House Sitting in Oak Hill

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

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Top rated Oak Hill 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 the very best person to care for our much loved Ruger. She stays at our house with him and maintains his strict eating schedule which is essential due to his diabetes. She tests his blood sugar and injects his insulin on time to keep him regulated. I highly recommend her services.

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Colleen W.
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

We have two elderly dogs that need kindness and someone to lay around with them. Vonnie was perfect! She was able to be with them. We will definitely book with her again..

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Gail K.
Sitter Profile Image: Sandina P.
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Sandina P.
from
$40
per night
5.0 out of 5 stars
28 reviews
5 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

First time using Sandina and Riley did very well under her watch. 3 pictures. Will definutely use her again.

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Linda L.
Sitter Profile Image: Susana C.
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Susana C.
from
$52
per night
5.0 out of 5 stars
29 reviews
7 repeat clients
15 years of experience
Eagle, WI, 53119

Susana was amazing! Our three pets can sometimes be a little shy, but they warmed up to her very quickly. She kept in touch with us sending lots of pictures which we really appreciated. She even vacuumed. The house was very clean when we got home. Highly recommended!

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Steve K.
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: 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: Katherine N.
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Katherine N.
from
$60
per night
5.0 out of 5 stars
5 reviews
1 repeat client
13 years of experience
Eagle, WI, 53119

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: Ashley M.
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Ashley M.
from
$45
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Mukwonago, WI, 53149

Great job, super nice, really responsive, great communication.

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J C.
Sitter Profile Image: Hayley M.
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Hayley M.
from
$45
per night
5.0 out of 5 stars
12 reviews
1 repeat client
14 years of experience
whitewater, WI, 53190

Hailey was awesome with our pups! We have a senior cavalier and a 2 year old lab mix. Hailey was timely and kept us updated with pictures of the fur babies. Very responsive and responsible - would definitely recommend her!

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Cindy A.
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: 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: Michele B.
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Michele B.
from
$50
per night
4.9 out of 5 stars
86 reviews
8 repeat clients
31 years of experience
Eagle, WI, 53119

About: My name is Michele. I'm 52. I live in the village of palmyra For many years, I have owned dogs and cats. The majority have been rescues that are special needs. I have also fostered dogs till they are fit for a forever home as well as worked with the local animal hospital to take care of sick dogs till they are ready to go up for Adoption. I also have experience with asthma, chemo and diabetic treatments. I have one dog at this time. He is a 9 years-old Papillon Poodle that is 10 lbs. He is great with other dogs and would be going with me wherever i go. I have sat for families in Illinois ( where I used to live) when they would go out of town as well as stop in visits. I have lived here for 13 years now in Wisconsin and have sat for well over 100 families. My services includes play time, regular car rides, walks or runs, sleep in beds, play time and rarely left alone. I would love to hear about your loved one and how I can help you. Lots and lots of play time! Morning playtime then rest and snuggle time. In the afternoon its back outside. They do go home tired and ready to snuggle! All pups are vaccinated and Poop is cleaned up outside. It's like a dog park experience but safe. Inside the floors and kennels and water fountain are cleaned daily.

Sitter Profile Image: Brandi W.
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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 outstanding, I highly recommend! She is always sweet and kind to both our adorable furry family members. Our two dogs are medium sized and one is extremely shy. Brandi is patient and always wins them both over with her special touch and love. Did I also mention how reliable she is? I am always grateful knowing she is at home with our dogs while traveling.

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Shenlee S.
Sitter Profile Image: Anna T.
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Anna T.
from
$28
per night
5.0 out of 5 stars
49 reviews
12 repeat clients
10 years of experience
Whitewater, WI, 53190

Anna is very reliable and it seems that my somewhat, not so sociable kitty, does at times warm up to her. I love getting pictures while I am away. Thanks Anna

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Tami B.
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: Allison B.
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Allison B.
Star Sitter
from
$45
per night
4.9 out of 5 stars
31 reviews
2 repeat clients
8 years of experience
Janesville, WI, 53546

Allison was amazing!! She provided daily updates and photos of my pets and took great care of my house while I was away! I would recommend her to anyone and trust her to watch my pets again!

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Hannah R.
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: 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: Brenna C.
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Brenna C.
from
$40
per night
17 years of experience
Summit, WI, 53066

About: Hey there! I’ve grown up with dogs and had lots of cats all of my life! I would be happy to help you out with your loved family members! I’m great with drop ins, as well as staying at your house for overnights. I have availability every day, except for Tuesday and Wednesdays. Please let me know if I can be of any assistance with your fur babies! ❤️ Pet care fits into my routine because I only work Tuesday Wednesdays. I don’t mind dropping in to say Hi to pets, let them out, or take them for a walk. I care for your pet as if they were my own💕 pets are part of our family!!!!! I have 3 dogs of my own which mean the world to us!

Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
10 years of experience
Watertown, WI, 53094

Kristin was great, came home to a very happy puppy and she had a great time with her. I was sent lots of pictures of a happy cuddled pup. I would recommend Kristin to anyone

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jordan o.
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Over 3
pet parents in Oak Hill have booked house sitting

Oak Hill pet parents share their Rover experiences

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5.0 out of 5 stars

Once again it was a wonderful experience having Katherine care for our dogs. She was very considerate and sent update pictures throughout her stay. The dogs seem to love her and she was very respectful of the house and schedule we had prepared for her. She’s amazing!

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Karolynn B.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Jasper and Jobey look happy and healthy and the house looks better than we left it!! Such a wonderful caregiver, thank you!!

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Karolynn B.
House Sitting
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Find pet care near you

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 Oak Hill 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 Oak Hill 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 Oak Hill 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 Oak Hill 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 1,031 house sitters in Oak Hill. 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, 88% of Oak Hill house sitters respond in under an hour.

House sitters in Oak Hill have an average of 17 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 Oak Hill.

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. Oak Hill 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.