Dog Boarding Chestnut Hill
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 21 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.”
“This is the second time Cindy has watched our dog, Callie. She sends pictures every day and we can see for ourselves see how calm and happy Callie is. Highly recommend.”
“Wanda seemed really kind and caring from the second Koda met her! She took care of him for a week while we were on vacation and it seems like he had a great time playing with Wanda’s pup, Casey. It would be nice if Wanda provided more daily updates, I had to ask a few times to see how he was doing. Overall, Wanda seems like a very kind and reliable sitter.”
“Zelun and his wife took AMAZING care of my dog while I was gone for over a week! They sent pictures and videos, took him on a little day trip (pre approved) and definitely loved my pup as their own while I was away :)”
“Lyn is fantastic, she has watched our greyhound Arrow multiple times and we will definitely trust her again in the future. Our first night away, Arrow was up all night throwing up. She did a great job taking care of him, feeding him boiled chicken and rice and keeping us updated on how he was doing. She is great and we highly recommend her.”
“When our normal boarding spot filled up for the holidays, we were rushing to figure out a sitting situation for Bella. Bella can be aggressive towards other dogs, so we were hesitant to leave her with someone new, however Winn seemed like the best sitter we could have asked for. Winn responded promptly, and we set up a time to meet beforehand; the whole thing effortless. Within seconds, Bella found a tennis ball and was sitting by Winn's side for pets. Winn sent us several photos during his time watching Bella, and it was clear that she was having a great doggie vacation! We'll be sure to reach out if we ever need a sitter again!”
“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😊”
“Betsy was a great sitter - very thorough and careful in getting to know my dog’s preferences and letting him see her very nice home and yard! Easy to communicate with and my pup seemed super happy :)”
“Rebecca was extremely attentive, organized, and professional with our pup, Lua. She asked great questions about Lua’s routine and did a great job with confirming dates and times for meet and greats, pick ups, and drop offs and checked in with us multiple times about scheduling to make sure everything was organized for Lua’s stay. She also sent several updates and pictures through the day, which we appreciated. Lua often will not eat when her routine changes, but she ate every meal while staying with Rebecca! It was a true testament to how comfortable Rebecca made Lua feel. We were relieved to know that Lua was feeling comfortable while we were away. I would recommend Rebecca as a pet sitter in a heart beat and hope Lua can stay with her next time we are out of town. Thank you SO much for your help, Rebecca!”
“This was Mia's first time staying at someone's house other then Family. Kira was great and sent pictures of mia. Mia had a great time and will definitely book again!”
“Paula was great! She responded quickly and communicated with us daily. She sent 10-15 pictures each day and we could see our corgi having fun of her walks. Our corgi came home happy. We will absolutely use Paula in the future! Did we mention that she was great!”
“Alanis and her husband took great care of Leo. He really had a great time with them! Alanis was very communicative and sent me lots of pictures. I highly recommend Alanis for all your pet sitting needs!”
“Tiffany took SUCH great care of our puppy. We dropped off our very energetic 8 month old with Tiffany for a weekend while we went out of town and we knew our pup was in great hands. This was our first time leaving her with a sitter so we were unsure what to expect. Tiffany made us feel so confident and comfy and sent lots of pics. She clearly knows what she’s doing and truly loves dogs.”
“François was absolutely fantastic. He went over our routine with Atlas and took Atlas for multiple long walks - Atlas was in heaven. François kept us up-to-date on their activities together and was easy to communicate with!”
“Ben was amazing with our dog Aster! We did a meet and greet beforehand and left Aster with him for 3 nights. He gave Aster tons of attention, walks, and playtime. Ben made sure to keep us updated with tons of pictures and messages. If you're looking for someone who will love your dog like their own, Ben is the guy to go with!”
“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!”
“Rebecca took great care of my dog during a weekend trip. I know he got plenty of exercise and love because he came home tired in the best way possible. Thank you!”
“Allie is fantastic. She is attentive to my dog's needs, had great questions about things she noticed during his stay, and her communication style is terrific. My dog will be back again in a few weeks.”
“Monica had our dogs for over a week and did an amazing job caring for them and giving us photos and updates. They came home happy and tired- a win! We were very happy with the communication and flexibility with Monica’s schedule. Would use her again!”
The median cost per night for dog boarding in Chestnut Hill is $65
Dog parents share their Rover experiences - Chestnut Hill
Cindy is the best! She takes such wonderful care of our dog, Bear, and gives us complete peace of mind while we're away. She sends updates and photos throughout the day, and it's clear how much she genuinely cares about him. We always know Bear is safe, happy, and well taken care of with Cindy. We couldn't recommend her more!
Michelle was wonderful. She was easy to communicate with and very accommodating. As a nervous first-time puppy owner, I asked if we could arrange a meet-and-greet so I could meet her, her son, and see the space where Bailey would be staying. Michelle was completely open to that, and spending a little time there beforehand made me feel very comfortable. On the day of the stay, I initially planned to leave Bailey for just a short time, but Michelle was completely flexible when I needed to extend it. Bailey came home very happy, which made me feel great about the experience. I would absolutely recommend Michelle and look forward to having Bailey stay with her again.
Connor and Juliana were absolutely amazing with our dog! They took her out many times to play at her favorite park, they sent me picture updates daily in which she looked very happy and relaxed, and I know that they kept her safe and very well loved. I am grateful we found them to take care of our dog!
Miriam and her husband took good care of our older Shih Tzu for five nights. They sent messages and photos to reassure us that he was doing fine. We liked the fact that they only take one dog at a time, so he could get all their attention. We would board our dog with Miriam again.
MIchael was taking care of our red golden Leo for 10 days and was sending daily several pictures showing Leo at play with other dogs - you could tell that had really good time. Leo doesn't get so much excersize when with us. We were happy with Michael's dogboarding and will use Michael also in the future.
We are so happy to have found Nyna! Right from the start, her warm, gentle, and welcoming presence calmed our Mica who is sometimes nervous in unfamiliar settings. Nyna asked all the right questions, extended her affectionate nature immediately, and we were confident in her care. Mica returned tired and happy, with great pictures and communication as well. Couldn't be better - thank you, Nyna!
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 is $50 per night as of November 2026. Most bookings cost between $35 and $77 per night. On Rover, 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 November 2026, there are 4,155 sitters on Rover offering Dog Boarding across Chestnut Hill. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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, 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.
Yes, you can find sitters who have experience with handling special pet needs in Chestnut Hill. On Rover:
- 85% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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