House Sitting in Winston-Salem

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

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Top rated Winston-Salem 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: Susannah H.
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Susannah H.
from
$40
per night
4.8 out of 5 stars
30 reviews
6 repeat clients
8 years of experience
Winston-Salem, NC, 27104

Susie was incredible. Despite scheduling very early Susie was able to accommodate a quick meet and greet as well as follow up to walk through everything at the house. We checked in several times to make sure everything was going well and the girls were happy. It’s so comforting knowing we can turn to her again when we need someone to look after the girls and take care of our home.

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Vincent M.
Sitter Profile Image: Elise V.
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Elise V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
15 years of experience
Winston-Salem, NC, 27101

Elise was kind and friendly, and willing to meet with Kala before her stay to make sure it was a good fit. Kala didn’t even seem to have missed us when we returned.

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Angelia M.
Sitter Profile Image: Dave F.
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Dave F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
54 reviews
15 repeat clients
14 years of experience
Winston-Salem, NC, 27101

Our dog, Marcel, always love to see Dave coming. Dave is really good with him. We are very thankful to have found someone that Marcel is good with as he has severe separation anxiety.

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Shanessa R.
Sitter Profile Image: Hannah S.
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Hannah S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
44 reviews
17 repeat clients
1 year of experience
Winston-Salem, NC, 27105

Hannah took such good care of Brandi and Rue. She kept us up to date each day and was so attentive with the girls! We are so thankful she cared for them and our home like her own!

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Nicole H.
Sitter Profile Image: Mary Kathryn H.
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Mary Kathryn H.
from
$35
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Winston-Salem, NC, 27101

MK did a great job in caring for Stoner and our home. She communicated proactively and exceeded our expectations. Stoner loved her, and had fun playing outside with her! We will reach out again for our next needs. Thank you MK!

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Janice H.
Sitter Profile Image: Elise S.
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Elise S.
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Winston-Salem, NC, 27103

About: Having trained my own puppy and cared for dogs up to 15 years old, I’m comfortable with all ages and needs. As a recent UNC Chapel Hill grad, I have plenty of time this summer for long walks, playtime, and making your dog feel safe, loved, and at home. With my flexible summer schedule after graduating from UNC Chapel Hill, I have plenty of time each day for walks, playtime, and attentive care. Spending time with dogs is something I love, so I make it a natural part of my routine! I care for pets by keeping their routine consistent with regular feeding, walks, and playtime. I create a safe, loving environment and make sure each dog gets the attention and exercise they need, while adjusting to their individual personality and energy level.

Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$200
per night
5.0 out of 5 stars
336 reviews
90 repeat clients
10 years of experience
Winston Salem, NC, 27127

Angela was great!! I would trust her anytime to watch after flo. Flo can have separation anxiety but Angela seemed to make her so comfortable. She provided tons of updates and pictures of a happy Flo! Her communication and response time was excellent. Angela is kind and really cares about the pets she takes care of! 5 stars all the way.

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John B.
Sitter Profile Image: Sara G.
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Sara G.
from
$125
per night
5 years of experience
Winston-Salem, NC, 27103

About: I’m dedicated to keeping your pets safe and happy! My experience includes: fostering and training a 7 year old husky mix with behavioral problems and training my 3 year old dog since puppyhood with the help of a friend who is a behavioral dog trainer. I have also done overnight stays for senior dogs with specialized care needs due to PTSD. I have administered oral and eye medication to several dogs. I’m comfortable with most size breeds and would welcome a meet and greet. I’m currently studying for school, so I have plenty of time to care for your fur babies! I’m available most early afternoons to evenings Monday through Sunday. I offer overnight stays as well as an extended stays. I offer multiple walks per day and enrichment time to dogs I sit for. I’m happy to crate your dog as needed and follow any routine medication, diet and commands that would maintain their safety and happiness. I routinely update clients daily on the status of their dogs with videos and pictures.

Sitter Profile Image: Bailey L.
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Bailey L.
from
$30
per night
10 years of experience
Winston-Salem, NC, 27101

About: Hello, I'm Bailey. I specialize taking care of dogs that are high energy &/or struggle with anxiety. I’m a natural healer & that extends to our furry friends! I’ve worked in doggy daycares, animal shelters, and even been around for a few dog births! Since then, I have managed a few restaurants and opened a facial business, which has increased my strong sense of reliability, organization, and many hours on my feet! I appreciate the consideration and look forward to meeting your furry friend! I own an esthetics business and am looking for some fun part time work while I build my clientele! I am almost always outdoors and walk a lot myself so I figured hey, let’s add in some furry friends too! Thanks for looking at my profile! My, and your, pets safety is always my first priority. Our animals needs us in the same ways we need them. Making sure they’re stimulated and happy is always my goal.

Sitter Profile Image: Ceili T.
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Ceili T.
from
$40
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
winston salem, NC, 27103

Ceili was wonderful. Always felt our dogs were happy and taken care of. We got lots of food photos and videos. She stayed at our home and left it in great shape. Definitely recommend her services and we’ll be reaching out for future needs!

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Carey B.
Sitter Profile Image: Marci B.
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Marci B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
6 years of experience
Kernersville, NC, 27284

If I could give Marci 10 stars I would! She went above and beyond when we were traveling OUT during the ice storm and returned during the snow storm. She braved the horrible weather and took excellent care of our dog and cat. With going through such a stressful time figuring out flight cancelations and delays it was such a relief that she made sure we knew our dog and cat were happy and safe and cared for. It made all the difference in the world, her thoughtfulness and kindness has gone above and beyond what was expected. She checked in regularly with pictures and we were able to enjoy our time away without one worry about our pets. We will continue to book with her! The. BEST. Dog sitter.

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Lee R.
Sitter Profile Image: Ruahmari R.
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Ruahmari R.
from
$55
per night
4.9 out of 5 stars
51 reviews
31 repeat clients
20 years of experience
Winston-Salem, NC, 27101

Ruah took care of our dog over the Christmas holiday. She was super easy to communicate with. Our dog was so happy when we got home, and our house was spotless. Thanks Ruah!!

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Bridget H.
Sitter Profile Image: Marissa P.
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Marissa P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
6 years of experience
Winston Salem, NC, 27103

We had a great experience with Marissa! She sent lots of pictures and responded very quickly. The house was left in perfect shape, and she was flexible when we needed additional help due to travel delays! Thank you again!

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Margaret P.
Sitter Profile Image: Morgan M.
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Morgan M.
from
$50
per night
10 years of experience
Winston Salem, NC, 27103

About: Hi! I'm Dr. Mo -- I'm reliable, attentive, and I absolutely love doggos! I'm the person people trust with their pets when they're out of town, working, or overwhelmed (let's face it -- life is lifing pretty hard these days). I have a kind, grounded, and loving presence and tend to do well even with high-energy and sensitive pets. I'm a psychologist --the human kind --but I am tuned in to behavior and routines, so I pick up on what helps your pet feel safe and comfortable. Whether it's long walks (or run/hikes!), playtime, or just keeping a consistent schedule while you're away --I'll treat your pet like my own. I'm also comfortable with medications, special instructions, or multi-pet households. You'll get regular photos and updates so you'll never have to wonder how things are going. If you're looking for someone dependable who genuinely gets animals (and their humans) I'd be honored to help. The doctor is in (and down for walks!) I currently work part time (remotely) as a college professor and run my own consulting firm, so I have flexibility to care for animals all week! I tend to work from a local coffee shop or my apartment mid day, but like to take morning and afternoon breaks -- which is perfect for dog sitting/walking! I live in a shared apartment, so won't be boarding dogs, but I'm happy to house/pet sit at your home. I've been doing this for friends, family, and faculty, for over 10 years! My work is flexible -- if I have my laptop, I'm set to work from anywhere. I'm adaptable and respectful of privacy, and enjoy having a change of scenery and working from different environments -- and enjoying the company of a special doggie pal makes life more wonderful.

Sitter Profile Image: Zoe C.
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Zoe C.
from
$32
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
28 years of experience
Winston Salem, NC, 27103

Zoe was amazing and helped up with some last minute in home sitting for our three girls! I can be over the top but she did great. Super communicative and sent lots of pictures. Would definitely trust her with our fur babies again!

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Savanna T.
Sitter Profile Image: Taryn B.
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Taryn B.
from
$75
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
1 year of experience
Winston-Salem, NC, 27103

About: I’ve been around pets my entire life, currently owning my cat, Boots. I am reliable and will ensure your pet gets the care needed. I work from home two days a week and have weekends free. I will have the flexibility to take animals on walks and go out if needed. I like in an apartment with access to a dog park and trail to walk on. My apartment is very spacious and we have plenty of toys.

Sitter Profile Image: Mackenzie L.
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Mackenzie L.
from
$55
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Winston salem, NC, 27101

Mackenzie was great! I’m so happy I found her on here. She stayed with Banks while I went out of town for a few days and each day she’d check in and send me pictures/videos of my boy. It definitely helped knowing he was in good hands while I was gone. Thank you so much Mackenzie!

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Lindi S.
Sitter Profile Image: Edward G.
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Edward G.
from
$63
per night
5.0 out of 5 stars
3 reviews
1 repeat client
40 years of experience
Winston-Salem, NC, 27103

Ed took great care of our dogs (and home)! They were happy and smiley and sad to see Ed go. Would definitely recommend anyone work with Ed, we certainly will (wouldn't hear the end of it from the dogs if we didn't 😅)

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Fabian v.
Sitter Profile Image: Bonnie C.
Verified Enhanced Background Check
Bonnie C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
95 reviews
32 repeat clients
4 years of experience
Walkertown, NC, 27051

I loved working with Bonnie. Her updates were frequent and thorough, and she delivered all the care and attention my boy needed during a weekend away. My home was in a very good state when I returned. Will definitely be booking with her again!

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Hannah A.
Sitter Profile Image: Christina & Jeremy D.
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Christina & Jeremy D.
from
$82
per night
5.0 out of 5 stars
38 reviews
13 repeat clients
10 years of experience
Winston-Salem, NC, 27106

Christina once again was great with our dogs. She has stayed twice and our dogs seemed great when we arrived home. We are very picky about who we choose to stay with our dogs. Christina has been great with them.

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Deleight S.
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Over 1,563
pet parents in Winston-Salem have booked house sitting

Winston-Salem pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We really can’t say enough good things about our experience with Claudia! We have seven animals and a couple have some special needs. She took the time to come a few times before our trip to practice medicating our diabetic cat and to meet and hang out with the other animals. During the trip she was consistent with updates, medication, feeding times and communication. She reached out with questions and to verify instructions. When we returned everyone was happy and well and I’m pretty sure they didn’t want Claudia to leave. We will absolutely book with her again!

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Renee S.
House Sitting
5.0 out of 5 stars

Elise was kind and friendly, and willing to meet with Kala before her stay to make sure it was a good fit. Kala didn’t even seem to have missed us when we returned.

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Angelia M.
House Sitting
5.0 out of 5 stars

Tara was so great with my kiddos! My boy is not easy at first, and she was very patient with him and by the end, they were snuggling. She also gave my girl some medicated eye drops she needed. She sent lots of updates and pictures and took great care of my house. Thanks so much Tara!

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Jesse O.
House Sitting
5.0 out of 5 stars

Marissa watched our brand new puppy while we went out week 2 of having him and it was such a great piece of mind and she sent the perfect amount of updates!

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Heather & Eric H.
House Sitting
5.0 out of 5 stars

Kat was amazing. Very responsive & respectful of our house. She sent so many pictures of Wofford!!!! It was a joy to see him so happy with her while we were gone. We will definitely be booking with Kat again.

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Marissa P.
House Sitting
5.0 out of 5 stars

Ana really saved me in a pinch! She came and did a meet and greet with my dogs the same night I messaged her after a previous sitter cancelled on me last minute!! She was super sweet and even brought her son with her to play with my pups!! They loved her and her son! We will definitely be rebooking!!

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Meredith L.
House Sitting
5.0 out of 5 stars

Susannah was great! Very communicative, responsible, took great care of our dog over a long weekend. Would definitely book her again in the future.

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Lydia H.
House Sitting
5.0 out of 5 stars

Dinira was amazing in every way possible! Communication, willingness to help, etc… We were out of town and had her watch our two dogs for one night… our cat knocked off a bottle of Advil from the counter and between visits, our Bernese mountain dog ATE part of the bottle and (at the time we thought) some pills. Thanks to Dinira’s quick action, we were notified, able to call poison control and our vet, and come up with a solution. Dinira was even kind enough to run to the store and get the items suggested by our vet/poison control. Definitely will be having her watch our animals again, but our sweet Berner will be locked up from now on! Lol

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Jordan M.
House Sitting
5.0 out of 5 stars

Dave did a great job looking after my little poodle, Scruffy, and my home, and I look forward to him taking care of her for a much longer stay in August!

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Patricia T.
House Sitting
5.0 out of 5 stars

Olivia did a great job taking care of our two dogs and house sitting for us while we were away for 8 days. She was attentive and communicative and very kind!

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Jennifer N.
House Sitting
5.0 out of 5 stars

Jack is amazing. Great with the dogs. Very friendly and professional. Kept the house clean as well. Highly recommend him.

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Will K.
House Sitting
5.0 out of 5 stars

Ceili was wonderful! She sent so many pictures of Wofford every day. Would definitely book with her again & recommend her to anyone!

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Marissa P.
House Sitting
5.0 out of 5 stars

Sandra is the best! We are and will be repeat customers - highly recommend. She takes great care of our sweet little Bill and he just loves her. She’s communicative, trustworthy, and flexible with our crazy schedules!

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Kelly C.
House Sitting
5.0 out of 5 stars

Caroline was an excellent Rover for our dog! She was very responsive and gave great updates. Very helpful!

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Chad T.
House Sitting
5.0 out of 5 stars

Maggie was a fantastic sitter! She took great care of my dog during the worst of ice/sleet storms in years. My dog is very active and gets antsy when not walked enough, but I came back to a calm, happy furbaby. Not only did Maggie get the doggo's energy out, she also extended her stay when our flights back home got cancelled, twice. I will be forever grateful for the care, and Maggie's flexibility and fast communication in an unstable situation. She also checked in about my dog's comfort, which I appreciated. Recommend 15/10.

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Michaela A.
House Sitting
5.0 out of 5 stars

Jniyah was available on short notice over the holidays, and gave us comfort in knowing our pet was well cared for! She sent regular updates & had open communication.

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Gabrielle B.
House Sitting
5.0 out of 5 stars

Mariah is amazing with our pup! It’s nice to know that everything is great at home no matter where we are traveling. Mariah keeps us informed, sends pictures and keeps up our routines better than we do.

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Cheryl O.
House Sitting
5.0 out of 5 stars

Shaina was amazing! I have a pit bull/Rottweiler mix who is a snuggler, but also very energetic. Shaina knew just what to do to win her over! She also took very good care of my home and left it in better shape than I did!! My usual sitter had an emergency and at the last minute couldn't stay. Shaina was able to get put it on her schedule. Forever grateful for finding her! I WILL be a return customer!

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Nancy S.
House Sitting
5.0 out of 5 stars

MK did a great job in caring for Stoner and our home. She communicated proactively and exceeded our expectations. Stoner loved her, and had fun playing outside with her! We will reach out again for our next needs. Thank you MK!

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Janice H.
House Sitting
5.0 out of 5 stars

Emily did a great job watching our dog. She was quick to respond to messages and gave us regular updates while we were gone. I particularly liked that she let us know her planned schedule for communicating with us, so we knew when to expect an update each day. Our dog was happy when we returned and our house was just as we left it. We definitely recommend Emily!

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Jenelle C.
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 Winston-Salem is $45

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 Winston-Salem average 4
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 Winston-Salem on Rover as of Jun 2026 was about $45 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 Winston-Salem 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 730 house sitters in Winston-Salem. 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, 92% of Winston-Salem house sitters respond in under an hour.

House sitters in Winston-Salem have an average of 13 years of experience. House sitters with repeat customers have an average of 4 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 Winston-Salem.

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. Winston-Salem 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.