House Sitting Okauchee Lake

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

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Over 30
pet parents in Okauchee Lake have booked house sitting

Okauchee Lake, 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
Delafield, WI, 53018

“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

“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: Ramsey S.
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Ramsey S.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 55 reviews
14 repeat clients
40 years of experience
Oconomowoc, WI, 53066

“Ramsey was wonderful. She not only took great care of our 2 senior dogs, our house and my fish. She also volunteered to refill our bird feeders which was not expected. She sent daily updates and pictures. We would definitely book with her again.”

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Karen D.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$55
per night
5.0 out of 5 stars
• 52 reviews
15 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: Molly M.
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Molly M.
from
$75
per night
5.0 out of 5 stars
• 16 reviews
5 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: Michelle E.
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Michelle E.
from
$50
per night
20 years of experience
Waukesha, WI, 53188

About: I’ve had the privilege to house sit, dog walk, and LOVE 💙, my friends and clients fur babies. I make sure all of their needs are taken care of. I’m currently working 4 AM to 1230 Monday through Thursday and Saturday, but as of April 16, I’ve decided the love and passion I have for caring for your babies excite me a lot more. I will be more available to accompany your needs while you’re away for work or on a vacation with your family, yet I have had many clients& their babies have no issues when I housesit/dog walk. I treat animals with love, care, and respect as if they were my own. I will follow your directions on how your fur baby likes to be cared for.

Sitter Profile Image: Nathan S.
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Nathan S.
from
$55
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
9 years of experience
Oconomowoc, WI, 53066

“Nathan was respectful, responsible, and very good with my dog Duke and my two cats. He was always on time for the walks and meals and made sure to send texts and photos to keep me updated. I would definitely recommend him to anyone!”

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Sean J.
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: Rachel P.
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Rachel P.
from
$50
per night
25 years of experience
Sussex, WI, 53089

About: I am going through a divorce and want to stay busy and find joy. I love dogs and have had them my whole life. I recently lost my dogs to old age and need a good dog fix in my life. I dog sit/walk for friends and family all the time. I do work full time, so please contact for additional days/times needed. I work full time and going through a divorce. I am looking to stay busy with activities that I enjoy, and dogs make me extra happy! I can easily assist with any doggy needs. I am a capable dog sitter, and any special requests from the owners are fine for me.

Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 56 reviews
21 repeat clients
3 years of experience
Sussex, WI, 53089

“Allison did a superb job with our multiple dogs and cats! We got daily pics and updates from her which helped ease our worries about the care of our pets. I highly recommend her for any pet sitting needs. We will definitely be using her again and already reserved her for our next trip. Thank you Allison!!”

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Lisa M.
Sitter Profile Image: Aimee R.
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Aimee R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
20 years of experience
Waukesha, WI, 53186

“Aimee was great. She made sure the pups were loved the entire time and these two bulldogs want to be with people. Aimee kept the pups happy the entire time. Aimee communicated great and was very responsive if I checked in on things myself. I definitely recommend Aimee...as long as it isn't during a time where I would love her to stay with my pups, lol.”

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Doug H.
Sitter Profile Image: Joseph M.
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Joseph M.
from
$80
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

“Joseph was great! Our dog Rudy has many health issues and a lot of attention with his medications. He did a great job giving him his meds. He was also great with texting us and sending us pictures.”

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Dennis D.
Sitter Profile Image: Susan M.
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Susan M.
from
$90
per night
5.0 out of 5 stars
• 2 reviews
4 repeat clients
10 years of experience
Pewaukee, WI, 53072

About: Hi! I live in Pewaukee with my two cats Gillian & Ginger who are brother and sister but don't look anything alike one is a big black cat and the other one is little gold one. I have had them three years now my daughter fostered kitten at the Jefferson Human Society and I just fell in love with them. I love all animals I have had dogs, cats, birds, and they all have given my joy, laughter and comfort in my life. At one time in my life I had own a doggy daycare business in Delafield what a fun time that was, however due to my partner getting extremely ill I was forced to close the business. I look forward to meeting you and your fun furry friend

Sitter Profile Image: Daija H.
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Daija H.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
11 years of experience
Milwaukee, WI, 53226

About: From working/volunteering at shelters to pet sitting for friends and family, I have 10+ years of experience caring for furry friends of all ages, personalities, and sizes! Most all of my pet care has been limited to cats and dogs, but I am willing to work with small critters, birds and reptiles with the right care instructions/tutorials. I am not typically squeamish, so I am open to handling clean up and medication - please message me for specifics. As a dog mom myself, I understand that each pet requires different levels of care and attention, and am willing to meet them where they’re at! However, I do not offer training services and might not be the most compatible caretaker for pets that exhibit aggressive behaviors (I am open to discussing). Additionally, I am a full time graduate student, so care in the early morning and evenings will work best for my week day schedule. I will be available some holidays (i.e., Thanksgiving). My availability may also change from time to time, so please be sure to check my profile or message me. Choosing me means your pet will receive quality care, and that all the updates you receive will include cute pics! As a full time student, my weekday availability might mean limited check-ins, but your pet is always the priority! - Monday & Tuesday: 6:00 AM - 7:30 AM; after 5 PM - Wednesday: 6:00 AM - 7:30 AM; after 7 PM - Thursday: 6:00 AM - 7:30 AM; after 5 PM - Friday: 6:00 AM - 8:00 AM; after 3:00 PM - Saturday & Sunday: Flexible! I will need a few hours in the morning and some afternoons to volunteer. For pet sitting, I can provide the following: - Feeding and hydration - Exercise and play - Maintenance and cleaning of pets environment (e.g., litter box, crate, etc.) - Medication administration - Light housekeeping (e.g., bringing mail in, watering plants, taking out trash, etc.) - Text/photo/video updates

Sitter Profile Image: Kali W.
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Kali W.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
28 years of experience
Richfield, WI, 53017

About: Animals are truly my passion. I hope to have a lot of them someday when I have the money, time and land. In the meantime I’m on rover to spend time with dogs, help people out, and be productive during my free time. I love an excuse to get up early during the week and go for a walk or just hang out with the fuzzy babies. I work part time as a hairstylist and I want to fill the rest of my time doing something that makes me happy! I love physical exercise, I love animals, so I know that I can help pet owners! (I also love animals snuggles) When I stay at your house with your dogs/cats I will be there when agreed upon and overnight if agreed upon. I need to be able to leave for at leave a couple of hours each day I am staying. I’m there for feeding, playing, potties, snuggles, treats, sleeping, and whatever else the furry ones need!

Sitter Profile Image: Tia R.
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Tia R.
from
$60
per night
20 years of experience
Delafield, WI, 53018

About: I have had pets my whole life. Currently I have 3 cats, 3 dogs, a hamster, and fish. I have also had bunnies, hermit crabs, and many reptiles. There is not an animal I don't love caring for or being around. I am good with animals of all ages and sizes!! I currently am a homemaker with an open schedule. I am available morning til night and overnights if needed. I have lots of time to spend with your pets! I care for every pet like they’re part of the family. I follow their normal routines for feeding, walks, playtime, medications, and rest, while giving them plenty of love and attention. I keep their environment clean and safe, and I make sure they get the exercise, enrichment, and companionship they need to feel comfortable and happy while you’re away.

Sitter Profile Image: Raegan S.
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Raegan S.
from
$55
per night
5.0 out of 5 stars
• 2 reviews
9 years of experience
Oconomowoc, WI, 53066

“Reagan was awesome with my animals. She sent pictures and communicated with me throughout the stay and before. My animals were happy and wonderfully cared for. She is kind and gentle and patient with my youngest pup who is still very puppy and hyper.”

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Taylor M.
Sitter Profile Image: Avery Z.
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Avery Z.
from
$50
per night
9 years of experience
Hartland, WI, 53029

About: Hello! My name is Avery and I have been an avid dog lover my whole life! Growing up my family had a goofy golden doodle and a loving golden retriever that were staples to my childhood memories. Currently, my family has two Aussies (a black tri and red merle, incase you were curious!) both under the age of 2. These past two years I have been my family's personal dog sitter for when they go on vacations, weekend getaways, and casual late-night dinners. For those of you who may know, Aussies are an incredibly energetic breed, fortunately, I am young, strong, and ALWAYS looking for an excuse to be outside. I am capable of caring for all types of dogs through the well-rounded experience I have with not only the dogs within my family but my neighborhood as well. I have been tasked with walking, feeding, training, and bathing countless times, and I'm looking for my next friend for the summer! After graduating from the University of Wisconsin-Madison this past spring, I have A LOT of free time this summer before my full time position starts! Living in the Madison area for the past 4 years, I know it is incredibly important to keep an eye out for cars and pedestrians at all times while walking a dog. When my own dogs would visit my apartment I keep a tight grip on their leash while still allowing them to have fun and get their energy out. Luckily!! Im super familiar with the Lake Country area and have some personal favorite spots for walks!!

Sitter Profile Image: Myah P.
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Myah P.
from
$27
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Sullivan, WI, 53178

“Myah was great at communicating with us ( including sending pictures) while we were gone and asking questions about a health issue with a dog. We had no doubt our dogs were in good hands! Highly recommend her services and wouldn't hesitate to rebook with her.”

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Marsha H.
Sitter Profile Image: Chantelle T.
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Chantelle T.
from
$35
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
23 years of experience
Horicon, WI, 53032

“Chantelle did a fantastic job and is extremely nice! Dogs were very happy when we saw them and she ensure the doors were locked and the key was where we agreed. I would definitely recommend her!”

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Daniel T.
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The median cost per night for house sitting in Okauchee Lake is $50

Pet parents share their Rover experiences - Okauchee Lake

1 / 1
5.0 out of 5 stars

Katelyn was very sweet to our 2 dogs and cat. She messaged us multiple times during her stay including photo updates. She was respectful and punctual. We felt very secure going away overnight with her in our home. The pets loved their time with her.

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Patricia U.
House Sitting
5.0 out of 5 stars

Katelyn did a wonderful job of taking care of our 2 fur babies and our home. She sent pics and videos to us on a daily basis and asked questions when she needed to. I would highly recommend her

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Ellen W.
House Sitting
5.0 out of 5 stars

Katelyn did a great job taking care of our two pups while we were away for a week! I highly recommend her services :)

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Megan T.
House Sitting
4.0 out of 5 stars

Wonderful sitter! My Brownie is an older pup that is high maintenance and Kenzie handled him so well. She has good communication and is very trustworthy!

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Mary W.
House Sitting
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  • 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?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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.
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Popular requests for house sitting - Okauchee Lake

Select a filter and find qualifying sitters offering house sitting.

Sitters in Okauchee Lake average 4
repeat house sitting clients

FAQs for House Sitting - Okauchee Lake

Frequently asked questions about Rover

The average cost of House Sitting in Okauchee Lake is $44 per night as of October 2026. Most bookings cost between $37 and $78 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 October 2026, there are 1,197 sitters on Rover offering House Sitting across Okauchee Lake. 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 Okauchee Lake 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 Okauchee Lake 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 Okauchee Lake 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 , 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 .

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 .

sitters on Rover set their own , 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 Okauchee Lake. On Rover:

  • 88% 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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