House Sitting Middletown

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

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Over 4
pet parents in Middletown have booked house sitting

Middletown, 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.

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Sitter Profile Image: Darian C.
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Darian C.
from
$65
per night
5.0 out of 5 stars
• 19 reviews
3 repeat clients
20 years of experience
Strasburg, VA, 22657

“Thank you so much! Darian was great with the pups and took care of both them and our house with the utmost care. She was also very responsive and really helped out us out of a jam, our sitter cancelled at the last minute and she stepped up and made it work!”

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Patrick W.
Sitter Profile Image: Sherry R.
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Sherry R.
from
$63
per night
5.0 out of 5 stars
• 28 reviews
8 repeat clients
3 years of experience
Stephens City, VA, 22655

“She is awesome. Did a great job, knowledgeable, very nice. Will definitely use again sometime.”

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Elliot A.
Sitter Profile Image: Haley Z.
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Haley Z.
from
$55
per night
5.0 out of 5 stars
• 141 reviews
45 repeat clients
17 years of experience
Stephens City, VA, 22655

“Haley was amazing with our dogs and our home! This was our first time using Rover and we were a bit nervous leaving them with someone new, but truly couldn’t have found a better fit. The pups were SO excited to have a new buddy and warmed up to her immediately (they were sad when she didn’t come back after we returned home!). Haley took great care of our home, keeping it safe and clean while we were away. She went above and beyond in her professionalism and in sending daily photo updates on how the pups were doing — such peace of mind! My husband and I are both veterinarians and would recommend Haley to anyone looking for a trustworthy pet sitter!”

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Chantal G.
Sitter Profile Image: Sierra C.
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Sierra C.
from
$50
per night
4.8 out of 5 stars
• 12 reviews
5 repeat clients
7 years of experience
Boyce, VA, 22620

“Sierra took great care of Izzy and left the house super clean.”

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Becky J.
Sitter Profile Image: Drew B.
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Drew B.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
12 years of experience
Winchester, VA, 22603

“Drew house sat for my reactive pity mix and I will 100% hire him again. He responded promptly after my initial request, communicated clearly his availability, showed up on time, treated my house as his own, kept me informed throughout his stay with pictures, left my house exactly as I left it. Drew understands dogs needs and the needs of pet parents.”

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Suzanne C.
Sitter Profile Image: Linda S.
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Linda S.
from
$75
per night
4.9 out of 5 stars
• 107 reviews
53 repeat clients
40 years of experience
Clear Brook, VA, 22624

“Linda was a life-saver and took such great care of our pets and house so we could attend to a last minute family emergency. She did a fantastic job and we will definitely use her again in the future.”

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Mae-Beth M.
Sitter Profile Image: Aaron F.
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Aaron F.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Middletown, VA, 22645

About: I love dogs and can't wait to take care of your furry friend! I have a large home, plenty of room for your dog to stretch out. I have a yellow lab/golden retriever mix who is very friendly. I have a fenced yard (about half an acre) and another 9 acres of unfenced area. I work from home during the week, so will have plenty of time for walks, play-time, etc. I am good with all ages/sizes. I will ensure your dog is comfortable and safe, and has plenty of attention! I work from home so am always around to care for your pets! Will have plenty of potty breaks and play time. If I have to step out I can crate your pet or not, whichever you prefer. I have a fenced in yard I work from home so am always around to care for your pets! Will have plenty of potty breaks and play time. If I have to step out I can crate your pet or not, whichever you prefer.

Sitter Profile Image: Victoria L.
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Victoria L.
from
$35
per night
4.5 out of 5 stars
• 8 reviews
1 repeat client
23 years of experience
Winchester, VA, 22602

“Victoria provided frequent comms and was very responsive. Great job, we will definitely use her again!”

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Stu Y.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$30
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
20 years of experience
Winchester, VA, 22603

“Sarah was very friendly and professional. Our dogs were taken care well. Would book her again.”

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Nancy M.
Sitter Profile Image: Marian K.
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Marian K.
from
$35
per night
10 years of experience
Winchester, VA, 22601

About: I have been taking care of dogs and cats since high school! I am comfortable and familiar with multiple pets at once and even some more eclectic animals like reptiles (turtles and snakes). I would only be able to come to your house to pet sit or walk, I would not be able to bring pets to my apt. I would only be able to pet sit in your home as I live in an apartment where I am unable to bring animals into my space.

Sitter Profile Image: Julia Z.
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Julia Z.
from
$60
per night
4.9 out of 5 stars
• 24 reviews
6 repeat clients
5 years of experience
Winchester, VA, 22601

“She was so patient with our big dog and even played ball with him. It was so comforting to know our dog was being cared for as if we were there.”

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Emalou D.
Sitter Profile Image: McKenzie M.
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McKenzie M.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Stephens City, VA, 22655

“McKenzie was great with our boys and our home! She is communicative and easy to work with as she has a lot of experience with dogs and taking care of pets. Thank you for your help!”

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Mitchell I.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$40
per night
3 years of experience
winchester, VA, 22602

About: I have been dog sitting/ walking for several years. The most dogs I have handled at 1 time was 3. I own 2 small dogs myself how ever I have experience handling big dogs as well. I have experience administering medication. I work 4 days on 3 days off so I would love to provide care for your animals on the days I have off! I'm more than happy to help! I can take your dog on daily walks, I love hiking can take a well trained dog with me! i trained my own to go with me, they're great both on and off the leash. I love any and all dogs and would love to give yours pets and attention.

Sitter Profile Image: Elyssa H.
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Elyssa H.
from
$100
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
8 years of experience
Front royal, VA, 22630

“Elyssa thank you for great service. its wonderful to have a caring person to watch my spoiled fur babies.”

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Sheila S.
Sitter Profile Image: courtney b.
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courtney b.
from
$100
per night
4.9 out of 5 stars
• 61 reviews
20 repeat clients
20 years of experience
Winchester, VA, 22601

“Courtney helped me out last minute with dog sitting due to inclement weather. She was prompt, responsible, responsive, and really helped me out. Will repeat.”

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Bin L.
Sitter Profile Image: Victoria K.
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Victoria K.
from
$20
per night
1 year of experience
Front Royal, VA, 22630

About: Hello! I am 23 years old and when I was 15-17 I helped train dogs including a service dog. I love all dogs and will always love your dog as well! I am looking for any opportunities that involve dog walking or dog sitting! I do not have my own dog but would love to have a golden retriever later in life! I am currently available all throughout June and July. August 3rd I will be unavailable because I start a nanny job that will be full time. I am just looking for specifically summer hours in June and July. I will help feed, get into crate, or “space”, if needed train, and go for walks with the dog. I will help in anyway I can.

Sitter Profile Image: Laura W.
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Laura W.
from
$65
per night
17 years of experience
Linden, VA, 22642

About: Dogs and cats love me. And I love them. I recently relocated from the West coast to East. have volunteered at Laguna Beach Animal Shelter in California the past nine years. There are many pets in my household ( one dog, 4 cats)). I thoroughly enjoy pet/home sitting and am grateful for your trust. I am flexible and can easily adjust my schedule accordingly. Overnights are my specialty. I have no pets or children of my own thereby emplyment is my only commitment. My household has pets and roommates travel extensively so I feed, love and whatever other pet needs arise. I am and happy to accommodate as it takes a village with pets!

Sitter Profile Image: Caitlyn N.
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Caitlyn N.
from
$20
per night
5.0 out of 5 stars
• 1 review
18 years of experience
Paris, VA, 20130

About: I’ve taken care of my dads friends dogs aswell as my own cat. I’ve fed, walked, etc.. I’d love to work with your pet! I’ve had my cat for 12 years and she’s well taken care of. This is currently my main priority as I’m going to college soon! I can do pretty much any days and any times!! Monday-Friday. 7Am- 9PM (just an example) I currently do not offer this ! But if i ever did I’d make sure your fur baby is as comfortable as my own. Thank you for trusting me!

Sitter Profile Image: Michael C.
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Michael C.
from
$38
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
20 years of experience
Timberville, VA, 22853

About: I'm friendly with all kinds of pets, both kitties and doggos, I have a very peaceful home very welcoming to new critters. Plenty of room to run around and exercise. Currently working part-time for the summer, can easily give your fur baby's the attention they need whenever you're busy or out of town. Plenty of space behind the house to get them lots of exercise. Hardwood floors and a big grassy yard with a field behind the house. Very easy to walk super quiet neighborhood. Also have the ability to create your pets if necessary.

Sitter Profile Image: Chelsea S.
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Chelsea S.
from
$200
per night
5.0 out of 5 stars
• 7 reviews
4 repeat clients
20 years of experience
Charles Town, WV, 25414

About: Retired College Athlete with kennel experience of working K9’s❤️💙 Love training puppies, grooming, bathing, treating animals with the same respect and kindness as humans, and caring compassionately for elderly animals🥹💖🐾 I have open availability through out the week and weekend! Currently working full time as a pet sitter, so I’m very flexible with my schedule! I care for every animal on earth as God intends with kindness and compassion!☺️💖 Experienced and passionate dog walker with years of experience. I'm dedicated to providing safe, fun, and reliable walks tailored to your dogs needs. I'm comfortable with all breeds and sizes, and I'm also experienced in administering medication. Your furry friend will be in good hands!

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The median cost per night for house sitting in Middletown is $50

Pet parents share their Rover experiences - Middletown

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5.0 out of 5 stars

Mackenzie was wonderful. The boys were healthy and happy. She went above and beyond and I didn’t have to worry. Would book again and again. Great caretaker of my house and boys.

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Stacey P.
House Sitting
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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. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  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 house sitting - Middletown

Select a filter and find qualifying sitters offering house sitting.

Sitters in Middletown average 3
repeat house sitting clients

FAQs for House Sitting - Middletown

Frequently asked questions about Rover

The average cost of House Sitting in Middletown is $56 per night as of November 2026. Most bookings cost between $56 and $56 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 319 sitters on Rover offering House Sitting across Middletown. 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 Middletown 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 Middletown 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 Middletown 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 Middletown. On Rover:

  • 90% of sitters can help with special care needs
  • 95% 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.

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