziggy got lots of great walks, playtime, and so much love during her time with Hannah. Hannah was also an excellent communicator both in arranging the stay and while caring for Ziggy. We will absolutely plan to work with Hannah again in the future.
Hyesoo is amazing with dogs! We left our very clingy mini dachshund with her for 6 nights. Our dog loves constant attention and has endless energy, but Hyesoo took such great care of her, and she absolutely loved staying with her. Hyesoo sent us lots of photos and videos throughout the stay, which gave us so much peace of mind while we were away. We could tell Peanut was happy, comfortable, and well cared for. We wouldn’t hesitate to leave her with Hyesoo again and highly recommend her to anyone looking for a caring and reliable dog sitter.
Emma- I can’t say enough how wonderful you are. The absolute best dog sitter. I’m such an anxious mess and worry about everything and Emma made me feel so comfortable and reassured that Winnie was in great hands. I know for sure Winnie will miss you. Until next time 💜
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 Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying Chestnut Hill sitters!Sitters in Chestnut Hill average 10 repeat dog boarding clients
FAQs for Dog 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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