House Sitting Fairplay
Find a loving house sitter to watch over your pets and your home.

Fairplay, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Good on you, friend! You want more than a cold cage for your pup. And you want a family to treat your pup with genuine care and affection when you cannot take her or him with you. So, thank you for your interest in our dog boarding services. As we live in Hagerstown, we offer free shuttle service for our clients along the I-270 corridor—Bethesda, North Bethesda, Rockville, Gaithersburg, Germantown, Urbana, and Frederick. Our clients are very welcomed to pick-up and drop-off at our home if their plans take them through Hagerstown. We're excited to be in our sixth year with Rover! During this time, we developed wonderful and continuing relationships with many of our repeat guests and their parents. Find out for yourself why our clients trust us with their precious furry ones and refer to the Lounge as their dogs' "vacation home"...their dogs' "home away from home"...their dogs’ "second home/family". Many of our guests seem to develop friendships among themselves as they often encounter one another at the Lounge. We also understand that a few of our guests' parents have become familiar with one another and occasionally meet at dog parks for playdates. You are welcomed to apply promo code WARDOL86713 to save $20 if you are new to Rover. If our calendar shows we are unavailable, please don’t hesitate to message us just to be sure…we may be able to squeeze you in🐾🐾 Our flexible schedules allow us to be home when your pet is trusted to our care. Plus, our teenager has a very light after school/summer activities and sports schedule. Together, we are committed to care for our guests just as if they were members of our own family. This includes taking your pooch with us when we need to be away from our home, if that is acceptable to you. We’ll send lots of messages with pics and clips that keep you in touch. And you can call us anytime through our Rover phone number if you ever need to discuss a particular matter. We have a spare room with open beds, large crates, and collapsible kennels are available if required/requested. Please remember to pack your dog’s favorite food, treats, toys, blanket, etc., to make their stay more comfortable. We provide the dog beds, bowls, and potty pads and bags, so there's no need for you to worry about any of that.

“This is the first time we've used Rover for house/pet sitting. Our first choice was Lana. Lana came to meet us and our pets and we felt very comfortable w/ her from the moment we met. She cared about our pets and was interested in their individual needs, likes, and dislikes. We were very comfortable going way w/ Lana here to take care of our fur babies. She kept in touch, sent pictures, and ask questions when needed. She also cleaned up after herself and washed the bedding, towels, and dog blankets before she left. We certainly didn't expect this, but it was GREATLY appreciated! You couldn't tell she was ever here as things were just as we left them. We will DEFINITELY use Lana again if she is available. Thank you so much Lana for letting us have a worry free vacation.”

“Evangeline was absolutely wonderful with our dog Blue! He looked comfortable in pictures while we were away. He was even cuddled up in her lap in a few! Our house looked just how we left it! She communicated with us daily. Wonderful sitter! We would choose her again!”

“Heather is the absolute best! She took wonderful care of our baby, and we can’t thank her enough. Great communication, and she took the time to send us daily pics to let us know how our pup was doing while we were gone.”

About: Ever since I can remember, I have always been around and loved animals. My Grandma was very influential in teaching me to love and care for them and how to read their body language. I started pet sitting when I was in elementary school, when our neighbors would go on vacation I would care for their cat and fish. I have had many beloved pets growing up, including; cats, dogs, guinea pigs, rabbits, fish, lizards, hamsters, and a mouse. Currently, I have a previously feral, cow cat named queenie. I have taken a veterinary science course at hcc, where I studied animal anatomy. I also worked as a volunteer and fostered at the humane society , a non-profit no kill organization that works with Petsmart, to get animals into forever homes. I am currently in school to get a Bachelors Degree in Biology, with a focus on Zoology. My goal is to study and work directly with wild animals in order to preserve them! :) If you guys have any questions feel free at ask! My schedule is pretty open just let me know when you need me :) Thank you sooo much! My whole house is cat and pup proof! Your furbaby will be safe and happy here with me while you get the things you need done!
“Lindsey was wonderful!! Our Moonshine is almost 16 & doesn’t warm up well to others. He loved her. Lindsey sent me pictures every day & answered all my messages. We will definitely have her here again.”
“Adriana took care of my dog and my home while I was away for five nights. She left my home better than she found it and my dog happy, healthy, and well cared for. I will definitely continue to use her for both routine walks and vacations.”


“Briana was great with our pups! She stopped by for a home visit before the dog sitting, and was great with communication before and during the stay. The pups looks happy and well cared for when we returned.”

About: I've always been around animals. Whether it was family pets or animals I showed in FFA, I've always had animals near and dear to my heart. Currently I'm working part time and have lots of time to devote to your fur babies. I'm available for house sitting, drop in visits, or dog walking (they can help me get my 10,000 steps in) I understand all things routine involving fur babies, I can walk them when needed, play and take care of them so you have peace of mind while you're out.
“Matthew was such a wonderful choice to sit with our pets. He was very friendly, and our pets seemed to be very comfortable with him. He helped us out so much when we were in a bind. I would definitely have him sit for us again in the future and highly recommend.”

About: I was born and raised on a family farm. From the time I was born I have been riding in tractors and taking care of all sorts of animals. Growing up we always had dogs and cats in our home. I have always loved rescuing strays and rehabilitating injured animals of all shapes and sizes. I now have three fur babies of my very own and they are my life! If you entrust your pet with me I will not take it lightly as it is a deep honor and privilege. I love spoiling animals and giving them all the love. If I ever won the lottery I would adopt all of the oldest animals at the shelter and take them to my pet sanctuary. Please consider booking me so that I can continue to stay at home with my human baby as much as possible! 🐾 I am very part time right now since I stay home with my little one. I pick up evening shifts here and there but I am fairly free in the evenings once my husband gets home from work. Let me know what you need and we can work out a routine! I typically work with children and for that reason I understand the importance of trust, flexibility, and kindness. I will always uphold your privacy and I promise to do my best in every situation. I like to call myself an “over communicator” so I will always share details on your pet and I’m pretty good at taking pictures of fur babies too!
“Brittany stayed at our house with our 2 dogs and took excellent care of everything. Great communication, lots of pictures. Followed all instructions regarding care for the dogs and the house. Returned home to happy dogs and a clean house.”

About: I've done a lot of dogs sitting back at home throughout the years. I just relocated to Ft Lauderdale and would love to get back into it! I am just becoming established in the area. So as of right now I have a clear schedule and would love to get to know new people/pets! I have two dogs back at home and ever since I have gotten into dog sitting, quality time is something that is really important to me. It's a lot more than just letting them out to use the bathroom and feeding them, then leaving. The best part about this job is to create a connection with your pet and help them feel loved because I understand how hard it can be for them when you are gone!

About: Though I've never had my own dog, I have always adored my loved ones' canine friends! From pitbulls to pugs and everything in-between, I am a reliable and dedicated caretaker for your pups. I am in grad school currently so I am decently flexible aside from my classes and internship. Feel free to inquire beyond what my calendar says on the off chance something has opened up! I am unable to care for pets in my own home but am willing to go to yours. After going through the care plan for your specific pet(s), you can be confident they'll be in good hands with me!
“We've never been gone from our pets for two weeks before. When our usual pet sitter told us she was unavailable, we were hesitant in finding new ones for such a long trip. Alexia and Jay were incredible. They had the best attention to detail, care, and love for our animals as if they were their own. Day 1, one of our dogs hurt his back legs somehow and they took him to the ER for us just to be sure. Never a complaint once. It was all smooth sailing after that. We got so many pictures and videos multiple times a day. Very responsive and available for any and all questions. They even went above and beyond to reset the house a bit before we came home. They take this very seriously which made our trip much less stressful. Thank you so much! Can't wait to book you again.”

“Taylor was a last minute lifesaver because I accidentally booked the wrong dates with our regular in home dog sitter. Outside of this, Taylor did an awesome job with our three rambunctious dogs, sent updates with pictures and even vacuumed before she left. We can’t wait to rebook with Taylor!”

The median cost per night for house sitting in Fairplay is $50
Pet parents share their Rover experiences - Fairplay
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 pets like family

1. Search
Browse profiles of sitters near you who offer house sitting
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 house sitting - Fairplay
Select a filter and find qualifying sitters offering house sitting.Sitters in Fairplay average 4 repeat house sitting clients
FAQs for House Sitting - Fairplay
Frequently asked questions about Rover
As of September 2026, there are 818 sitters on Rover offering House Sitting across Fairplay. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Fairplay walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Fairplay maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Fairplay choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 .
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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Fairplay. On Rover:
- 96% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 94% 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.







