House Sitting Winstead

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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: Marissa D.
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Marissa D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Morgantown, WV, 26505

Sent lots of pictures and exercised our dogs every day. Dogs were very well taken care of and Marissa left our house in great shape. 10/10 recommend!!!

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Hannah S.
Sitter Profile Image: Amber G.
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Amber G.
from
$60
per night
4.8 out of 5 stars
24 reviews
8 repeat clients
30 years of experience
Smithfield, PA, 15478

I highly recommend Amber for any dog sitting or dog walking needs, no matter the size or personality of your pup! I have a 110 lb lab mix and a 70 lb Great Pyrenees mix—both can be a handful at times—but Amber handled them with confidence and care. Her experience with larger breeds (including her own huskies) gave me peace of mind from the start. What truly impressed me was how she connected with my younger dog, who is very skittish and slow to warm up to new people. By the end of the week, not only had my pup warmed up to Amber—she was jumping on the bed and cuddling next to her, something she rarely even does with me or my husband. I was amazed! Amber also sent me photos of the dogs every day to keep me updated, which I really appreciated—it helped so much when I was missing them while away. Amber went above and beyond to make our dogs feel safe and loved while we were away. We’ll absolutely be booking with her again for future stays!

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Drew L.
Sitter Profile Image: Juliana G.
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Juliana G.
from
$35
per night
5.0 out of 5 stars
10 reviews
6 repeat clients
10 years of experience
Morgantown, WV, 26508

Juliana did a fantastic job with our nervous dog. She was patient and kind. I would highly recommend her as a sitter for your fur babies!

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Jennifer M.
Sitter Profile Image: Addison W.
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Addison W.
from
$40
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Morgantown, WV, 26508

Addison was amazing with our girl!

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Kylie B.
Sitter Profile Image: Xinyi X.
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Xinyi X.
from
$27
per night
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Morgantown, WV, 26501

We couldn’t be happier with the care our three dogs received! From the moment we left, she kept us updated with regular messages and adorable photos that gave us total peace of mind. It was so clear she treated them not just as clients, but as her own — they were loved, comfortable, and happy the entire time. We will absolutely be booking again and highly recommend her to anyone looking for a sitter who truly goes above and beyond!

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Nicole H.
Sitter Profile Image: Alyssa E.
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Alyssa E.
from
$40
per night
5.0 out of 5 stars
1 review
1 repeat client
4 years of experience
Morgantown, WV, 26505

About: Hi! I’ve spent years sitting and walking dogs for friends and family, so I definitely know every dog has their own personality and am happy to cater to them and take whatever time is needed to make them the most comfortable! Growing up there were always 3+ dogs in the house including puppies, seniors, and dogs with disabilities, so I’m equipped to handle all stages of life and different needs! I am patient, understanding, experienced, and ready to give your dog the most loving care! As a student with a part-time job my schedule is pretty flexible! For dogs, that means consistent walks, potty break, and feedings that match their normal schedule. For cats, regular feeding times, litter maintenance, and plenty of attention if they prefer it! Since my shifts change week to week, I will always confirm availability ahead of time and communicate about timing! Your pets safety is my top priority, in your home or mine! I live in an apartment, so I’m mindful about creating a secure, calm place, free of hazardous foods or items. I treat every pet in my care with the same level of attention I’d want for my own, so you can feel confident your dog or cat is in a safe and comfortable environment.

Sitter Profile Image: Vanessa P.
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Vanessa P.
from
$38
per night
5.0 out of 5 stars
4 reviews
20 years of experience
mount morris, PA, 15349

Vanessa was amazing with our dog draco! She hung out with him for the day and we’d love to have her again when needed!

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seilia l.
Sitter Profile Image: Jillian B.
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Jillian B.
from
$63
per night
15 years of experience
Morgantown, WV, 26505

About: Rover Bio Hi! I’m a lifelong dog lover with 15 years of experience as a dog owner, so I understand just how important it is to find someone you can trust with your furry family member. 🐾 I live an active, athletic lifestyle and love staying busy—whether that means getting outside for a walk, going for a run, playing in the yard, or simply enjoying some fresh air. I’m happy to match your pup’s energy level, whether they’re ready for an adventure or prefer a slower stroll. But don’t let the athletic side fool you—I’m also a huge fan of couch cuddles, and quality time. I’ll treat your dog like they’re part of the family and make sure they get plenty of exercise, attention, affection, and love while you’re away. I know how much trust it takes to leave your pet with someone else, and my goal is to give you peace of mind while making sure your pup has a safe, happy, and fun time! I’m currently working a flexible hybrid positions as a wedding planner! I work most Saturdays but have week day flexibility. I spend my days working from home and have ample time to care for your pets needs! I aim to create a comfortable environment for your pets and to keep their routine as normal as possible! I’m a very clean person and want to ensure your house is just as you left it!

Sitter Profile Image: Lena C.
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Lena C.
from
$30
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
5 years of experience
Morgantown, WV, 26508

Our 3 dogs love her! Lena stayed in our home overnight while we were away. We highly recommend her. Two of our three dogs are on medication and it went very well. Thank you, Lena for your help. We will definitely book again.

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Rachelle K.
Sitter Profile Image: Laurie K.
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Laurie K.
from
$60
per night
5.0 out of 5 stars
7 reviews
1 repeat client
8 years of experience
Maidsville, WV, 26546

Laurie was great with our dog. She was friendly and easy to work with and always made sure Jeter got to go outside and got his medicine as prescribed. We would definitely book Laudie again.

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Clint W.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$85
per night
5.0 out of 5 stars
33 reviews
2 repeat clients
12 years of experience
Bruceton Mills, WV, 26525

I was worried about leaving our dog Finn for the week since we normally don’t leave him however, Jen and Jon took such amazing care of him and were in constant communication that I had no worries while I was away. They also left the house in perfect condition. I can’t recommend them enough.

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Olivia P.
Sitter Profile Image: Hannah W.
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Hannah W.
from
$80
per night
1 repeat client
10 years of experience
Morgantown, WV, 26505

About: I am so excited to start my Rover experience! Every dog is different and silly in their own way, and that is my absolute favorite part of pet sitting. I have cared for everything from tiny lap dogs to large breeds, crazy puppies to sweet senior dogs. I also have experience with reactive dogs on/off leash. I will treat them like my own, paying attention to their individual personality, routines, and needs, so you can have peace of mind knowing they’re in caring, capable hands! I work nights at the hospital, so my days are always available! I am also available for nighttime check ins, if requested! I am very accommodating and flexible with timing and schedules. Feel free to switch up on me last minute - I go with the flow :) I am prepared to provide attentive care to your furry friend. I will respect and follow routines, boundaries and expectations. My goal is to achieve clear and effective communication while you are away. Expect lots of photos and updates!

Sitter Profile Image: Bella S.
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Bella S.
from
$26
per night
5.0 out of 5 stars
3 reviews
4 years of experience
Reedsville, WV, 26547

Bella was amazing with my Yorkie. She stayed at my house, which made it so much better for Bluey. Would highly recommend Bella and definitely will use her again.

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michelle B.
Sitter Profile Image: Rhianne J.
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Rhianne J.
from
$20
per night
10 years of experience
Morgantown, WV, 26508

About: My entire life, I’ve had family dogs, and I’ve shared part of the responsibility for them with my entire family. At sixteen, I began pet-sitting for family friends and coworkers of my parents. I had a dog who had diabetes, so we would frequently have to give her insulin shots. So, I am not opposed to giving dogs medicine and shots, so long as they are friendly and are already used to their medicine! I have classes 12:30-4:00 on weekdays, and that’s about it! I may have sorority events on weekends, but they never last more than four hours! I believe every dog has different needs and lifestyles. I make sure that not only are their physiological needs are met, but also that I make an effort to keep dogs properly stimulated and loved

Sitter Profile Image: Alaska J.
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Alaska J.
Star Sitter
from
$60
per night
5.0 out of 5 stars
60 reviews
30 repeat clients
25 years of experience
Morgantown, WV, 26505

Alaska took care of our baby girl and went above and beyond in our home. We came back home to a tidy home and a relaxed dog. Absolutely no stress.

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Aaron D.
Sitter Profile Image: Tiffany E.
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Tiffany E.
from
$25
per night
5.0 out of 5 stars
5 reviews
1 repeat client
3 years of experience
Morgantown, WV, 26505

About: I’ve taken care of dogs and cats my whole life and I love to play with them and take them to the park and play fetch and run with them and have them happy. My schedule is available everyday through Monday - Friday. also I don’t work so my schedule is very flexible and weekends I’m off for babysitting dogs and cat because I’m spending time with my family. I’ll be happy to be your dog sitter or cat sitter and you enjoy your day! I would baby sit them in there own environment so they feel safe around me while I pet sit for the customers and have the customers feel safe to

Sitter Profile Image: Alyssa D.
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Alyssa D.
from
$40
per night
5 years of experience
Morgantown, WV, 26508

About: Hi! I’m a 30-year-old nurse and proud beagle mom to my sweet 5-year-old girl. As someone who works long shifts in healthcare, I truly understand how important it is to have reliable, loving care for your pets when life gets busy. That’s why I’m offering drop-in visits for pets in the nearby area, helping give fellow pet parents peace of mind. My schedule can vary, so I kindly ask for 1–2 weeks’ notice to coordinate visits around my work shifts. I’m also open to overnight house sitting depending on availability—we can chat to see what works best! On my days off, I love getting outside and would be happy to take your pup for a walk on a nearby trail—possibly even alongside my own friendly beagle, if you’re comfortable with that. She’s great with other dogs and would love the company! Whether your pet needs a quick check-in, a relaxing walk, or some extra love while you’re away, I’m here to help care for them like one of my own. my schedule changes weekly, so my availability is variable. I’m primarily available for drop-in visits close to home on my days off, and I kindly ask for 1 to 2 weeks’ advance notice whenever possible to help me plan ahead. I’m open to overnight stays after building trust and familiarity with clients, but those will depend on my work schedule. I also occasionally travel, so consistent communication is appreciated for long term planning. I do not provide in-home boarding or care at my own home, but I’m happy to care for your pets in the comfort of their own environment. I’ll follow your instructions closely to maintain their routine. Safety and trust are very important to me, and I’m always respectful of your space and your pet’s needs.

Sitter Profile Image: Caitlin N.
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Caitlin N.
from
$100
per night
5.0 out of 5 stars
3 reviews
9 years of experience
Morgantown, WV, 26508

Caitlin did a great job with my two special canines. She was able to stay with them when my other sitter lost contact. I would definitely use her again.

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Christine T.
Sitter Profile Image: Aubrey F.
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Aubrey F.
from
$120
per night
5.0 out of 5 stars
1 review
1 repeat client
18 years of experience
Morgantown, WV, 26508

Aubrey took amazing care of our Ranger! She made sure our old boy was comfortable and happy. I appreciate the care she took of the house as well! We are thankful she could stay on such short notice.

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Tracey K.
Sitter Profile Image: Abbie B.
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Abbie B.
from
$150
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Granville, WV, 26534

About: As an active pet sitter with a decade of experience, I love keeping dogs moving and happy. Whether your dog needs a brisk neighborhood run, a fun hike, or just a playful game of fetch, I’m always ready to match their energy! I am a future law student, so you can count on my professionalism, reliability, and dedication to keeping your pet safe. :) I’m pretty flexible so I can take care of your pups on short or long term notice! I don’t have much going on as of now! As an extremely detail-oriented person, I treat your home and your pets with the highest level of respect. I closely follow all instructions regarding crating, food boundaries, and home security. Outdoors, I practice strict leash safety and keep a watchful eye to ensure your pet is always secure.

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The median cost per night for house sitting in Winstead is $50

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

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Popular requests for house sitting - Winstead

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winstead average 3
repeat house sitting clients

FAQs for House Sitting - Winstead

Frequently asked questions about Rover

As of September 2026, there are 181 sitters on Rover offering House Sitting across Winstead. 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 Winstead 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 Winstead 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 Winstead 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 Winstead. On Rover:

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