House Sitting in Westwood

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

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Top rated Westwood 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: Kristine S.
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Kristine S.
from
$30
per night
5.0 out of 5 stars
7 reviews
30 years of experience
Winchester, VA, 22601

Kristine was very responsible taking care of our dog and home while we were gone for 4 days. In fact, more than we expected. We will definitely want her to take of Boots again when we need a dog sitter.

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Sharon B.
Sitter Profile Image: charlotte g.
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charlotte g.
Star Sitter
from
$40
per night
5.0 out of 5 stars
5 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: Matthew H.
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Matthew H.
from
$30
per night
5.0 out of 5 stars
1 review
1 repeat client
7 years of experience
Reseda, Stephens City, VA, 22655

About: I am a husky lover and owner who has spent most of my life taking care of dogs! I am 30 years old and have grown up taking care of beagles as well as pet sitting for family members and neighbors. Now, I currently have two huskies, ages 3 and 1. I enjoy long walks with my pups and lots of play time! On the weekends, I enjoy taking my dogs on long hikes, taking them to the dog park for some play time and even runs on the beach. My huskies are friendly with dogs their size and love making new friends. They also have spent time around cats and although they avoid playing, they do love other furry friends. My energetic attitude and love for animals makes me the best match for the job.

Sitter Profile Image: Victoria L.
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Victoria L.
from
$35
per night
4.8 out of 5 stars
7 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: Haley Z.
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Haley Z.
from
$55
per night
5.0 out of 5 stars
139 reviews
45 repeat clients
17 years of experience
Stephens City, VA, 22655

Haley did a fantastic job looking after our dog and house while we were away for a week. She sent lots of pictures, daily updates, and took our pup to the park multiple times. Will definitely look forward to using Haley again for house/pet sitting!

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Gus N.
Sitter Profile Image: Carissa T.
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Carissa T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Front royal, VA, 22630

We were on vacation with our high-anxiety pup and Carissa was happy to help us out - she's a great communicator and we appreciate her willingness to come up to our Airbnb in the mountains!

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Leslie H.
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: Angelina S.
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Angelina S.
from
$30
per night
5.0 out of 5 stars
60 reviews
20 repeat clients
10 years of experience
Winchester, VA, 22602

Koko was so well taken care of!! 🥰

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Arfa F.
Sitter Profile Image: Suellen W.
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Suellen W.
from
$40
per night
2 years of experience
Winchester, VA, 22601

About: I’ve had dogs my entire life, and got into dog training 2 years ago. I assisted a dog training company with the dogs they would board and care for, and assisted with multiple training outings. I also raised and trained my own service animal. I’m currently working part time, and will focus solely on providing care for your pet and home. They are my number one priority and love to do things with them. I will take them on long walks and do training with them to get their brain going. I’ll make sure their meals are extra tasty and made with love.

Sitter Profile Image: Ruby K.
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Ruby K.
from
$40
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Winchester, VA, 22602

Ruby was excellent. She was flexible and responsible. She followed instructions and kept us updated. Thank you Ruby!

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Angela E.
Sitter Profile Image: Rosalee K.
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Rosalee K.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Winchester, VA, 22601

Our dogs loved her from the moment they met her, and she was great with them and at communicating with us. We hope she is available next time we're leaving town!

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Erick B.
Sitter Profile Image: Kathryn W.
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Kathryn W.
from
$50
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Winchester, VA, 22601

Katherine was absolutely great with Donner and Murphy during the storms we had yesterday. Played with them cuddled with them to comfort them. We’ll definitely have back as needed.

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Pamela T.
Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
89 reviews
27 repeat clients
10 years of experience
Stephens City, VA, 22655

Megan is an absolute treasure!! And that’s with a T not a P. Although she was also a pleasure to work with she is one of the most capable, friendly, caring, conscientious, pet sitters I have ever met. I will definitely use her again. I say treasure because she’s the sitter I would want again and again and again. 10/10 🥰🥰

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Amanda B.
Sitter Profile Image: Shannon B.
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Shannon B.
from
$55
per night
5.0 out of 5 stars
5 reviews
5 years of experience
Winchester, VA, 22602

Shannon was amazing. Our little guys loved being with her. Def will be using her again. Her communication about what the dogs were doing was great. Highly recommend

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Melissa S.
Sitter Profile Image: Christopher P.
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Christopher P.
from
$55
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
13 years of experience
Winchester, VA, 22601

She was amazing! Came on time, follow all the instructions with my little puppy. Send me the updates and photos of Poet. Puppy was happy and safe when I came back home. Her prices are very affordable. You can feel that she loves the animals. Highly recommend Christopher!

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Tamara K.
Sitter Profile Image: Hailey C.
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Hailey C.
from
$45
per night
10 years of experience
Winchester, VA, 22602

About: I have been a pet owner for as long as I can remember. I have had both dogs and cats and love them both equally. I have cared for pets for both family members and friends. I've watched all types of animals with many different personalities. On top of pet sitting, I have fostered multiple litters of kittens, which has taught me patience and attentiveness. In my free time, I also enjoy volunteering at a local rescue to help walk dogs. I understand the hard work, attention and love that goes into managing any kind of animal, and I am willing to do just about anything to make sure that your pet feels loved and safe. I am a grad student who only has in person classes on Tuesday typically 8am - 4pm, which makes me very flexible for the rest of the week. I am very conscious about safety when it comes to walk, and/or letting dogs out in a fenced in area. I am sure to read any instructions before hand to learn about any issues individual pet needs.

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: Taylor S.
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Taylor S.
from
$50
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
12 years of experience
Boyce, VA, 22620

Can’t recommend Taylor enough. She was great at dog-sitting our 1yo Samoyed pup. She communicated well, followed our instructions to a T and gave our pup lots of love.

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Tj J.
Sitter Profile Image: Jennifer L.
Verified Enhanced Background Check
Jennifer L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
10 years of experience
Cross Junction, VA, 22625

Jennifer was a doll! She was so kind and caring. She even sent pics of our babies while we were on vacation and kept in touch with us. We can’t wait to call on her for next time!

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Kim C.
Sitter Profile Image: Anneliese S.
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Anneliese S.
from
$75
per night
5.0 out of 5 stars
5 reviews
1 repeat client
14 years of experience
Winchester, VA, 22602

About: My family has had 2 dogs since I was 10 and two cats since I was 14 which I took part in caring for. Four years ago I also got a cat of my own! I have been fortunate enough to also care for pets from different friends and families while they’ve been away! So, I have a lot of experience feeding, playing, cleaning up after and caring for cats and dogs of all different breeds! I am currently taking some time off of work before starting PA school over the summer. So I have a pretty open schedule to figure out what works best for you and your furry friends! I am great at following any directions from you to ensure that your pet is safe with me! You let me know what standards and precautions you follow and prefer and I will always abide by them!

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Over 32
pet parents in Westwood have booked house sitting

Westwood pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kathryn was great. JT can be be a challenge due to size. But it evident that both he and the house were well cared for. We will use her again.

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Laurie P.
House Sitting
5.0 out of 5 stars

ruby was super communicative and was so kind to our pup! would definitely book her to dogsit again :)

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Claire M.
House Sitting
5.0 out of 5 stars

If you are looking for a pet sitter who will treat your fur baby like absolute royalty, look no further! We needed someone last-minute to watch our dog for an entire week, and she completely saved the day by stepping in with such short notice. From the moment we left, we were at total ease. She sent constant updates and a ton of amazing pictures throughout the week, which we absolutely loved. It was so reassuring to see our pup so happy, relaxed, and well-cared-for while we were away. She is professional, incredibly dependable, and clearly has a huge heart for animals. We are so incredibly grateful for her help and will absolutely be booking her again in the future. Highly, highly recommend!

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Nicoll F.
House Sitting
5.0 out of 5 stars

Haley house sat for me for a full a week. I have a little dog, Jake, who is almost 15, and a 4 year old hound mix, Maui, who was a rescue. As soon as she walked in my house my dogs went right to her and there was an immediate connection. The dogs had a great week with Haley, and my house looked great when I returned. She sent me updates and pictures frequently, and my dogs loved her. I would definitely rebook with Haley.

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Jim G.
House Sitting
5.0 out of 5 stars

Charlotte came for the day to get to know Finn, our little dog, before coming to stay over in a few weeks time. We left for the day and when we returned Finn was sitting next to her on the sofa looking content and happy:) Charlotte is a calm and friendly person who understands pups very well. :)

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Carly G.
House Sitting
5.0 out of 5 stars

Bailey loves when Riona visits! She takes such good care of her and sends pictures that shows she’s comfortable with her. Thank you!

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Cynthia M.
House Sitting
5.0 out of 5 stars

Megan is the best. I never have to worry about leaving my baby girl thanks to her. Megan always takes such great care of her and sends me updates consistently. Highly recommend her!

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Cody F.
House Sitting
5.0 out of 5 stars

Katie had excellent communication throughout our trip and handled everything so well. Our dogs have a large size difference and she took care of them well. Highly recommend.

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Destiny B.
House Sitting
5.0 out of 5 stars

Could not be more pleased with the compassionate care our dogs received while we were out of the country on vacation! I am the animal worrier of the family and felt very much at ease while away. We returned to a home of happy puppies! Thank you so very much for providing top notch care!

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Donna C.
House Sitting
5.0 out of 5 stars

Emily was great, she watched our pups for the evening. She was very responsive, our dogs loved her and we felt quite comfortable and safe with her, would highly recommend.

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Patrick W.
House Sitting
5.0 out of 5 stars

Kathy G was awesome with our pups while we were gone. She sent updates, pictures and more every day which really kept us from worrying about our fur babies! She also left us a clean house and kept up on the dog items that needed washing. We will definitely call Kathy G again!

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Cindy W.
House Sitting
5.0 out of 5 stars

What an absolute Doll Tearia is… she did a fantastic job with our babies today… she put the thunder hood and thunder shirt on one of my Goldens during the storm. She was on time and the house was perfect when we got home. She left a lovely note and we will definitely be calling her in the future! Top notch!

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Amy S.
House Sitting
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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 Westwood 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 Westwood 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 Westwood 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 Westwood 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 562 house sitters in Westwood. 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, 85% of Westwood house sitters respond in under an hour.

House sitters in Westwood have an average of 17 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 Westwood.

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. Westwood 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.