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

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Top rated Fairplay dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jeannie and Roebert took care of Peanut like their own and always updated us with the tid bits from her daily routines. We loved their services and also the care they put into making sure that peanut is happy and content. We definitely recommend their services to any pet owner who are looking for a household settings with caring people around their pet. Highly recommended. ☺️”

“Renee always so loving to our dog Lily. She offers plenty of opportunities for play and cuddles. I recieve frequent updates and Lily always seemed to be right at home! Love that she has experience with pet sitting and it very aware of each individual dog in her care! :)”

“Emily was fantastic! She took the best care of Maya and Millie while we were on vacation. I told her upon meeting that I didn't need daily updates or photos, but to contact me if any issues came up. She gave perfect feedback, and I felt very confident that my dogs were having the best time on her expansive property. I would definitely book Emily again and I highly recommend her!”


“Joel and Janelle were wonderful hosts to our pups! We especially appreciated how much they communicated. Our dogs came home happy and look forward to staying with them again.”

“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 were great! My pup has some anxiety problems. They were very patient with her and were able to settle her down without using the medication I sent just in case she needed it. I loved all the pictures and videos. They gave our dog lots of love and snuggles. Will absolutely will be using them again in the future.”

“Jesse was fantastic! She watched Canyon over Christmas and sent the most pictures I’ve ever gotten. It was very easy and canyon loved playing with the other dogs she was sitting.”

“Megan took such great care of our dog! She kept us updated with photos throughout our stay and we could see how happy our pup was. Her kids were also so incredibly sweet and gentle with her! Definitely recommend and will absolutely be rebooking when we’re in need of a sitter in this area!”

“Ellen was just wonderful and I know my dog was in good hands while we were gone. She got to run and play and hike on the farm and Ellen sent pictures and videos. Will absolutely use Ellen again to watch our Bella girl!”

“Terri was absolutely wonderful. She let us do a meet & greet before leaving my pups which really gave me peace of mind. She had a nice & clean environment. Daily reassurance of how they have been doing along with a ton of pictures and to top it of she was so kind to gift them some new toys to keep!”


“Our 1.5yr old puppy, Birdie, was in the very best hands with Melissa during a recent boarding! Melissa is thorough in her intake, noting Birdie's food allergies and current schedule, and is warm and gentle in helping pups acclimate to a new environment. Melissa maintained Birdie's schedule, giving her plenty of outdoor and play time, and administered Birdie's medication, giving us peace of mind to focus on family. We enjoyed the handful of photos Melissa sent along the way and always appreciate her responsive communication. Melissa is deeply professional and the most thorough and warm caretaker and our expectations are always surpassed when Birdie is with Melissa!”


“Charity was awesome with Kylo, this was ur first time leaving our 1 yr old puppy but we felt great leaving him with her. We knew he will be in great hands! She stayed in contact with us through out the weeks and sent us lots of pictures and videos of our baby. We are so glad to have found Charity! Thank you so much for taking great care of Kylo!”


“When I met Chris prior to leaving my dog with him, I felt confident leaving my 10 year old beagle in his hands because I could sense he genuinely cares and loves for animals. Toby immediately gravitated to him. During his stay, Chris provided daily updates with pictures; they went on nice long trail walks, enjoyed couch cuddles, and relaxed. I definitely recommend using Chris for your pets next stay!”
“We use Sarah exclusively now and Huck loves going to her house. This stay we had a medical emergency that prevented us from making drop off. Sarah drove out of her way to pick Huck up with it being her suggestion. This was such a huge help to us. We are so grateful and thankful that we found her!!”

About: I am currently doing Rover part-time, I’m also working 2 other part-time jobs, however, for one of them I get to choose my own schedule. If given enough notice (usually a week) I can take off the days you’d need from one of my jobs, and then just schedule my other around it! I’ve had and taken care of dogs/cats since a young age. I love all animals and caring for them! Ive taken 2 pre-vet classes and would love to have a job working with animals full-time, no matter the job! As of now, I am caring for my 2 cats and leopard gecko! I only work Thurs-Sun, never more than 8 hours + my other job I can pick my own schedule! I am free all other weekdays to be able to take care of your pets! I am no longer able to do house sitting because I now have a baby to take care of, but if they are good with kids and cats, your pet is more than welcome to come stay with us! I prefer having the option to crate in case I need to go out for a bit, but I have taken care of pets who didn’t need one! Your pets are treated as my own when they are here, we take long walks around my apartment complex, I have treats for both cats and dogs, and many toys! Let me know if your pet has any allergies or dietary restrictions so they can be as healthy and happy as possible
“We had such a great experience with this dog boarding home! We felt completely at ease the entire time he was there. We loved getting regular updates with pictures, videos, and texts throughout the week — it made such a difference seeing how happy and well cared for he was. By the end, I was almost worried he wouldn’t want to come home because he was having so much fun! Highly recommend if you’re looking for a loving, attentive place for your pup. 🐾”

“Rosa stepped in at the last minute to care for our pup when another Rover sitter had to cancel! Very easy to communicate with. She's a former dog breeder so very experienced with dogs. She took great care of our Aussie.”

Over 2 pet parents in Fairplay have booked dog boarding
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1. Search
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2. Meet & Greet
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3. Book & Pay
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The median cost per night for dog boarding in Fairplay is $45
Why Choose Rover?
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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 Jun 2026, 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 Jun 2026, 407 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, 89% 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 407 dog boarding sitters in Fairplay on Rover, so you’re sure to find the perfect match for your dog! In Fairplay, 87% of sitters offer daily exercise, 98% offer medication administration, and 89% 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.



