House Sitting in Wind Lake

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Wind Lake house sitters

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: Elizabeth H.
Verified Background Check
Elizabeth H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
209 reviews
39 repeat clients
9 years of experience
Muskego, WI, 53150

Elizabeth watched our puppy overnight for NYE. She kept us updated and sent pictures. We appreciated the last minute help especially for the holiday!

Profile image
Hockey 2.
Sitter Profile Image: Adrianne R.
Verified Enhanced Background Check
Adrianne R.
from
$50
per night
5.0 out of 5 stars
19 reviews
1 repeat client
20 years of experience
Franklin, WI, 53132

Adrianne was a great pet sitter. She confirmed quickly and set up a meet and greet. My Cavapoo gave her hugs and kisses as soon as she arrived. He likes longer walks and she was awesome to explore nearby trails and parks with him. Adrianne is personable and professional.

Profile image
Gail S.
Sitter Profile Image: Lydia M.
Verified Enhanced Background Check
Lydia M.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 year of experience
Big Bend, WI, 53103

About: I volunteer at a dog shelter that deals with all ages and comfortably around new people. This allows me to pick up on dogs needs and adjust accordingly. I am currently working full time 4 days a week. This allows me a more flexible schedule to help take care of dogs through the week and weekends. I have experience with dogs that bolt when doors are opened outside and know how to block them properly. When helping with potting breaks they can be play breaks to get rid of excess energy. I have experienced teaching dogs to walk on a leash with and without a harness.

Sitter Profile Image: Quazaye K.
Verified Enhanced Background Check
Quazaye K.
from
$60
per night
4.8 out of 5 stars
35 reviews
14 repeat clients
10 years of experience
Muskego, WI, 53150

What a lovely human! Absolutely loved our experience with Quazaye - she sent pics every day and was always very responsive while we were away :) My pups were happy and well cared for & my house was in the same condition I left it in! Would definitely use her services again! Don’t think twice <3

Profile image
Stephanie F.
Sitter Profile Image: Tami G.
Verified Enhanced Background Check
Tami G.
Star Sitter
from
$62
per night
5.0 out of 5 stars
63 reviews
13 repeat clients
4 years of experience
Mukwonago, WI, 53149

Tami did a great job taking care of my dog and cats. She sent lots of pictures and responded quickly when I needed to schedule a sitter on short notice.

Profile image
Terri D.
Sitter Profile Image: Diane R.
Verified Enhanced Background Check
Diane R.
from
$60
per night
4.4 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
Big Bend, WI, 53103

Diane took great care of our beagle while staying in our home. Our beagle was well adjusted when we returned and Diane sent pictures and communicated daily. Thank you.

Profile image
Jessie P.
Sitter Profile Image: Brandi W.
Verified Enhanced Background Check
Brandi W.
from
$35
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

Brandi is fantastic!!! I always have a relaxing and worry free time when away knowing she is home with our two dogs. I especially love the notes she takes that includes walks, eating, water and more. We even have a skittish and more challenging dog that has really warmed up her. I highly recommend!!!

Profile image
Shenlee S.
Sitter Profile Image: Patricia N.
Verified Enhanced Background Check
Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
102 reviews
30 repeat clients
30 years of experience
Franklin, WI, 53132

Patricia was very attentive and detail oriented, and she made sure to cover all of her bases when preparing to care for our pup. She is experienced and professional. I would absolutely hire her again and recommend her to others!

Profile image
Lauren P.
Sitter Profile Image: Amber K.
Verified Enhanced Background Check
Amber K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Waukesha, WI, 53186

Amber is amazing, she came over and our dogs took to her immediately. Our oldest puppy can be a little challenging due to her being skittish, but Amber’s personality and energy helped ease her nervousness. Very reliable, and was able to help us out on short notice. I HIGHLY recommend!

Profile image
Shenlee S.
Sitter Profile Image: Abigail B.
Verified Enhanced Background Check
Abigail B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
69 reviews
15 repeat clients
18 years of experience
Muskego, WI, 53150

Abigail did a fantastic job with our pups! She was kind, trustworthy, and clearly cared about providing the best care possible. I really appreciated her communication throughout — she even let us know that our fridge was acting up and helped us find a solution while we were away. We felt completely at ease knowing our dogs were in great hands!

Profile image
Gretchen Z.
Sitter Profile Image: Sammu G.
Verified Enhanced Background Check
Sammu G.
from
$35
per night
4.5 out of 5 stars
2 reviews
3 years of experience
Waterford, WI, 53185

Overall things went well. Dogs were not stressed when we arrived home after she dogsat our three dogs for two nights. She also swept the floors before leaving (which is something we said she didnt need to do as we know the Huskys cause explosions). My only thing would be communication, the inital communication was great, I wish she had communicated a bit more for our meet and greet as she was late, which is fine as she was at work but I had to be the one to reach out to find out what was going on. I also wish there was inital communication upon arrival and final communication when leaving. Even an overall on how the dogs were/how things went when she left for the final time. The dogs seemed happy though when we returned and that is my biggest concern, and im sure is the same for others.

Profile image
Miranda B.
Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
Ashley M.
from
$45
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Mukwonago, WI, 53149

Ashley is always great.

Profile image
J C.
Sitter Profile Image: Jordan D.
Verified Enhanced Background Check
Jordan D.
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
7 years of experience
Avenues West, New Berlin, WI, 53151

Jordan was fantastic! She did a great job housesitting and taking care of our dog and other animals while we were away. Our dog is very anxious when separated from us, and hasn't done well boarding in the past. This was our first experience with a sitter in home, and Jordan made the process super easy! Winston loved her, Jordan kept us up to date with regular communication...I can't say enough good things! We'll definitely re-book with her in the future! Thanks Jordan!

Profile image
Jennifer M.
Sitter Profile Image: April F.
Verified Enhanced Background Check
April F.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
New Berlin, WI, 53146

About: Hello! I’m April and have had fur babies all my life—my Miniature American Eskimo (Molly) for 15 years until she became sick. I was also mom to Sydney and Charlie from the time they were kittens to older adults. They were tabby cats. I have a special place in my heart for kitties! I miss having furry companions of my own, so I’d love to offer your pets the same affection and care I gave to mine. I’m an educator, so my schedule is fairly flexible. I’m available to help with occasional services or on a more regular basis. I can make a visit nearly any time of the day! Your home is your pet’s comfort zone, and I respect that. I’ll follow your instructions closely, provide lots of love and attention, and make sure your pet feels safe, seen, and well cared for—just like you would.

Sitter Profile Image: Maya M.
Verified Enhanced Background Check
Maya M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Greenfield, WI, 53228

Maya was AWESOME! We needed a last minute Rover to stay at our house and watch our 2 pups for a night and she was such a good fit for the job. Super communicative & sweet — we always received the cutest pupdates. Our dogs were 100% in great hands & we’ll definitely be booking with Maya in the future! 😊

Profile image
Jenna H.
Sitter Profile Image: Cheyenne K.
Verified Enhanced Background Check
Cheyenne K.
from
$60
per night
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
Union Grove, WI, 53182

Cheyenne saved the day! We were A few days away from taking a week vacation and we lost one of our dogs. Our Rottweiler Riley was going to have to go to the in-laws, a place she is not comfortable with. Cheyenne jumped on board and stayed the week with Riley at our house and gave her all the love and attention she needed. Highly recommend Cheyenne!

Profile image
Nick F.
Sitter Profile Image: Jason B.
Verified Enhanced Background Check
Jason B.
from
$80
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
45 years of experience
Burlington, WI, 53105

We booked Jason for house sitting with our dog who has separation anxiety and does not do well in a boarding environment. Jason is great with our dog! Jason came into our house and our dog immediately migrated to him. Jason provided ample walks and gave our dog personalized attention. His wife Emily is also a dog sitter on this site and she has watched our dog too! She is also amazing! We will only be using their services for our dog! We love the husband and wife team!

Profile image
Jennifer E.
Sitter Profile Image: Terri T.
Verified Enhanced Background Check
Terri T.
from
$70
per night
5.0 out of 5 stars
82 reviews
23 repeat clients
20 years of experience
Burlington, WI, 53105

Terri took great care of my Dixie and sent me daily updates with pictures which was very helpful! Would definitely recommend, she is loving and treated my sweet puppy like her own.

Profile image
Christina H.
Sitter Profile Image: Phoebe H.
Verified Enhanced Background Check
Phoebe H.
from
$40
per night
5.0 out of 5 stars
5 reviews
3 years of experience
New Berlin, WI, 53146

We reached out to Phoebe to watch our fur babies and our home while we were out of town. Our biggest priority was keeping the dogs in their normal routine and comfortable in their own environment, and Phoebe absolutely delivered on that. From the initial contact through the end of her stay, she was responsive, communicative, and completely trustworthy. We felt confident our dogs and home were in great hands the entire time.

Profile image
DEREK A.
Sitter Profile Image: Sydnie P.
Verified Enhanced Background Check
Sydnie P.
from
$27
per night
9 years of experience
Waukesha, WI, 53189

About: I’ve been taking care of pets since I was 10 when my parents started dog sitting through Rover! I also have three high energy pups of my own who keep me on my toes. I have plenty of experience caring for seniors and young animals alike, and am happy to provide special care for those with medical needs. I currently have a part-time internship, so I will have plenty of time to care for your animals! I am available Monday-Thursday any time! I am happy to provide extra care for animals with special needs, and love spending time outside! I have walked dogs at differing levels of training, so a little bit of pulling on leash won’t bother me!

1 / 1
View more sitters

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Wind Lake average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Wind Lake on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Wind Lake house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,266 house sitters in Wind Lake. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Wind Lake house sitters respond in under an hour.

House sitters in Wind Lake have an average of 16 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Wind Lake.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Wind Lake house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.