Dog Boarding Fairplay

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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.

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Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 86 reviews
41 repeat clients
30 years of experience
Middletown, MD, 21769

“Emily was able to watch our dogs with no notice. She was awesome and so caring. Definitely would have my pups stay with her again. She has a great property for the dogs to run loose. They loved it!”

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Margot P.
Sitter Profile Image: Renee D.
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Renee D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 134 reviews
65 repeat clients
15 years of experience
Braddock heights, MD, 21714

“Renee was amazing ! She has my 9 year old english bulldog for a week and was very communicative with pics etc to keep me updated ! My dog was very happy while there. We will definitely use renee again!”

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Evelyn M.
Sitter Profile Image: payten h.
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payten h.
from
$45
per night
5.0 out of 5 stars
• 46 reviews
11 repeat clients
10 years of experience
Hagerstown, MD, 21740

“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!”

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Keri R.
Sitter Profile Image: Ellen G.
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Ellen G.
Star Sitter
from
$58
per night
5.0 out of 5 stars
• 80 reviews
35 repeat clients
25 years of experience
Frederick, MD, 21702

“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.”

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D S.
Sitter Profile Image: Adrienne C.
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Adrienne C.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 83 reviews
37 repeat clients
20 years of experience
Frederick, MD, 21701

“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!”

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Marjorie S.
Sitter Profile Image: Satsuki W.
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Satsuki W.
from
$49
per night
4.9 out of 5 stars
• 59 reviews
20 repeat clients
16 years of experience
Hagerstown, MD, 21740

“Satsuki took great care of my dog Snoopy and kept me updated! She asked all the right questions beforehand which put me at ease. I would definitely book her again!”

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Emily S.
Sitter Profile Image: John B.
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John B.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 172 reviews
50 repeat clients
10 years of experience
Frederick, MD, 21702

“John and Jess were absolutely lovely! They had my two boys over the weekend and I will 100% be using them again, they were very communicative and incredibly kind. So many pictures and videos and my dogs had a great time! I would absolutely recommend them to anyone looking for a safe, kind place to stay! Thanks again John and Jess!”

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brittany c.
Sitter Profile Image: Barbara D.
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Barbara D.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 63 reviews
18 repeat clients
24 years of experience
Harpers ferry, VA, 20170

“This was our second time using Barbara. Will definitely use her again. She clearly loves animals and her regular updates were great! I was worried our boy might not want to come home. 🙂”

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Scott M.
Sitter Profile Image: Mandie O.
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Mandie O.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
51 years of experience
Myersville, MD, 21773

“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!”

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David B.
Sitter Profile Image: Tara G.
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Tara G.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
4 years of experience
Hillsboro, VA, 20132

“Rover had a great time with his new found friend Butcher. Tara was great at sending daily updates and being accommodating when our flight got delayed. She has a very big fenced backyard for the dogs to play. Rover will be back whenever we are out of town again. Thanks!”

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Mary P.
Sitter Profile Image: Heidi W.
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Heidi W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 24 reviews
8 repeat clients
13 years of experience
SHARPSBURG, MD, 21782

“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!”

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Becky M.
Sitter Profile Image: Tina F.
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Tina F.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 37 reviews
17 repeat clients
30 years of experience
Waynesboro, PA, 17268

“Tina communicated well and sent me pictures of my dog while I was away. She responded right away whenever I sent her a message as well. I will be using her in the future whenever it is needed! Thank you!”

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Lauren K.
Sitter Profile Image: Kelly B.
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Kelly B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 223 reviews
66 repeat clients
28 years of experience
Leesburg, VA, 20176

“Kelly and her family treated our dogs like their own family. It was obvious that they genuinely cared about our dogs and had treated them very well. I would not hesitate to use Kelly again and would strongly recommend her to anyone.”

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Tom W.
Sitter Profile Image: Juan & Amy C.
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Juan & Amy C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 193 reviews
65 repeat clients
7 years of experience
Frederick, MD, 21703

“Jennifer took wonderful care of our dog while we were gone for a week!! She was flexible with scheduling and even accommodated a last minute change to keep him an extra day. She sent frequent photo and walk updates. She is very professional and got to know me and our dog during our meet and greet before we booked with her. It was such a pleasure working with Jennifer. Will 100% be booking with her again!”

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Kendall W.
Sitter Profile Image: Jessica D.
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Jessica D.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Shenandoah Junction, WV, 25442

“Jessica made sure our two dogs had a great time. She got them toys, helped with potty training, and treated them like her fur babies! She’s got a whole room just for the dogs and cares deeply for animals. It was nice getting to know Jessica and her beautiful boy Koda! Thoughtfully priced, very personable, and truly loves watching the dogs”

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Melanie B.
Sitter Profile Image: Ryan W.
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Ryan W.
from
$50
per night
4.2 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Falling Waters, WV, 25419

“Calvin seemed to be very happy staying with you and happy also to come home. We feel comfortable leaving him here when we need someone to watch him. Thank you for being available and taking good care of him. Would recommend.”

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Sarah G.
Sitter Profile Image: Maria & Brian H.
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Maria & Brian H.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
42 years of experience
Middletown, MD, 21769

“Maria and Brian were incredible sitters for our dog Felix. They have a warm, inviting home and clearly care very much for the dogs they are watching. Our 6 month old shepherd mix has a ton of energy - he was clearly well exercised he came home so tired! We received regular updates and our dog was so happy to be there that he didn't want to leave! We will definitely be using them again and we highly recommend them for a loving home away from home for your pup. Thank you Maria, Brian (and kids!) for loving our dog as he were a part of your family!”

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Neena T.
Sitter Profile Image: Linda B.
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Linda B.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 107 reviews
50 repeat clients
18 years of experience
FREDERICK, MD, 21703

“We left our two pups with Linda for the weekend while we were out of town and she did a great job with them! She sent regular updates with pictures and spoiled them - they must have felt like they were on vacation and not want to come home! She kept them safe and happy until we returned. Her fenced in backyard was ideal for our guys. We will definitely ask Linda to watch our guys again.”

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Mindy B.
Sitter Profile Image: Rina F.
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Rina F.
from
$60
per night
5.0 out of 5 stars
• 24 reviews
9 repeat clients
15 years of experience
Frederick, MD, 21702

“We could not have asked for more in a pup sitter for our Havanese. Rina and Alex are genuine dog lovers and cared for our pup as if he was their own. Also, my pup loved playing with Gigi. We have used Rina twice and recommend her without reservation. I often hesitate to travel because I dread leaving my little guy behind. Such a relief to find a "second home" for our pup!”

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Jessica H.
Sitter Profile Image: Tetiana L.
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Tetiana L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 73 reviews
22 repeat clients
10 years of experience
Round Hill, VA, 20141

“Wonderful experience! Our dog was very well cared for, and we were regularly updated throughout our time away. Tetiana made an extra effort to meet up with us before the drop off date to make sure all were comfortable. We will absolutely use Tetiana in the future!”

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John D.
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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.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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

As of November 2026, there are 548 sitters on Rover offering Dog Boarding across Fairplay. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

95% of sitters in Fairplay can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

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.

Yes, you can find sitters who have experience with handling special pet needs in Fairplay. On Rover:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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