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.
“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.”

“We can’t say enough amazing things about Renee, she was truly our angel during a very stressful moment while we were on vacation in Florida. The place where our dog was staying unexpectedly call us and rudely demanded that we pick up our dog immediately. Being out there of state with no one nearby to help, we were completely panicked and heartbroken. My husband remember about Rover and he find Renee, she responded very quickly asking the situation and accept our booking. Without hesitation, she stepped in and went out of her way to pick up our dog for us. She was incredibly sweet, caring, and compassionate, exactly what we needed in that moment. She treated our puppy with so much love and care, like he was her own, and kept us updated and send us pictures of him smiling and acting like he is at home. We are beyond grateful for her kindness and will never forget what she did for us. Thank you, dear Renee, you are truly one of a kind!❤️🐾”

“Floki seemed to have had a good time with Jesse. I like that she sent so many pictures and updates. I think that my dog was in a safe environment and cared for while I was away.”

“Charlie was so great with Dougie!!! My pup can be shy and a little unsure of new surroundings but he was at ease with Charlie and his dogs! I would absolutely use his services again!”

“Payten was amazing. I will definitely be using her again. It was my baby's first time being with a sitter. He is very reserved and stubborn, but he really warmed up and trusted her. That right there shows me that she is a person to be trusted. She kept me updated regularly, even sending pictures. Thank you Payten!”


“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!”

“Ellen is a PHENOMENAL sitter. My dog was so well taken care of on her beautiful property and had friends to play with every day! Ellen provides ample updates in the form of cute little videos so you see just how happy your pup is while you're away. Highly recommend. I've already rebooked her to watch Athena the next time we're out of town.”


“Arlene is awesome!!! I live between San Francisco and New Bern, and I occasionally need dog care / boarding. I will always reach out to Arlene. She's a beautiful person and she takes such good care of the doggies!!!!!”

“Ashley and Ryan were amazing! They are truly dog people and your dogs will have the best experience at their home. Our dogs loved running around their huge backyard with their sweet pups. If they weren’t running around outside they were lounging on the couch or one of the many dog beds available. They sent many pictures throughout our dogs stay. We felt very at ease knowing our dogs were in such good hands. Thank you Ashley and Ryan! I know our dogs can’t wait to come back!”

“John and Jess were absolutely wonderful with Jack. They sent frequent updates and adorable pictures, which really put my mind at ease. Jack seemed to have so much fun, and I could tell they were in great hands. I will definitely be using their services again!”


“Melissa and her family were such a great place for Harper. She was able to spend time outside and off leash, as well as cozy up to the boys on the sofa - all of her favorite things.”

“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!💕💕💕”

“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!”

“I had to leave my dog Thenji with Adrienne and Nick at very short notice. They were able to take her. It was so reassuring to know that she was being so lovingly cared for!”

“Mandie was wonderful and helped us with a six day stay with very short notice. Communication was perfect with quick responses and frequent updates with pictures. We definitely recommend Mandie and will surely be back!”

“We love Sarah! And so does Colt! We have been very blessed to find a sitter like Sarah, she is always so kind, we love receiving pictures from her while we are away. We know he is in good hands when she has him.”

“Our dog loves staying with Nat and Ally! She has the best time running around with their dog and they take great care of her. Thrilled to book with them again and would/will do so again in a heartbeat!”

“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.”

“Rachel and Jason took great care of our little Shi-Chi overnight. Pepper is usually such a creature of habit that we didn't know what to expect, but seeing the photos of her while we were away really put our minds at ease. Rachel even went the extra mile cuddling our little lap dog and seeing that her ponytail and bow were straight. Highly recommend!”

“Lejune is great! She sent me lots of pics of her dogs with my dogs and they looked happy and chill, playing a lot with her dogs. That’s the best situation when you have to leave your dogs with someone.”

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
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - Fairplay
Select a filter and find qualifying sitters offering dog boarding.Sitters in Fairplay average 13 repeat dog boarding clients
FAQs for Dog Boarding - Fairplay
Frequently asked questions about Rover
The average cost for Dog Boarding in Fairplay on Rover is $51.62 per night (as of September 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 September 2026, there are 554 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.
90% 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.
