Pet Boarding Chestnut Hill
Find a loving Chestnut Hill pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 22 pet parents in Chestnut Hill have booked pet boarding
Chestnut Hill, Find top rated pet boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Maria and McAben took fantastic care of Ollie! He had a wonderful time and didn't want to come home. We are also so appreciative of their flexibility as we encountered travel complications delaying our return.”
“We love having Jo and Adam watch Smokey — they are always extremely communicative and I know Smokey is enjoying himself. They are always quite flexible with pick up and drop off times and that is much appreciated. Will definitely book again.”
“Matias was a fantastic sitter! He took great care of my dog and sent me photos & videos while I was away. This was the first time my dog met him and I was worried he'd be scared but by the time I picked him up he was so comfortable with Matias and would have loved to stay longer. Thank you so much, Matias! We'll definitely be back :)”
“Rachel took such good care of our dog Jax and provided plenty of updates and photographs. We will definitely ask her to watch Jax again and would highly recommend!”
“Brooklyn watched our Sydney for a quick overnight. She was very kind and responsive. Very accommodating of our pup's schedule and needs. We felt very at ease knowing she was in good hands”
“Will definitely board with Nola and Damian again! From the meet and greet to picking our dog up, they were very easy to communicate with and took great care of Bori.”
“Will and his wife Kayla did a fantastic job boarding our pup Ruby for a long weekend! They were very accommodating in meeting us a few days before the stay, and we were instantly put at ease with our decision to book with them. They took amazing care of Ruby and sent many photos and updates throughout the weekend. Ruby has a blast playing with Scout and Chase and I’m sure she will be hoping to play with them again soon! Highly recommend Will and Kayla and would definitely book again.”
About: Your Dog’s New Best Friend 🐾 Caring & Reliable Dog Sitter for Your Furry Family 🐶 Dependable Dog Lover with a Big Heart for Pets Full-time educational, nonprofit professional (8am–5pm) looking for furry friends to brighten my days and fill my soul 🐾 Excited to provide loving, reliable care for your pets I make sure pups are well cared for with fresh water, treats, and regular walks—and after 5pm, I love spending time playing, practicing tricks, and just hanging out together 🐾 After 5pm, I’m all about playtime, tricks, and quality hangout time
About: I’ve been caring for pets since I was 10, from my own furry friends to those of friends and family! As a pet owner myself, I know how important it is to leave them with someone you trust. I’m very attentive, caring, and happy to adapt to each pet’s personality and routine. Whether it’s long walks, playtime, or extra cuddles, I’ll always treat your pet like my own and make sure they feel safe, loved, and right at home! My work schedule is very flexible, and I can work from home whenever needed! This allows me to easily adapt to your pet’s routine and make sure they get plenty of attention, walks, playtime, and company throughout the day. I’m also available all day on weekends! I want every pet to feel safe, comfortable, and right at home! I live right next to a park, which is perfect for walks and outdoor time. I’m happy to follow their usual routine, whether that means specific feeding times, playtime, or extra cuddles. I know every pet has their own personality and needs, so I always adapt to what makes them happiest. I’ll also keep you updated with photos and messages so you can relax knowing your furry friend is in good hands!
“Our dog is older and gets anxious easily. He was so relaxed when I picked him up! She did such a good job of making him feel at home and at ease. 100% recommend. Thank you so much!! ☺️”
“John provided many updates to give us peace of mind about our dog. We are a repeat customer and always trust that John will provide great care of Maggie. Maggie always has a great time with him and comes back a happy camper.”
“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.”
About: I love animals and get genuine joy from spending time with them. Have experience caring for pets of family and friends, am the go to cat caretaker for numerous friends in my life and will take any opportunity to walk a dog. I have a gentle approach, am happy to work with you on the best way to care for your pet and am always open to feedback. Here to give so much love to your four-legged loved ones! I work full time, but have flexibility on the weekdays in the early morning or after 5. Weekends am flexible! Happy to work with you to figure out a time that works best. I have a very gentle and caring approach to pets. Happy to play with and snuggle them! If they’re more nervous or need specific types of care, happy to adapt to what they need!
“Svetlana was able to take Ghost very last minute and was amazing. We are in the middle of moving and apparently Ghost has been more emotionally affected than we realized and was very nervous/anxiouswhen I left him with her. He always has some level of separation anxiety but was really acting out this time. She was very understanding in handling it and kept me fully informed throughout his stay and his behavior. I am thankful to her for looking after him and being so caring in his time of need.”
“Sara was great. I had an emergency and needed a sitter earlier than we had planned. She readily agreed to take Abby for the extra days before and after the original booking. As usual, Abby was happy and treated like the princess she knows she is!”
“Our 5 month old puppy did really well with Jess and her family. He was very well cared for. We got lots of updates. Jess was very easy to work with and clearly knows and loves dogs. We will use her again.”
About: I have two years of experience working at a dog shelter in Bolivia, where I helped care for dogs with different personalities and needs. I’ve also grown up with dogs at home, so caring for them has always been a big part of my life. I love spending time with dogs, taking them on walks, playing with them, and making sure they feel comfortable and loved. I’ve even taught my own dogs different tricks, so I’m very patient and enjoy working with dogs and helping them learn. Now that I’m living in Boston, I’d love to help other dog owners care for their pups and treat them like my own! My schedule is very flexible outside of classes. I have classes Mondays, Wednesdays, and Thursdays from 4–10 PM, but I’m available before those times and have much more flexibility on Tuesdays, Fridays, and weekends. I especially enjoy weekend pet sitting because I can spend plenty of time with your dog and give them the attention, walks, playtime, and company they need. I live in a cozy, clean apartment where pets can relax and feel comfortable. While I don’t have a yard, I make sure dogs get plenty of exercise and fresh air with regular walks around the city and Boston Common. I always follow each owner’s routine and instructions, keep dogs safely leashed outside, and make sure they get lots of attention, playtime, and affection while they’re with me.
“Becca was great at taking care of our dog. She was quick to respond, send cute pictures of the dogs, and check in with us. We would be happy to book with her again.”
“Zwany and Leandro are the best! They took great care of my dogs while I was away, they were very attentive and professional. You can really tell they love animals! Your beloved pets will be in great hands with them!”
The median cost per night for pet boarding in Chestnut Hill is $65
Pet parents share their Rover experiences - Chestnut Hill
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!
Emma was an absolutely wonderful sitter for my dog, Bobby. Even though it was my first time using Rover, she immediately made me feel comfortable that Bobby was in good hands. Emma was very organized with scheduling and logistics, attentive to Bobby’s schedule and habits, and easy to communicate with throughout the process. She sent me updates and photos throughout the day, which I really appreciated. Bobby had a great weekend with Emma and already misses her!
Hannah took amazing care of Bowie for us when we were out of town. She provided frequent updates, great photos, and was overall extremely communicative and welcoming! It was clear our pup had a great time in her care and was tired out after all the plays and good hangs. Will certainly work with her again for future care, it’s hard to find a strong sitter like Hannah!
This is my first time using Rover boarding and I am very happy that I found Andrea. She responds very quickly to my messages and sends me pictures of luna everyday. What surprised me the most is the cleanness and the good smell of my dog when I picked her up after 15 days. No discharge in her ears or under her eyes, Luna’s obviously in a very good and comfortable condition. Andrea is a perfect dog sitter, and she’s very professional and provides the best care for dogs.
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 pet boarding
1. Search
Browse profiles of sitters near you who offer pet 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 pet boarding - Chestnut Hill
Select a filter and find qualifying sitters offering pet boarding.Sitters in Chestnut Hill average 10 repeat pet boarding clients
FAQs for Pet Boarding - Chestnut Hill
Frequently asked questions about Rover
The average cost of Pet Boarding in Chestnut Hill is $45 per night as of October 2026. Most bookings cost between $24 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.
There are 4,269 sitters on Rover for Pet Boarding in Chestnut Hill. About 90% of Chestnut Hill sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a to ensure they are a perfect fit for your pet’s personality before confirming.
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.
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 , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
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 .
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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, means our team will work with you to find a suitable replacement as quickly as possible.
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