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.
“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!”

“Renee and her husband were great sitters for our 18-month old, very anxious rescue dog. They were very accommodating - we needed to adjust dates and they were fine with that. Maggie had a great time with them - they gave her time to feel confident and comfortable before introducing her to the other dogs in their household. I received a picture and a happy update each day of Maggie's stay. They were comfortable administering Maggie's daily medicine.”


“We recently moved to NOVA from Midlothian and had to find a new Rover Ally to watch our 2 sweet Goldens- We used someone who lived in the same town and it did not go well at all so we were very nervous about leaving them again with anyone else. I can hands down say this was one of our best Rover experiences ever!! Joel and Janelle have a beautiful place with a large grassy fenced yard! They sent periodic incredible “action” pictures and our Goldens did not seemed stressed at all when we picked them up. We are looking forward to our stay with them early next month.”

“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!”

“Leo loved his time with Emily! He loved exploring her property and obviously felt comfortable with her based on his behavior when dropping him off and picking him up 🙂”

“I’ve used Rover app for years now and Jesse is the best sitter we’ve ever had. She took such great care of Romeo and sent tons of pictures and updates. He looked like he was in his own house while in her care.”

“Charlie was amazing to work with. Quick to respond to messages and flexible with drop off and pick up. My two pups came home tired and happy. Will definitely use Charlie again for future services. ⭐️⭐️⭐️⭐️⭐️”

“Sarah was wonderful about sending pictures and updates every day! She took great care of our little one and our puppy seemed very happy there. Thank you so much, Sarah, for treating her like family and taking great care of her. Will definitely book again!”


“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!”

“I have an older min pin that hasn’t ever been away from me with someone she hasn’t known before. When I brought her over for a visit before the booking, I knew immediately my baby was going to be taken care of and would be safe. I got a bunch of pictures and videos of my baby girl and I could tell she was being taken care of as if it were me. I would recommend Min & Matt to family and friends, which says a ton about the way they took care of her.”

“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!”

“Rose was wonderful with Baxter! He was one happy puppy playing with Nola and taking walks with Rose. He was giving kisses when he left. We have already booked our second visit with Rose! She is awesome and I strongly recommend her!”

“Terri and Chuck are so caring and so thorough with their fur guests. They welcomed our pup Sienna with open arms, and followed all of our instructions for care. Terri genuinely loves animals and it shows in the care she gives them. We loved the many pictures and video updates during our trip. Thank you Terri!”

“Ellen is terrific. Her beautiful spacious farm provides a great change for dogs like mine who are inside an urban house. She is kind, thoughtful, and flexible.. I would recommend her to anyone.”

“Reliable, will take my pups last minute, and my pups sprint into her house. She is always sending pics and videos and my pups are smiling. Love taking my pups to Ashley's house!”


“Charity was great with our dog. She took on keeping my dog safe, calm, and loved over the puppy much hated holiday of the 4th of July. I will use her again.”

“Sadie loves staying with Heidi and her family when we are away. I know she is taken care of and can enjoy our trip! She also loves playing with Heidi's dogs and running in the yard! I appreciate the daily photos and videos Heidi shares of Sadie so much 💖”

“Lejune is a godsend. She accepted me as a new customer on short notice. Kept in touch with me over the time she kept my 6month old Poodle. She followed the instructions I left regarding feeding and potty schedules. She sent many pictures showing how the stay was going. My pup was very happy and healthy when I picked him up. 10/10 would recommend !”

“Barbara did a wonderful job caring for our dog. She provided daily photo updates and consistent communication, which gave us great peace of mind while we were away. Our dog was clearly well cared for and happy. I would absolutely book Barbara again and highly recommend her.”

“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. 🐾”

The median cost per night for dog boarding in Fairplay is $48
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.
How Rover works

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying Fairplay sitters!Sitters in Fairplay average 12 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 July 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 July 2026, there are 585 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.
