Dog Boarding In Chestnut Hill
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Top rated Chestnut Hill dog boarders
“Yuiko did an outstanding job with Riley. He had a great time. Their family treated him just like their own! Will definitely book with her again!!!!”

“Jennifer and her family took awesome care of our puppy (a 3 month old Dachshund). It is apparent from the second you meet Jennifer that she is a lover of all furry creatures and we felt immediately at ease. While we were away, Jennifer sent frequent pictures and updates of our puppy and his activities so we knew what he was up to and that he was being loved and cared for. We feel lucky to have found Jennifer - 11/10!!”

“Mary’s very communicative and seemed really nice. I received pictures of Jaxx daily and he seemed to have a good time staying with her. I definitely recommend and will be asking her to watch Jaxx in the future.”

“Amy was amazing with my dog, Roxy!! I highly recommend using her. Roxy is an older mini goldendoodle and Amy was so accommodating and sweet with her. I got daily updates with photos. I felt so comfortable and Amy made the process super smooth. I booked her last minute and so glad I did. I highly recommend and would use her again!”

“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!”

“Emelie was the sweetest and most communicative caretaker I could’ve asked for for our little guy. He has some anxiety issues and needed a little extra TLC and that all seemed fine and easily done by this sweet and kind carer. He also got along with her other dogs really well which I’m sure made him feel even more at peace and at home away from home. Highly recommend Emelie for anyone looking for a safe, loving place for their furry family member.”

“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.”

“I cannot speak highly enough of my expirience with Mel and Shilohs stay. I felt at ease knowing my dog was in such good hands. I received updates and photos of my dog while I was gone and saw how much fun ahe was having. Mel was a great help and I will plan to use her in the future!”

“Nick was excellent and I recommend him. Very caring, prompt communicator and made time for walking/playing with my dog (and best friend). Nick kept him safe (which is always my top priority), he was well fed and sent at least 2 updates with photos on the walk everyday. There was another dog present in the house (at least part of the time) but there was not supposed to be other dogs present; Nick explained the situation and I did not have concerns with the other dog (a smaller-size puppy) and they got along very well. I will definitely ask Nick to care for Cuper again.”


“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.”

“Jackie is amazing! This was my first time leaving my puppers with someone and I was super anxious. Jackie was very kind and welcoming, answered any questions and I felt very comfortable leaving him with her. She sent me pictures and gave me updates, and he looked happy and cozy. I would definitely trust her with Rex again in the future!!”

“Christin watched our pup for the second time in a row and we knew neyland was so loved the whole time we were away! She was very responsive and accommodating to schedule adjustments even picking up our dog because she was going to be in the neighborhood! We got lots of pictures throughout out time away to see how our pup was!”

“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 amazing!! I really appreciated that she asked lots of questions about my two boys because it gives me peace of mind that their doggy sitter will take the best care of them. Which was actually what happened! She sent lots of photos of updates during the stay. Her dog Pippa was also so sweet and got along great with Mr and Captain. We had a change of plans at the end and Melanie was so helpful in accommodating us. Would definitely recommend her to everyone!”

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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1. Search
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Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
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The median cost per night for dog boarding in Chestnut Hill is €50
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.
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.















