House Sitting Winslow

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Winslow, 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.

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Sitter Profile Image: Genevieve K.
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Genevieve K.
Star Sitter
from
$25
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
5 years of experience
Elizabeth city, NC, 27909

“Genevieve was amazing with our fur babies. I have 2 younger dogs (both with medical needs) that are working on their manners and a sassy cat. She took care of them without any issues and they were calm and happy when we came back from vacation. We will definitely use her again!”

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Jess S.
Sitter Profile Image: Dana M.
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Dana M.
from
$60
per night
4.7 out of 5 stars
• 7 reviews
34 years of experience
Elizabeth City, NC, 27909

“Dana did a fantastic job with our big fur baby Apollo. She went above and beyond watching over our home. The place was spotless when we arrived home. Dana was super great about checking in with us during our trip and even allowed Apollo to FaceTime on Mother’s Day. Apollo was very well taken care of and it showed when we returned home because he is usually a high energy, very loud Red-tick hound and he was very calm and relaxed when we returned home. Thank you Dana for loving our fur baby like your own.”

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Gloria M.
Sitter Profile Image: Abigail B.
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Abigail B.
from
$35
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
3 years of experience
Elizabeth City, NC, 27909

“Abigail was flexible and great with our anxious pup!”

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Olivia M.
Sitter Profile Image: Tara B.
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Tara B.
from
$80
per night
4.7 out of 5 stars
• 20 reviews
5 repeat clients
10 years of experience
Grandy, NC, 27939

“Tara was an outstanding pet sitter for our Juniper. We actually booked her as a house sitter as well and she took care of our other animals and random things that came up. Very responsible and I could tell Juniper was being looked after and loved. Thank you so much. Would book her again anytime!”

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Jessica K.
Sitter Profile Image: Andrea G.
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Andrea G.
Star Sitter
from
$88
per night
5.0 out of 5 stars
• 102 reviews
24 repeat clients
23 years of experience
Hertford, NC, 27944

“Once again, Andrea was an amazing farm sitter! I have 100% confidence in her watching our animals, and love the daily pictures and updates. She went over and above to make sure they had what they wanted and needed. I don’t know that I could use anyone else after having her watch over our homestead. Thank you, Andrea!”

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Mindy P.
Sitter Profile Image: Junyiah P.
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Junyiah P.
from
$50
per night
5.0 out of 5 stars
• 1 review
10 years of experience
Elizabeth City, NC, 27909

About: Open for appointments for the summer 2026!💗 -22 years old college student at ECSU - Experience in caring for dogs, cats, & farm animals 🐔 -Future Ultrasound Technician 🤍 I am a full-time student and I usually end classes between 12-3 pm. I am completely free in the evenings and nights to take care of your furry friends as you get things done and enjoy your day! I have a fenced yard with lots of space for your dog to run around. In the home, there is space as well and my little sister who loves dogs! I will also be there the entire time keeping your furry friend company and safe. On campus, we have a huge field for your dog to play!

Sitter Profile Image: Rose N.
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Rose N.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 114 reviews
41 repeat clients
20 years of experience
Powells Point, NC, 27966

“Rose did an amazing job! She is very loving and very easy-going! And helped us with a last-minute all day long taking care of puppies and dogs day! She’s very kind and the dogs loved her! Thank you so much!”

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Jessie H.
Sitter Profile Image: Macee R.
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Macee R.
from
$65
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
8 years of experience
Edenton, NC, 27932

“Macee took great care of our pups! They enjoyed meeting Willow, who is a sweet dog as well!”

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Dan H.
Sitter Profile Image: Annalee M.
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Annalee M.
from
$35
per night
25 years of experience
Great Bridge, Chesapeake, VA, 23322

About: I am a hard working single mom who loves furry friends. I have an amazing job that allows me to work from home so I am able to provide all day love and care for your sweet babies. I’m hoping to be able to help you and I turn it helps me provide for my daughters extra curriculums and sports! Ans while I may be new to this site, I have watched and cared for many of my friends and family pets for over 25 years now. I look forward to extending this care out to many people through this site! I work from home so my schedule allows to care for and be with your furry babies all day long. I can provide extra play time and walks during the days because I have such an amazing schedule! I treat all your pets as if they were my own. Giving them endless love and belly rubs when they need it. I own my own home and have a great neighborhood that I walk my own dog in. And while I am able to care for pets in my own home. I am also very flexible and also happy to help the care of your furry babies inside your home as well if that is something you or your furry baby prefers. My goal is to ensure you and your pets are comfortable in every way. I also make sure to provide updates and pictures throughout the time I’m watching your pets to help you know exactly how and what they are up to while you’re away

Sitter Profile Image: Zimir W.
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Zimir W.
from
$90
per night
4.8 out of 5 stars
• 50 reviews
12 repeat clients
21 years of experience
Portsmouth, VA, 23702

“Zimir did an amazing job overnight with our puppy. She was hit by a car the week before and suffered a broken leg. Zimir came to our house to meet Olive (our Boxer pup) and get instructions. He was attentive to her and and kept us updated and sent pictures. She is also unable to walk so Zimir would carry her outside to do her business. We are so please with his service that we have him coming back in a week! He has a lot of experience with dogs, and highly recommend him to watch/walk your pup!”

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Colleen J.
Sitter Profile Image: Hannah J.
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Hannah J.
from
$45
per night
4 years of experience
Chesapeake, VA, 23320

About: I offer peace of mind care to pets and their families when they are in my care! I have pet sat all kinds of pets from cats and dogs! I have well versed in caring for our beloved senior pets and taking care of more than one pet at a time! I come to you and your pet’s home so the pets can be more comfortable in their normal surroundings! I am currently a substitute teacher! I can shape my work schedule around the care for your pets! I am mostly available during the week and weekends. I care for your pets like they are my own! When I come into your home to watch your pets, I let them show me where they like to lay and all their toys. I go out in the yard with them when I let them out! I make sure everyone has enough water and eats all their food! I give treats at the appropriate times!

Sitter Profile Image: Leila P.
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Leila P.
from
$32
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
8 years of experience
Virginia Beach, VA, 23456

“Leila took such wonderful care of both my dog Matteo and my cat Diesel while I was away. Matteo immediately loved her, and she made sure he got plenty of attention and exercise. What really impressed me, though, was how she connected with Diesel. He’s extremely shy and almost never comes out when new people are around—but somehow Leila won him over! By the end of the visit, he was not only comfortable but eating right out of her hand. It gave me so much peace of mind knowing both of my pets were happy, safe, and cared for like family. Leila sent thoughtful updates and photos, which I really appreciated. I would absolutely recommend her to anyone looking for a trustworthy, compassionate sitter. We feel lucky to have found her!”

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Maria W.
Sitter Profile Image: Casey B.
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Casey B.
from
$26
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
14 years of experience
Northeast, Virginia Beach, VA, 23451

About: I am a dog lover and I’m comfortable with all breeds. I had multiple pets including a dog and cat that I took care of growing up. I currently have no pets but have recently taken care of friends’ dogs. This has included overnight and daytime boarding at my house while taking care of all walking, playing, and feeding needs. I’m currently working PRN (part time) as a physical therapist and I have a lot of flexibility and freedom in my schedule. I’m looking to fill some of this free time with something that I’ve always enjoyed, taking care of pets. I am trustworthy, clean, and respectful of others homes when entering to care for their pets. I am happy to walk your dog wherever they normally like to go around your home.

Sitter Profile Image: Shayla G.
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Shayla G.
from
$75
per night
5.0 out of 5 stars
• 2 reviews
8 years of experience
Virginia Beach, VA, 23455

“She took amazing care of both Goose and my place while I was gone. She took my pup to the dog park to play and sent lots of pictures and videos to keep me updated while I was away.”

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Jessica B.
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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

Popular requests for house sitting - Winslow

Select a filter and find qualifying sitters offering house sitting.

FAQs for House Sitting - Winslow

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 Winslow 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 Winslow 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.

<b>Tip:</b> 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 Winslow 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 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 Meet & Greet .

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

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

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

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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