House Sitting in Okauchee Lake

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

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Top rated Okauchee Lake 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 5.0 stars
63 reviews
14 repeat clients
20 years of experience
Delafield, WI, 53018

Tara was great with Bernie. He is a big dog and can get into mischief. We were able to all go on a family vacation thanks to finding Tara. Her communication is 5 stars and she followed the directions for Bernie to the letter. We appreciate the great care Bernie had and will be using Tara again!

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Stephanie C.
Sitter Profile Image: Amber K.
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Amber K.
from
$30
per night
5.0 out of 5.0 stars
4 reviews
1 repeat client
10 years of experience
Delafield, WI, 53018

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: Tessa O.
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Tessa O.
from
$32
per night
5.0 out of 5.0 stars
2 reviews
2 years of experience
Delafield, WI, 53018

About: I've had dogs for most of my life, I love going for long walks and playing fetch. My schedule is very flexible and I'm able to accommodate their needs! I'm a college freshman at UW Madison home for winter break, so I will have plenty of time to take care of your fur babies! I have a lot of love to give to your pets, animals have a special place in my heart. I would love to take your pup for long walks in Lapham Peak or any other park!

Sitter Profile Image: Joey C.
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Joey C.
from
$65
per night
5.0 out of 5.0 stars
73 reviews
17 repeat clients
40 years of experience
Hartland, WI, 53029

Joey was fantastic. She took our dogs on multiple walks and played with them in the yard. Joey sent us multiple pictures throughout her time with the dogs and gave us updates regularly. We will definitely use her in the future.

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Erin R.
Sitter Profile Image: Maggie K.
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Maggie K.
from
$50
per night
5.0 out of 5.0 stars
9 reviews
3 repeat clients
16 years of experience
Hartland, WI, 53029

Maggie did a great job with our Italian Greyhound, Moe. She sent updates while we were away and we felt totally comfortable leaving Moe in her care!

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Mary S.
Sitter Profile Image: Cooper B.
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Cooper B.
from
$70
per night
5.0 out of 5.0 stars
4 reviews
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: Adrianne R.
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Adrianne R.
from
$50
per night
5.0 out of 5.0 stars
14 reviews
1 repeat client
20 years of experience
Pewaukee, WI, 53072

This was my first time leaving our puppy Fritz and first time using Rover. I couldn’t be happier with our experience with Adrienne! I appreciated the daily check ins and pics/videos and I could tell that Fritz was happy and content and well cared for. I would recommend Adrienne and will use her again the next time we go out of town without the pup.

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Holly Y.
Sitter Profile Image: Amy H.
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Amy H.
from
$65
per night
5.0 out of 5.0 stars
7 reviews
2 repeat clients
40 years of experience
Hubertus, WI, 53095

Gave updates and gave Libby her meds as scheduled :)

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

Murphy Loved Vonnie! And she sent pictures. She's amazing! I will definitely be reaching out to her again. Best Sitter Ever. Totally made me feel comfortable leaving my best buddy with her. She is AWESOME!

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Patrick P.
Sitter Profile Image: Sergei V.
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Sergei V.
from
$30
per night
12 years of experience
Oconomowoc, WI, 53066

About: I had dogs in my family. I walked them and fed them. I could play with them. I love petting dogs. I also love a lot of other animals. I usually get up around 8-8:30 in the morning. I go to bed around 11 pm. I work from about 9:30 am to 5 pm. I am usually very careful with other people's property. I understand that because of a stranger in the house, a dog or a cat can be a little unfriendly. But I always try to establish contact.

Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$85
per night
5.0 out of 5.0 stars
48 reviews
11 repeat clients
40 years of experience
Oconomowoc, WI, 53066

We left our sweet dog, Marvin, with Ramsey for a week while she stayed at our home. Very happy with the experience. She was flexible with our requests and was professional. She sent photos of their time together and Marv seemed to be happy and content. I appreciated her prompt responses during the booking process and while we were away. She even taught him a few tricks. We will defintely request to use her again!

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Paula L.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$55
per night
5.0 out of 5.0 stars
51 reviews
12 repeat clients
4 years of experience
Mukwonago, WI, 53149

Tami did an excellent job of caring for my three kitties (especially the one that requires extra feedings) in my home. Tami is conscientious - she sent photos and updated me on how my cats were doing each day. Thank you Tami!

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Susan D.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$80
per night
5.0 out of 5.0 stars
19 reviews
7 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Katelyn watched my English Bulldog and Chocolate Lab while I was on vacation for several days. She took great care of my fur babies. She fed them, walked them, let them out several times, and gave them loves and pets. She sent good notes and several pictures and videos throughout the stay.

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Danielle R.
Sitter Profile Image: Katherine N.
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Katherine N.
from
$80
per night
5.0 out of 5.0 stars
3 reviews
13 years of experience
Sullivan, WI, 53178

Katherine was amazing! She watched my dog in my home for 7 days and went above and beyond the entire time. She kept me updated every day, followed all of my instructions perfectly, and made me feel completely at ease while I was away. My dog loved her, and I could tell she was well cared for and happy. I highly recommend Katherine to anyone looking for a reliable, attentive, and caring sitter. I will definitely be booking with her again!

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Kylee F.
Sitter Profile Image: Faith B.
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Faith B.
from
$35
per night
4.8 out of 5.0 stars
7 reviews
1 repeat client
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: Molly M.
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Molly M.
from
$75
per night
5.0 out of 5.0 stars
16 reviews
4 repeat clients
18 years of experience
Oconomowoc, WI, 53066

About: I grew up with dogs and have taken care of friends and families pets my whole adult life. I also have a dog of my own! I’m comfortable with dogs of all sizes and breeds and am reliable and comfortable walking, feeding, and providing all general cares! I work full time, day time hours, but mostly from home. I take care of my own pup during the day, we go on walks during my breaks and lunch. I’m available to walk or watch pets during the day, in the evenings/nights or on weekends! I have a golden retriever at home to keep your pet company ! He loves friends and making new ones! Close by walking paths and fields to walk, as well as a dog park on site if wanted.

Sitter Profile Image: kelly C.
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kelly C.
from
$60
per night
40 years of experience
Oconomowoc, WI, 53066

About: I’ve taken care of animals my entire life — every age, size, and personality you can imagine. From energetic puppies to senior dogs needing extra patience and support, I’ve always been the one people trust with their animals. I am able to give meds, work with dogs who may have anxiety or special needs, service dogs. I’ve walked many dogs through their final chapter and stayed with them until their last breath. I understand how sensitive that time is, and I bring calm, grounding energy to the dogs and the families who love them. You can find me walking the trails at Latham often! I am on the verge of being an empty nester so I have more space and time to play with the four legged ones. im very active and love going to the dog park as well. I have a husky mix named Oakley who loves everyone and loves to pull on walks so I am very used to managing strong dogs who are interested in squirrels and nature around them! I have to stay very present and focused when walking! I love nature and being outside in all types of weather. I walk rain, shine, sleet and snow! I care for others pets as if they are my own! a happy heart is my goal for both you and your companion! day and able to give consistent attention, walks, and check-ins. My schedule is very flexible, and I’m available for feeding, potty breaks, walks, and companionship throughout the day. I structure my work around the animals in my care, making sure they get plenty of time outside, regular potty breaks, and a calm, consistent presence. Unless I’m out walking another dog or running a short errand, I’m home — which allows me to maintain a very reliable and steady routine for boarding and day care. In my home, pets receive a calm, consistent environment with plenty of attention throughout the day. I make sure they have regular potty breaks, walks, fresh water, and a comfortable place to rest. I keep routines steady so they feel safe and settled, and I adapt to each dog’s needs—whether that’s more exercise, playtime, companionship, or quiet downtime. I can easily crate if needed. I also have a small fenced yard. I have a walking path right out my front door as well. When caring for pets in a client’s home, I follow your routines closely to keep your dog comfortable. I make sure they have their regular feeding schedule, walks, playtime, and any medication they may need. I stay aware of their body language, comfort levels, and provide a steady, grounded presence. I treat every dog like my own and make sure they feel cared for, safe, and understood in whatever space they’re in.

Sitter Profile Image: Cindy S.
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Cindy S.
from
$72
per night
5.0 out of 5.0 stars
48 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

And all I can say is outstanding! Cindy went above and beyond to make sure my pets for well taken care of! She sent pictures and was very responsive to my questions plus when I got home my house was cleaner then when I left!- I really could not have asked for more and would definitely have her back again!!!

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Nancy S.
Sitter Profile Image: Bill S.
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Bill S.
from
$70
per night
5.0 out of 5.0 stars
3 reviews
55 years of experience
Oconomowoc, WI, 53066

About: **Dog Walking Services Available!** Are you looking for a dedicated dog lover to take care of your friend? Look no further! 🌟 **About Me:** I've grown up with dogs and had owned one for years, so I understand their needs and personalities. I'm passionate about dogs and enjoy spending time outdoors, which makes me the perfect companion for your pet. 🚶‍♂️ **Services Offered:** - Daily dog walks - Companion visits - Long walks for active pups 🐾 **What I Bring:** - Experience with dogs of all sizes - A love for exercise and outdoor adventures - A commitment to providing a safe and enjoyable experience for your dog If you want your dog to have a fun and enriching time while you're busy, please reach out! Let’s discuss a meet and greet to get started. I currently have an open schedule, so it would e easy to work out routine walks. I love to take long walks and would be mindful of the surroundings. I will respect your home and take the responsibility in earnest. I am good at playing with dogs and cats. We’ve had 2 cats since I have been married. I taught them tricks like playing dead and never forgot to say hi when I got home.

Sitter Profile Image: Heather B.
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Heather B.
from
$85
per night
5.0 out of 5.0 stars
27 reviews
8 repeat clients
35 years of experience
Oconomowoc, WI, 53066

Heather was great will definitely use again! ?

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Amanda H.
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Okauchee Lake pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Mardi did a great job with our yellow lab Cooper. She stayed at our house and everything was neat and tidy when we returned from our 10 day trip. She and Cooper were like peas and carrots. We will definitely use her again, thanks Mardi!

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Shelly & Tim L.
House Sitting
5.0 out of 5.0 stars

Marlee is so caring and compassionate. Our dog is quite shy and she had him relaxed and enjoying her company in no time. It is such a relief to know he is well cared for while we are away.

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Staci M.
House Sitting
5.0 out of 5.0 stars

Isabella, took great care of my family’s pets while we were out of town. She kept in touch throughout her stay, took our pups to the dog park, and when we returned we had very happy fur babies. Definitely recommend and will ask her to stay with our pets again!

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KEM S.
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 Okauchee 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 Okauchee 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 Okauchee Lake on Rover as of Jan 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 Okauchee 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 Jan 2026, there are 471 house sitters in Okauchee 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 Okauchee Lake house sitters respond in under an hour.

House sitters in Okauchee Lake 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 Okauchee 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. Okauchee 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.