House Sitting Midway

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

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Over 11
pet parents in Midway have booked house sitting

Midway, 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: Holly B.
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Holly B.
from
$40
per night
5.0 out of 5 stars
6 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: Madilyn F.
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Madilyn F.
from
$45
per night
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Winston-Salem, NC, 27127

Madilyn took great care of my babies. She sent photos of them and updates during her stay. The house was left clean and tidy. Will definitely book her again!

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Missi S.
Sitter Profile Image: Abbey H.
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Abbey H.
from
$75
per night
5.0 out of 5 stars
37 reviews
11 repeat clients
18 years of experience
Winston Salem, NC, 27107

Abbey and her pup Layla Grayce were great! They arrived on time and both were very personable and friendly. I knew immediately that she had a lot of experience and that they would fit in with our pups. She kept us updated with photos and text messages all day. I highly recommend Abbey and would not hesitate to ask her to sit our pups if we travel to Winston Salem again!

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Brian
Sitter Profile Image: Sharonda K.
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Sharonda K.
from
$35
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Winston Salem, NC, 27127

About: I am desiring to be of service to your dog when you are out of town or care for your dog when you are unavailable to take him/her out due to busy conflicting schedules. I know how stressful it can be, when you know that your sweet dog is home alone and you are unable to be there to take care of their needs. I am a medical professional and I know first aid and life support for dogs. If you are looking for someone that is trusty worthy in the Winston Salem, Clemmons, Advance, Kernersville. Lewisville, West bend,East bend, Accadia, Tobaccoville, and Advance area. Please let me know, would love to be help to you with your needs. I am very dependable and caring for dogs.

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

Elise was amazing! She took great care of our dogs while we were on vacation.

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Emily T.
Sitter Profile Image: Matthew H.
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Matthew H.
Star Sitter
from
$48
per night
5.0 out of 5 stars
29 reviews
6 repeat clients
8 years of experience
Advance, NC, 27006

As always, Matthew goes above and beyond what is asked of him. His interaction with our kitty is excellent, even when jasper wakes him up at 3 AM. Matthew is attentive to jasper and our home, which is much appreciated. He's terrific!

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Joyce S.
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 was very communicative and reliable during her stay with our kitties. She left the place immaculate and we came home to two happy, healthy fur babies. Would work with Ruah again!

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Nawal M.
Sitter Profile Image: Brooke S.
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Brooke S.
from
$75
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
9 years of experience
Winston Salem, NC, 27107

My dog is pretty much afraid of everyone. But he loves Brooke. It's uncanny how relaxed he is with her.

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Hillary W.
Sitter Profile Image: Rocio P.
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Rocio P.
from
$28
per night
12 years of experience
Winston-Salem, NC, 27107

About: I’ve taken care of dogs my whole life since I was 10 years old I have 3 myself. I volunteer at a dog shelter I got 1 of mine from. I always have time for pet care but I currently work part time since I am a college student. So my hours are pretty flexible. I can easily do for your dogs what I do for mine whether it’s crating them,walking them,making sure they feel safe and having fun or even just petting them while they fall asleep.

Sitter Profile Image: Kylee L.
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Kylee L.
from
$30
per night
5.0 out of 5 stars
2 reviews
5 years of experience
High Point, NC, 27265

Kylee did a wonderful job caring for our dogs while we were away. She was reliable, on time, and kept us updated, which gave us great peace of mind. Our dogs were happy, well cared for, and clearly received lots of attention. We also really appreciated that she left our home clean and tidy when she left. It's always nice to come home to happy pets and a clean house! We would absolutely book with Kylee again and highly recommend her to anyone looking for a trustworthy and caring pet sitter.

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Stephanie W.
Sitter Profile Image: Brooke G.
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Brooke G.
from
$40
per night
5.0 out of 5 stars
3 reviews
4 years of experience
High Point, NC, 27265

About: Worked for breeder for 2 years, experience handling new born puppies and kittens, cared for elderly dogs, and exercised active dogs needing special care and attention I am a college student home for the summer and holiday breaks, so I have full availability! I am located in the middle of the Piedmont triad and update my calendar regularly, so check for your dates! As a home-care sitter/walker, I am willing to drive to you so your pet can enjoy the comfort of their own home. I am available for a variety of needs, whether it be morning walks or providing a check in while you are away.

Sitter Profile Image: Lauren B.
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Lauren B.
from
$100
per night
5.0 out of 5 stars
15 reviews
8 repeat clients
20 years of experience
Lexington, NC, 27295

Lauren is awesome! I had no worries about the care of Benny and Sox. She's a very capable and calming factor to my 2 high energy kids. She is my go to sitter going forward.

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Teresa (Reese) L.
Sitter Profile Image: Caleigh S.
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Caleigh S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
8 reviews
3 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: Talia S.
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Talia S.
Star Sitter
from
$34
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
13 years of experience
Thomasville, NC, 27360

Talia was a godsend! Our two boxers immediately liked her. Her calm demeanor made them feel like they’d known her forever. She kept in communication with us and made us feel extremely comfortable with her. It’s a blessing to have someone you can count on. We’ll be using Talia again!

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Kenny H.
Sitter Profile Image: karissa b.
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karissa b.
from
$40
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Clemmons, NC, 27012

Karissa took very good care of our dogs while we were away. Our dogs are like our kids and Karissa went above and beyond to ensure they were comfortable and given proper care. Highly recommend her to take care of your loved ones.

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Abby E.
Sitter Profile Image: Stephanie C.
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Stephanie C.
from
$35
per night
11 years of experience
Thomasville, NC, 27360

About: I’ve been caring for pets for most of my life. I adore all animals and look forward to loving and caring for your sweet pets. I am retired due to a health issue and I am fairly flexible with my schedule. Now that I have healed I am able to return to pet sitting for extra income. I’ll be happy to explain this further should there be any concerns on your part. I believe it is traumatic for pets when their people leave them, so it’s better for them to stay in home while you are away. I will come to your home and stay with your pets.

Sitter Profile Image: Ashley J.
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Ashley J.
from
$40
per night
5.0 out of 5 stars
4 reviews
8 years of experience
Winston-Salem, NC, 27107

Ashley was awesome and I’m glad we picked her to watch our pets. She did a meet and greet with us first which really helped ease our minds. She was also very responsive and showed up when she said she would. Our trip was originally planned for 5 days. We had to cut it short after 3 days. Ashley was very helpful and flexible about all of it and when we came back our pups were happy and healthy!

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

Angela sat with my babies while I was out od town for a few days. They were very well cared for. They both have separation anxiety and the smallest one is very attached to me. Angela had no trouble making friends with them and there were many photos with the two of them snuggling and having a great time. She also went above and beyond to make sure my recycling and trash got to the curb. I would 100% recommend her to anyone looking for someone to love your pups as much as you would.

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Farrah H.
Sitter Profile Image: Abby D.
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Abby D.
from
$55
per night
11 years of experience
Winston-Salem, NC, 27103

About: Hello! My name is Abby and I’ve taken care of dogs, cats, and plants since 2015. Pet-sitting truly is my joy!! I have experience checking in on pets during the day time, cleaning litter boxes, taking dogs of all shapes and sizes on walks, and overnight house sitting for up to 2 weeks at a time. Thanks to my daytime job as a Youth Pastor my schedule is more flexible than most. I pride myself on customizing each pet sitting experience to the pet and their owner(s). The beauty of pet sitting over boarding is that this experience can be tailored to what YOUR special needs are! Like I said my experience is considerable, I am also self taught for basic pet training. For instance, if your dog has a history of on-leash walking issues, while I’m with them I’d be happy to plant seeds for good behavior on future walks. Just say the word and I’ll do everything I can to make it happen! Historically I’ve acquired jobs mainly from word of mouth. While I may be newer to a platform like Rover, know that I am a well-seasoned pet sitter who has experience with a variety of households, breeds, ages, and situations. I pride myself on my vast skill set when it comes to pet sitting so if you have any questions please don’t hesitate to ask. I’m at your service! My full-time job is being a Youth Pastor. This means I have a very flexible schedule and am able to pop in to care for your pets at the needed times or even work remotely if needed. Most weeks my meetings are limited to Tuesday mornings, otherwise my schedule is pretty fluid. While I am unable to offer my own home for pet sitting, I can guarantee that I will care for your pet(s) in their home environment as well as I would my own. If you have a dog, one of my first questions I ask when pet-sitting is… “how long is your dog accustomed to waiting in between potty breaks?” I ask because each pet has different needs and I never want to make a dog wait longer than they typically would. I also want to keep to their normal schedule as much as possible, if they’re used to daily walks at certain times or being feed at very particular times then I will make notes to care for them the same way you do. The goal truly is for the dog or cat to receive the same attention and care that they have when their favorite people are home :)

Sitter Profile Image: Isabelle P.
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Isabelle P.
from
$80
per night
5.0 out of 5 stars
67 reviews
37 repeat clients
20 years of experience
Winston-Salem, NC, 27103

Isabelle was great with our dogs, Natalie and Ollie, while we were out of town. The dogs loved her! She sent us pics on arrival and kept in touch each day we were away. Isabelle is personable, caring, knowledgeable, and prompt; she took good care of the house too. I wouldn't hesitate to book her again!

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Lois B.
1 / 1
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The median cost per night for house sitting in Midway is $45

Pet parents share their Rover experiences - Midway

1 / 1
5.0 out of 5 stars

Graci was wonderful with our dog! She provided great updates as well as genuinely cared for Remi. Will be using her again for our next trip!

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Mary S.
House Sitting
5.0 out of 5 stars

Took great care of my dog! Very considerate about communicating timing and sending updates. Would recommend.

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Chad T.
House Sitting
1 / 1
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Book with peace of mind

  • 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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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

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

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Midway average 4
repeat house sitting clients

FAQs for House Sitting - Midway

Frequently asked questions about Rover

The average cost for House Sitting in Midway on Rover is $47.18 per night (as of July 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 July 2026, there are 891 sitters on Rover offering House Sitting across Midway. 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 Midway 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 Midway 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 Midway 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 Midway. 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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