Dog Sitting Winston-Salem

Book a Winston-Salem dog sitter to watch your dog in your sitter’s home or yours.

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Over 599
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Sitter Profile Image: Brittany D.
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Brittany D.
from
$25
per visit
5.0 out of 5 stars
• 23 reviews
9 repeat clients
10 years of experience
Winston-Salem, NC, 27104

“Brittany came in clutch for us last minute and took great care of our dogs. She did a great job and hope we can book her again for next time. A+++++”

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Josh L.
Sitter Profile Image: Lynne A.
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Lynne A.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
39 years of experience
Winston-Salem, NC, 27107

“I would recommend Lynne for all your needs. I liked the feedback everyday. I definitely would like her to come back when I should need her again. Thank you”

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Joan M.
Sitter Profile Image: Elena V.
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Elena V.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 73 reviews
17 repeat clients
15 years of experience
Winston Salem, NC, 27103

“Elena was absolutely amazing. We contacted her the day of due to a death in the family and she was very responsive and made sure our dogs were taken care of. Thank you so much for your help!”

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Leah P.
Sitter Profile Image: Tricia F.
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Tricia F.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 148 reviews
45 repeat clients
4 years of experience
Kernersville, NC, 27284

“Friendly and reliable, Tricia kept me aware of how my dog was doing on a daily basis during my time out of town. A very easy experience. Came home to a happy and healthy pup.”

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Jack P.
Sitter Profile Image: Sierra G.
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Sierra G.
from
$20
per visit
5.0 out of 5 stars
• 23 reviews
14 repeat clients
8 years of experience
Winston Salem, NC, 27106

“Sierra took great care of my cat while I was away on vacation. She was very informative, keeping me updated with notes and pics the entire time. I felt very confident leaving my cat in her capable hands. Would definitely recommend her to anyone needing an animal looked after.”

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Emily L.
Sitter Profile Image: Lauren & Layla W.
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Lauren & Layla W.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 75 reviews
27 repeat clients
15 years of experience
Winston-Salem, NC, 27104

“The best pet sitters! I am so grateful for how Lauren & Layla went above and beyond during my month-long trip. My cats love them and I had complete peace of mind knowing they were safe with them! Will be rebooking on a regular basis!”

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Amanda S.
Sitter Profile Image: Stephany A.
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Stephany A.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
7 years of experience
Winston-Salem, NC, 27103

About: I have worked in the Veterinarian field for over 67 years. I love working with animals outside of work as well. I can assure you when your pet is with me, I will treat them as one of my own. If you have any questions feel free to shoot me a message :) prices can be modified. I currently work Monday Tuesday, Thursday, and Friday. On Tuesdays I get off early. I will only take clients close to the area so that I will have enough time to drop in during luches I have been a Veterinary Assistant for over 7 years. I will show love and treat your pets as my very own. I absolutely love spoiling my clients!

Sitter Profile Image: Holly B.
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Holly B.
from
$15
per visit
5.0 out of 5 stars
• 12 reviews
1 repeat client
13 years of experience
Winston Salem, NC, 27107

About: Most dogs experience separation anxiety when away from their Parents . I am available to care for them in their home, which lessens their anxiety and keeps their daily routines. I deliver loving, peaceful, and safe care and am open to other light tasks such as plant care, mail collection, etc I am available to care for your babies and stick to their daily routines. I understand the importance of routine to keep them happy and comfortable. I respect the owner’s Home as if my own and am glad to assist with other simple tasks such as mail collection, plant watering, trash roll out, etc while you’re away.

Sitter Profile Image: Abrianna R.
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Abrianna R.
from
$30
per visit
5.0 out of 5 stars
• 17 reviews
7 repeat clients
12 years of experience
Winston-Salem, NC, 27127

“Abrianna did an excellent job with our Australian Cattle Dog mix! She was very communicative, sent lots of pictures and videos, was always on time and our dog warmed up to her quickly (which isn't always the case with him). We look forward to hiring her again in the future!”

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Hayley W.
Sitter Profile Image: Abigail L.
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Abigail L.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Winston Salem, NC, 27127

About: I love all dog breeds and if your senior needs time or extra attention I’ll be there and if a puppy needs extra potty breaks let me know maybe you have a spicy cat I will take my time I pet sit for my friends and do dog train for them but I will be scheduling that around the hours for my Rover account I follow all directions and if I even have a minor question I don’t try to figure it out by myself and make a mistake I’ll make sure I get your permission

Sitter Profile Image: Michael F.
Michael F.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 80 reviews
22 repeat clients
15 years of experience
Kernersville, NC, 27284

“Michael took care of my 2 kittens for a week while I was gone. He is a wonderful photographer and sent me adorable pictures and videos each visit. He didn’t only feed them but he also played with them and gave them lots of attention. I can’t say enough good about him. The best!”

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Lisa K.
Sitter Profile Image: Jasmin A.
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Jasmin A.
from
$10
per visit
5.0 out of 5 stars
• 21 reviews
3 repeat clients
2 years of experience
Winston Salem, NC, 27104

“Jasmin is kind, responsive, responsible and patient. My puppy is always happy to see her and it’s been a huge weight off my shoulders to know she’s being cared for while I’m away at work.”

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Megan V.
Sitter Profile Image: Anne F.
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Anne F.
from
$30
per visit
5.0 out of 5 stars
• 11 reviews
33 years of experience
Winston-Salem, NC, 27104

About: I have always loved animals. Currently I have a small flock of chickens and 3 cats. It is fun to meet new animals and their humans! I am free before and after work and most weekends and holidays. I am available for overnight stays as well. I don't mind doing some light cleaning also. I have a fenced in yard and a screened in porch so my pets can get plenty of fresh air. I enjoy taking dogs on walks.

Sitter Profile Image: Nancy J.
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Nancy J.
from
$26
per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
15 years of experience
Winston Salem, NC, 27106

“My second time using Nancy and will continue to use her services!”

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Katie P.
Sitter Profile Image: Kelly D.
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Kelly D.
from
$20
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
25 years of experience
Kernersville, NC, 27284

About: My daughter and I grew up helping take care of dogs and have been around them for as long as we can remember. We’ve looked after our own dogs as well as those of friends and family. There has never been a year in our lives without a dog in it, and we truly can’t imagine life without one! I currently work full time as a 2nd grade teacher, but I’m available for boarding, doggie day care, walking, dropping in, or playing with your dog during the week and on the weekends. My 17 year old daughter will be assisting as she absolutely loves dogs too. Our house is in a neighborhood. We currently have one dog who is a morkipoo and is very playful and loves other dogs. We are able to crate your dog if needed.

Sitter Profile Image: Eliane N.
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Eliane N.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Kernersville, NC, 27284

“She has been so amazing with Sophie. She has the patience and the love to care for dogs. She tries all different types of way to make the dogs feel safe and comfortable. She is just the absolute best! ?”

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Maritza C.
Sitter Profile Image: Allyson G.
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Allyson G.
from
$18
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Winston-Salem, NC, 27103

About: I’ve grew up having animals. From cats to dogs to some small pets. I can feed, bathe, or take them for a walk if need be. I currently work full time from 8am-4:30pm. Very flexible after I get off. I’m off on Saturdays and Sundays. I try to be as flexible as I can be :) I’m willing to take your dogs in the yard or walk them down the street if needed. If you prefer to crate your pet when you are not home I can do that as well. I'm comfortable with taking care of cats as well as reptiles. If they love hikes as well I would love to take them on one!

Sitter Profile Image: Erin C.
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Erin C.
from
$20
per visit
40 years of experience
Winston Salem, NC, 27127

About: I have over 40 years experience with pets. I've had birds, a pig, a mini horse, rats, cats and dogs. I know how to care for ill and/or elderly pets. I know how to administer medications. I am a runner so can give your dog extra exercise, if requested. I have a wagon for elderly or injured dogs so they can get some fresh air. I'm reliable, responsible and professional. This is my full time job. I can give my full attention to your pet. Whenever your pet needs me, I can be there for them. Safety is very important to me so I make sure things are put away that could harm your pet. I make sure floors and litters are clean. I make sure food and water is always available and in reach.

Sitter Profile Image: Izabella G.
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Izabella G.
from
$15
per visit
14 years of experience
Kernersville, NC, 27284

About: I’ve had experience with cats and dogs my whole life. My family has had various breeds of dogs from ragdoll, Pom, and weenie- to Rottweiler and German Shepard. I have experience with big and small dogs and have enjoyed them all. I’ve learned each pet like humans has their own individual needs, worries/ anxiety, etc. I have had just as much experience with cats of various personalities- and have loved each one of them. I can ensure your furry loved one will be in safe, loving, and thoughtful care! ♥️ I’m a mom and a lifelong animal lover. I’ve grown up with dogs and cats my whole life and have always had a special bond with animals. My days are centered around creating a safe, loving, and comfortable environment. If care is provided on weekdays, it would likely involve my son being around as well since he is part of my daily routine. He is gentle, respectful, and loves animals just as much as I do. Any interactions with pets would always be supervised, and I would make sure your pet feels comfortable, safe, and cared for. I understand that every pet has their own personality and needs, so I’m happy to follow their routines and give them the attention, playtime, and companionship they deserve while you’re away. When pets stay in my home, I want them to feel comfortable, safe, and loved while they’re away from their family. I know being in a new environment can be stressful for some animals, so I like to keep their routine as normal as possible by following their feeding schedule, potty breaks, walks, and any instructions you provide. Every pet has their own personality, and I want to take the time and effort to know what makes them feel happy and secure.

Sitter Profile Image: Caitlin H.
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Caitlin H.
from
$25
per visit
5.0 out of 5 stars
• 42 reviews
13 repeat clients
4 years of experience
Winston Salem, NC, 27103

“Caitlin took excellent care of our cat and gave us such peace of mind. She made a great first impression and got along with our cat right away! You can see her love for animals and tell she has a natural touch! We will absolutely book her again!”

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Monica P.
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The median cost per visit for dog sitting in Winston-Salem is $20

Dog parents share their Rover experiences - Winston-Salem

1 / 1
5.0 out of 5 stars

Wrangled the crazies like it was no problem! Appreciate knowing they're in good hands while we're away!!

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Nicole H.
Drop-In Visits
5.0 out of 5 stars

Cameron did another outstanding job with my newfy, Seren. She’s prompt, communicates well, and I always got good photos and updates on my dog’s wellbeing at each visit. I’ll definitely continue to book her in the future!

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Alec M.
Drop-In Visits
5.0 out of 5 stars

Madeline gave our dogs the best care we could ever asked for. It was extremely nice to get so many pictures and videos of the dogs while we were away and missing them.

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Conner H.
Drop-In Visits
5.0 out of 5 stars

This young lady is outstanding! She was so sweet and really seemed to genuinely enjoy time with my dog. She kept me involved and informed while I was out of town. Can’t say enough good things about her!

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Lori F.
Drop-In Visits
5.0 out of 5 stars

Ceili did a fantastic job with Bernie and Kopi! She was very communicative and took great care of our pups, one of whom has been sick and needs special care. We felt much better knowing they were with her. Thank you, Ceili!

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Kit P.
Drop-In Visits
5.0 out of 5 stars

Haley did an incredible job with our dog, Roti! We received consistent updates, great communication, and Haley was flexible with scheduling changes. Very professional, friendly, and intentional in approach, I’d certainly trust Haley with my pets for check-ins, walks, and stays!

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Sud K.
Drop-In Visits
5.0 out of 5 stars

Samantha was SO communicative and kind—my pup even had a potty accident and she helped and took care of it all!

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Lauren R.
Drop-In Visits
5.0 out of 5 stars

Elise was so receptive to all of our requests taking care of our puppy! She was a fantastic help and friend for Luna!

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Emma G.
Drop-In Visits
5.0 out of 5 stars

Grace was great! Lots of communication through pictures and the animal seems well taken care-of. Wouldn't hesitate to book with Grace again!

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Bethany H.
Drop-In Visits
5.0 out of 5 stars

Chelsea was awesome! She took great care of our dog and kept us updated with consistent messages and photos, which we really appreciated. Our dog can be reactive at times, and Chelsea was incredibly patient and understanding throughout his stay. We would absolutely recommend her and would trust her to watch our dog again!

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Ellie J.
Drop-In Visits
5.0 out of 5 stars

I cannot even rave enough about Meredith. We last minute had a family member back out of watching our 2 dogs and 2 cats for our 4 day vacation. Scrambling to find an alternative, we hit the internet and found Rover. Which led us to Meredith. She was able to care for our pets for all four days including walking, feeding, playing, and cleaning after them. She kept us updated everyday and sent photos of all of the babies. We will be booking again!

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Holly L.
Drop-In Visits
5.0 out of 5 stars

Did a great job even on a last minute notice! Ana was a huge help and was great with communicating on a timely manner.

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Freri R.
Drop-In Visits
5.0 out of 5 stars

Elise was great! She came over on time, sent pictures of my pets and made sure my dog had a thorough potty break. My little dog has anxiety but seemed to bond well with Elise.

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Heather C.
Drop-In Visits
5.0 out of 5 stars

Tara was great. Shadow and Angel both love to see her and seemed really excited when I got home from work. They even both had a little accident with one getting sick the first day, and I really appreciate Tara cleaning up as best she could so I didn't come home to too bad of a mess. Great communication and my babies definitely got great care.

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David S.
Drop-In Visits
5.0 out of 5 stars

Megan did a great job. She was timely with great communication. I appreciated the pictures and notes very much!

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Loren B.
Drop-In Visits
5.0 out of 5 stars

Dinira is very reliable, and has great communication with us. The pups love her and we feel confident that they getting the BEST care while we are away. I highly recommend her!!

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Eva O.
Drop-In Visits
5.0 out of 5 stars

Aliza did an amazing job with my pups! She was great at communication and went above and beyond to help us out last minute. We highly recommend Aliza! Thank you!!!

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Josh L.
Drop-In Visits
5.0 out of 5 stars

Laura was AMAZING taking care of our pets and went above and beyond to make sure they were well taken care of. I would highly recommend her for any of your pet care needs.

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Jeff K.
Drop-In Visits
5.0 out of 5 stars

Alyssa was able to help with short notice when I was in an unexpected bind. She was prompt and communicative and my pup loved seeing her. I definitely recommend and will use again!

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Amber F.
Drop-In Visits
5.0 out of 5 stars

Victoria is the best! She went above and beyond to take great care of my dog. I will definitely rebook with her! :)

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Ella S.
Drop-In Visits
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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?

  • 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.

How to book dog sitting

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for dog sitting - Winston-Salem

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Sitters in Winston-Salem average 6
repeat dog sitting clients

FAQs for Dog Sitting - Winston-Salem

Frequently asked questions about Rover

The average cost of Dog Sitting in Winston-Salem is $20 per visit as of October 2026. Most bookings cost between $13 and $36 per visit. 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 1,453 sitters on Rover offering Dog Sitting across Winston-Salem. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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!

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 .

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.

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 .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Winston-Salem with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 91% of sitters can help with special care needs
  • 94% 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.

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.

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