Dog Boarding in Fairplay, MD
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Fairplay dog boarders

“Tyson was well taken care of while we were on vacation for a week. Renee sent me photos everyday showing how spoiled he was getting! He had an amazing time and was exhausted after I picked him up. Thank you!”


“Emily and her family were amazing when they took care of our Onyx in the beginning of March! Emily sent me frequent updates which we greatly appreciated and reassure us that Onyx was doing well ❤️ We will definitely have Onyx stay with them in the future!”


“Jeanie and Robert were great with Penny. They took good care of her and made sure she was a happy dog. I had some last minute change in plans and they were able to accommodate. Will be booking again!”


“Linda is wonderful with our dog, Henry. Henry stayed for a quick overnight trip and also got to play with other sweet dogs. Linda is so nice to always send pictures and let us know how he is doing. Thanks Linda!”


“Janelle & Joel are absolutely fantastic! This was my first time using Rover, and I am so glad I chose them. They sent pics of my pup having the time of his life! Nothing better than having the peace of mind when leaving your fur baby for a weekend! Thanks you two! Will gladly be a returning client!”


“Emily is incredible! My dogs stayed with her for a full week and came home well cared for, loved, and happy. They exercised every day in a safe, wide-open yard, and she really went above and beyond when they refused to eat at first, giving them soft food and diligently encouraging them to make sure they were comfortable. I cannot thank you enough, Emily!!”


“We always feel reassured that our pup is taken care of and they’re happy to have her. Daisy is treated like the princess she is. I highly recommend their family to watch your beloved pets.”


“Jaclyn was great! She had Midnight for 3 nights while we were out of town and from the pictures, it looks like he had a great time getting cuddles from her and her other pups!”


“Barbara was wonderful & took great care of Ruby!! She kept us updated with photos, videos & messages .. very appreciated. She also enjoyed playing with Dobby .. and came home a happy pup. We look forward to more happy stays with Barbara, Dobby & fam. Tnk you! :)”



“Chris watched my dog, Francine while I was away and I can’t recommend him enough. He and his mom treated her like she was their own and provided daily updates and photos throughout her stay. It was a great experience and the most comfortable I’ve felt leaving my dog with someone else. If you need a trustworthy pet sitter, your dog will be in great hands with Chris.”


“Charlie was an incredible dog sitter for my Boston Terrier, Huckleberry. From the start, he was kind, professional, and accommodating. I appreciated the regular photo updates of Huckleberry enjoying his time, especially at the park! Huckleberry loved hanging out with Charlie's two dogs, who were the perfect playmates. Even when I was late for pickup, Charlie was super understanding and flexible. It’s clear that he genuinely cares about the dogs he watches, and I felt completely at ease knowing Huckleberry was in good hands. I highly recommend Charlie and will definitely book him again!”


“Chanel was a guest with Min & Matt for a week! I got daily updates on her progress! She got lots of attention and great care! They treated her like family! She was spoiled rotten! I am so thankful I found these wonderful, kind, and caring couple! They are true animal lovers PLUS Min is a great photographer! She captured so many fantastic pictures of Chanel, I will be making reprints for my home! I am truly blessed to have found these folks I did not worry about Chanel the entire week I was gone!!’ I will use them again and again!💕💕💕”



“Charity is wonderful with my pup and he loves her - he runs into her house without a backwards glance. And I love the pictures she sends. We never worry about him when he is with Charity.”


“My dog Darcy had a wonderful time at Marne and John’s home. Marne sent me updates with photos that eased my anxiety about his discomfort with being away from me. After awhile he came out of his shell and cuddled with the family and played with the other dogs. I appreciate all they did to make this possible!”


“Ashley was wonderful! She sent a lot of pictures and gave my anxious pup all the love and care he needed! My dog came home much calmer and healthier than when I board him at a facility. We will be using Ashley again!”


“Our dog Mia had the BEST time with Ruth while we were on vacation. She sent me pictures every day and spoiled her! She had puppy ice cream, walks every day, and came home so happy. Thank you so much for a wonderful stay! We will definitely return!”


“Sarah was absolutely fantastic!!! She took such great care of my Rosie and was so understanding of unexpected travel delays. Sarah sent me updates and pictures each day.”


“Kelly was absolutely amazing ! She took care of Mamgo as though it was one of her own fur babies. Always sending updates and pics. You could tell she made him feel at home ! We will definitely be calling her again to watch over our sweet boy. Thanks Kelly !”

Loving dog boarding sitters in your neighborhood
Search Results


Renee D.Star Sitter

“Tyson was well taken care of while we were on vacation for a week. Renee sent me photos everyday showing how spoiled he was getting! He had an amazing time and was exhausted after I picked him up. Thank you!”


Emily A.
Star Sitter


“Emily and her family were amazing when they took care of our Onyx in the beginning of March! Emily sent me frequent updates which we greatly appreciated and reassure us that Onyx was doing well ❤️ We will definitely have Onyx stay with them in the future!”


Jeannie & Robert W.Star Sitter

“Jeanie and Robert were great with Penny. They took good care of her and made sure she was a happy dog. I had some last minute change in plans and they were able to accommodate. Will be booking again!”


Linda E.
Star Sitter


“Linda is wonderful with our dog, Henry. Henry stayed for a quick overnight trip and also got to play with other sweet dogs. Linda is so nice to always send pictures and let us know how he is doing. Thanks Linda!”


Joel & Janelle E.Star Sitter

“Janelle & Joel are absolutely fantastic! This was my first time using Rover, and I am so glad I chose them. They sent pics of my pup having the time of his life! Nothing better than having the peace of mind when leaving your fur baby for a weekend! Thanks you two! Will gladly be a returning client!”


Emily B.Star Sitter

“Emily is incredible! My dogs stayed with her for a full week and came home well cared for, loved, and happy. They exercised every day in a safe, wide-open yard, and she really went above and beyond when they refused to eat at first, giving them soft food and diligently encouraging them to make sure they were comfortable. I cannot thank you enough, Emily!!”


Michelle M.Star Sitter

“We always feel reassured that our pup is taken care of and they’re happy to have her. Daisy is treated like the princess she is. I highly recommend their family to watch your beloved pets.”


Jaclyn S.
Star Sitter


“Jaclyn was great! She had Midnight for 3 nights while we were out of town and from the pictures, it looks like he had a great time getting cuddles from her and her other pups!”


Barbara D.
Star Sitter


“Barbara was wonderful & took great care of Ruby!! She kept us updated with photos, videos & messages .. very appreciated. She also enjoyed playing with Dobby .. and came home a happy pup. We look forward to more happy stays with Barbara, Dobby & fam. Tnk you! :)”




Chris A.


“Chris watched my dog, Francine while I was away and I can’t recommend him enough. He and his mom treated her like she was their own and provided daily updates and photos throughout her stay. It was a great experience and the most comfortable I’ve felt leaving my dog with someone else. If you need a trustworthy pet sitter, your dog will be in great hands with Chris.”


Charlie M.Star Sitter

“Charlie was an incredible dog sitter for my Boston Terrier, Huckleberry. From the start, he was kind, professional, and accommodating. I appreciated the regular photo updates of Huckleberry enjoying his time, especially at the park! Huckleberry loved hanging out with Charlie's two dogs, who were the perfect playmates. Even when I was late for pickup, Charlie was super understanding and flexible. It’s clear that he genuinely cares about the dogs he watches, and I felt completely at ease knowing Huckleberry was in good hands. I highly recommend Charlie and will definitely book him again!”


Min & Matthew L.

“Chanel was a guest with Min & Matt for a week! I got daily updates on her progress! She got lots of attention and great care! They treated her like family! She was spoiled rotten! I am so thankful I found these wonderful, kind, and caring couple! They are true animal lovers PLUS Min is a great photographer! She captured so many fantastic pictures of Chanel, I will be making reprints for my home! I am truly blessed to have found these folks I did not worry about Chanel the entire week I was gone!!’ I will use them again and again!💕💕💕”




Charity M.Star Sitter

“Charity is wonderful with my pup and he loves her - he runs into her house without a backwards glance. And I love the pictures she sends. We never worry about him when he is with Charity.”


Marne & John B.Star Sitter

“My dog Darcy had a wonderful time at Marne and John’s home. Marne sent me updates with photos that eased my anxiety about his discomfort with being away from me. After awhile he came out of his shell and cuddled with the family and played with the other dogs. I appreciate all they did to make this possible!”


Ashley C.Star Sitter

“Ashley was wonderful! She sent a lot of pictures and gave my anxious pup all the love and care he needed! My dog came home much calmer and healthier than when I board him at a facility. We will be using Ashley again!”


Ruth A.Star Sitter

“Our dog Mia had the BEST time with Ruth while we were on vacation. She sent me pictures every day and spoiled her! She had puppy ice cream, walks every day, and came home so happy. Thank you so much for a wonderful stay! We will definitely return!”


Sarah C.Star Sitter

“Sarah was absolutely fantastic!!! She took such great care of my Rosie and was so understanding of unexpected travel delays. Sarah sent me updates and pictures each day.”


Kelli B.Star Sitter

“Kelli is AMAZING! She treats your dog like family! She goes above and beyond to make sure you know how your pup is doing! The pictures are always so wonderful! 💗”


Kelly D.

“Kelly was absolutely amazing ! She took care of Mamgo as though it was one of her own fur babies. Always sending updates and pics. You could tell she made him feel at home ! We will definitely be calling her again to watch over our sweet boy. Thanks Kelly !”


Rosa L.Star Sitter

“Could not have found a better situation for my spoiled friend! Thanks so Much to Rosa and all her family! I think my dog misses her aleady! Highly recommend!”
Over 2 pet parents in Fairplay have booked dog boarding
Popular requests near you
Select a filter and find qualifying Fairplay sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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 Fairplay is $45
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 Fairplay average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Fairplay is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Fairplay dog boarding rates can be found as low as $37 to as high as $63 per night.
As of Aug 2025, 385 sitters provided dog boarding in Fairplay. 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 Fairplay dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Fairplay have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 Fairplay.
Rover makes it easy to find Fairplay 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 385 dog boarding sitters in Fairplay on Rover, so you’re sure to find the perfect match for your dog! In Fairplay, 88% of sitters offer daily exercise, 98% 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.
