House Sitting Winston-Salem

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Over 405
pet parents in Winston-Salem have booked house sitting

Winston-Salem, 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: Madilyn F.
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Madilyn F.
from
$45
per night
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Winston-Salem, NC, 27127

Marilyn took excellent care of our cats and dogs while we were away. She was thoughtful and sent pictures of them enjoying themselves. Thanks so much.

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Shannon R.
Sitter Profile Image: Hayley W.
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Hayley W.
from
$40
per night
4.3 out of 5 stars
6 reviews
10 years of experience
Winston-Salem, NC, 27105

Hayley was amazing!!! She was very attentive and our dogs loved her!! We will definitely book with Hayley again and again!!

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Tara T.
Sitter Profile Image: Cameron B.
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Cameron B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Winston-Salem, NC, 27101

Cameron was an absolute delight! She took wonderful care of my boys and gave great updates! The house was tidy upon my return. She really went the extra mile. I highly recommend Cameron and will definitely be using her again.

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Casey R.
Sitter Profile Image: Susannah H.
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Susannah H.
from
$40
per night
4.8 out of 5 stars
33 reviews
8 repeat clients
8 years of experience
Winston-Salem, NC, 27104

Susannah has cared for my dogs for the last couple of years since my arrival in Atlanta I was gone for 18 days to Europe. Susannah Took care of my new little guy. She was responsible, flexible, and responsive to communications. Her dedication to our furry friends is obvious.

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Bonita E.
Sitter Profile Image: Emily W.
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Emily W.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
3 years of experience
Winston-Salem, NC, 27101

About: I have taken care of a variety of dogs. Last year I got my first pup, who has taught me a lot about dogs with anxiety. I am a science teacher and have my summers off. I am looking forward to spending more time outside with some great dogs on walks! I can crate my dog to accommodate to yours and can have a separate area of the apartment for your pup so they feel like they have their own space.

Sitter Profile Image: Brooke D.
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Brooke D.
from
$40
per night
5.0 out of 5 stars
4 reviews
7 years of experience
Winston-Salem, NC, 27101

Brooke was great with our golden retriever! She sent lots of pictures and I know she took great care of her. Definitely will ask her to take care of Bailey again :)

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Kristin A.
Sitter Profile Image: Susan Caroline C.
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Susan Caroline C.
from
$34
per night
5.0 out of 5 stars
1 review
12 years of experience
Winston-Salem, NC, 27127

About: I have several years of hands-on experience caring for both dogs and cats. Since I was 15 years old, I have worked with rescue animals, helping provide daily care, socialization, and support as they transitioned into permanent homes. This experience taught me how to work with pets of different ages, temperaments, and needs. I currently have a dog of my own and have experience pet sitting for both dogs and cats. My roommate has two cats, and I regularly help care for them as well. My experience includes feeding, maintaining routines, providing exercise and enrichment, cleaning litter boxes, and ensuring pets feel safe and comfortable while their owners are away. I take pride in being reliable, attentive, and treating every pet as if they were my own. I have a very flexible schedule and several days off throughout the week. My work hours can vary from day to day, so I’m able to move things around and accommodate your pet’s needs whenever possible. I’m happy to work with your schedule and provide consistent, reliable care. I have a fenced yard and one friendly dog who loves having company. Your pet can enjoy a safe, comfortable home environment, and I’m also happy to provide care in your home if that’s what works best.

Sitter Profile Image: Mary Kathryn H.
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Mary Kathryn H.
Star Sitter
from
$50
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: Ella F.
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Ella F.
from
$45
per night
3 years of experience
Winston-Salem, NC, 27103

About: I have taken care of dogs and cats ranging in age and health. I have experience with elderly dogs, cats, and giving oral and topical medicine. As well as, taking care of multiple animals at once and balancing different routines. I have a flexible schedule so I’m able to care for your pets in any capacity needed. I’m available for house sitting and multiple visits a day, to assure your pets safety and security. I have 5 animals of my own, so I know the importance of creating a safe environment and understanding boundaries of the client and animal. Checking in, paying attention, and giving how the client intends for me to.

Sitter Profile Image: Megan F.
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Megan F.
from
$45
per night
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Kernersville, NC, 27284

We changed the times on Megan and she still made it work. Kiah was in good hands while we were gone.

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Janet G.
Sitter Profile Image: Haley S.
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Haley S.
from
$27
per night
15 years of experience
Winston-Salem, NC, 27103

About: I’ve been a dog lover for as long as I can remember! I’ve grown up with 1–2 dogs in my household my entire life and have also cared for family and friends’ dogs many times over the years. I’m comfortable caring for dogs with different personalities and love getting to know each dog’s individual routine and needs. While I haven’t worked professionally as a dog walker, I’m very comfortable around dogs and would love the opportunity to give them some extra exercise, attention, and companionship. I’m especially interested in dog walks and drop-in visits, and I’m always happy to provide plenty of snuggles, belly rubs, playtime, and affection!:) My schedule is flexible, and I’m available for dog walks and drop in visits throughout the week. I’m happy to work with your pet’s routine and provide plenty of exercise, attention, playtime, and snuggles! I treat every pet with respect/love and prioritize their safety, comfort, and routine. I’m comfortable following detailed care instructions, keeping doors and gates secure, and making sure your pup feels happy and cared for while you’re away.

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

Marci kept our sweet girl, Macy, this weekend and she was awesome. She took such good care of Macy, sent us lots of pictures daily- we will use her again! Thanks, Marci!

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Steven S.
Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5.0 out of 5 stars
47 reviews
10 repeat clients
20 years of experience
Winston-Salem, NC, 27103

I am so glad that Kristen took care of our dog! She looked so happy, healthy and safe when we came home. Kristen shared some hilarious pictures of her with us during our travels. Kristen was able to understand the many sides of our labradoodle... If you know, you know!! Our home was well taken care of, and we'll entrust Kristen whenever we need someone to look after our fur-baby on future trips.

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R M.
Sitter Profile Image: Jay C.
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Jay C.
from
$50
per night
5.0 out of 5 stars
7 reviews
10 years of experience
Winston-Salem, NC, 27101

Jay house sat for us for six days and did a fantastic job caring for our dogs and cat! He was great with the animals, and it was clear they really enjoyed his company. We came home to happy, relaxed pets and a tidy house. It gave us peace of mind knowing they were in good hands while we were away. Highly recommend Jay to anyone looking for a reliable, caring pet sitter!

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Gregory S.
Sitter Profile Image: Morgan M.
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Morgan M.
from
$50
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Winston Salem, NC, 27103

Morgan was incredible all around! Communicative, organized, in tune with our dog 100%. She stayed at our home for two nights and everything went perfect. Our pup was super happy to hang out with her and she was the best houseguest. Highly recommend!!!!

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Stefen K.
Sitter Profile Image: Marissa P.
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Marissa P.
from
$60
per night
5.0 out of 5 stars
22 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: Hannah S.
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Hannah S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
52 reviews
20 repeat clients
1 year of experience
Winston-Salem, NC, 27105

Hannah is so sweet, attentive and accommodating with us and my boys. She goes out of her way to care for them and is so appreciated. I highly recommend her for any pet cares you may have.

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Trina T.
Sitter Profile Image: Caleigh S.
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Caleigh S.
Star Sitter
from
$67
per night
5.0 out of 5 stars
10 reviews
5 repeat clients
20 years of experience
Winston Salem, NC, 27103

Caleigh was absolutely wonderful with our three animals. One of them is older and requires extra care and medication, and she handled everything with so much patience and attention. She sent daily updates and pictures, which gave us real peace of mind while we were away. You can tell she genuinely cares and treats pets like her own. We would not hesitate to book with her again and highly recommend her to anyone looking for a thoughtful, reliable sitter!

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Stacy H.
Sitter Profile Image: Holly B.
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Holly B.
from
$45
per night
5.0 out of 5 stars
8 reviews
13 years of experience
Winston Salem, NC, 27107

Holly stayed at my house over the holidays with my two big dogs. I was really anxious to leave them because they are used to traveling with me but Holly put me at ease. She did a great job sending updates and even cleaned my house! Will definitely use Holly again.

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Catie W.
Sitter Profile Image: Jurney B.
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Jurney B.
from
$32
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
11 years of experience
Pfafftown, NC, 27040

Jurney did a great job keeping my fur babies during my weekend away. She always kept me informed, always pleasant, and just all around great to work with. My fur babies seem to love her as well and appeared well taken care of.

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Renata S.
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The median cost per night for house sitting in Winston-Salem is $45

Pet parents share their Rover experiences - Winston-Salem

1 / 1
5.0 out of 5 stars

Brianna was amazing!! Very thorough and asked a lot of good questions in order to get to know our dogs and their routines. Very responsive and communicative throughout the day which we appreciate! I highly recommend and will be using Brianna in the future ☺️

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Emily T.
House Sitting
5.0 out of 5 stars

Ashley was friendly, responsible and communicative. My two Siberian Huskies were well taken care of and my extremely timid cat would actually come out of hiding, which she never does with strangers. She was a great hire.

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Brenna H.
House Sitting
5.0 out of 5 stars

Chelsea was a wonderful house sitter. She took excellent care of Oreo and my home. She sent regular updates and was willing to help with weekly trash pickup when I forgot to put my cans out before leaving. I will absolutely be checking with Chelsea first next time I need a sitter for my sweet senior girl!

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Davis C.
House Sitting
5.0 out of 5 stars

Excellent communication. Cameron send me a lot of updates, puppies were happy when I got home, I can see that they had a good time 🥰. Definitely will let her take care of my furry babies again.

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Yanira C.
House Sitting
5.0 out of 5 stars

I can not say enough about how well Jana did. She took such good care of my babies, even while one was very sick. I feel so lucky to have had her with them during this time!

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Jessica A.
House Sitting
5.0 out of 5 stars

Brooke was great with our golden retriever! She sent lots of pictures and I know she took great care of her. Definitely will ask her to take care of Bailey again :)

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Kristin A.
House Sitting
5.0 out of 5 stars

Morgan was incredible all around! Communicative, organized, in tune with our dog 100%. She stayed at our home for two nights and everything went perfect. Our pup was super happy to hang out with her and she was the best houseguest. Highly recommend!!!!

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Stefen K.
House Sitting
5.0 out of 5 stars

Elise was great with Theo! She provided great updates and I felt comfortable knowing our boy was well taken care of :)

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Molly D.
House Sitting
5.0 out of 5 stars

I am a repeat customer, very happy with Susannah. Multi-day overnight stay, no fuss and a happy dog. Couldn't ask for more.

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Jeffrey V.
House Sitting
5.0 out of 5 stars

Dinira is a fantastic sitter! Very responsive, considerate, and engaging. She was meticulous with the care needed for our fur babies and was above and beyond our expectations. I rate 5 ⭐ and 10/10, I couldn't have been more impressed, and I recommend to anyone with pet needs!

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Benjamin M.
House Sitting
5.0 out of 5 stars

100% give 10 stars. He was very communicative with me. This was the first time I’ve left my elderly dog with anyone besides family. My dog wasn’t lonely and was very well cared for.

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Cindie L.
House Sitting
5.0 out of 5 stars

Eliza took great care of Scout while we went out for the evening! She even checked in with us and sent photos letting us know how he was doing 🥰

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Lauren R.
House Sitting
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

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

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
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your 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.

Meet local sitters who will treat your pets like family

  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 - Winston-Salem

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winston-Salem average 4
repeat house sitting clients

FAQs for House Sitting - Winston-Salem

Frequently asked questions about Rover

The average cost for House Sitting in Winston-Salem on Rover is $38.85 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 873 sitters on Rover offering House Sitting across Winston-Salem. 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 Winston-Salem 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 Winston-Salem 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 Winston-Salem 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 Winston-Salem. On Rover:

  • 94% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 98% 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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