House Sitting Oak Hill

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

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Over 3
pet parents in Oak Hill have booked house sitting

Oak Hill, 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: Kendra M.
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Kendra M.
from
$50
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
3 years of experience
Oconomowoc, WI, 53066

“Kendra was amazing with my dog Winter! She was a great house guest and cleaned up after herself and beyond. I got several pictures of Winter and prompt replies when I would check in. I will definitely use her every time I need someone to come stay.”

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Stephanie J.
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
• 34 reviews
9 repeat clients
50 years of experience
Oconomowoc, WI, 53066

“Vonnie took very good care of all of our fur babies. She contacted us with updates and questions. She also watched our house and everything was nice and clean when we returned. Would definitely use her again and recommend her for your your fur babies.”

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Susan K.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 70 reviews
14 repeat clients
10 years of experience
Janesville, WI, 53546

“Allison did a wonderful job watching our fur babies. We have a 12 year old goldendoodle who requires medication 4 times a day. She did a great job keeping our doodle on track. We received pictures each day. When we arrived home our house was just the way we left it. Highly recommend Allison.”

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Susanne P.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$75
per night
4.7 out of 5 stars
• 37 reviews
16 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: Hayley M.
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Hayley M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 17 reviews
2 repeat clients
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: Brandi W.
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Brandi W.
from
$35
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

“Brandi is absolutely the best, wonderful with our two dogs, and consistently winning over our high anxiety and shy lil’ baby. We highly recommend Brandi if you are looking for a reliable dog sitter with heart.”

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Shenlee S.
Sitter Profile Image: Cassie K.
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Cassie K.
from
$25
per night
10 years of experience
Dousman, WI, 53118

About: I have 10 years of experience house/pet-sitting. I do the best I can to continue your pet's routine while you're away including watering/feeding, walking, playing, taking your pet on outings like the dog-park for example, admistering medications, cleaning up pet waste, or anything else you'd like me to do! I have experience taking care of all different kinds of pets such as chickens, ducks, fish, cats, dogs, hamster, hermit crab, turtle, and hedgehog. I also can provide overnight care for your pets including housesitting if needed. Housesitting responsibilites include watering plants, getting your mail, mowing the grass, putting out your garbage, or any other household tasks you'd like done while you're away including taking care of your pet and/or pets. I'm also available this summer Monday through Friday to drop-in to take care of pets from 1:30pm-6:00pm. This could include watering/feeding, walking, or anything your pet may need. I'd be happy to give referneces if needed. Thank you for considering me! I'm available all week to provide pet care in your home-drop in, overnight care, and house-sitting.Thank you for your time and considering me for your pet and home care needs! I do not offer pet care in my home, but can provide pet care in your home including drop-in/overnight pet-care in your home/house-sitting and I'd be happy to provide references if you'd like.

Sitter Profile Image: Miranda M.
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Miranda M.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Whitewater, WI, 53190

About: I am a loving, compassionate, and reliable person that has a love for animals. I am also athletic and can take your puppy companion for a jog! I have unlimited availability for pet care. The only time I am not available is at 3pm, when I pick up my two pet loving children from school. I have a fenced in yard in a nice neighborhood, and a lake across the street if your pet likes to swim. I am also available to come to your home as well. I am available in Rock County and Dane County.

Sitter Profile Image: Bella B.
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Bella B.
from
$70
per night
5.0 out of 5 stars
• 41 reviews
19 repeat clients
15 years of experience
Watertown, WI, 53094

“Bella was a great communicator, did a wonderful job watching our two dogs. She left the house in perfect condition after house sitting for 4 nights. She even did the laundry and cleaned up when one of our dogs had an accident on the couch. She was wonderful!”

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Jared B.
Sitter Profile Image: Beth K.
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Beth K.
from
$75
per night
5.0 out of 5 stars
• 10 reviews
4 years of experience
Elkhorn, WI, 53121

About: My lifelong love of dogs has turned into an opportunity to help others by caring for your furry friends in my home. I ❤️ dogs! With my part-time schedule I have am able to spend plenty of time at home with furry friends of all sizes. I am flexible to care for dogs during the week and on weekends. I have a fenced in back yard and 2 friendly dogs to keep your fur baby company. I have extra crates if that would be more convenient for you.

Sitter Profile Image: Madison R.
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Madison R.
from
$27
per night
8 years of experience
Milton, WI, 53563

About: I’ve been caring for dogs of all ages and sizes since I was 10, and my love for animals has only grown over the years! I believe every dog deserves patience, attention, and love, and I go above and beyond to make sure every pup feels safe, happy, and cared for. I won’t just watch your dog—I’ll treat them like family! I currently work part-time only two days a week, so I have plenty of flexibility to fit pet care into my schedule! I can plan my time around your pet’s needs and make sure they receive plenty of attention, love, and reliable care while you’re away. I’ll make sure your dog feels safe, comfortable, and loved by following their normal routine, keeping a close eye on them, and respecting your home and rules. I’ll follow all feeding and care instructions, keep them out of unsafe situations, and provide regular updates so you can have peace of mind while you’re away!

Sitter Profile Image: Rachel K.
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Rachel K.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
19 years of experience
Oconomowoc, WI, 53066

“Rachel is fantastic! Not only is she great with our dogs, but when we went on a trip my husband forgot his medications and she went the extra mile and made sure they were shipped to us. Our pups love her and we won’t hesitate to have her dog sit again. She’s wonderful!”

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Meri F.
Sitter Profile Image: Kaitlyn R.
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Kaitlyn R.
from
$27
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
4 years of experience
Fort Atkinson, WI, 53538

About: I’ve worked with animals professionally for 3+ years, I started out working at an animal shelter and I am now working as a veterinary assistant. I’m currently in school to become a veterinary technician! Friends and family have relied on me for many years to walk, feed, play and just hangout with their pets! I love all animals big and small! I am currently in college and working part time but I have extra time to take care of your fur babies! I have lots of spare time within my weekly schedule! I can easily make accommodation's for any of my clients homes and pets and any of their needs! Whether it’s just stopping in for a potty break, a meal time or a walk!

Sitter Profile Image: Kirstin B.
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Kirstin B.
from
$75
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Hartland, WI, 53029

“Kirstin watched our dog on short notice after another sitter had to cancel. She was so great! Our dog was recovering from being sick and Kirstin kept us updated and our dog taken care of. Piper enjoyed herself all weekend and Kirstin took great care of the house as well. We won’t hesitate to have Kirstin sit for us again in the future!”

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Shelby S.
Sitter Profile Image: Aimee R.
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Aimee R.
from
$45
per night
5 years of experience
Delavan, WI, 53115

About: Professional experience within a veterinary clinic, experience with family and friends pets, as well as my own from feeding, walking, bathing to providing medications, etc. Permanent work-from-home employee, with breaks and lunch breaks available for additional attention, walks, or time to administer any required medications. Weekends are available for training, grooming, other needs. Pets within my home are kenneled when no one is home to supervise, as well as during feeding times. Pets receive regular potty breaks, snacks and attention as I work from home.

Sitter Profile Image: Rhea K.
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Rhea K.
from
$25
per night
4 years of experience
Delavan, WI, 53115

About: I’ve experienced helping with pets since a young age, including my own childhood pup, and worked 2 years at a boarding and grooming facility playing with, caring for, and interacting with all kinds and sizes of pets and pups!! Balancing pet care services with my full-time cosmetology studies, Tuesday through Friday, requires careful time management, but it’s become a rewarding part of my routine. After my morning classes, or before my night classes, I typically set aside a few hours in day—whether it’s walking, feeding, or providing basic grooming services. This flexibility allows me to earn extra income and unwind from the intensity of my studies while giving me the chance to practice patience and attention to detail, skills that are also vital in cosmetology. It’s a great way to stay grounded and connect with animals while continuing to work towards my professional goals. When caring for pets in my clients' homes, I make sure to follow their specific instructions to ensure the pets feel comfortable and safe. I take the time to get to know each pet's routine—whether it’s feeding schedules, playtime preferences, or medication needs—and stick to it as closely as possible. I also make sure their living spaces are clean and organized, providing a calm and familiar environment for the animals. Whether it’s taking them for walks, giving them attention, or just keeping them company, my goal is to make sure they feel loved and well cared for while their owners are away.

Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 41 reviews
13 repeat clients
12 years of experience
Racine, WI, 53402

“We were extremely pleased with the diligent care Monica provided for our 4-year-old Miniature Australian Shepherd. She did an excellent job not only watching Jaco, but also taking great care of our home while we were away. It gave us real peace of mind knowing everything was in such good hands. We would absolutely use Monica again and highly recommend her to others.”

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Janine B.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$45
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

“Jessica was great with our lab! Also sent pictures and spent quality time with her! Would definitely book with her again.”

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Amelia G.
Sitter Profile Image: Jenn L.
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Jenn L.
from
$50
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
30 years of experience
Mill Valley, Milwaukee, WI, 53224

“Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!”

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Michelle P.
Sitter Profile Image: Alexis M.
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Alexis M.
from
$27
per night
5 years of experience
Milwaukee, WI, 53211

About: I have walked dogs for other families previously. I also have 7 animals at home, so I am quite experienced in animal care. I know about both dogs and cats. I currently work full time. I am available during the week after 5pm. I am also available anytime on the weekends. Might have early morning hours during the week as well. I will not be offering services in my home. However, I will make sure all animals are fed, hydrated and properly cared for. My main focus will be walks.

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The median cost per night for house sitting in Oak Hill is $50

Pet parents share their Rover experiences - Oak Hill

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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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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.

How to book house sitting

  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 - Oak Hill

Select a filter and find qualifying sitters offering house sitting.

Sitters in Oak Hill average 4
repeat house sitting clients

FAQs for House Sitting - Oak Hill

Frequently asked questions about Rover

The average cost of House Sitting in Oak Hill is $27 per night as of November 2026. Most bookings cost between $27 and $27 per night. On Rover, 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 November 2026, there are 963 sitters on Rover offering House Sitting across Oak Hill. 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 Oak Hill 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 Oak Hill 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.

Tip: 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 Oak Hill 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 with handling special pet needs in Oak Hill. On Rover:

  • 89% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.

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