Dog Boarding in Chestnut Hill
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Top rated Chestnut Hill dog boarders
“Alix was absolutely amazing and I am so thankful I chose her to watch Clark for the weekend! She was so flexible and responsive. I booked her very last minute but she had no problem taking Clark in and watching him! She sent amazing updates throughout the weekend so I always knew how Clark was doing. She went above and beyond for Clark and when I picked him up he was the happiest pup ever! Will definitely be booking with Alix again!!!”
“This was my first time using Rover and it was an amazing experience because of Aly. She communicated with us right from the start and set up a meet and greet where she asked questions about our puppy's routine, needs, and preferences. We were nervous immediately felt very comfortable leaving our brand new puppy with her. Aly sent daily updates and pictures throughout our vacation and we could tell our dog was comfortable and happy. Aly felt like an extension of the family right away and we I couldn't recommend her more. We will definitely look to have her watch our dog in the future.”
“Anna is incredible. She took spectacular care of my 50 lb dog bay leaf. Long walks, plenty of play time, and frequent updates with cute pictures. Bay leaf came back so happy --she had a great time.”
“Yick was communicative, caring, and so responsible with our hollie. They went out of their way to handle her pick up and drop offs and made the whole travel plan work out completely without any stress.”
“Jeongeun was very kind with Thor. She took excellent care of him. Will book with her again, 100% recommended.”
“Ponyo is a little anxious pup especially if meeting for the first time. Dohwee was patient with Ponyo and during the second visit, Ponyo had fun time with Dohwee. Very patient and caring! Will come back to him again”
“We had an absolutely wonderful experience with Ed and Shayana while visiting Boston. From the moment we met them, we could tell our dog Gus was in great hands—he warmed up to them right away, which immediately put us at ease. They were incredibly kind, hospitable, and communicative throughout Gus’s stay. We received regular updates, complete with photos and videos, several times a day. It was clear they were not only attentive to his needs, but genuinely cared about his comfort and happiness. Gus also had a blast hanging out with their sweet dog, Isla—an added bonus! It truly felt like a home away from home for him. If you're looking for a stress-free, loving environment for your pup, Ed and Shayana should be at the very top of your list. We can’t recommend them highly enough!”
“Pretzel had a great time at Alan's! We received lots of photo and video updates during his stay. Pickup and drop off were a breeze. Looking forward to our next booking with Alan for our next trip!”
“Sunisa was amazing with my elderly blind dog. She read my dogs cues well and it helped make my dog much more comfortable. Sunisa also went the extra mile to help me out during pick up and drop off and it was really appreciated.We will be booking with sunisa again for sure!”
“What a wonderful experience I had on vacation knowing my Tuna was safe with a kind and loving person! I received daily photo messages, sometimes two. Always kept informed and in the loop with what his day to day was looking like, from watching movies to playing with this really gross toy he is obsessed with. We will definitely be back for future trips. Thanks Barbara!”
“My first experience was Rover was great. Nalix was amazing! We had a video chat before meeting. Then when she had my pups she communicated very well with check ins, pics and videos. Definitely will be using her services again. Chance & Skyy had a great time at her home.”
“Anh was awesome! She kept Barkley active, long walks, trips to the park etc. and send lots of pictures and videos throughout his stay. Great experience!”
“My dog Willow had a wonderful time with Emma. Emma sent a daily photo update and was very easy to communicate with. She clearly took amazing care of Willow and I would be happy to have her dogsit Willow again!”
“Qiang took very good care of my dog for 4 days while I was gone. He sent me a photo every day and was very good about communicating and responding to any questions I had.”
“Cora went above and beyond while watching our dog Remi, she was very helpful with his recent injury care, sent lots of photos and updates, and helped calm his anxiety, would highly recommend!”
“Julie took excellent care of Winnie. She was very responsive and provided frequent updates. We would love to book with her again in the future!”
“Kaitlyn was incredible! Not only did she accommodate Annie on super short notice after a last minute cancellation, but she took phenomenal care of Annie and made sure she was as comfortable as possible during her stay. Provided regular updates, gave Annie her medication on time, and gave her plenty of exercise. Couldn’t recommend Kaitlyn more!”
“Another wonderful experience with Winn. He was very professional and communicative throughout the process. He took good care of our pup and sent updates.”
“Xiaoting is very responsible! I was originally choosing between him and another sitter because the other one was closer to my place but I’m so glad that I chose him! Definitely worth the trip! Oolong loves him so much. Oolong has mild separation anxiety and Xiaoting spent a lot of time playing with him and really made him feel at home! I also got pictures from Xiaoting from time to time even when I didnt ask! I would def come back when I need a dog sitter in the future. 10/10 - highly recommend!!!”
“This is Mochi's first time with Natalie. It was great. We got several pictures of Mochi during her stay. Natalie was really responsive to messages and kept us informed. 5 stars for sure!”
Loving dog boarding sitters in your neighborhood
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Alix R.
“Alix was absolutely amazing and I am so thankful I chose her to watch Clark for the weekend! She was so flexible and responsive. I booked her very last minute but she had no problem taking Clark in and watching him! She sent amazing updates throughout the weekend so I always knew how Clark was doing. She went above and beyond for Clark and when I picked him up he was the happiest pup ever! Will definitely be booking with Alix again!!!”
Alyson B.Star Sitter
“This was my first time using Rover and it was an amazing experience because of Aly. She communicated with us right from the start and set up a meet and greet where she asked questions about our puppy's routine, needs, and preferences. We were nervous immediately felt very comfortable leaving our brand new puppy with her. Aly sent daily updates and pictures throughout our vacation and we could tell our dog was comfortable and happy. Aly felt like an extension of the family right away and we I couldn't recommend her more. We will definitely look to have her watch our dog in the future.”
Anna W.Star Sitter
“Anna is incredible. She took spectacular care of my 50 lb dog bay leaf. Long walks, plenty of play time, and frequent updates with cute pictures. Bay leaf came back so happy --she had a great time.”
Yick-hong L.Star Sitter
“Yick was communicative, caring, and so responsible with our hollie. They went out of their way to handle her pick up and drop offs and made the whole travel plan work out completely without any stress.”
Jeongeun J.Star Sitter
“Jeongeun was very kind with Thor. She took excellent care of him. Will book with her again, 100% recommended.”
Dohwee K.
“Ponyo is a little anxious pup especially if meeting for the first time. Dohwee was patient with Ponyo and during the second visit, Ponyo had fun time with Dohwee. Very patient and caring! Will come back to him again”
Edward & Shyana H.Star Sitter
“We had an absolutely wonderful experience with Ed and Shayana while visiting Boston. From the moment we met them, we could tell our dog Gus was in great hands—he warmed up to them right away, which immediately put us at ease. They were incredibly kind, hospitable, and communicative throughout Gus’s stay. We received regular updates, complete with photos and videos, several times a day. It was clear they were not only attentive to his needs, but genuinely cared about his comfort and happiness. Gus also had a blast hanging out with their sweet dog, Isla—an added bonus! It truly felt like a home away from home for him. If you're looking for a stress-free, loving environment for your pup, Ed and Shayana should be at the very top of your list. We can’t recommend them highly enough!”
Alan & Ying C.Star Sitter
“Pretzel had a great time at Alan's! We received lots of photo and video updates during his stay. Pickup and drop off were a breeze. Looking forward to our next booking with Alan for our next trip!”
Sunisa T.Star Sitter
“Sunisa was amazing with my elderly blind dog. She read my dogs cues well and it helped make my dog much more comfortable. Sunisa also went the extra mile to help me out during pick up and drop off and it was really appreciated.We will be booking with sunisa again for sure!”
Barbara S.Star Sitter
“What a wonderful experience I had on vacation knowing my Tuna was safe with a kind and loving person! I received daily photo messages, sometimes two. Always kept informed and in the loop with what his day to day was looking like, from watching movies to playing with this really gross toy he is obsessed with. We will definitely be back for future trips. Thanks Barbara!”
Nalix T.
“My first experience was Rover was great. Nalix was amazing! We had a video chat before meeting. Then when she had my pups she communicated very well with check ins, pics and videos. Definitely will be using her services again. Chance & Skyy had a great time at her home.”
Anh H.
“Anh was awesome! She kept Barkley active, long walks, trips to the park etc. and send lots of pictures and videos throughout his stay. Great experience!”
Emma L.Star Sitter
“My dog Willow had a wonderful time with Emma. Emma sent a daily photo update and was very easy to communicate with. She clearly took amazing care of Willow and I would be happy to have her dogsit Willow again!”
Qiang C.
“Qiang took very good care of my dog for 4 days while I was gone. He sent me a photo every day and was very good about communicating and responding to any questions I had.”
Cora B.Star Sitter
“Cora went above and beyond while watching our dog Remi, she was very helpful with his recent injury care, sent lots of photos and updates, and helped calm his anxiety, would highly recommend!”
Julie J.Star Sitter
“Julie took excellent care of Winnie. She was very responsive and provided frequent updates. We would love to book with her again in the future!”
Kaitlyn D.Star Sitter
“Kaitlyn was incredible! Not only did she accommodate Annie on super short notice after a last minute cancellation, but she took phenomenal care of Annie and made sure she was as comfortable as possible during her stay. Provided regular updates, gave Annie her medication on time, and gave her plenty of exercise. Couldn’t recommend Kaitlyn more!”
Winn C.Star Sitter
“Another wonderful experience with Winn. He was very professional and communicative throughout the process. He took good care of our pup and sent updates.”
Xiaoting & Xiao G.Star Sitter
“Xiaoting is very responsible! I was originally choosing between him and another sitter because the other one was closer to my place but I’m so glad that I chose him! Definitely worth the trip! Oolong loves him so much. Oolong has mild separation anxiety and Xiaoting spent a lot of time playing with him and really made him feel at home! I also got pictures from Xiaoting from time to time even when I didnt ask! I would def come back when I need a dog sitter in the future. 10/10 - highly recommend!!!”
Natalia R.Star Sitter
“This is Mochi's first time with Natalie. It was great. We got several pictures of Mochi during her stay. Natalie was really responsive to messages and kept us informed. 5 stars for sure!”
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1. Search
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2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Chestnut Hill is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Chestnut Hill dog boarding rates can be found as low as $30 to as high as $94 per night.
As of Aug 2025, 3,811 sitters provided dog boarding in Chestnut Hill. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Chestnut Hill dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chestnut Hill have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 9 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chestnut Hill.
Rover makes it easy to find Chestnut Hill dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 3,811 dog boarding sitters in Chestnut Hill on Rover, so you’re sure to find the perfect match for your dog! In Chestnut Hill, 92% of sitters offer daily exercise, 94% offer medication administration, and 88% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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