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

Over 19 pet parents in Fairplay have booked house sitting
Fairplay, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

“Esther was amazing! Prompt to respond, sent us photos and updates daily while we were gone, and left our home just as clean (if not better) than before we left. We could tell that our pups were well cared for - even our high energy boy was exhausted when we got back! We had an interesting time with our trip and had to cut the booking short and she was more than flexible and all with a positive attitude. We will definitely be reaching out again in the future!”

About: I grew up with dogs of all sizes including a 30lb beagle and a 105lb black lab. I lived on a farm with horses, cows, goats, and chickens so I know how to work with animals. My black lab was a rescue who loved to pull on walks, lunge at cars, and be reactive around dogs and I enjoy the process of teaching dogs how to walk properly and safely, especially near vehicles. I also enjoy training basic commands like sit, stay, paw, spin, and recall. I work fully remote and have a flexible schedule where I am able to play, train, and walk the dogs before work, during lunch break, and after work. My Wife and I live in a 4 bedroom house with plenty of room and no other pets. We live on a private HOA dirt road with minimal traffic. Typically when doing doggy-daycare, I will do a short walk in the morning, and longer walk at lunch 30-60min, and another short walk in the afternoon.
“Madi was excellent in caring for our pets! Highly recommend her in caring for your pets. She was always sending us updates, photos and in constant contact about our dogs while we were away!”

About: I recently lost my faithful German Shepherd of 11 years. She was my ride or die. Now I’m looking to spend some time pet sitting for others and live their bff’s while they are away. I’m an animal lover and treat all animals as my best friend. I promise to provide your pets with the love and attention they are used to. If your dog needs lots of physical activity, I’m a runner and hiker so I promise they won’t be bored. If they just prefer to snuggle, I work from home so they won’t be left alone. I love spending time with so many different pets. I currently work from home so while I’m at your home your pets will be left alone a very minimum amount of time. I’m an early riser so if a morning walk is appropriate we will do that. I take an hour lunch break to pay with your pets or walk them. After work we will either play or walk. I can accommodate any level of exercise required. I love to take pups on car rides if that’s acceptable. If you leave me a list of rules and daily schedules I will follow them. I understand the importance of keeping a dog on a schedule. I will only walk your dog on leash and ensure that they are secured with me anytime we leave your home.
“Samuel was the best dog sitter we have ever had. He was attentive to our dog and took good care of our house. I can not recommend his service enough. Thanks again Samuel. You made our vacation stress free!”


“Dawn covered my time away at the last minute and over a holiday weekend. She then did me a favor by changing and washing my sheets for the bed she slept in. I would definitely use her again.”

About: Hi! I've had many pets growing up and am a fur mama to my beautiful and friendly black lab Arlo. Arlo absolutely loves other dogs, and I am hoping to find some new friends for him to play with since he is an only child, while also helping out their human moms and dads. We are looking forward to future play dates! I work from home so I can be flexible with your schedule and your pets needs. Please let me know if your pet needs anything special! Customized to what your dogs needs are. I walk Arlo multiple times a day and try to get off leash time in safe areas as well.
The median cost per night for house sitting in Fairplay is $70
Pet parents share their Rover experiences - Fairplay
Jamie was absolutely amazing. She was available on short notice for overnights because I had some medical issues I had to go in for. She was very thorough with the dogs feeding schedule and managing medications. She sent photo updates and even took the dogs for walks every day.

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 house sitting

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 5 repeat house sitting clients
FAQs for House Sitting - Fairplay
Frequently asked questions about Rover
The average cost of House Sitting in Fairplay is $64 per night as of November 2026. Most bookings cost between $27 and $107 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 226 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Fairplay. On Rover:
- 88% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 96% 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.







