House Sitting in Longwood

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

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Top rated Longwood house sitters

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: grace f.
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grace f.
from
$31
per night
21 years of experience
Purcellville, VA, 20132

About: I grew up with 2 Labrador retrievers, who I grew a special bond with where I grew to love taking care of dogs! I now have a 3 year old German Shepherd pure bred, who I raised and helped to train. I just adopted a Hound, who is a 2 year old rescue. I love walking my dogs everyday, and also driving them to parks as well. I feed my dogs everyday, and have always been known to be taking care of dogs my whole life. I am 21 years old, and a student at East Carolina University. I come home very often, especially during breaks, and live here all summer! My pets are apart of my everyday life, and I am willing to take care and spend valuable time with pets whenever needed and necessary for you! I am willing to do just about anything with your pets, such as spending time playing with them, walking them, going to a park, feeding them, making sure they go to bed safe, whatever fits you and your pets needs!

Sitter Profile Image: Annalee O.
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Annalee O.
from
$40
per night
11 years of experience
Berryville, VA, 22611

About: For over 11 years, I’ve been a dedicated pet parent to both cats and dogs. My experience ranges from nursing an abandoned kitten back to health to raising a Great Pyrenees from puppyhood. I am very comfortable with giant breeds, senior pets, and high-energy dogs. I understand that every animal has a unique personality and I pride myself on providing the specific care and patience they need. I offer a consistent routine that fits perfectly around a standard workday. I’m available for early morning visits before 8:30 AM, midday check-ins during my lunch break, and am fully available after 3:00 PM for afternoon walks and evening care. My weekends are very flexible, allowing me to provide dedicated time and attention to your pets while you're away. I do not offer boarding in my home to ensure my own two dogs—a Great Pyrenees and a Bichon Frise—have an stress-free environment. However, my experience managing a multi-dog household makes me highly observant of pet behavior and safety. In your home, I focus on keeping your pet’s routine exactly as they like it. During visits, I provide fresh water, feeding, and plenty of exercise or backyard play. I am extremely respectful of your home and always send photo updates after every visit so you can see your pet is happy and safe.

Sitter Profile Image: charlotte g.
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charlotte g.
Star Sitter
from
$40
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
8 years of experience
Winchester, VA, 22601

Our 130# Newfoundland and cat were well taken care of. Communication was great, even using a different app since we were in Europe. Would not hesitate to use Charlotte again, she cared for our animals like they were hers.

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Giovanna C.
Sitter Profile Image: Vicki T.
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Vicki T.
from
$50
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
30 years of experience
Harpers Ferry, WV, 25425

Vicki was great! She took excellent care of our pups while we were out of town and I wouldn’t hesitate to book her again! Thanks, Vicki!!

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Lindsey S.
Sitter Profile Image: Jessica M.
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Jessica M.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Winchester, VA, 22601

Was gone for about 3 days. Jessica was able to provide me with a morning and afternoon report on how my pets were doing and sent me plenty of pictures. I was so grateful and was able to enjoy my trip knowing that they were in good hands. My 2 cats and pup were so comfortable with her. Definitely recommend and will rebook again!

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Jessica N.
Sitter Profile Image: Sierra C.
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Sierra C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
7 years of experience
Boyce, VA, 22620

Sierra took amazing care of my pups at my house while I was out of town for a few days!

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McKenna C.
Sitter Profile Image: Celina G.
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Celina G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 reviews
10 repeat clients
6 years of experience
Lovettsville, VA, 20180

Celina was great with our two pugs! One of them is very people shy, and she had him snuggling with her in no time! She kept us informed as to how our fur babies were doing throughout the weekend. Will definitely use her again!

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Roya P.
Sitter Profile Image: David M.
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David M.
from
$69
per night
30 years of experience
Charles Town, WV, 25414

About: I have been around animals my whole life! Anything from a cat, dog, frog, snake, lizard, horse, rats, birds. I love them all! I regularly document my walks and animal care routines and am happy to share examples upon request!🫶 Hello there hows it going? ! I work part time Door Dashing so would like to increase my income and hopefully just do rover full time! I have a large fenced yard that can host quite the dog party. I have 2 dog friendly dogs to give your precious fur babies company too! I also have a car to drive to your home for petcare too of course!

Sitter Profile Image: Marsha B.
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Marsha B.
from
$60
per night
5.0 out of 5 stars
4 reviews
40 years of experience
Purcellville, VA, 20132

About: Hi! I’m a reliable, patient, and experienced pet lover who treats every animal like family. Whether your pet is high-energy and playful or calm and cuddly, I adjust to their personality and needs to make sure they feel safe, happy, and loved while you’re away. I have experience caring for dogs of all sizes, ages, and temperaments, as well as cats and other small pets. I’m comfortable with administering medications, sticking to specific feeding schedules, long walks, crate training, senior care, and puppy routines. Your pet’s safety and comfort are always my top priorities. You can expect: • Plenty of exercise and playtime • Consistent routines • Clean food and water bowls • Lots of affection and attention • Regular photo and video updates I understand how important it is to trust someone with your pet, and I take that responsibility seriously. I communicate clearly and promptly so you can relax knowing your furry family member is in good hands. I’d love to meet you and your pet! Feel free to reach out with any questions — I’m happy to schedule a meet-and-greet to make sure it’s a perfect fit. I’m currently working part time and am available for drop ins, walks and cuddles Thursday - Sundays - I am happy to overnight board as well I have a fenced yard with 3 acres and beautiful country roads for strolling and spending quality time with your pup - we currently do not have pets

Sitter Profile Image: Alexandria Y.
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Alexandria Y.
from
$65
per night
4.9 out of 5 stars
19 reviews
8 repeat clients
3 years of experience
Bluemont, VA, 20135

Took great care of my dogs when I was out of town and very responsive the entire time! Would recommend Alexandria to anyone!

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Leah S.
Sitter Profile Image: Emelyn S.
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Emelyn S.
from
$88
per night
5.0 out of 5 stars
55 reviews
17 repeat clients
3 years of experience
Purcellville, VA, 20132

Eme was so good! Came home to a spotless house and our dog was in great hands! She was responsive and put our mind at ease with great updates. You can tell she’s very experienced and professional. Your pet is in good hands with Eme!

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Ryan C.
Sitter Profile Image: Wilson C.
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Wilson C.
from
$31
per night
10 years of experience
Round Hill, VA, 20141

About: I’ve been pet sitting since I was 10 years old and have years of hands on experience caring for animals. I currently work at a kennel where I care for all kinds of dogs, with specialized experience in administering medication, cleaning and bathing, and safe, confident handling. In addition to dogs and cats, I also have experience caring for exotic pets, including birds and reptiles. I am currently working part-time, so I am available to drop in during most hours every day of the week. My flexible schedule allows me to easily accommodate last-minute requests, midday walks, or specific feeding times to ensure your pet stays perfectly on track with their usual routine. When caring for pets in a client’s home, I follow their established routines as closely as possible to keep pets comfortable and stress free. I make sure all feeding, walks, playtime, and litter box or cleanup needs are handled carefully, and I closely monitor pets for any changes in behavior or health. I also administer medications when needed and keep the home clean and secure, providing updates and photos so owners feel confident while they’re away.

Sitter Profile Image: Sarah V.
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Sarah V.
from
$75
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
25 years of experience
Round Hill, VA, 20141

About: I’ve been around dogs all my life and have taken part in the good and the bad - partaking in puppy training through supporting end of life care. To me, pets are family so I understand first hand how important it is to have reliable, trustworthy care! I send lots of pics and give lots of loving!! I’m a stay at home mom of 4 with 3 kids in school now so I have some extra time on my hands! I would love to weave in regular walks or the occasional pop-in to meet your pet care needs. My care depends on the routine of the client. I try my best to maintain normalcy for the pet and accommodate the needs of each family. Because I stay home with the kids I have the flexibility for multiple walks, feeds, check-ins throughout the day!

Sitter Profile Image: Natalie B.
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Natalie B.
from
$55
per night
5 years of experience
Winchester, VA, 22601

About: I work full time at Shenandoah University and am joining Rover to formalize my side hustle, which Ive largely managed through word of mouth thus far. I’ve lived with dogs for about 25 of my 30 years of life - mostly hounds (most recently 2 bassets). And I’ve watched dogs of all sizes, the smallest being a chihuahua mix and the largest a Great Dane. Over the last 5 years or so, I’ve dog sat for friends, family, and connections in the Winchester area. The longest engagement was 6 weeks, but I normally do long weekends or week long jobs. All animals are different and I respect you, their owner, to tell me what’s best for your furry friend. I also will be transparent and over communicate with you so we both can be confident your animals have everything they need. I’m comfortable dispensing medication - including to the really picky ones (I can take a pill/pill pocket and sculpt it pretty much exactly the same shape and size as any mainstream kibble brand). I have experience with puppies and with our senior citizens, who both just need a little extra care and attention. I feel comfortable listening to animals and getting to know their personalities, which are all so different yet equally endearing. If they are trying to say something, though, I feel pretty confident I will notice it - especially after we’ve spent a few hours together. And, if they’re trying to say something and I don’t understand? I’ll reach out just to make sure. I just really, really love animals. I most often watch dogs but have also cared for cats, lizards, bunnies, chickens, and horses (although horses were largely just feeding and brushing/attention). I also have a rescue cat of my own, Luna, who has made me certain I’m equally a dog person AND a cat person. I work 9-5 M-F, and occasionally am tied up on weekends with happenings on campus. I can take an hour lunch (and flex a bit beyond if necessary) to visit the animals for attention and potty breaks. I am single, sober, and genuinely grateful for the work and the company. Animals have so much love to give, and i try to reciprocate that love indiscriminately. Thanks for your consideration and please let me know if I can answer any questions, hop on a zoom call, or speak to any specific needs you find important. No request is too small and I’m grateful for any and all details I can use to keep your animals feeling secure, loved, and cared for in your absence. I work full time at Shenandoah University as an Administrative Assistant in the Office of Global Engagement. My role is in-person on the main campus in Winchester. My routine hours are 9-5 with an hour lunch around 12 or 1. But, there’s a lot of flexibility, especially over the summer when the students are back home. My team is small and I am able to shift my hours when I communicate with them in advance (I.e. I’ll take 2 hours midday but clock in at 8, etc). Outside of work, my schedule largely centers around community and service work. I’m really involved with the recovery community and attend several meetings and events a week, although I can be flexible there too. Most days I’m up no later than 7 am and asleep by 11. But all these things can flex, depending on your and your pets needs. I live alone with a stray-turned-adopted cat named Luna (who I’m preparing to spay, which is part of my need for a more stable second income!). My place has a small fenced area in the back, enough room for a pup to potty but not much more. But I’m also about a half a mile from Jim Barnett Park and I love their walking trails and their dog park. I’d prefer to house sit at your house, but I’m open to certain scenarios if I can ensure your animal is comfortable in my space. Let’s talk about the details!

Sitter Profile Image: Anahita T.
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Anahita T.
Star Sitter
from
$95
per night
5.0 out of 5 stars
75 reviews
23 repeat clients
15 years of experience
Round Hill, VA, 20141

We are so grateful that Anahita was able to help us with Boomer, even though it was a little last minute. She was very attentive and responsive. Very lucky to have her close by!!

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Esther O.
Sitter Profile Image: Aly P.
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Aly P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
30 reviews
12 repeat clients
16 years of experience
Martinsburg, WV, 25405

Aly was kind and communicative. Our dogs seemed to love her, and she sent regular updates throughout the booking. I would definitely recommend!

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Molly R.
Sitter Profile Image: Day B.
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Day B.
from
$60
per night
4.9 out of 5 stars
67 reviews
25 repeat clients
20 years of experience
Charles Town, WV, 25414

Absolutely fantastic experience with Day! Their communication was top-notch from start to finish, keeping us updated with photos and messages. Our dogs were incredibly happy and well-cared for, and it was clear they enjoyed their time with Day. We felt completely comfortable and at ease knowing our fur babies were in such good hands. Highly recommend!

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Elise W.
Sitter Profile Image: Addison A.
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Addison A.
from
$55
per night
11 years of experience
Hillsboro, VA, 20132

About: I grew up on a small farm and currently live with one sweet cat and two fun pups! I’ve house sat and worked with a wide range of animals- from dogs and cats to fish and farm animals- often caring for multiple pets at once. I’m flexible, dependable, and always willing to adapt to each pet’s routine and personality. I’ve just finished a work contract and have a flexible schedule for the next few months. I’m available most days and can easily adapt to your pet’s routine! I care for pets in their own home to keep them comfortable. I take great responsibility in respecting your home and space, follow routines closely, and provide dependable care with regular updates!

Sitter Profile Image: Michelle S.
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Michelle S.
from
$35
per night
5.0 out of 5 stars
29 reviews
10 repeat clients
43 years of experience
Winchester, VA, 22601

Michelle was so good about keeping me updated about our pets and how everything was going. Very quick to answer my calls and texts. I think the pets really enjoyed her because they followed Michelle to the door when she was leaving. My mind was at complete ease and I would rebook with Michelle.

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Jean T.
Sitter Profile Image: Reina P.
Verified Enhanced Background Check
Reina P.
from
$47
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Boyce, VA, 22620

About: Hi, My name is Reina, I recently retired and love to care for pets. I have a lot of time and dedication to care for yours. Flexible with schedules. I am currently retired, so I have a lot of time to play and properly care for your pet. I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours. I have a fence yard and a very clean environment.I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours.

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Longwood pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Judith stayed with our two dogs over the Thanksgiving holiday. She came to meet the dogs beforehand and they were immediately comfortable with her. She came by to pick up the house key and it was obvious that both dogs remembered her and were happy to see her. She was easy to reach throughout our time away and communicated regularly. We give Judith a hearty five stars and would love for her to stay with Rooney and Ellie again in the future.

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Anita B.
House Sitting
5.0 out of 5 stars

Judith was wonderful! She is warm, professional, and has such a calming presence that our pups felt comfortable with her right away. Communication was quick and easy, and she really went above and beyond to make sure they were well cared for and not left alone too much. We’ll definitely be reaching out to her again in the future.

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Lori G.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Longwood average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Longwood on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Longwood house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 790 house sitters in Longwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Longwood house sitters respond in under an hour.

House sitters in Longwood have an average of 16 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Longwood.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Longwood house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.