House Sitting Winegars

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

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Over 4
pet parents in Winegars have booked house sitting

Winegars, 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: Ariana P.
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Ariana P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
6 years of experience
Harrison, MI, 48625

“Ariana took fabulous care of my fur baby Optimus while I was away visiting family! She followed house rules, loved and cared for Optimus, and even sent me pictures and texts to stay in contact on occasion. I would absolutely hire her again!”

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M C.
Sitter Profile Image: Sydney T.
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Sydney T.
from
$63
per night
5.0 out of 5 stars
• 28 reviews
10 repeat clients
10 years of experience
Midland, MI, 48640

“Sydney was amazing! We felt very comfortable and confident that our dogs and home would be well taken care of as she house sat for us while we were away on vacation. We would definitely recommend her services and hope to have her back for future needs as well.”

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Bryan R.
Sitter Profile Image: Candice h.
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Candice h.
from
$100
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
30 years of experience
Midland, MI, 48642

“Both of our animals warmed right up to Candice as soon as she came in for our meet and greet. My dog usually barks at strangers but didn't this time. Candice was friendly and knowledgeable. We were able to leave our home for a few days feeling comfortable with the booking knowing our animals were in good hands. She also sent plenty of updates and photos and left our home cleaner than we left it.”

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Justin N.
Sitter Profile Image: Alana C.
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Alana C.
from
$70
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
10 years of experience
Midland, MI, 48640

“Alana was wonderful to work with! She was very responsive and communicative throughout the stay, sending daily updates and photos which gave us a lot of peace of mind. She took great care of our pets and helped them feel comfortable. She also left the house very clean, even doing more than we would’ve expected. She was also incredibly flexible when our travel plans changed due to flight issues. We’d definitely recommend her and would love to work with her again!”

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Sherlin P.
Sitter Profile Image: Madison S.
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Madison S.
from
$80
per night
4.8 out of 5 stars
• 16 reviews
6 repeat clients
4 years of experience
Midland, MI, 48640

“Madison did a great job with my dogs. She fully took care of them as requested.”

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Steve H.
Sitter Profile Image: Madeline F.
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Madeline F.
Star Sitter
from
$80
per night
4.9 out of 5 stars
• 197 reviews
52 repeat clients
11 years of experience
Midland, MI, 48642

“Madeline was amazing with Charlie and took great care of our house while we were gone. Even when Charlie got sick, she immediately let us know and provided updates to reassure us he was ok.”

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Marie L.
Sitter Profile Image: Amber L.
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Amber L.
from
$110
per night
5.0 out of 5 stars
• 40 reviews
15 repeat clients
9 years of experience
Prescott, MI, 48756

“While camping we asked Amber to sit with our dogs for a few hours. She was on time, asked good questions and was great with the dogs. I would use her services again.”

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April S.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 4 reviews
4 repeat clients
22 years of experience
Freeland, MI, 48623

“Heather was a delight to meet. She was responsive, sent several pet photos, and left an update note. she took Bijou on a couple of walks and played with the kitties. The house was in good shape and the pets seemed happy when I returned. I would definitely ask Heather to watch my furry kids again.”

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Andrea R.
Sitter Profile Image: Cher D.
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Cher D.
from
$40
per night
4.9 out of 5 stars
• 66 reviews
27 repeat clients
12 years of experience
Mt Pleasant, MI, 48858

“We have used Cher a couple times to watch and feed our dog and she has been great to work with. I appreciate that she sent pictures of our dog Max and kept us in the loop of how he is doing. As long as she is available we will continue to have her help us. Thank you!”

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John B.
Sitter Profile Image: Kenzie R.
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Kenzie R.
from
$65
per night
5.0 out of 5 stars
• 2 reviews
30 years of experience
Bay city, MI, 48708

“Kenzie won our three fur babies over quick! ?. I would highly recommend her services. It was nice to not have to worry about them while away. Thank you Kenzie!”

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Christy P.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$100
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Mt Pleasant, MI, 48858

About: I have grown up living with and caring for animals. I have taken care of animals at all life stages from young puppies/kittens to senior dogs/cats. I have administered medicine and have attention for details and care with specific pet needs. I am patient and am willing to work with most any pet! I currently have 3 cats who are my babies. I've worked with small dogs and frequently handle dogs up to 100lbs. I love the outdoors and making sure your family members have the best care possible while you are away! I would love to get to know your pets! I'm currently incredibly flexible with my schedule. As long as I have adequate notice I will be available most any day! I am used to caring for pets all day everyday. I can am willing to accommodate whatever care your pet needs to be comfortable, safe and cared for why you are away. I treasure animals like family and I can assure that they will be well looked after.

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The median cost per night for house sitting in Winegars 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

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

Popular requests for house sitting - Winegars

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winegars average 3
repeat house sitting clients

FAQs for House Sitting - Winegars

Frequently asked questions about Rover

The average cost of House Sitting in Winegars on Rover is $50 per night as of October 2026. Most bookings cost between $47 and $63 per night. 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 78 sitters on Rover offering House Sitting across Winegars. 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 Winegars 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 Winegars 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 Winegars 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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