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.

1 / 1
Sitter Profile Image: Mackenzie D.
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Mackenzie D.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
7 years of experience
Middletown, VA, 22645

“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.
Sitter Profile Image: Nikita Z.
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Nikita Z.
from
$35
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
18 years of experience
Toms Brook, VA, 22660

“Responsible, very caring to our dog, communicates well. We will enjoy using Nikita again.”

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Katherine M.
Sitter Profile Image: Kathy G.
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Kathy G.
from
$75
per night
5.0 out of 5 stars
• 59 reviews
18 repeat clients
30 years of experience
Winchester, VA, 22601

“Kathy was wonderful for my dog Charlie!! She was great at communicating and sent lots of pictures over the 2.5 days she watched my dog! When I returned from my trip it was like she was never here! She left my place just like it was when I left! I would recommend using her to anyone in Greensboro! I know I’ll definitely be using her again in the future!”

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Morgan S.
Sitter Profile Image: Megan H.
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Megan H.
from
$31
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
5 years of experience
Winchester, VA, 22601

“Megan did a great job with my dog! She has a relaxed and calming presence that put my dog right at ease, and I highly recommend booking with Megan.”

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Hope S.
Sitter Profile Image: Sierra C.
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Sierra C.
from
$50
per night
5.0 out of 5 stars
• 11 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: Hannah C.
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Hannah C.
from
$55
per night
9 years of experience
Stephens city, VA, 22655

About: What sets me apart from other sitters is my lifelong experience with animals, having grown up with dogs and cats in the country. I provide compassionate care for senior pets. My joyful, hardworking, and caring nature for animals ensures each pet receives the personalized attention and love they deserve. I am a flexible and reliable pet sitter available anytime with advance notice. Ready to provide loving, attentive care for your pets whenever you need! I provide attentive care in my clients' homes. For outdoor time, I use a leash to ensure safety and proper exercise. Your pets will receive personalized attention, love, and regular activity.

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: Natalie B.
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Natalie B.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
5 years of experience
Winchester, VA, 22601

“Wow, where do I begin? Natalie took such good care of my Bailey and my home. I can’t say enough about how wonderful she was and how great the little “Bailey cheat sheet” she made that summarized all the care instructions I provided at our meet and greet, and the beautiful picture she took of Bailey while I was away. She’s thorough and attentive and sent great pictures and messages to reassure me Bailey was fine. And she was! Thank you, Natalie! You’re wonderful and I can’t wait to book you again!”

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

“Linda was a great find for us. We moved back to the area about a year ago and needed someone to stay with our “kids”. We’ve used Rover in the past so we turned to them again. After a lot of searching for someone that could take care of our elder pups needs we landed on Linda. It was short notice for her (I procrastinated) but she made it work. Linda stopped by the house for a visit with everyone and the kids approved. We were very pleased with Linda’s approach and style. She took care of our home and babies like they were her own. We highly recommend Linda. She’s a keeper. We will be booking her again.”

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Phil C.
Sitter Profile Image: Destiny F.
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Destiny F.
from
$65
per night
3.0 out of 5 stars
• 4 reviews
1 repeat client
12 years of experience
Stephens City, VA, 22655

“Destiny was absolutely fantastic! She took great care of our babies and they all loved her! She was very communicative, gave great updates everyday, and very responsive! Highly recommend her for your pet sitting needs!!”

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Kayla G.
Sitter Profile Image: Sara G.
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Sara G.
from
$60
per night
3.0 out of 5 stars
• 2 reviews
5 years of experience
Front Royal, VA, 22630

“We can’t recommend Sara enough! She recently cared for our two dogs, Frankie and Lulu, as well as our fish, and went above and beyond by making sure the bird feeder was stocked for the wild birds. Her attentiveness and thoughtfulness were evident from day one. She sent us daily updates and plenty of pictures of Frankie and Lulu, which kept us reassured and connected while we were away. It was clear Sara treated our home and pets as if they were her own. Frankie and Lulu were happy and relaxed when we returned, and everything in the house was spotless. Knowing our pets were in such good hands made our time away completely stress-free. We’re so grateful for Sara and would absolutely trust her again in the future!”

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Jill B.
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: Joy C.
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Joy C.
from
$40
per night
46 years of experience
Capon Bridge, WV, 26711

About: I love animals Have always had an animal in my life. Not sure if I would function without one. Looking forward to caring for other animals. I currently have open availability. Not currently working outside of my home. Looking forward to helping others with their pets and making them feel comfortable being away from them Prefer to care for pets in your home. I have 2 dogs and the are pretty much just used to each other. Need to know what your dogs temperament is likes and dislikes

Sitter Profile Image: Elizabeth R.
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Elizabeth R.
from
$160
per night
5.0 out of 5 stars
• 7 reviews
3 years of experience
Stephenson, VA, 22656

“I can’t say enough great things about Elizabeth! From start to finish, she provided exceptional care for my dog, treating them like family. She was attentive, reliable, and went above and beyond to ensure my pup was happy, safe, and well-loved. Communication was excellent—I received regular updates, photos, and videos, which gave me peace of mind while I was away. It was clear that Elizabeth truly cares about animals and understands their unique needs. My dog came back happy, relaxed, and well-exercised, which is the best sign of a fantastic sitter! If you’re looking for a responsible, trustworthy, and loving person to care for your pet, look no further. I will definitely be booking with Elizabeth again in the future!”

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leonard A.
Sitter Profile Image: Mireille H.
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Mireille H.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
40 years of experience
Stephenson, VA, 22656

“Mireille was great. I could tell right away that she had a genuine interest for our dogs and would be a good match for them. We have one who is older with several anxiety triggers and one who is younger and a handful and has a endless desire for cuddly attention. Mireille satisfied both their needs. She was also good with the communication and flexible when our return home was a bit delayed. Would recommend her highly.”

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Diane G.
Sitter Profile Image: Samantha A.
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Samantha A.
from
$60
per night
6 years of experience
Bunker Hill, WV, 25413

About: Hi! My name is Samantha, and I have over 6 years of experience caring for dogs, cats, and even reptiles of all ages and personalities. Animals have always been a huge part of my life, and I treat every pet like they are my own. I currently have two dogs and a cat, so I understand the importance of patience, structure, and lots of love when caring for pets. My home is pet-friendly and safe for boarding, and I also offer in-home pet sitting so your pets can stay comfortable in their own environment. Since I have open availability, I am able to provide flexible scheduling, last-minute bookings, and consistent care when you need it most. Whether it’s walks, drop-ins, overnight stays, or extended care, I’m always available and committed to making sure your pets feel safe, happy, and loved while you're away. I look forward to meeting you and your furry (or scaly!) family members! My schedule allows me the flexibility to fully be with your pets if I am boarding or need to drop in. When your pets are with me I like to make sure we’re having fun! Safety and trust are my top priorities when caring for pets in my home or in a client’s home. I provide a clean, calm, and secure environment while following each pet’s normal feeding, walking, and care routine. Pets are always supervised, introduced safely to my animals if needed, and kept comfortable and stress-free. I also provide regular updates and photos so owners feel confident and at ease while they are away.

Sitter Profile Image: Tess B.
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Tess B.
Star Sitter
from
$200
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Charles Town, WV, 25414

About: Hi, I’m Tess! I live in Charles Town, WV with my two-year-old Cavalier King Charles Spaniel, Louie, and two cats, Tatiana and Rudy — so your pet is walking into a home that already loves animals. I take a slow, easy approach to dog care. I let dogs sniff, wander, and just be themselves, whether we’re doing a neighborhood walk, a quick potty break, or a longer trail outing. Every walk is just two dogs at most, so your pup gets real time and attention. I always send photo updates along the way so you can see how they’re doing. I welcome dogs of all sizes who are friendly with other dogs, cats, and people. For boarding, I have a large fenced backyard and keep things small and relaxed — more like a home than a kennel. I also offer occasional house sitting for dogs who are happiest in their own space. I’d love to meet your pup! Feel free to reach out to check availability or set up a meet-and-greet. Fridays are my day off, so walks are unhurried and get my full attention. For boarding, I'm home all weekend, so any dog staying with me has someone around rather than sitting alone in an empty house. Dogs staying with me have access to a large fenced backyard and are never left alone outside. Inside, I keep a calm, low-stimulation environment. My Cavalier Louie lives here full time, so any boarding dog will be introduced to him gradually and supervised until I'm confident they're comfortable together. I do a meet and greet with Louie before confirming any boarding stay. For house sitting, I follow the owner's routine as closely as possible so the dog's environment feels as normal as it can while they're away. Photo updates are sent throughout any service.

Sitter Profile Image: Cammie S.
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Cammie S.
from
$80
per night
3 years of experience
Linton Hall, VA, 20136

About: I have 3 years of professional experience working in the animal industry and currently work at a veterinary hospital, where I provide hands-on care to a variety of pets every day. My experience has given me a strong understanding of animal behavior, health, safety, and the individual needs of different pets. I’m comfortable caring for dogs and cats of different ages, sizes, breeds, and temperaments, including pets who may require extra patience, medication, or specialized care. Working in a veterinary environment has also taught me how to recognize changes in behavior or health and respond appropriately when a pet may not be feeling their best. When caring for your pets, my priority is to make them feel safe, comfortable, and loved while maintaining their normal routines as closely as possible. I understand that every pet is different, and I’m happy to follow detailed instructions regarding feeding, walks, medications, exercise, and other specific needs. You can feel confident knowing that your pets are in the care of someone with professional animal-care experience who genuinely enjoys helping animals and treating every pet as if they were my own. Depending on my schedule I work from 7am - 3pm or 8am - 5pm, before or after my regular job I am free to hang out with your fuzzy guy! I care for pets in my clients’ homes by keeping them comfortable, safe, and as close to their normal routine as possible. I follow each pet’s individual care instructions for feeding, walks, playtime, medications, and any special needs. I also make sure they receive plenty of attention, affection, and enrichment while their owners are away. With 3 years of experience in the animal industry and my current work at a veterinary hospital, I’m comfortable caring for pets with a variety of personalities and needs. I pay close attention to changes in behavior, appetite, energy levels, or other signs that something may be wrong, and I communicate with the owner promptly if I have any concerns. I also treat my clients’ homes with the same respect and care I give their pets, keeping things clean and secure and providing updates so owners can have peace of mind while they’re away.

Sitter Profile Image: Hana A.
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Hana A.
from
$60
per night
4.5 out of 5 stars
• 3 reviews
2 repeat clients
18 years of experience
Shepherdstown, WV, 25443

About: I’ve been taking care of animals since I was 5. I’ve always believed that they should be shown so much love and compassion. I currently have 3 dogs and 2 cats of varying ages. I have looked after animals of all sizes and ages so I am well prepared. I have experience with feeding, walking, bathing, bathing, nail trimming, and medication giving. I currently am putting my full attention into pet care so I will have plenty of time available to take care of your furry family members. I am available all week days and most weekends. I have no problem staying nights if needed. I treat my fur babies like they are family and I give them lots of love. I will treat your pets with the same love I show mine. I have no problem following whatever routine and habits that will make your pets feel comfortable.

Sitter Profile Image: Kiana A.
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Kiana A.
from
$107
per night
4.8 out of 5 stars
• 16 reviews
3 repeat clients
5 years of experience
Leesburg, VA, 20176

“Kiana was absolutely awesome with my pups! She was very affectionate and attentive towards them. Her communication with me was amazing and I felt so safe to leave my babies with her.”

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

Pet parents share their Rover experiences - Middletown

1 / 1
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
1 / 1
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Why Choose Rover?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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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.
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Popular requests for house sitting - Middletown

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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 on Rover is $56 per night as of October 2026. Most bookings cost between $56 and $56 per night. 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 October 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.

<b>Tip:</b> 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 , 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 .

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 .

sitters on Rover set their own , 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:

  • 89% of sitters can help with special care needs
  • 95% 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.

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