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

Over 2 pet parents in Fairplay have booked dog boarding
Fairplay, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Renee and Nick were fantastic! Super responsive, flexible, and accommodating with our last-minute request. It was incredibly reassuring knowing that Renee is well informed in dog psychology and genuinely passionate about understanding and supporting dogs’ behavior so everyone stays happy and healthy. We really appreciated it!”


“Such wonderful animal lovers! I received nightly photos of our dog having the best time on their property. Would recommend them to everyone and will use them again.”

“The whole family was amazing towards sascha and so caring and gentle with her. She was beyond scared and they took their time and made her feel welcome even when she was anxious and so forth. I cant recommend them enough, they are the family you want watching your dog.”

“Emily was wonderful. Very responsive and took great care of my dog. She also was very accommodating when I arrived back later then expected to pick up my dog. Will definitely use her again.”

“Ashley is by far the best pet sitter that we’ve used on Rover! She sends photos and videos throughout our pups entire stay and really tends to her needs while she’s there. Ashley is always on top of things even when watching multiple dogs at a time! She is fantastic in keeping our pup safe, happy, and healthy while she’s in her home and ensuring that our requests and Sophie’s needs are met! This last weekend was probably our 3rd or 4th time booking with Ashley and we absolutely could not recommend her more! She is a 5-star Rover sitter all around and we can always tell just how much she loves dogs and loves her job! Thank you Ashley!”

“Min and Matthew were exceptional sitters for my girl, Rani! Not only did they play with her endlessly (seriously, Rani has zero ability to self-regulate and they went with it!), they also cared for her as their own pup. When she was being finicky about eating, Min took the time to spoon feed her just like I do. Min also send so many pictures and videos, which helped me feel so at peace knowing Rani was well taken care of and loved. I will definitely be sending Rani back to Min and Matthew’s in the future…the 40 minute drive to/from our place is more than worth it!”

“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!”


“Chris and his family is awesome special thanks to Carla Chris Mom who even keep us updated with everything all the time and take care of our snuggle just like his own baby our snuggle feel like he is living in his own home while we were away for vacations for whole week. Chris is attentive, loving, prompt, flexible, friendly, very professional & very good with dogs . He also has excellent communication skills. Chris is reliable and you can feel comfortable leaving your dog with him it’s second time we left our baby with Chris and his family. He provided daily text updates with lots of pictures. Thank you once again Chris and his Mom and Dad for taking care of our baby snuggle. Snuggle will definitely miss you guys especially Carla and will come back to you guys whenever we go again in future.”


“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!”

“OH my goodness!!! Where do I start?!? John and his wife are absolutely AMAZING!!! My family and I went on a 7 day cruise, but they had my dog for 9 days and totally spoiled my dog as their own. They sent plenty of pictures and videos each day and were super communicative and are just wonderful people! When I picked up my dog, I could instantly tell that he was treated so well!! I could enjoy my vacation in peace and not worry!”

“Kelise was amazing with Trooper. He is very skittish so we were nervous about how he would adjust. She was great with him and he appeared to be comfortable, so much so that he wasn't ready to come back home yet. Lol She was communicative and sent lots of pictures. We look forward to using her again in the future! 10/10!”

“Hello I appreciate Lejune & Michael G. Taking care my dog Promise and my Mom dog Goldie. I had never did this before and my Mom to they took good care and patience with them I will book them again I'm in Ohio I was visiting my mom in Hagerstown,Maryland . I give them 5 ?Thank Y'all God Bless.”

“My pups had a great time with Adrienne, who accommodated us last minute. Our pups are high anxiety and they settled in quickly and happily for a couple of nights at her place. She’s great about providing the amount of updates you feel comfortable with, and was thoughtful with how she prepared for their stay. I would definitely recommend!”

“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 and Gerry are so nice, loving, and kind. My girls felt at ease while staying with them. It helps that they only take one client at a time. If you are looking for someone to love your babies like their own, look no further. Definitely book with Chris and Gerry!”

“Terri was amazing. So chill and relaxed around our sensitive dog. She is one of those rare sitters that does not have her own dogs or cats and is 100% dedicated to yours. She has a house and yard that are peaceful and quiet and in a great neighborhood for interesting walks. I would 100% recommend Terri, she is an absolute gem.”

The median cost per night for dog boarding in Fairplay is $50
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
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2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog boarding - Fairplay
Select a filter and find qualifying sitters offering dog boarding.Sitters in Fairplay average 12 repeat dog boarding clients
FAQs for Boarding - Fairplay
Frequently asked questions about Rover
The average cost for Dog Boarding in Fairplay on Rover is $51.62 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of August 2026, there are 565 sitters on Rover offering Dog Boarding across Fairplay. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
89% of Fairplay sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Fairplay landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Fairplay home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Fairplay.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Fairplay sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.




