House Sitting Westwood

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

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Over 11
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: Christopher P.
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Christopher P.
from
$55
per night
5.0 out of 5 stars
• 16 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: Drew B.
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Drew B.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
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: Jason C.
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Jason C.
from
$27
per night
57 years of experience
Stephens City, VA, 22655

About: Recent retiree has plenty of time to give you peace of mind while caring for pet. Throughout my life, I raised 8 family dogs (Labrador Retriever, Huskies, Weimaraner, Papillons, Corgi, Boykin Spaniel), helped raise 3 grand-pups (Long-haired Dachshund, Goldendoodle, Labradoodle) and pet-sat for several extended-family dogs while their humans were away on vacation. 5 of the 8 family dogs I raised from puppyhood. 6 of the 8 family dogs I brought through basic dog training. During the initial months of my retirement, I would walk our family’s 9 year old Goldendoodle 1-2 miles each morning; however, he unexpectedly succumbed to cancer, recently. My attention is fully available for caring for your pet. At one time, my home had 4 dogs each different in size and personality, but they all got along great! My back yard is large and fenced in. This is the first time in over 30 years my home is without personal pets, although I continue to pet-sit grand-pups and other extended-family dogs. Your pet will be treated with love and affection like my pets!

Sitter Profile Image: Sierra C.
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Sierra C.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
5 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: Natalie B.
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Natalie B.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
3 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: Marian K.
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Marian K.
from
$35
per night
10 years of experience
Winchester, VA, 22601

About: I have been taking care of dogs and cats since high school! I am comfortable and familiar with multiple pets at once and even some more eclectic animals like reptiles (turtles and snakes). I would only be able to come to your house to pet sit or walk, I would not be able to bring pets to my apt. I would only be able to pet sit in your home as I live in an apartment where I am unable to bring animals into my space.

Sitter Profile Image: Linda K.
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Linda K.
from
$60
per night
5.0 out of 5 stars
• 121 reviews
47 repeat clients
18 years of experience
Winchester, VA, 22602

About: (Formerly Kamp Kelley) I have been fostering small dogs for a rescue group in No. VA. for the last 9 years (my aching back doesn’t allow me to work with dogs larger than 20 lbs)--prior to that I fostered cats and kittens. I has experience with many types of small dogs—especially Shih Tzu’s and Llasa Apso’s, but also Yorkshire Terriers, Basset Hounds, Pom's, Toy Poodles, etc. My expertise is in rescuing and caring for senior and special need dogs. Since I have a dog-friendly house and a large-fenced yard (1/4 acre) for them to run and play in, I decided to become a dog-sitter 5 years ago. I believe in loving and treating your fur-baby like my own! We keep her home and yard dog proof so your little angel will be in a safe, relaxed, dog-friendly, and loving environment! Because I am retired, my schedule is very flexible. I'm retired and except for occasional trips to the store, bi-weekly Bridge games. monthly book group and a occasional meeting, I'm home ALL THE TIME. At this point, I am accepting only ONE dog at a time EXCEPT if there are 2 dogs from the same household. Same for cats. I have a large, fenced yard that can be separated off. I have lots of dog equipment. For example large crates if your dog is used to being crated, bowls, beds and cushions, a big bed for them to share with me, jackets, leashes, kongs and lots of love and affection. Same for cats--EXCEPT, I let them out only on the back deck (enclosed).

Sitter Profile Image: Michelle R.
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Michelle R.
from
$65
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
25 years of experience
Stephens City, VA, 22655

About: Hello My name is Michelle and i started dog sitting in my high school years and have continuously boarded and house sitted for dogs of all ages. My experience started out with pet sitting for family and friends. Then over time Rover came along, and I was so excited to hear of this app and jumped to get signed up although i’m new to app, i am not new to the business i truly love all animals but love to be around dogs most, also my family is a dog loving family and we would love the opportunity to make your pet feel at home while your not :) i am honest trustworthy and always dependable and will always be available for face times should you want to face time your baby while your away you won’t regret choosing me as your sitter :) I am very flexible on scheduling. Just shoot me a message as my schedule is completely free. I have no specific schedule so open to discussion. I live in condo and my community is huge on having a pet friendly environment. I am surrounded by parks and a regular visitor to the Dog Park ! i believe in the importance of spending quality time with my pets i sit for as this makes for happy calm loving pet and they always come back wagging for more :)

Sitter Profile Image: Megan S.
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Megan S.
from
$75
per night
5.0 out of 5 stars
• 93 reviews
29 repeat clients
10 years of experience
Stephens City, VA, 22655

“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.
Sitter Profile Image: Victoria S.
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Victoria S.
from
$27
per night
5.0 out of 5 stars
• 2 reviews
6 years of experience
Winchester, VA, 22602

“Victoria stayed in our home to take care of our dog Mika. She was very conscientious and respectful of place and took great care of Mika. Victoria spent most of the day with Mika so she wasn’t alone. We returned to a very calm and relaxed pup. Victoria is a good communicator, anytime she had a question or concern she was quick to let me know. We won’t hesitate to use Victoria again.”

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Belinda M.
Sitter Profile Image: Darian C.
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Darian C.
from
$65
per night
5.0 out of 5 stars
• 19 reviews
3 repeat clients
20 years of experience
Strasburg, VA, 22657

“Darian was amazing! She house sat for our three cats, two dogs, and backyard chickens. She gave us peace of mind knowing she was responsible, caring, and professional. She really cared for our animals like they were her own. We will definitely be asking her to take care of our girls again in the future and I would recommend her to anyone.”

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Rae S.
Sitter Profile Image: Lauren H.
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Lauren H.
from
$125
per night
5.0 out of 5 stars
• 113 reviews
51 repeat clients
34 years of experience
WV, 25413

“We were visiting from out of town and Lauren was super flexible and communicative. She made it so easy for us and was very attentive to our dog. 100% recommend!”

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Amanda & David B.
Sitter Profile Image: Alex H.
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Alex H.
from
$90
per night
5.0 out of 5 stars
• 22 reviews
9 repeat clients
10 years of experience
Winchester, VA, 22601

“Alex did a great job taking care of our fur babies. He didn't hesitate to reach out to us if he had questions and kept us well informed how the pups were doing.”

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

“Day sent multiple pictures and videos each day of our pups. She was very communicative prior to and after the booking. Day and her husband came to meet with the pups twice before we left to go out of town. Day does a fantastic job!”

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Cara M.
Sitter Profile Image: Joy C.
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Joy C.
from
$40
per night
46 years of experience
Capon Bridge, WV, 26711

About: I love animals Have always had an animal in my life. Not sure if I would function without one. Looking forward to caring for other animals. I currently have open availability. Not currently working outside of my home. Looking forward to helping others with their pets and making them feel comfortable being away from them Prefer to care for pets in your home. I have 2 dogs and the are pretty much just used to each other. Need to know what your dogs temperament is likes and dislikes

Sitter Profile Image: Mireille H.
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Mireille H.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
40 years of experience
Stephenson, VA, 22656

“Mireille was great. I could tell right away that she had a genuine interest for our dogs and would be a good match for them. We have one who is older with several anxiety triggers and one who is younger and a handful and has a endless desire for cuddly attention. Mireille satisfied both their needs. She was also good with the communication and flexible when our return home was a bit delayed. Would recommend her highly.”

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Diane G.
Sitter Profile Image: Anahita T.
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Anahita T.
from
$125
per night
5.0 out of 5 stars
• 79 reviews
27 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: Caitlyn N.
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Caitlyn N.
from
$20
per night
5.0 out of 5 stars
• 1 review
18 years of experience
Paris, VA, 20130

About: I’ve taken care of my dads friends dogs aswell as my own cat. I’ve fed, walked, etc.. I’d love to work with your pet! I’ve had my cat for 12 years and she’s well taken care of. This is currently my main priority as I’m going to college soon! I can do pretty much any days and any times!! Monday-Friday. 7Am- 9PM (just an example) I currently do not offer this ! But if i ever did I’d make sure your fur baby is as comfortable as my own. Thank you for trusting me!

Sitter Profile Image: Chelsea S.
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Chelsea S.
from
$200
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
20 years of experience
Charles Town, WV, 25414

About: Retired College Athlete with kennel experience of working K9’s❤️💙 Love training puppies, grooming, bathing, treating animals with the same respect and kindness as humans, and caring compassionately for elderly animals🥹💖🐾 I have open availability through out the week and weekend! Currently working full time as a pet sitter, so I’m very flexible with my schedule! I care for every animal on earth as God intends with kindness and compassion!☺️💖 Experienced and passionate dog walker with years of experience. I'm dedicated to providing safe, fun, and reliable walks tailored to your dogs needs. I'm comfortable with all breeds and sizes, and I'm also experienced in administering medication. Your furry friend will be in good hands!

Sitter Profile Image: Victoria K.
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Victoria K.
from
$20
per night
1 year of experience
Front Royal, VA, 22630

About: Hello! I am 23 years old and when I was 15-17 I helped train dogs including a service dog. I love all dogs and will always love your dog as well! I am looking for any opportunities that involve dog walking or dog sitting! I do not have my own dog but would love to have a golden retriever later in life! I am currently available all throughout June and July. August 3rd I will be unavailable because I start a nanny job that will be full time. I am just looking for specifically summer hours in June and July. I will help feed, get into crate, or “space”, if needed train, and go for walks with the dog. I will help in anyway I can.

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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

She did a great job keeping my puppy happy while out of town. My dog and I normally are always together and she made sure my dog didn’t feel anxious. She kept sending updates and pictures so I felt great being miles away from my dog.

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Samir S.
House Sitting
5.0 out of 5 stars

Riona took great care of our 2 dogs, a Bernese Mountain dog and Australian Shepherd. Although our Aussie can be tempermental, and initially barked when she entered the house, Riona handled it with ease and professionalism. She communicated regularly and sent photos. She is so sweet with them - I would definitely have her house sit for us again!!

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Leslie A.
House Sitting
5.0 out of 5 stars

Kristina did a fabulous job in taking care of our special girl as well as looking after our home. We highly recommend her and will definitely work with her again!

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Joseph D.
House Sitting
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

Emily was perfect!!! She came to my rescue at the last minute. She was on time and took great care of my little spoil babies. I will definitely recommend and use her again.

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Mary P.
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

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

Catlin did a wonderful job taking care of our babies over the holidays. She went above and beyond! Our dogs can be very picky and somewhat spoiled :) . But Caitlin managed them quite well. Keeping up with their special feeding instructions as well as making sure that they got the attention they are used to. My wife Ana and I are very thankful for all her help!

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Mark L.
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.

Why Choose Rover?

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How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

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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 of House Sitting in Westwood is $51 per night as of October 2026. Most bookings cost between $38 and $61 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 520 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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

  • 92% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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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