Dog Boarding in Chestnut Hill

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Top rated Chestnut Hill dog boarders

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Gina J.
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Gina J.
Star Sitter
$62
total per night
5.0 out of 5 stars
46 reviews
12 repeat clients
4 years of experience
Allston-Brighton, BRIGHTON, MA, 02135

Gina took great care of my dog, Gus, during an overnight stay. Gus, who can be quite sensitive with new people, seemed happy and well-adjusted when I returned. I appreciated her caring attentiveness.

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Jess W.
Sitter Profile Image: Barbara S.
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Barbara S.
Star Sitter
$67
total per night
5.0 out of 5 stars
54 reviews
23 repeat clients
25 years of experience
Watertown, MA, 02472

We went on vacation for a week and Obi had a wonderful stay with Barbara and Jen. He stayed active and played with other dogs. Obi is sometimes a picky eater and they managed really well.

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David C.
Sitter Profile Image: Hyesoo L.
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Hyesoo L.
Star Sitter
$70
total per night
5.0 out of 5 stars
68 reviews
27 repeat clients
25 years of experience
Brookline, MA, 02446

Hyesoo and her family were again amazing! Extremely responsive and thorough. We are always able to enjoy ourselves without worry while she is watching over our pup. Cannot brag about her enough!!

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Christina H.
Sitter Profile Image: Kathy L.
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Kathy L.
$50
total per night
5.0 out of 5 stars
3 reviews
10 years of experience
Belmont, MA, 02478

About: I have extensive experience caring for cats from kittens to seniors, including administering oral medications. This includes my own cats and also family/friend cats. I have my own rescue pit mix dog who has needed some patience to build her confidence and I’m proud of the work we’ve done together in the 1+ years together. I’ve also worked as a kennel assistant handling meal times, medication, day cares, walks, and clean up. I have always loved pets, from hamsters up to big 100 lbs dogs. I will treat your baby with love and respect and understanding of their needs. I share pet care duties with my Fiance John who grew up with dogs and cats in his household and takes care of our two cats and rescue dog with me. We both work full time but I only work 4 days a week and John works 5 days but leaves later and gets home earlier than me. I handle the morning chores including pet meals and Phoebe’s first walk of the day. John handles the second walk of the day when he gets home from work and the second mealtime then. Night time, Phoebe always gets a walk before bed and cats get their last meal. On weekends and free days off together (I always have a 3 day weekend) Phoebe usually gets a trip out to a park, trail, or beach where she can either roam and get her running in. Phoebe gets playdates often with her dog besties who live nearby. Phoebe is crate trained and we have an extra crate on hand too as needed. Currently Phoebe and the cats roam free together when we’re at work because they’re trustworthy now but if a guest comes, we can separate rooms easily and use crates. In other clients homes, I will always follow the rules of the house. Dogs and cats alike will get lots of enrichment, walks, and playtime so everyone is satisfied and comfortable.

Sitter Profile Image: Jess M.
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Jess M.
Star Sitter
$67
total per night
5.0 out of 5 stars
101 reviews
63 repeat clients
10 years of experience
Milton, MA, 02186

Can’t say enough great things about Jess and her family, and the care they provided for our pup! Kona spent a little over a week with Jess and we are so happy with the care she received. We were sent frequent updates, and never worried about Kona. She had a ton of fun, and was tired from all the fun she had when we picked her up. We will definitely be booking with Jess again for our travel boarding needs!

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Hannah S.
Sitter Profile Image: Kayla C.
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Kayla C.
Star Sitter
$73
total per night
5.0 out of 5 stars
62 reviews
17 repeat clients
15 years of experience
West Roxbury, West Roxbury, MA, 02132

Kayla did an excellent job. She was very communicative and prepared and our dog was very happy staying with her. We will definitely have her sit again and highly recommend her!

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Clayton S.
Sitter Profile Image: SU L.
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SU L.
Star Sitter
$67
total per night
5.0 out of 5 stars
27 reviews
7 repeat clients
2 years of experience
Newton, MA, 02459

“Excellent”experience with Su. He gave daily updates with photos. Really cared about Koda and reached out when things came out. Highly recommended him to family and friends. Definitely use him again !! Thanks for taking good care of our dog.

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Diana W.
Sitter Profile Image: Sunisa T.
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Sunisa T.
Star Sitter
$73
total per night
5.0 out of 5 stars
142 reviews
23 repeat clients
5 years of experience
Allston-Brighton, Boston, MA, 02135

Sunisa is an incredible sitter! This was our second time booking with her, and once again, we could tell how much Yogi was enjoying his time with her. It’s always such a relief knowing he’s in great hands. She always sends amazing photo updates during his stay and always gives us a framed photo of Yogi at pickup. We would absolutely recommend her to anyone and we will definitely be coming back.

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Sami S.
Sitter Profile Image: Jamie C.
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Jamie C.
Star Sitter
$65
total per night
5.0 out of 5 stars
46 reviews
7 repeat clients
35 years of experience
West Roxbury, West Roxbury, MA, 02132

Thank you so much Jamie and cannot wait to book you again. Jamie sent pictures and updates everyday. Reyna loved spending time with Jamie’s daughter and sleeping in her bed. So cute! Thank you

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Shaneh F.
Sitter Profile Image: Ling & Ye Y.
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Ling & Ye Y.
Star Sitter
$73
total per night
5.0 out of 5 stars
17 reviews
3 repeat clients
4 years of experience
Newton, MA, 02459

Thank you for looking after our dogs! Ling and Ye sent lots of photos of our two midsize labradoodles on walks and getting cuddles during their stay. And they came home calm and relaxed afterwards - a sign that they were happy while during their stay. Our dogs can get nervous around large male dogs, but their dog Brody (large labradoodle) is a gentle giant who immediately got on with our dogs, but also gave them their own space. We appreciate Ling and Ye's kindness towards our dogs!

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Julian W.
Sitter Profile Image: Alyson B.
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Alyson B.
Star Sitter
$68
total per night
5.0 out of 5 stars
204 reviews
33 repeat clients
25 years of experience
Hyde Park, Boston, MA, 02136

Alyson is truly amazing! She gave us updates regularly and I felt so happy knowing our dog was in a loving place! Our dog was the happiest she’s ever been after picking her up from a sitter, so I know she was really well cared for! Will definitely plan to use Alyson again for sitting!

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Mollie W.
Sitter Profile Image: Whitney M.
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Whitney M.
Star Sitter
$69
total per night
5.0 out of 5 stars
73 reviews
30 repeat clients
30 years of experience
Westwood, MA, 02090

Whitney was wonderful to work with. She was super nice, kept us up to date on Finn and his stay. Loved seeing his pictures! Would highly recommend! 🙂

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Kim S.
Sitter Profile Image: Kaitlyn D.
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Kaitlyn D.
Star Sitter
$62
total per night
5.0 out of 5 stars
77 reviews
13 repeat clients
12 years of experience
Allston-Brighton, Boston, MA, 02134

Kaitlyn was so good with my pup, Franklin! Her communication was quick and she was so great with sending me pictures. Will be trusting her again with my dog soon!

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Kayla H.
Sitter Profile Image: Lee H.
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Lee H.
$67
total per night
5.0 out of 5 stars
11 reviews
1 repeat client
20 years of experience
Watertown, MA, 02472

Lee and her family were absolutely amazing with our puppy Boomer! He felt right at home and it gave us so much peace of mind to know he was in great hands!

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Elizabeth S.
Sitter Profile Image: Zarah F.
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Zarah F.
$67
total per night
5.0 out of 5 stars
7 reviews
19 years of experience
Jamaica Plain, Boston, MA, 02130

My dog had a great time at Zarah’s! She sent so many updates and it was so nice to know he was being so well taken care of while I was out of town!

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Emily C.
Sitter Profile Image: Dana R.
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Dana R.
$56
total per night
4.9 out of 5 stars
240 reviews
74 repeat clients
15 years of experience
Hyde Park, Boston, MA, 02136

Dana was great!! Keep me updated with photos, and daily on how my bella was doing. Took her on plenty of walks, and made sure she was well fed, while we were on vacation. Definitely would book again!!!

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Amaree M.
Sitter Profile Image: Andreas K.
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Andreas K.
$59
total per night
5.0 out of 5 stars
8 reviews
3 repeat clients
25 years of experience
Allston-Brighton, Boston, MA, 02134

Andy did a great job caring for Wally! He was very communicative and sent lots of updates. Wally had lots of walks, playtime, and time spent relaxing—and came back home a very happy pup! I highly recommend Andy!

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Kerri D.
Sitter Profile Image: Kim W.
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Kim W.
$84
total per night
5.0 out of 5 stars
17 reviews
6 repeat clients
5 years of experience
Newton, MA, 02459

Kim was great! Super responsive and gave good updates. Sent photos (although our guy is an old man and mostly sleeps so not a lot of action). He came home happy!

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Rob D.
Sitter Profile Image: shuai j.
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shuai j.
Star Sitter
$90
total per night
5.0 out of 5 stars
72 reviews
14 repeat clients
9 years of experience
Allston-Brighton, Brighton, MA, 02135

My GSD Kona had a great time while boarding with Eddy, she was well taken care of, I got pictures and videos all throughout the day. The pickup and drop-off provided was an amazing amenity provided.

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Alyssa V.
Sitter Profile Image: isabella d.
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isabella d.
$65
total per night
4.6 out of 5 stars
28 reviews
8 repeat clients
9 years of experience
Jamaica Plain, Roxbury, MA, 02120

Isabella did a great job in minding Marvin and Mellow. My cats are usually nervous at first, but settled down really well throughout their stay. She kept us in the loop with loads of photos and videos. By the end, our cats were content and I would definitely book her again!

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Grace M.
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Over 361
pet parents in Chestnut Hill have booked dog boarding

Chestnut Hill dog parents share their Rover experiences

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5.0 out of 5 stars

Anh took such great care of our Jaxi girl! She boarded Jaxi for 7 nights while we were out of town. Anh sent lots of photos and videos and it was so comforting to see what a nice time Jaxi was having. We will definitely be asking Anh to take care of her again!

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Allison R.
Boarding
5.0 out of 5 stars

Kim is great. Our dog took to her right away and was immediately comfortable in Kim’s home and with her two lovely dogs. Kim kept in touch with us and sent numerous pictures. We highly recommend Kim as a dog sitter.

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Lisa T.
Boarding
5.0 out of 5 stars

Kevin did an outstanding job with my Samoyed. He gave excellent feedback daily along with many photos. I could tell that he was well cared for and loved while I was away.

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Brenton N.
Boarding
5.0 out of 5 stars

Wow, I cannot say enough great things about Eddy. It was my first time boarding my high energy German shepherd Koda, and I am so beyond grateful I found Eddy to take care of him!! I told him as many updates as he could give me would be appreciated, and he delivered! I got frequent updates on how Koda was doing, how he was eating and getting along with others, and SO many pictures and videos!!! It took so much stress off my shoulders seeing that my boy was having so much fun and being taken care of so wonderfully. He had a BLAST! Instead of boarding him it felt more like a mini vacation for him! I have recommended Eddy to all my friends and if you’re reading this debating using his services…DO IT!!! You will not regret it, Eddy was such a pleasure to work with and you can really tell how much he loves dogs and treats them as his own. Thank you again so much Eddy for being so communicative, responsible, and loving to Koda!

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Jane C.
Boarding
5.0 out of 5 stars

Shuhua took such great care of our dog Teddy, he loved staying with her. She is the best! She made him feel right at home and he loves his time with her. Teddy can’t wait for the next time we go away.

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Jillian K.
Boarding
5.0 out of 5 stars

Sydney always takes great care of Clare! She comes home happy and relaxed and we feel confident she is being cared for so well!

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Michelle K.
Boarding
5.0 out of 5 stars

Shuping is one of the best “nanas” Cookie has ever had, and we feel incredibly fortunate to have found her through Rover. From the moment Cookie stayed with her, it was clear how much warmth, kindness, and genuine love she gives to the pets in her care. She treated Cookie as if she were her own, and that gave us tremendous peace of mind while we were away. One of our favorite things was receiving her sweet updates. She would send us adorable photos and videos and share little stories about Cookie’s day. The way she affectionately referred to Cookie as a “little rascal” always made us smile and showed just how much she cared for her. As pet parents, being away from your beloved pet can be difficult. Finding someone who loves, cares for, and cherishes your pet almost as much as you do is truly a blessing. That’s exactly what we found in Shuping. We wholeheartedly recommend her to anyone looking for a loving, responsible, and attentive caregiver for their pet. She is warm, kind, thoughtful, and genuinely wonderful. We would happily trust Cookie with her again anytime.

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Abhishek B.
Boarding
5.0 out of 5 stars

Frodo enjoyed his time with Emma- great communication and easy pickup and dropoff. Would use them again!

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Rushika F.
Boarding
5.0 out of 5 stars

Su is the absolute best! We had him care for our 10 year old Husky for 2 weeks and he was so great about updates, walks, food, treats, and play time. We also couldn’t pick him up on the scheduled date and Su was so helpful and flexible to keep him an extra night. We are so grateful and highly recommend Su. We look forward to the future stays!

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Alexis K.
Boarding
5.0 out of 5 stars

Tara and her husband have been incredibly accommodating with my schedule changes, sent lots of photos of Sky, and kept me updated throughout. I truly can’t recommend them enough!

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Jack C.
Boarding
5.0 out of 5 stars

My dog Rory had the best time with Margaret!! Margaret was communicative and sent photo updates every day which was great. She also went above and beyond to do fun activities with Rory including daily fetch, long walks, etc. Rory looked so happy in all the pics and I’m sure she misses her new friend Margaret!

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Kelly Z.
Boarding
5.0 out of 5 stars

Teddy loved staying with Ekaterina for an overnight stay. She sent pictures and was always super fast to respond and followed Teddys regular schedule which is always so helpful! Will definitely use again!

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Kristina B.
Boarding
5.0 out of 5 stars

Anna took exceptional care of my dog over a long weekend. It was clear when my dog got home that he had a relaxing and good experience with her and Kuma. She sent so many pictures and updates while I was away! I look forward to the next time she can watch my dog because I know he'll have a great time and she'll give him all the love and care he needs.

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Erica J.
Boarding
5.0 out of 5 stars

Lorena and Jahn were so great on a relatively last-minute stay for Coop. They were highly communicative and accommodating. I would recommend them to anyone and look forward to working with them again!

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Thomas F.
Boarding
5.0 out of 5 stars

Charlotte is so kind and very communicative. She sent lots of updates about our dog’s stay. He came back happy and well cared for!

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Kristin Z.
Boarding
5.0 out of 5 stars

All went well with Buttercup’s stay with Michelle while we were away for 5 days, and Buttercup came home contented and well cared for. Michelle even made the extra effort to drive up some dog toys to is that gor left behind at her place the next day. Buttercup was beyond thrilled to see her show up at her house which tells me that she was well cared for. We would definitely use Michelle again!

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Chris M.
Boarding
5.0 out of 5 stars

Amazing !! Timmys is truly a dog guy. My dog was like I want to stay here. Timmy fed him and gave him only my treats and was on time and even waited for a bit for me to pick up my dog. No drama and we are both so happy

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Daniel S.
Boarding
5.0 out of 5 stars

Margaret did wonderfully. She sent me pictures and videos of my baby while she had him and was lenient in my pick up and drop off times.

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Abby W.
Boarding
5.0 out of 5 stars

Andrea took amazing care of our 2 pups! They were happy and relaxed when we picked them up. Andrea is a consummate professional!

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Elizabeth G.
Boarding
5.0 out of 5 stars

Annabella was great at adjusting to our initially nervous dog and was more than happy to be accommodating, she was a great sitter and would use her again!

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Melanie G.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 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. 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!

The median cost per night for dog boarding in Chestnut Hill is $63

Why Choose Rover?

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  • 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 9
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Chestnut Hill is $63 per night, including service fees. Boarding your dog for one week typically costs $441. 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 $97 per night.

If you’re searching for a Chestnut Hill dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 3,919 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 3,919 dog boarding sitters in Chestnut Hill on Rover, so you’re sure to find the perfect match for your dog! In Chestnut Hill, 91% of sitters offer daily exercise, 95% offer medication administration, and 87% 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.