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
“Sandra did a great job watching Nala. She has a big yard and an outdoor area designed specifically for dogs to play. Drop off and pick up was easy and convenient. Will definitely book again!”

“Heidi and her family take great care of our dog. I do not worry when she is in their care and she has a great time! My kids and I also love the daily pictures and videos of our pup, they mean so much!”

“Charlie is the best sitter I have encountered on Rover. The set-up he has for the dogs allow great exercise, monitored socialization and tons of love. I have never had a bad experience with him and will continue to rebook with him for his services. He is extremely flexible and communicative throughout the entire stay. I couldn’t have asked for a better sitter!”

“Sarah makes our senior dog Brody feel right at home! Her house is perfect for a senior dog who can’t do steps very well anymore and she has a great fenced in yard. Sarah has a very calm demeanor and makes us feel less anxious when we go away knowing Brody is being so well taken care of! I highly recommend her and her son is a bonus, caring for Brody too”

“This was our puppy’s second time staying overnight with Rachel and Jason, and we couldn’t be happier. They send pictures and updates, which brings us so much peace of mind while we’re away. They give him so much love, and it’s clear he has the best time with them. We will definitely be back and can’t recommend them enough!”

“Sastuki was excellent with our two dogs! She handled our very anxious older dog incredibly well and was very patient with our younger dog who is still full of puppy energy. She gave us many regular updates and pictures throughout the stay. Overall, she was an excellent sitter and we would definitely use her again!”

“I HIGHLY recommend Tavin!!!! She is so sweet and I can tell she really loves animals and cares for them. I LOVED and appreciated all the adorable updates on how my fur baby was while I was away. I will definitely reach out to her when I need a puppy sitter from now on!!!”

“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!”

“The BEST dog sitter! Hannah and her family welcomed our two pups with open arms!! She was genuinely just a wonderful person. She understood that pups can be anxious when staying at a new place so she was extremely loving and made sure they felt right at home! She sent pictures and updates everyday which I really appreciated as well! We will 100% use her again when we are traveling through the area. Thank you Hannah and family!”
“They've been by far the best option where Thor has stayed. They sent sooo many photos and videos that I knew for sure my Pup was having a good time. They asked for the bed and the leash, they follow my pup's feeding schedule, and they were so nice and engaged on text. For sure i will be rebooking.”

“Our dog loved her stay with Lily! She especially loved the big fenced backyard and playing with Lily’s Pomeranian Ted. Lily was wonderful about sending us updates and lots of pictures. I would highly recommend Lily and we are so happy that we found a home away from home for our dog!”


“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!”

“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.”


“Mila loved staying with Joel and Janelle! She came home so happy and healthy. I loved the communication and flexibility they provided, and all the pictures they sent during her stay!”

“Priscila (and her mom) did an awesome job with our two pups! We got pictures and videos and updates on our week-long vacation and our boys looked very happy. You can really tell they are animal lovers. I would not hesitate to book with her again!”

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 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.





