House Sitting in Chenequa

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

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Top rated Chenequa house sitters

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: Tara R.
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Tara R.
Star Sitter
from
$52
per night
5.0 out of 5 stars
76 reviews
17 repeat clients
20 years of experience
Delafield, WI, 53018

Tara is exceptional when it comes to watching your fur babies! She watched our dog (Marley) while on vacation for a week. She provided plenty of updates with pictures that helped in knowing Marley was doing well. I would highly recommend Tara if you are in need of a pet sitter.

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Randy S.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$50
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
25 years of experience
Delafield, WI, 53018

My experience in working with Taylor was excellent. Great communicator and most importantly cared for my 10yr lab while out in a work trip. Taylor went above and beyond what was required as she left the house spotless, and washed bedding and bathroom towels before leaving.

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Todd L.
Sitter Profile Image: Kendra M.
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Kendra M.
from
$42
per night
3 years of experience
ixonia, WI, 53036

About: I have taken care of my own animals and have helped out others as well! My love for animals is so high and I find a lot of joy in it! My work schedule is pretty flexible and I have lots of free time! I am usually free anytime after 11 tuesday-thursday, and every other day at anytime! I work well with any needs a family gives me! I love having a set list that the owner has and wants me to do just so the pup feels comfortable and not off schedule!

Sitter Profile Image: Emma R.
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Emma R.
from
$45
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Pewaukee, WI, 53072

About: I've lived with animals my entire life. Growing up, we had five dogs, four cats, bunnies and guinea pigs, snakes and lizards, fish, and chickens. Currently, while living at home in the summers, we have snakes, lizards, spiders, a cat, and three dogs, one of which is mine. My dog Winston is a service dog in training that my mom and I are owner-training. While I'm in no way a professional trainer, I can help with teaching or maintaining the basics with any dog. I'm currently home for the summer from school and waiting on an application for a part-time job. I am free most of the day right now, as I haven't started working yet. So, I can come over and take care of any pet's needs most any time. I can take care of your animals' needs any time, whether it's taking them on a walk, letting them outside, feeding, cleaning up, or playing with them. My dogs at home are crate trained, so if your dog also stays in a crate at certain points of the day or night, I can easily crate them.

Sitter Profile Image: vtheine@gmail.com T.
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vtheine@gmail.com T.
from
$42
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
50 years of experience
Oconomowoc, WI, 53066

Vonnie is a blessing to us. Our girl has separation anxiety but she loves Vonnie. It allows us to be able to get away without worrying about Rosy being anxious and miserable

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Heidi H.
Sitter Profile Image: Faith B.
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Faith B.
from
$35
per night
4.8 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Hartland, WI, 53029

Faith was amazing!! She was taking care of my 10 yr dog with special needs and loved her while I was on a week long business trip. She treated her with kindness and love!! Thank you Faith!!! I highly recommend her for any pet sitting needs you have!

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Peg H.
Sitter Profile Image: Meagan W.
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Meagan W.
from
$40
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
19 years of experience
Pewaukee, WI, 53072

Meagan was on time, thorough, and communicative! Happily would have her watch our pups overnight again!

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Chloe M.
Sitter Profile Image: Cooper B.
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Cooper B.
from
$70
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

Cooper is a kind, reliable pet sitter. I felt completely comfortable having him spend time with my dogs and stay in my home. I’d definitely work with him again and would encourage you to consider him for your needs as well.

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Ryan P.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$60
per night
5.0 out of 5 stars
27 reviews
12 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Have used Kate multiple times to stay with our pets and our house. She does a great job and is super respectful of the space. Will continue to use her in the future.

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James F.
Sitter Profile Image: Haydn H.
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Haydn H.
from
$60
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Ixonia, WI, 53036

Haydn did a great job with my pup. She spent a ton of time with her playing and taking her on walks. I got updates and pictures throughout the time period. The house was in great shape when I got home and and very clean. I would definately recomment Haydn and use her again!

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Angela N.
Sitter Profile Image: Sydney H.
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Sydney H.
from
$50
per night
5 years of experience
Delafield, WI, 53018

About: Hi there! I am a former pet groomer with lifelong experience loving animals of all kinds! I have worked with senior animals, puppies, cats, and combative animals with professionalism and levity for 5+ years. I am super excited to get to know you and your animals. I am currently working summer camp jobs, and therefore have plenty of time to take care of your pets! I am very excited to get to spend plenty of time with animals while I navigate a new move to the area! My previous job as a pet grooming assistant as well as babysitting animals in the past has given me a lot of experience in keeping animals safe and comfortable. I work extremely hard to understand animal behavior and body language in order to respect animals boundaries. I also prioritize safety when caring for other people’s animals because that is someone’s baby! It is important to me to do a job well, and that includes maintaining safety and care for all animals.

Sitter Profile Image: Victoria K.
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Victoria K.
from
$25
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Oconomowoc, WI, 53066

Victoria took great care of our pups! She sent lots of pictures and kept us updated.

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Katelyn W.
Sitter Profile Image: Joey C.
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Joey C.
from
$65
per night
5.0 out of 5 stars
77 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

Joey continues to be the BEST dog sitter for our pups! She loves them and takes amazing care of them with daily updates and pictures. Joey leaves our house clean…probably cleaner than I leave it for her 😁 I recommend her 100%

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Erin R.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$55
per night
5.0 out of 5 stars
50 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy Is the ideal cat sitter. I wanted to not have to worry about Baby Bear having a clean litter box and eating his wet and dry food. Cindy was there for him and he’s happy! That’s what a great pet sitter does.

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Larry B.
Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
54 reviews
20 repeat clients
3 years of experience
Sussex, WI, 53089

Allison took wonderful care of our fur babies (and our home). We appreciated the frequent pictures/videos, since we missed our boys something terribly. Our cats are usually scaredy cats, and hide from strangers. Allison bonded with them quickly and they were comfortable with her around. One of our cats require daily medication, and Allison was such a pro, making sure he was well cared for. We truly appreciate her care and support of our family and home. Would highly recommend.

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Thomas D.
Sitter Profile Image: Amber K.
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Amber K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
11 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!

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Shenlee S.
Sitter Profile Image: Wendy W.
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Wendy W.
from
$65
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
12 years of experience
Pewaukee, WI, 53072

We felt very comfortable leaving our dogs in Wendy’s care. She was super accommodating for our last minute request . Left the house in great shape and left a nice hand written note . Dogs were well cared for ! Would definitely use Wendy again .

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Tracie K.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$62
per night
5.0 out of 5 stars
64 reviews
13 repeat clients
4 years of experience
Mukwonago, WI, 53149

Tami was very concerned that my dog Oliver was taken care of well. Tami did a great job communicating with me with any questions and concerns. I would use her again as my dog sitter.

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Tom R.
Sitter Profile Image: Tereace S.
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Tereace S.
from
$35
per night
5.0 out of 5 stars
2 reviews
2 years of experience
Lower East Side, Waukesha, WI, 53188

Tereace was so good with Cleo!! She took her on so many adventures in the wild. Sent some of the best photos I’ve seen of Cleo and accommodated all of her needs! She was super responsive and sent lots of updates and photos! I’ll definitely be using Tereace again!!

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Dayne R.
Sitter Profile Image: Taryn P.
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Taryn P.
from
$50
per night
3 years of experience
Sussex, WI, 53089

About: I’ve grown up with dogs of many temperaments, so caring for them has come naturally since I was young. I’ve helped friends and neighbors with their dogs, from playful puppies to the most anxious worriers and senior companions, prioritizing the mental and physical well-being of each one. I’m comfortable giving oral medications and happy to learn injections with guidance. I also work at a doggie daycare and love the work. I’m available most Fridays to Sundays, with flexible mornings, afternoons, and evenings. I enjoy keeping pets on regular routines and caring for them helps me stay active, spend time outdoors, and maintain a consistent daily schedule. I make sure every pet feels safe and comfortable by closely supervising them, keeping their environment clean and secure, and paying attention to their individual needs and routines. I handle all pets with patience and care, whether in my home or yours, and prioritize trust, consistency, and a calm, pet-friendly environment.

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Chenequa pet parents share their Rover experiences

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5.0 out of 5 stars

Taylor is amazing. Took great care of our recovering pooch and of our house. Will absolutely book her again.

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Mike O.
House Sitting
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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 Chenequa 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 Chenequa 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 Chenequa 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 Chenequa 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 1,270 house sitters in Chenequa. 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, 86% of Chenequa house sitters respond in under an hour.

House sitters in Chenequa have an average of 15 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 Chenequa.

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. Chenequa 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.