Dog Boarding Chestnut Hill
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 877 pet parents in Chestnut Hill have booked dog boarding
Chestnut Hill, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Laura was absolutely amazing! This was my first time leaving Bandit with someone other than friends, family, or a boarding facility, so I was super nervous. However, receiving pictures and updates helped ease my anxiety so much. Bandit definitely had a great time, and I truly appreciate Laura and her family treating him like one of their own. He was completely exhausted when we got home and went straight to sleep, which is a good thing!”
“Amber did a great job taking care of our 18 month old dog,Blu. She sent in frequent updates about him. She was kind enough to accommodate our last minute requests.Definitely recommend her!”
“Cassandra was recommended by a neighbor when I needed a new boarding solution. Cassandra is a wonderful and caring person. She sent updates and pictures/videos at least daily and my dog looked very happy! Cassandra didn't hesitate to ask questions regarding Jax's care. I will definitely recommend her and take Jax back to her in the future.”
“Caitlyn and Sam were so great with my dog and truly treated him like family! My dog can be a handful so having a sitter who enjoys him as much as I do is very important. I will definitely use them again!”
“Kendra is the best! Yasha loves her and Gizmo and lights up whenever I tell her she is going to see them. She is personable and treats my baby like her own!”
“This was the longest time I've been away from my pup and Michelle did another amazing job. He always looks like he's having the best time with Milo and I appreciate all the updates and pictures they send! So happy to have found a great sitter for my boy!”
About: I no longer have our own dog after losing my beautiful lab last year. I now want to be a pet sitter for cuddles and have a private home for your dogs comfort. I work full time from home and take frequent walks outside. Your pet will have constant companionship. A routine schedule is welcomed to ensure your pet stays on track! I do have a fenced yard. I do not have a crate or bedding which would need to be provided for your pet along with any necessary instructions.
“Christina and her family took excellent care of my 2 dogs. We really appreciated the daily text and pictures. It gives you peace of mind to know that they are being taken care of . I would definitely leave my pups in her care every time, as long as she continues.”
“Winnie always enjoys staying with PC and Will. It's her home away from home! They are great at sending photos and videos. Thank you for giving Winnie so much love and attention.”
“Ayme (and Andrew) were incredible hosts to Bhoomi. They sent regular pictures, and our pup clearly enjoyed spending time at their place for the weekend. Highly recommend!”
“Emily was a great sitter for my fur baby! She was very thorough, from the initial booking to picking up my dog. I received updates and pictures daily. I will definitely be booking her again!”
About: I have hands-on experience caring for dogs of all sizes, from young puppies to large breeds, and I’m confident handling a wide range of needs and personalities. I’m comfortable administering medications and following detailed care instructions to make sure every pet stays healthy and safe. I also have experience with basic puppy training, helping reinforce good habits and routines. What sets me apart is my patience and understanding, especially with dogs who have separation anxiety or need extra reassurance. I take the time to make pets feel comfortable, secure, and loved while you’re away. I treat every dog like my own, paying close attention to their behavior, energy level, and individual needs so they get the best care possible. Pet care fits naturally into my daily routine, and I make it a priority to give each pet the time, attention, and consistency they need. My schedule is very flexible, which allows me to accommodate morning, midday, evening, and even last-minute bookings when needed. Whether it's walks, drop-ins, or extended stays, I'm able to adjust my routine to match your pet's schedule and keep things as normal and stress-free as possible for them. I'm reliable, responsive, and committed to being there when you and vour pet need me. In my home, pets are treated like part of the family. I have a spacious three-floor condo that gives dogs plenty of room to move around and feel comfortable. I also have a friendly six-year-old dog who gets along well with other animals, helping visiting pets feel more at ease. My two daughters are gentle and respectful with animals, adding to the loving environment your pet will be in. I live in a great area for walks, so your dog will get plenty of exercise, fresh air, and attention throughout the day. I make sure to follow each pet’s routine as closely as possible, including feeding schedules, walks, playtime, and any special instructions. When caring for pets in a client’s home, I focus on keeping things consistent and stress-free by maintaining their normal routine and environment. My goal is always to make sure your pet feels safe, comfortable, and well cared for while you’re away.
“Sheri was amazing with my dog Zion! She watched him for 2 weeks while I was on vacation and consistently checked in with me and catered to my needs of transporting him and also his diet. She was diligent about feeding him the correct food and making sure he was happy and healthy. Highly recommend her!”
“Amanda and her partner were so incredible with our anxious girl, Marcie! They made sure to carefully introduce her to the other dogs they were sitting and Amanda sent great photo/video updates for Marcie’s full stay so I never had to worry. 10/10 would definitely rebook.”
“Outstanding in every way!! Bailey (our pup) loves going there & always comes home happy & well cared for! This is our 2nd time using Josephine to dog sit & we couldn't be more happy with the experience both times!!”
“Fantastic experience with Miss Aubrey. Kept us updated while we were away with pictures and even video. Mac was incredibly happy playing with her dogs and visiting with her family. We appreciate all she did while we were away to take care of our buddy Mac hoping she has availability the next time we’re away. Five star for sure.”
“Was such a great host of my cat pumpkin. Sent timely updates and made sure to get the cutest pictures of her back to me during her stay! Definitely hope to book her again in the future.”
The median cost per night for dog boarding in Chestnut Hill is $45
Dog parents share their Rover experiences - Chestnut Hill
Such a fantastic experience! Grateful Caitlyn and Samuel could squeeze my pup in on very short notice. Through both pictures and videos which they shared, it was easy to tell that she was loved, well cared for, and treated as a part of the family. We will definitely be back!
Laura was absolutely amazing! This was my first time leaving Bandit with someone other than friends, family, or a boarding facility, so I was super nervous. However, receiving pictures and updates helped ease my anxiety so much. Bandit definitely had a great time, and I truly appreciate Laura and her family treating him like one of their own. He was completely exhausted when we got home and went straight to sleep, which is a good thing!
Brittany and Clarence are both such wonderful people! They made sure my fur baby Rylo was in great hands during his weekend stay. They sent pictures, videos, and daily updates to keep me in the loop. I truly appreciated their communication, kindness, and attentiveness throughout his stay. It gave me peace of mind knowing Rylo was happy, safe, and loved while I was away. I would definitely recommend them to anyone looking for reliable and caring dog sitters. Rylo will definitely be back!
She treated Teddy like he was part of the family! ❤️ He fit right in and seemed like such a happy pup during his stay. She sent frequent updates, which gave us so much peace of mind while we were away, and her communication was excellent. It was clear that Teddy was comfortable, loved, and very well cared for. We would absolutely book with her again and highly recommend her to anyone looking for someone they can trust with their fur baby!
Jason is the best! He’s helped us out last minute more than once, from taking a last minute booking when we unexpectedly had to attend a funeral to letting us extend stays when our travel plans have changed or been disrupted. Our dog is always excited to see Jason, and he is great about providing pictures and updates about how she is doing while we’re gone. Our girl is clearly well cared for when she’s with Jason, and always comes home tired and happy.
Darling and her fiancé were just wonderful and understood the peculiarities of puck. I was a little anxious about this because I had never left him that long before. When I picked him up, the report was that he was wonderful and affectionate and all the things that I see in him at home. When I go away again, I will definitely call Darling.
This was the first time we have used Rover and we couldn’t be more pleased and happy! Tonya was absolutely the best. She organized a meet and greet months ahead of time at her house to be sure Kipper felt comfortable. We were a bit nervous leaving an elderly dog who is mostly blind and deaf for 2 weeks, but Tonya took the very best care of him!
Boarding our dog Nova with Kristina, Ricky, and their two sweet kids was great! They were super accommodating with a fairly last minute request, and they took excellent care of her. Communication was a breeze, and we got plenty of photos and updates throughout the trip. She got a ton of attention and playtime during her stay, and seemed right at home when we picked her up! Would absolutely book with them again!
We left our small and very timid dog with Paula for the first time and are glad we finally did. Paula communicated just the right amount of times and information, throughout the 4 days, — updates and pictures/videos. We could tell when we met her that she’s a dog-lover and that our Lulu would be well cared for!
Keith was great with Teddy Bear. He kept in touch with pictures daily. That really helped destress me since I don't like leaving my furbaby, and love actually seeing he was being well taken care of. I highly recommend Keith, and plan to use his service again in the future.
Katherine is amazing! she accepted my last minute request in no time and she took care of my fur baby for a time. She was always communicating with us and sending us photos of our dog, this gave me peace of mind knowing that my dog was having a good time. I will for sure book her in the near future.
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 12 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 $43 per night as of November 2026. Most bookings cost between $30 and $53 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 810 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.
96% 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:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% 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 VA 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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