Dog Boarding In Chestnut Hill
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Top rated Chestnut Hill dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Yuiko was fantastic with Daisy. She provided frequent updates on her throughout the stay. We plan to continue using her in the future! Cannot recommend her highly enough.”
“Opal and Ollie had a great boarding experience with Jennifer and her family. I’ve already rebooked with her for their next boarding. I highly recommend Jennifer!”
“Mary Took.great care of Tyson while I was away! She sent photos everyday! I knew Tyson was well taken care of. I will definitely use her services again!”
“Rhea & her spouse were great sitters - they were responsive, answered all of our questions, sent lots of photos and videos, and clearly care greatly about dogs.”
“Amy was fantastic - we instantly felt comfortable with her husband and her (and, more importantly, so did the dog!). She was very detail oriented, sent pictures throughout Champ's short stay and made sure Champ got plenty of exercise. I also appreciated her policy not to take multiple dogs at once. We will definitely be repeating with Amy - the whole experience was great!”
“I had to go on something like 6 trips over the past couple of months and booked Jeffrey every time. He is the best dog sitter I have ever hired. He is extremely flexible, an excellent communicator, kind, and has a great, safe space for dogs to play inside and outside. You will not go wrong booking with Jeffrey.”
“Daja was phenomenal with my pup Samson! Daja was very easy to coordinate with and was super communicative about how Samson was doing. My pup left with a smile on his face, so I will be rebooking with Daja in the future!!”
“Rebecca was absolutely wonderful! I was fully confident in leaving Mousse with her after doing an initial meet and greet. It was very clear that Rebecca has a good sense of how dogs are and what they need. She was careful to point out that her stairway was sometimes a challenge for dogs and that it was important to make sure Mousse would be ok navigating them... and she'd thought out where to place the crate in her apartment so it wasn't in the sun. She sent regular check ins and Mousse was clearly having a great time in all the pictures :) In addition, Rebecca was very flexible and understanding when we were stuck in traffic and needed to delay pick up by a few hours. We hope to add Rebecca to our regular rotation of Rover sitters!”
“Cannoli had a fantastic stay with Emelie! I was sent pictures throughout his stay and he even made some doggy friends with some of the other dogs she boarded. Would definitely rebook with her in the future!”
“Luna and I absolutely loved Danielle! She was so friendly and kind hearted. She sent pictures and updates each day. Luna came home happy. Very grateful to Danielle for having Luna!!”
“Maria was absolutely amazing taking care of Mac. She made sure he got enough exercise and playtime while also giving him space to wind down and relax. Mac ending up being on prescription diet during the boarding and Maria followed it perfectly! I was so thankful she was able to watch him and I will definitely be booking again. I also really appreciated the updates throughout the day about the various activities she did with Mac. Additionally, her dog Cookie was super playful with Mac despite the large difference in their size. Mac truly seemed like he was having a great time which brought me piece of mind for his stay.”
“Mel was amazing with our pup! Yumi boarded overnight with her and her dog, they matched energies so well and had a great time together. Mel sent tons of pictures and kept us up to date on her eating habits since we have a pup with a sensitive tum. Would definitely recommend Mel and book again!”
“Nick boarded Bella and did an amazing job! From the pick up to the drop off this experience was great. Each day Nick sent me a daily update along with many photos. He put all reservations to ease with the updates. Bella returned happy and ready to go with Nick when he dropped her off. She even stood at the window looking for him. I will definitely utilize Nick again and recommend him. Thank you Nick for taking such great care of Bella!”
“Absolutely marvellous! Electra and Crescent were an absolute delight to meet, and they treated our peewees with such care. Our original plans were for just boarding our little dog (which they did armirably!), but we couldn’t find anyone to care for our cats, or to provide medication to one with diabetes. Wellsiree, they went above and beyond, and kept us up to date with daily updates in photo and video. Our little dog adored staying with them, she got lots of cuddles and lots of exercise! And our cats were so well looked after they were spoiled rotten. We can’t say enough great things about this wonderful couple. They’re our first choice for excellent care and attention of our peewees.”
“Jacqueline and Jim treated my pup and loved her like their own! As it was my 60-lb Golden Retriever’s first time at a house with a cat, I set up a meet and greet and I could tell my dog felt right at home. Jacqueline was super communicative and warm prior to and during the boarding process. I could tell by the photos that my dog was comfortable and I was afraid she wouldn’t want to come back with me! I cannot recommend Jacqueline enough and will definitely board my dog at her place again.”
“WOW - I don't even know where to start. I've been boarding / working with pet sitter's for over 14 years and Christin is top tier. Not only is her home so perfect for dogs (a big backyard?! such a treat!), her demeanor and understanding of dog behavior makes her one of the best. When we had our meet-and-greet my pups instantly starting showing signs of being relaxed (playing with toys and eating bones which never happens at new places) and kept going up to Christin for pets and love. Christin provided ample updates and photos and was super understanding of the quirks and difficulties of caring for a senior pup. It's hard to leave my 15.5 year old dog but I trusted Christin immediately. I will be re-booking for sure even just for single days for my dogs to enjoy her yard.”
“Haleigh was amazing to work with! She was very responsive and you could tell she cared a lot for both her animals and yours. My dog did really well with her. She sent photos and kept me updated as well. She pampered him more than I do myself, lol! I had a delay in picking him up, and she accommodated the change in pickup time. I am 100% going to use her again and would recommend her. PS she also gave my dog a biscuit to take home at the end of the stay! :)”
“Christina was amazing and took such great care of our dog Clementine! She sent us daily updates and pictures which we really appreciated. We will definitely book with her in the future!”
“Melanie was able to watch my dog Sophia on fairly short notice when I had to go out of town. She was flexible and responsive. Sophia had a great time with her dog Pippa and it seemed like she was sad to leave so I know she was in great care.”
Over 7,901 pet parents in Chestnut Hill have booked dog boarding
Chestnut Hill dog parents share their Rover experiences
Our pup is always in good hands with Fran and Curtis! They are incredibly knowledgeable about dogs and dog behavior, and are incredibly patient with our reactive senior. I enjoy the photo updates and feel better when I am away knowing that our dog is in their care.
This was our second time booking with Mary and Marlo - we absolutely adore them! Our guy Bentley was well taken care of and the pictures, videos and status updates kept us at ease throughout our trip. They are attentive, communicative and SO friendly. Thank you, Mary and Marlo for all that you do!
Yuka was wonderful with Milly. She was flexible with timing and didn’t hesitate to help with Milly’s medical needs, which mattered a lot given everything Milly has going on right now. Milly took to her right away, which is rare. I came home to a calm, well-cared-for dog and felt completely at ease the whole time I was away. Highly recommend.
We had such a wonderful experience leaving our dog in Regina's care. From the very beginning, she was incredibly welcoming and made both us and our dog feel completely comfortable. The handoff process was seamless and stress-free, and it was clear right away that our dog settled in nicely with her. Throughout the stay, Regina was kind, thoughtful, and consistently kept us updated on how he was doing. We especially appreciated all the photos and messages she sent — seeing him happily playing, going on hikes in the parks, and enjoying himself gave us so much peace of mind. It was obvious that she genuinely cared about his well-being and treated him with so much attention and affection. Leaving your pet with someone else can be difficult, but Regina made us feel completely at ease the entire time. We are truly grateful for the care she provided. We would absolutely recommend her to anyone looking for a trustworthy and caring dog sitter, and we will definitely be using her again in the future.
There are truly no words for how perfect my experience having Kathy watch my 8 year old 60lb golden doodle. He has separation anxiety and actually pulled us to her house after our initial meet and greet because he loved her dogs and house so much. Kathy was extremely communicative and proactively sent pics and videos of my dog living his best life. I am extremely skeptical of all dog sitters and Kathy has shown us that good people exist and can give you the peace of mind you need to leave your fur baby. Additionally Kathy dropped off and picked up Boe from our wedding ceremony which is above and beyond what you’d expect from a sitter. 20/10 stars we will always remember how amazing Kathy and her boyfriend are
Estefania & Francisco did such a wonderful job watching our one year old dog Ben during his first ever weekend at a sitter’s. They were very responsive, sent lots of updates and pictures, and did an amazing job making both us and Ben feel at ease. We will definitely be using them again!
Maria was absolutely amazing taking care of Mac. She made sure he got enough exercise and playtime while also giving him space to wind down and relax. Mac ending up being on prescription diet during the boarding and Maria followed it perfectly! I was so thankful she was able to watch him and I will definitely be booking again. I also really appreciated the updates throughout the day about the various activities she did with Mac. Additionally, her dog Cookie was super playful with Mac despite the large difference in their size. Mac truly seemed like he was having a great time which brought me piece of mind for his stay.
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The median cost per night for dog boarding in Chestnut Hill is $50
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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.
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Sitters in Chestnut Hill average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for dog boarding in Chestnut Hill on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, 3,497 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, 90% of Chestnut Hill dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chestnut Hill have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 3,497 dog boarding sitters in Chestnut Hill on Rover, so you’re sure to find the perfect match for your dog! In Chestnut Hill, 94% of sitters offer daily exercise, 96% offer medication administration, and 90% 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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