Pet Sitting Middletown

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 45
pet parents in Middletown have booked pet sitting

Middletown, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Kalley B.
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Kalley B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
82 reviews
31 repeat clients
25 years of experience
Middletown, VA, 22645

Kalley did a great job dropping in on our two cats while we were on vacation. She was very thorough in her questions before we left and updated us with pictures each time! I definitely recommend her and will rebook again in the future!

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Marwa M.
Sitter Profile Image: Mariah D.
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Mariah D.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
48 reviews
17 repeat clients
25 years of experience
Stephens City, VA, 22655

Was nervous about trusting a stranger to care for our pets but Mariah was absolutely amazing with communication, meet and greet, and took great care of our cats. Will definitely use her again!

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Elizabeth D.
Sitter Profile Image: Jenna H.
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Jenna H.
from
$20
per visit
5.0 out of 5 stars
20 reviews
7 repeat clients
10 years of experience
Middletown, VA, 22645

About: I grew up with 2 dogs and currently have a dog of my own. I’ve been taking care of friends and family’s pets ever since I was a kid. I’m currently in school full-time, but due to Covid, it is all online. So I am available to watch your dogs any day you need! I live close to many parks and trails where I take my own dog who is very friendly. I have a crate if needed and will do anything that will benefit your dog.

Sitter Profile Image: Anna V.
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Anna V.
from
$35
per visit
5.0 out of 5 stars
29 reviews
15 repeat clients
15 years of experience
Middletown, VA, 22645

Anna was wonderful with our two labradoodles. The two dogs instantly liked Anna. She also did an amazing job with our aging doodle who needs a lot of TLC. Would highly recommend Anna for your dog needs!

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Eileen L.
Sitter Profile Image: Meghan H.
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Meghan H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
617 reviews
309 repeat clients
24 years of experience
Stephens city, VA, 22655

This was our first time using Meghan with our pups while we were on vacation and they loved her! She was responsive, caring, and always sharing photos of how they were doing. I highly recommend her and we will definitely use her again soon!

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Amber M.
Sitter Profile Image: Colleen D.
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Colleen D.
from
$15
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
1 year of experience
Strasburg, VA, 22657

About: I have had dogs all my life and have always had the responsibilities to look after them. I have been around bigger dogs as well as smaller dogs and very familiar with senior care. I work full time but with a flexible schedule and a husband who works odd hours so I can be very flexible with times and dates! I am willing to travel within reasonable distance to look after your animals with reasonable notice. I do understand last minute things can happen as well.

Sitter Profile Image: Sherry R.
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Sherry R.
from
$15
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
3 years of experience
Stephens City, VA, 22655

Sherry was amazing! We decided to go on a last minute trip and she met with us the night before we left. She was so nice and a joy to be around so we knew Charlie would love her! This was our first time leaving him but we were reassured by her personality. She did everything we wanted and more. We can't thank her enough and we highly recommend her! We will definitely use her services in the future!

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Kristen P.
Sitter Profile Image: Heather W.
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Heather W.
from
$25
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
6 years of experience
Strasburg, VA, 22657

Heather is a five star friend of dogs. Very nice and responds quick.

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Nathan A.
Sitter Profile Image: Pamela V.
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Pamela V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
81 reviews
26 repeat clients
21 years of experience
Front Royal, VA, 22630

Pamela did an amazing job taking care of my cat for a week while I was out!! She was really attentive and left me great pictures. I felt very at-ease knowing she was there to watch over my cat! 💛

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Laura D.
Sitter Profile Image: Jordan C.
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Jordan C.
from
$20
per visit
5.0 out of 5 stars
5 reviews
10 years of experience
Front Royal, VA, 22630

I used Rover for the first time and chose Jordan because of experience based on her photos with bigger dogs. She booked a last minute with a 3 day commitment requiring 2 drop in visits per day. She communicated with me quick and well, sent photos etc. I was unsure about using Rover and thought I might need to call or text, but now fully confident in the service. I would book with Jordan again in the future and probably won't go back to boarding. Our dog seemed happy to stay at home, and not stress being away from us and at a kennel.

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Donald S.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
327 reviews
116 repeat clients
8 years of experience
Winchester, VA, 22601

Love love love Kimberly. She’s very sweet, reliable and attentive. My dogs love her. Very trustworthy and takes the time to get to know your dogs. She doesn’t mind my bossy and stubborn dog and she is extra gentle with my timid dog. I highly recommended Kimberly.

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Kara W.
Sitter Profile Image: Katrina H.
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Katrina H.
from
$20
per visit
4.8 out of 5 stars
14 reviews
5 repeat clients
15 years of experience
Strasburg, VA, 22657

Katrina is absolutely amazing & I know my fur babies are well cared for with her!!

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Jennifer L.
Sitter Profile Image: Destiny F.
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Destiny F.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Stephens City, VA, 22655

About: I have taken care of all kinds of animals due to my grandma owning a snake, bearded dragon, and many cats and dogs. I love all kinds of animals and taking care of them is such a high priority. I have full availability. I can provide full time care to your animals. I can come on weekends or even weekdays. 7am until 11pm or even full night stays! I bathe, feed and walk my dog as well as other dogs and some cats depending on how they like water. I have trained animals from puppies to older aged animals.

Sitter Profile Image: Trinity C.
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Trinity C.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
13 years of experience
strasburg, VA, 22657

About: I have taken care of different types of animals my entire life. I grew up around pitbulls and other big animals so i am very comfortable and know how to handle tricky situations. I am currently a canine coach. At the moment i currently work at strategic paws boarding on saturday, sunday- 10am~6:30pm. on wednesday, thursday-3:30pm to 6:30 pm. If your needs align with my schedule i would be more than happy to take care of your pets needs. I have a huge fenced in yard and a small dog that is very sweet to other dogs. I also have chickens, they do have their own coop but they only sleep in there so they are all in the same yard. If you choose to board with me, your furry friend will feel very comfortable and will be well taken care of.

Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
89 reviews
28 repeat clients
10 years of experience
Stephens City, VA, 22655

Megan was very professional and helpful with a last minute visit request. She took good care of our Thea (75 lbs) and sent pictures of their walk every visit she made.

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Justin D.
Sitter Profile Image: Judson D.
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Judson D.
from
$13
per visit
10 years of experience
Stephens City, VA, 22655

About: I’ve had two dogs over the past 10 years that I have assisted in taking care of at my home. My families second dog passed away recently and the house is now empty of pets. As a dog-loving individual I would love to be able to watch over others’ pets and provide the proper care for them. I’m currently in the process of working part time with the city of Winchester’s summer camp for kids. I would be working during the week days and off all weekends. I have a large yard in a subdivided neighborhood that is great for taking walks. My home currently doesn’t have any pets living there. There are plenty of dog beds and furniture that is acceptable for pets to relax and sleep on. It is a three story home with 2 sets of stairs in it.

Sitter Profile Image: Darian C.
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Darian C.
from
$25
per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
20 years of experience
Strasburg, VA, 22657

We had an amazing experience with Darian! She did a phenomenal job caring for our dogs while we were out of town. We felt reassured from the moment we left knowing they were in good hands. She went above and beyond—keeping us updated with photos and messages, ensuring they stuck to their routines, and showing them so much love and attention. It was clear she genuinely cared for our pups, and we returned to find them happy and well cared for. We couldn't have asked for better care, and we will absolutely book her again in the future! Highly recommend! 🐾

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Laurie W.
Sitter Profile Image: Karen O.
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Karen O.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
19 reviews
9 repeat clients
12 years of experience
Winchester, VA, 22602

Karen was great! We had a trip planned and Whiskey had been sick since November. Thought he would get better but still had a lingeri g cough. We had another sitter lined up who had their own dog and we didn't want that dog to get sick too. I found Karen last minute to come to our home and take care of Whiskey with dropins. She did such a great job and kept us informed on his coughing. Thank you so much!

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Michelle R.
Sitter Profile Image: Cat K.
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Cat K.
from
$25
per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
8 years of experience
Strasburg, VA, 22657

Cat is the best! Our dog and cat love her and she’s incredibly reliable. We’re so happy to have her as our pet sitter while we’re on vacation!

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Ashley M.
Sitter Profile Image: Racquel B.
Verified Enhanced Background Check
Racquel B.
from
$15
per visit
10 years of experience
Stephens city, VA, 22655

About: I care for every pet as if they were my own, making sure they always feel safe, comfortable and loved. I spend quality time playing with them, giving plenty of attention, affection, and reassurance. Daily walks are a favorite part of my routine, allowing pets to stay active, happy, and relaxed. I also gently reinforce basic training and good manners to provide consistency and positive structure. My goal is to create a calm, loving environment where pets feel at home and owners feel complete peace of mind. Also a very great pet chef if needed. Available for house sitting or dog walking on weekends from Friday afternoon through Monday afternoon. Perfect for worry free weekend getaways! So plan your weekend trip and leave you fur babies with me! I have a fenced in backyard and two dogs of my own that would loved to keep your dogs company! My dogs love playing with balls and taking naps (dog crates if needed).

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The median cost per visit for pet sitting in Middletown is $20

Pet parents share their Rover experiences - Middletown

1 / 1
5.0 out of 5 stars

Absolutely fantastic cat sitter. Very responsive. Clear communicator. Meets expectations. Very professional!

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Joe P.
Drop-In Visits
5.0 out of 5 stars

Kalley always does a fantastic job with my cats. She’s very responsive and sends amazing pictures. My cats love her.

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Stephanie Q.
Drop-In Visits
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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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet 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

Sitters in Middletown average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Middletown

Frequently asked questions about Rover

The average cost for Pet Sitting in Middletown on Rover is $16.65 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 606 sitters on Rover offering Pet Sitting across Middletown. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Middletown stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

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
  • 98% can help with giving oral medications or injections
  • 92% 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.

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.

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