House Sitting Westwood

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Over 32
pet parents in Westwood have booked house sitting

Westwood, 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: Matthew H.
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Matthew H.
from
$30
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
7 years of experience
Reseda, Stephens City, VA, 22655

Matt was amazing already booked again did a great job with all 4 including our new pup who is not completely house trained yet

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Ricky
Sitter Profile Image: Drew B.
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Drew B.
from
$60
per night
5.0 out of 5 stars
2 reviews
12 years of experience
Winchester, VA, 22603

Drew house sat for my reactive pity mix and I will 100% hire him again. He responded promptly after my initial request, communicated clearly his availability, showed up on time, treated my house as his own, kept me informed throughout his stay with pictures, left my house exactly as I left it. Drew understands dogs needs and the needs of pet parents.

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Suzanne C.
Sitter Profile Image: Natalie B.
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Natalie B.
from
$60
per night
5.0 out of 5 stars
5 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: charlotte g.
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charlotte g.
Star Sitter
from
$60
per night
5.0 out of 5 stars
7 reviews
4 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: Megan S.
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Megan S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
92 reviews
29 repeat clients
10 years of experience
Stephens City, VA, 22655

Megan did outstanding her first time with Crosby and Luna! We were in contact daily and she made sure that everything went smoothly which is always a concern for me since Luna is a rescue still figuring things out. Communication leading up to the stay was above and beyond and my house was perfectly the way I left it and she even went the extra mile to wash and dry the towels and sheets. A girl after my own heart!!!! I would. highly recommend!!!!!

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Kathy R.
Sitter Profile Image: Christopher P.
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Christopher P.
from
$55
per night
5.0 out of 5 stars
15 reviews
3 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: Julia Z.
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Julia Z.
from
$60
per night
4.9 out of 5 stars
22 reviews
6 repeat clients
5 years of experience
Winchester, VA, 22601

Julia was very patient with our dog while he needed to be on Benedryl the first few days and wasn't quite himself. She kept us updated, left our house clean upon leaving, and our dog loved snuggling and watching tv with her.

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Brooke H.
Sitter Profile Image: Kristine S.
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Kristine S.
from
$40
per night
5.0 out of 5 stars
8 reviews
1 repeat client
30 years of experience
Winchester, VA, 22601

Kristine is a warm and caring individual and my dogs picked up on that immediately. She was fantastic with our three German Shepherds. She took great care of our dogs and our home while we were away. She was respectful of our property, cleaned up after herself and the dogs, and went above and beyond by mopping up after a rainstorm and even throwing linens in the wash before we returned. It gave us so much peace of mind knowing everything was being handled so thoughtfully. Great communication, too. I would absolutely book Kristine again and highly recommend. Kristine, if you’re reading this, thank you so much for putting up with all the shedding, the Shepherds were dropping their coats like crazy.

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Alesha R.
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 an amazing dog sitter! We have 3 very large dogs - 2 Great Pyrenees and a Saint Bernard. She sent photos twice a day of each of the and gave us updates on how they were doing! She left the house cleaner than when we left & she was present in our home almost the entire time she was sitting for us. We will definitely be booking with Kathy again!! :)

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Morgan G.
Sitter Profile Image: Reina P.
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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.

Sitter Profile Image: Sherry R.
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Sherry R.
from
$63
per night
4.9 out of 5 stars
15 reviews
7 repeat clients
3 years of experience
Stephens City, VA, 22655

She is awesome. Did a great job, knowledgeable, very nice. Will definitely use again sometime.

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Elliot A.
Sitter Profile Image: Sierra C.
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Sierra C.
from
$50
per night
5.0 out of 5 stars
10 reviews
3 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: Darian C.
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Darian C.
from
$65
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
20 years of experience
Strasburg, VA, 22657

Thank you so much! Darian was great with the pups and took care of both them and our house with the utmost care. She was also very responsive and really helped out us out of a jam, our sitter cancelled at the last minute and she stepped up and made it work!

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

Our little old man, who has seemed anxious after we've left him with some dog-sitters in the past, seemed calm and well cared for when we got home. Emelyn promptly sent an update every time I requested one and left our home very neat. She even emptied and refilled the dishwasher and watered the plants on the back porch. I would definitely recommend Emelyn!

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Lori G.
Sitter Profile Image: Haley Z.
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Haley Z.
from
$55
per night
5.0 out of 5 stars
140 reviews
45 repeat clients
17 years of experience
Stephens City, VA, 22655

Haley was great sitter for my dog who is a bit “extra” needy! Haley was super communicative, sent a bunch of photos and I could tell Pax was comfortable with her. Would definitely recommend and rebook anytime!

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Erin P.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Winchester, VA, 22603

Sarah was very friendly and professional. Our dogs were taken care well. Would book her again.

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Nancy M.
Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Cross Junction, VA, 22625

My dogs loved Jennifer! She was attentive and responsive our entire trip and sent many picture updates! We will definitely be booking with her again!

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Hanna K.
Sitter Profile Image: Anastasia D.
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Anastasia D.
from
$100
per night
5.0 out of 5 stars
88 reviews
20 repeat clients
6 years of experience
Centreville, VA, 20121

We loved working with Anastasia! She stayed at our home with our dog for a week. She was a perfect and polite houseguest and took such good care of our dog. She sent tons of pictures, videos, and updates. We felt so comfortable and relieved on our vacation leaving our dog and our home in Anastasia’s care. We fully recommend working with her!

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Caroline B.
Sitter Profile Image: Brooke H.
Verified Enhanced Background Check
Brooke H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
68 reviews
25 repeat clients
25 years of experience
Sterling, VA, 20166

Brooke was absolutely fantastic! We had her do a drop in visit as well as an overnight stay. Our pup can be a bit anxious around new people but she very quickly warmed up to Brooke and was snuggling in no time. Brooke was easy to communicate with, shared lots of updates and cute photos, and left our house in great condition. She was also punctual. We would absolutely trust her to watch our dog again!

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Christine K.
Sitter Profile Image: Laurie G.
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Laurie G.
Star Sitter
from
$85
per night
4.9 out of 5 stars
33 reviews
15 repeat clients
9 years of experience
Frederick, MD, 21702

As before, Laurie took great care of our 2 corgis for the weekend. She was communicative and gave us peace of mind while we were out of town.

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Hannah M.
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The median cost per night for house sitting in Westwood is $55

Pet parents share their Rover experiences - Westwood

1 / 1
5.0 out of 5 stars

Charlotte was so great! She sent us regular updates and pics of our dogs. She kept our house neat and even put her sheets in the wash at the end of her stay. I felt so comfortable having her here taking care of our fur babies and will use her again and again!

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Donna T.
House Sitting
5.0 out of 5 stars

Lauren was absolutely incredible, and I truly couldn’t have asked for a better house sitter. She took amazing care of my two dogs and my cat, and I never once worried while I was away. She spent plenty of time with them each day, so I knew they weren’t being left alone for long periods, and it was obvious she genuinely cared about their well-being. She followed every instruction I left for her carefully and was incredibly attentive to all of their needs. One thing that really stood out was how thoughtful and communicative she was—not only did she keep me updated, but she also stayed in touch with my mom throughout the week so we both knew everything was going smoothly. Coming home, my pets were happy, relaxed, and clearly well cared for, and my home was just as I left it. Lauren is responsible, trustworthy, compassionate, and went above and beyond in every way. I would recommend her without hesitation to anyone looking for someone to care for their pets and home. Five stars isn’t enough!

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Jordan L.
House Sitting
5.0 out of 5 stars

Susan was the best! So professional and so loving towards my dog! She sent photo and video updates throughout the weekend and we couldn’t have asked for a better pet sitter. She is well experienced and clearly loves pets and will love on yours too. I couldn’t recommend her enough, we will use her again!

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Sydney C.
House Sitting
5.0 out of 5 stars

She took exceptional care of our three older dogs. One who requires insulin twice daily, eye drops, and oral meds. We came back to the house the way we left it and she provided updates. Have already asked about rebooking!

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Kimberly R.
House Sitting
5.0 out of 5 stars

Autumn did a great job taking care of my babies while I was gone. She was great at communicating and sent me pictures every day. I would recommend.

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Dorene K.
House Sitting
5.0 out of 5 stars

Liza was AMAZING! My prearrange Sitter canceled three hours before I had to leave for a Fourth of July party and Liza was ready to go and eager to help! I am so thankful and grateful! What absolutely be using Liza again!

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LN C.
House Sitting
5.0 out of 5 stars

Matt was amazing already booked again did a great job with all 4 including our new pup who is not completely house trained yet

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Ricky
House Sitting
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

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

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
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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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    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

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Popular requests for house sitting - Westwood

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Sitters in Westwood average 3
repeat house sitting clients

FAQs for House Sitting - Westwood

Frequently asked questions about Rover

The average cost for House Sitting in Westwood on Rover is $49.95 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .

As of September 2026, there are 534 sitters on Rover offering House Sitting across Westwood. 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 Westwood 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 Westwood 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.

Tip: 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 Westwood 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 Rover Guarantee , 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 Rover's Trust & Safety page .

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 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.

Yes, you can find sitters who have experience with handling special pet needs in Westwood. On Rover:

  • 97% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 95% 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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