House Sitting Okauchee

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

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Over 5
pet parents in Okauchee have booked house sitting

Okauchee, 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.

1 / 1
Sitter Profile Image: Kendra M.
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Kendra M.
from
$42
per night
5.0 out of 5 stars
9 reviews
1 repeat client
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: Tara R.
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Tara R.
Star Sitter
from
$52
per night
5.0 out of 5 stars
79 reviews
18 repeat clients
20 years of experience
Delafield, WI, 53018

Came home to a happy well taken care of pup! Tara even stayed extra for us with a long flight delay making sure our dog was fed, walked and loved. Thank you Tara for allowing us to enjoy our vacation stress free knowing our home and dog were well taken care of!

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Debbie Z.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$60
per night
5.0 out of 5 stars
29 reviews
13 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: Meagan W.
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Meagan W.
from
$40
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
19 years of experience
Pewaukee, WI, 53072

Meagan was very good with our dogs!

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Andy H.
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
32 reviews
9 repeat clients
50 years of experience
Oconomowoc, WI, 53066

Vonnie took excellent care of my fur babies and my home while I went on a family vacation to see my granddaughter perform at a cheerleading competition at Universal studios. She left my home in better condition than it was when I left it! Pictures and text communications were sent daily and my pups seemed happy and safe.

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Nancy C.
Sitter Profile Image: Brenna C.
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Brenna C.
from
$50
per night
5.0 out of 5 stars
3 reviews
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 2 dogs of my own which mean the world to us!

Sitter Profile Image: Joey C.
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Joey C.
from
$65
per night
5.0 out of 5 stars
78 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
51 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy was great! Great communications and took excellent care and attention to my dog while I was away. Valentine got daily walks and play time; the pictures sent to me was very reassuring.

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Merry C.
Sitter Profile Image: Victoria K.
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Victoria K.
from
$30
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Oconomowoc, WI, 53066

Victoria did a great job taking care of our dogs. Was also very good at sending photos and communicating. Would definitely recommend!

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Analisia W.
Sitter Profile Image: Mary D.
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Mary D.
from
$75
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Delafield, WI, 53018

About: Loving, Reliable Pet Care Right In Your Backyard! Hi - I am a part-time local pet sitter who truly understands that pets are family. I am here to ensure your pets feel safe, comfortable, and cared for while you're away. I offer drop-in visits, dog walks, overnight (at your house) sitting, and can care for dogs, cats, and some birds. My goal is simple: keep your pet's routine as normal and stress-free as possible and to give you peace of mind. When you book with me, you can expect: -Plenty of love and attention (belly rubs included!) -Photo updates -Recap notes on how they did -I can administer oral meds if needed -Clean food and water bowls, tity litter boxes, and refreshed spaces I will always schedule a meet-and-greet first so I can learn about you, your pet's personality and preferences, and complete a profile for my records. I take reliability seriously and treat your home with the same respect I would my own. I look forward to meeting you and your furry (or feathered!) family members! I currently work full-time, and pet care is my part-time passion. My weekday availability (Monday–Friday) is limited to 5:00–6:00 AM and after 5:00 PM. I do have some flexibility depending on your needs and am happy to discuss specific timing upon request. Weekends are generally open unless otherwise marked unavailable on my calendar. Please feel free to reach out to discuss your pet’s needs—I’ll always do my best to accommodate when possible! At this time, I do not have the means to board pets at my house for an extended stay but am looking into it in the future.

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: Ella W.
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Ella W.
from
$60
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Oconomowoc, WI, 53066

About: Hi, I’m Ella, and pet care isn’t something I just do, it’s a huge part of my identity and something I continue to explore as I pursue veterinary school! From the outgoing border collie to the chillest basset hound, I’m ready to take on whatever your fur-baby needs! 🎓 Schooling: Currently in undergrad pursuing a pre-veterinary degree—specializing in horses 🌻 Experience: Ran a pet care business since I was in middle school in my neighborhood. Currently training and studying horsemanship! 🐴 Critters: Horses, dogs, and cats I currently work as a horse trail guide and vet assistant. When I’m available, I can take requests both in the early morning, afternoon, and nighttime. 🏥 I treat every pet in my care with the same attention, compassion, and dedication that would give to my own pets. My goal is to make sure they feel safe, comfortable, and cared for while you’re away. Building trust with both pets and their owners is extremely important to me, and I strive to create a positive, stress-free environment where your pets can feel at safe.

Sitter Profile Image: Selena M.
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Selena M.
from
$28
per night
4.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Hartland, WI, 53029

About: I often take care of my mom’s senior dog. He requires a lot of attention due to his health and getting around. I love to be an assistant to him. I work from home on Mondays and Fridays and I am often free during the weekends. I can make sure I have enough time available for any of your needs. I live in a pet friendly apartment. I don’t live near any busy streets and can take a dog on a nice stroll around my neighborhood. I can keep animals in crates, if requested.

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: Brooke G.
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Brooke G.
Star Sitter
from
$90
per night
5.0 out of 5 stars
29 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

About: We recently moved back to our roots to a spot right off South St. In Oconomowoc. We had our dog sitting business in San Diego, CA and will miss our furry friends so much! My husband and I both love animals very much and have the perfect set-up to host. We enjoy morning and evening cuddles and allow dogs on the couch and bed :) We will take care of your pup just the same as we care for our own. We have a 4 year old mutt that we adopted 3 years ago who has brought so much joy to our life! She loves to play and enjoys the dog park/hanging around other dogs as much as she can. She loves walks around the lake as I am sure your pup will too! We both have experience taking care of other dogs and have dog sit for many of our friends and family members for extended periods of time when they are out of town. We can provide pictures as little or as often as you would like. Excited to meet your furry friend soon! I currently work 4 days of the week and have every Thursday off. My husband works remotely from home so he is able to tend to your pups needs all day. This schedule works great for our pups that need frequent potty breaks and attention. We have long leashes attached to our back deck so the dogs can enjoy the sun and being outdoors as much or as little as they would like without having to worry about them wandering off! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as needed.

Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$85
per night
5.0 out of 5 stars
53 reviews
12 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Ramsey was AMAZING!! Truly amazing!! From the moment I met Ramsey, I knew she was the one! Unfortunately, her schedule did not align with my initial needs, thus I begrudgingly selected another sitter for this trip. When that sitter refused to show up at my home without additional money (as I was already flying to my international destination), and was caught being dishonest on multiple issues, I was left with no sitter for my 7 day trip. I immediately reached out to Ramsey and she didn’t hesitate to come to my rescue!! When I explained my predicament, Ramsey jumped right in and we worked out the details, accommodating both our needs. Ramsey was very communicative, send photos and videos, and raised an issue of some congestion to watch. She fed and watered Mina, cleaned her litter box, administered transdermal medication, and played with her. She kept her engaged, introducing her to a bird channel on YouTube as well. Ramsey also cleaned up some vomit from the carpet and dealt with an unfortunate toilet situation from another fill-in caregiver. But, the pièce de résistance was that she made her way to the house during the blizzard to be sure Mina had enough food and received her medication even though I told her that her personal safety was more important. Really, I can’t say enough about Ramsey. She truly goes above and beyond!

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Daphne R.
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: Emily C.
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Emily C.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Hartland, WI, 53029

About: I’m a kind and goofy gal that loves dogs with my whole being. I own a beagle named Luna that I love spending time with. Her mom needs to hustle to get more funds for our journeys and all the Trader Joe’s treats. I am constantly the friend that takes care of my friend’s dog and enjoy every moment. I hope you give me the opportunity to spend time with your pet! I’d be happy to expand on my experience and passion. My entire schedule revolves around my dog. I’m thinking about how to move things around for her and always checking if I can bring her with. I enjoy our three walks a day on our remote work from home days. I’m open to taking care of pets at my home or their own as long as you’re okay with mine being with us. I’d be happy to introduce them beforehand. I’m a horrible liar and believe in karma, so I treat everyone and their homes like I would want others to treat mine. Hopefully this isn’t too cheesy lol

Sitter Profile Image: Jack & Jennifer P.
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Jack & Jennifer P.
from
$75
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
2 years of experience
Delafield, WI, 53018

Jack and Jennifer were great! They were very friendly and communicative. Sent photos and updates when our pup stayed at their house for the weekend. We felt comfortable knowing that he was in great hands!

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Erica S.
Sitter Profile Image: Marinda M.
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Marinda M.
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Waukesha, WI, 53188

I’m so glad we found Marinda to care for our Toby! She’s super communicative, caring, and just overall a wonderful person. Everything you could ask for in a pet caretaker. Looking forward to many more visits from her!

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Mary H.
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The median cost per night for house sitting in Okauchee is $50

Pet parents share their Rover experiences - Okauchee

1 / 1
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
1 / 1
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

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Popular requests for house sitting - Okauchee

Select a filter and find qualifying sitters offering house sitting.

Sitters in Okauchee average 4
repeat house sitting clients

FAQs for House Sitting - Okauchee

Frequently asked questions about Rover

The average cost for House Sitting in Okauchee on Rover is $33.3 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 1,237 sitters on Rover offering House Sitting across Okauchee. 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 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 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 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Okauchee. On Rover:

  • 92% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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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