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.

1 / 1
Sitter Profile Image: Kalley B.
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Kalley B.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
89 reviews
31 repeat clients
25 years of experience
Middletown, VA, 22645

Kalley took wonderful care of my young cats over Christmas. My kittens are probably the most social cats out there so they loved that she played with them and gave them attention. Kalley sent detailed reports and pictures. I’ll definitely book her again!

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Stephanie Q.
Sitter Profile Image: Matthew H.
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Matthew H.
from
$10
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
7 years of experience
Reseda, Stephens City, VA, 22655

Matt was fantastic! We had to extend our trip and he was flexible with us. Spent a good amount of time for drop in visits and sent photos of happy pups! Thank you Matt for taking care of our pups while we traveled. Will definitely rebook with Matt as needed.

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Alissa H.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
343 reviews
118 repeat clients
8 years of experience
Winchester, VA, 22601

I simply cannot say enough about what a wonderful caregiver Kim was while my family and I left town recently. She sent daily updates with pictures that allowed us to see how well our kitty was doing. She cleaned up the area and kept him entertained and fed. Her loving demeanor also ensured he was calm and free of anxiety. We have found our “go to” caregiver from this point forward. She is absolutely wonderful!

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Jennifer M.
Sitter Profile Image: Meghan H.
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Meghan H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
635 reviews
311 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: Sherry R.
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Sherry R.
from
$15
per visit
4.9 out of 5 stars
13 reviews
6 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: 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: Megan S.
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Megan S.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
92 reviews
29 repeat clients
10 years of experience
Stephens City, VA, 22655

Megan did great! Thank you so much for being there for our girl on our special day. We felt so much better leaving her at home knowing she would have someone come check in on her.

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Brianna H.
Sitter Profile Image: Pamela V.
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Pamela V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
90 reviews
30 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: Logan F.
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Logan F.
from
$13
per visit
5 years of experience
Middletown, VA, 22645

About: I have trained 2 Goldens, and grew up in a home with multiple cats. Charlie is my current sidekick. I’m experienced walking dogs, intuitive to their needs, and am always down for a game of tug or fetch. I’m currently working part time and have a highly flexible schedule so I can be there when you need me. I just need about a days notice. My dog has been integrated into my family so he is constantly with us. He spends his days roaming my home, and explore my back yard day in and out. He travels with me whenever appropriate.

Sitter Profile Image: Christin W.
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Christin W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
46 reviews
16 repeat clients
16 years of experience
Linden, VA, 22642

Our cat ran out of the bushes to great us upon arriving home. He was sooooo happy. This is an indication of Christin giving him the care and love he is accustom to. Thank you

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Joseph C.
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: Hailey S.
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Hailey S.
from
$15
per visit
5.0 out of 5 stars
46 reviews
21 repeat clients
10 years of experience
Bunker Hill, WV, 25413

We had a wonderful experience with this Hailey! This was our first time using Rover to book a cat sitter, and we couldn’t have asked for anyone better. She was incredibly attentive, kind, and clearly cares deeply about animals. Her communication was excellent throughout, which gave us so much peace of mind while we were away. We will absolutely be booking with her again in the future. Highly recommend!

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Brittani N.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Winchester, VA, 22603

Sarah did a fantastic job with Benny. A job well done. We will book with her in the future. A tip has already been given. Thanks so much

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Ruth L.
Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$20
per visit
5.0 out of 5 stars
88 reviews
11 repeat clients
7 years of experience
Winchester, VA, 22601

Alyssa is so amazing with the pups, and I'm very grateful for her professionalism.

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Christian G.
Sitter Profile Image: Heather W.
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Heather W.
from
$25
per visit
5.0 out of 5 stars
13 reviews
3 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: Jennifer L.
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Jennifer L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Cross Junction, VA, 22625

Meet and greet. So wonderful to meet Jennifer. She was very quick to understand things. I’m so grateful to have someone to call on for various visits for our pets. Thank you for your time today Jennifer.

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Jody S.
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: Katie B.
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Katie B.
from
$20
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
7 years of experience
Front Royal, VA, 22630

About: I have walked and dog-sat for 7 years now with great reviews. Taken care of small 15 pound dogs to 80 pound dogs. Able to care with full attention and provide the best support. Flexible schedule, with willingness to negotiate certain times. Own 1 dog of my own, and have always had a dog in the house. I do not have any prejudice against specific dog breeds. Friendly personality, easy-going, and willing to match any dogs energy levels. Any restrictions, such as food or physical, are able to be accommodated and discussed. Possibility of last-minute scheduling, but be mindful of possible conflicts. I would need to know if the dog has any history of violence or biting, as that is a key factor for me to plan. I am a freelancer and have no major commitments that require my attention so I am able to fit pet sitting into my schedule very easily. I am able to do walks short or long, play dates, travel, medications, crating, dietary challenges, and most requirements that would come up for a pets needs.

Sitter Profile Image: Jordan C.
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Jordan C.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
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: courtney b.
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courtney b.
from
$17
per visit
5.0 out of 5 stars
54 reviews
15 repeat clients
20 years of experience
Winchester, VA, 22601

Courtney was absolutely amazing with my new puppy and older dog! She is very responsive and attentive to their needs! Do not hesitate to book her services. Your pet will be in great hands!!

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

Cat 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
1 / 1
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Popular requests for pet sitting - Middletown

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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 August 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 August 2026, there are 587 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:

  • 90% 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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