House Sitting in Okauchee Lake

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Top rated Okauchee Lake house sitters

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Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$50
per night
5 out of 5.0 stars
50 reviews
23 repeat clients
20 years of experience
Germantown, WI, 53022

Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!

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Brian or Sarah L.
Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5 out of 5.0 stars
27 reviews
9 repeat clients
10 years of experience
Watertown, WI, 53094

Outstanding communication and treated the dogs like if they were her own. The house was clean and orderly we would definitely love to have her back again.

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Brenda S.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$52
per night
5 out of 5.0 stars
48 reviews
12 repeat clients
20 years of experience
Delafield, WI, 53018

Tara was AMAZING!! She communicated very well and sent photo updates throughout her stay. Our puppy loved her! I couldn't recommend her enough!!

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Tayler C.
Sitter Profile Image: Yasmin U.
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Yasmin U.
from
$50
per night
4 years of experience
Watertown, WI, 53094

About: With years of hands-on experience caring for both dogs and cats, I bring a well-rounded and deeply committed approach to pet care. I am the owner of Oh My Paws, a pet-sitting business I started during college, and have worked as a kennel technician, dog handler for Can Do Canines, and am currently completing an apprenticeship at a Humane Society. These roles have given me experience with a variety of temperaments, medical needs, and behavioral challenges. What truly sets me apart is my background in dog behavior and training. I am currently studying to earn my CPDT-KA (Certified Professional Dog Trainer – Knowledge Assessed) certification and have experience training service dogs through the Falcon Fetch program. This gives me a unique ability to understand body language, reduce stress in pets, and ensure a safe, enriching environment during their care. Pet care is a central part of my life and something I prioritize in my weekly routine. I have very open availability on weekends (Saturday–Sunday), and I’m also available on Mondays if needed. This flexibility allows me to provide consistent and dependable care, whether it’s for daily visits, overnights, or last-minute bookings. Because I run my own pet-sitting business and am actively involved in training and animal welfare work, I structure my schedule around the pets I care for. I take the time to provide each animal with individualized attention, exercise, enrichment, and a calm, safe environment. Whether caring for pets in my home or in a client’s home, safety and trust are always my top priorities. I begin with a detailed intake to learn about each pet’s routine, medical needs, triggers, and preferences, and I tailor my care accordingly. I use positive reinforcement and clear communication to build trust with animals, helping them feel safe and comfortable. In a client’s home, I maintain their pet’s usual routines as closely as possible to reduce stress. I’m respectful of the home environment, leave things exactly as I found them, and provide regular updates with photos and notes for peace of mind.

Sitter Profile Image: Meagan W.
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Meagan W.
from
$40
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
19 years of experience
Pewaukee, WI, 53072

Meagan was on time, thorough, and communicative! Happily would have her watch our pups overnight again!

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Chloe M.
Sitter Profile Image: Vonnie T.
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Vonnie T.
from
$35
per night
5 out of 5.0 stars
22 reviews
7 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: Katelyn W.
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Katelyn W.
Star Sitter
from
$80
per night
5 out of 5.0 stars
16 reviews
7 repeat clients
6 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: Olivia L.
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Olivia L.
from
$60
per night
5 out of 5.0 stars
3 reviews
5 years of experience
Hartland, WI, 53029

Olivia took great care of our 2 pups…1 only being 11 weeks old. Great communicator, and the pups loved her. Will not hesitate to use her again!

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Bill K.
Sitter Profile Image: Malarie B.
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Malarie B.
from
$50
per night
10 years of experience
Oconomowoc, WI, 53066

About: I am outgoing, energetic, and a happy over achieving girl! You can always trust me. I’ve had dogs between golden retrievers, beagles , labs, blue healers, German Shepard’s I’ve dog sat and have been around them all! And let’s just say they love me :) So I do have a crazy job, so if you’re looking for someone to be there all day I won’t be your girl, I usually work 6-10 hours every day tue-Friday my hours vary depending on the day of the week my thursday hours (12-8)(fri8-3)(every other Saturday 8-2) (Sunday off) Mondays I work one Monday a month (4 hours) (tue 9-5 sometimes vary)(wed 8-8) I do massage therapy full time. But when I dog sit I only go to work and tend to your dogs! I make no plans and hangout with my furry friends all my free time I walk my dogs every day! I keep the homes clean just like you left them! And I’ll give the dogs all the love and snuggles in the world

Sitter Profile Image: Cheyanne P.
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Cheyanne P.
from
$40
per night
5 out of 5.0 stars
4 reviews
1 repeat client
5 years of experience
Pewaukee, WI, 53072

Great job !

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J C.
Sitter Profile Image: Joey C.
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Joey C.
Star Sitter
from
$65
per night
5 out of 5.0 stars
68 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: Allie H.
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Allie H.
from
$40
per night
5 out of 5.0 stars
4 reviews
19 years of experience
pewaukee, WI, 53072

Allie pet-sat for our pets (2 doodles and 1 kitty) for three days with one overnight stay. She was absolutely wonderful to work with. She met with us ahead of time to get to know our pets, ask questions, get to know our preferences, and get the house key and last minute instructions. Her communication through everything has been fabulous, including regular updates while we were out. Allie was prompt, professional, and so so kind. We felt 100% comfortable leaving our fur babies with Allie, knowing they were getting extra cuddles, pets, and play time. We would recommend her to anyone looking for a pet sitter.

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Patricia U.
Sitter Profile Image: Nicholas B.
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Nicholas B.
from
$50
per night
5 out of 5.0 stars
3 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

About: Taken care of high energy dogs for 10 years. Great with big dogs and ones with high energy. Also great at walking larger dogs and dogs with high exercise requirements Currently open at all hours and all days of the week due to waiting for other job offers. I am able to come any time any day. I will follow the advice given by the pet parents to a T and I will make sure to take care of there fluffy family members like a member of my own family.

Sitter Profile Image: Tessa O.
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Tessa O.
from
$32
per night
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 an incoming college freshman at UW Madison, and I'm using pet-sitting as my sole job for this summer, 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: Ava B.
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Ava B.
Star Sitter
from
$45
per night
5 out of 5.0 stars
4 reviews
3 repeat clients
3 years of experience
Okauchee Lake, WI, 53069

I loved how communicative Ava was the entire time we we’re out of town. She sent many updates and pictures, and I know the her babies were taken care of really well! Thank you Ava!

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Melissa W.
Sitter Profile Image: Marlee K.
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Marlee K.
from
$65
per night
5 out of 5.0 stars
2 reviews
10 years of experience
Oconomowoc, WI, 53066

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.
Sitter Profile Image: Skyler P.
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Skyler P.
from
$75
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
5 years of experience
Oconomowoc, WI, 53066

Sklyer did a great job taking care of our two dogs in our home. She was very responsive, came to our house ahead of our vacation to meet us and the dogs, and provided frequent updates while we were away. We will definitely have you back again Sklyer, thank you so much for a worry free time away from home!

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Cathy K.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$72
per night
5 out of 5.0 stars
48 reviews
13 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: Brooke G.
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Brooke G.
from
$60
per night
5 out of 5.0 stars
13 reviews
15 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 3.5 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 do not currently work and am a lucky stay at home dog mom! I only leave for short periods of time to buy groceries on typical days! When our dog is outside I am always watching/making sure she stays within the yard. If left outside she has a long leash she hangs out on and enjoys watching the squirrels. She has a dog bed outside for days that aren't so warm to lounge in. We also have a large front patio that can be fenced off in case we have a runner on our hands! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as I am home all day.

Sitter Profile Image: Molly M.
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Molly M.
from
$75
per night
5 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.

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Sitter Profile Image: Paul S.
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Sitter Profile Image: Paul S.
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Paul S.
Star Sitter

Home full time, flexible schedule
Germantown, WI, 53022
18.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
50 reviews
23 repeat clients
Profile image

Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!

Availability updated 16 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kristin C.
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Sitter Profile Image: Kristin C.
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Kristin C.

Professional Vet Tech Pet Sitter
Watertown, WI, 53094
15.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
27 reviews
9 repeat clients
Profile image

Outstanding communication and treated the dogs like if they were her own. The house was clean and orderly we would definitely love to have her back again.

Availability updated 5 days ago
Sitter Profile Image: Tara R.
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Sitter Profile Image: Tara R.
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Tara R.
Star Sitter

I have a warm heart for cold noses!
Delafield, WI, 53018
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$52
per night
5 out of 5.0 stars
48 reviews
12 repeat clients
Profile image

Tara was AMAZING!! She communicated very well and sent photo updates throughout her stay. Our puppy loved her! I couldn't recommend her enough!!

Availability updated 2 days ago
Sitter Profile Image: Yasmin U.
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Sitter Profile Image: Yasmin U.
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Yasmin U.

passionate and enthusiastic sitter
Watertown, WI, 53094
15.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
1 review

Yasmin has always been passionate about caring for pets. She is dedicated and hardworking. She will treat your pet like her own and give them all her love and attention. She is kind, caring, devoted, and so much more.

Availability updated today
Sitter Profile Image: Meagan W.
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Sitter Profile Image: Meagan W.
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Meagan W.

Animals are my people
Pewaukee, WI, 53072
7.8 mi. away
House Sitting, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Meagan was on time, thorough, and communicative! Happily would have her watch our pups overnight again!

Availability updated 12 days ago
Sitter Profile Image: Vonnie T.
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Sitter Profile Image: Vonnie T.
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Vonnie T.

Have had a dog since I was a child
Oconomowoc, WI, 53066
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
22 reviews
7 repeat clients
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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..

Availability updated 59 days ago
Sitter Profile Image: Katelyn W.
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Sitter Profile Image: Katelyn W.
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Katelyn W.
Star Sitter

"Cozy Care, Tailored for Companion
Oconomowoc, WI, 53066
2.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
16 reviews
7 repeat clients
Profile image

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.

Availability updated 11 days ago
Sitter Profile Image: Olivia L.
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Sitter Profile Image: Olivia L.
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Olivia L.

Sweet care for your sweet friend!
Hartland, WI, 53029
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
3 reviews
Profile image

Olivia took great care of our 2 pups…1 only being 11 weeks old. Great communicator, and the pups loved her. Will not hesitate to use her again!

Availability updated 7 days ago
Sitter Profile Image: Malarie B.
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Sitter Profile Image: Malarie B.
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Malarie B.

Dogs are a girls best friend
Oconomowoc, WI, 53066
6.5 mi. away
House Sitting, Dog Walking
from
$50
per night
10 years of experience

About: I am outgoing, energetic, and a happy over achieving girl! You can always trust me. I’ve had dogs between golden retrievers, beagles , labs, blue healers, German Shepard’s I’ve dog sat and have been around them all! And let’s just say they love me :) So I do have a crazy job, so if you’re looking for someone to be there all day I won’t be your girl, I usually work 6-10 hours every day tue-Friday my hours vary depending on the day of the week my thursday hours (12-8)(fri8-3)(every other Saturday 8-2) (Sunday off) Mondays I work one Monday a month (4 hours) (tue 9-5 sometimes vary)(wed 8-8) I do massage therapy full time. But when I dog sit I only go to work and tend to your dogs! I make no plans and hangout with my furry friends all my free time I walk my dogs every day! I keep the homes clean just like you left them! And I’ll give the dogs all the love and snuggles in the world

Availability updated 13 days ago
Sitter Profile Image: Cheyanne P.
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Sitter Profile Image: Cheyanne P.
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Cheyanne P.

Cheyanne - pet care giver
Pewaukee, WI, 53072
9.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
4 reviews
1 repeat client
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Great job !

Availability updated 5 days ago
Sitter Profile Image: Joey C.
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Sitter Profile Image: Joey C.
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Joey C.
Rover 101
Star Sitter

Newly Pet "Empty-Nester"
Hartland, WI, 53029
5.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
68 reviews
17 repeat clients
Profile image

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.

Availability updated 4 days ago
Sitter Profile Image: Allie H.
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Sitter Profile Image: Allie H.
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Allie H.

I love dogs of all shapes and sizes
pewaukee, WI, 53072
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
4 reviews
Profile image

Allie pet-sat for our pets (2 doodles and 1 kitty) for three days with one overnight stay. She was absolutely wonderful to work with. She met with us ahead of time to get to know our pets, ask questions, get to know our preferences, and get the house key and last minute instructions. Her communication through everything has been fabulous, including regular updates while we were out. Allie was prompt, professional, and so so kind. We felt 100% comfortable leaving our fur babies with Allie, knowing they were getting extra cuddles, pets, and play time. We would recommend her to anyone looking for a pet sitter.

Availability updated 11 days ago
Sitter Profile Image: Nicholas B.
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Sitter Profile Image: Nicholas B.
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Nicholas B.

Great with dogs and dependable
Hartland, WI, 53029
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews
1 repeat client

Nick has done an excellent job caring for our dog. He is very attentive to our dog and is reliable. Our dog loves when he’s taking care of him.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tessa O.
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Sitter Profile Image: Tessa O.
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Tessa O.

Your fur-baby's next best friend!
Delafield, WI, 53018
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
1 review

Tessa took care of our home for 11 days and did a fantastic job! She took excellent care for our pets: this included walking the dog multiple times per day, feeding them punctually on a regular schedule and making sure they got enough attention while we were gone. Tessa also watered our gardens and received our mail/packages as necessary. Tessa is a kind, responsible, punctual and bright young lady and I highly recommend her for any pet care services you may require.

Availability updated 10 days ago
Sitter Profile Image: Ava B.
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Sitter Profile Image: Ava B.
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Ava B.
Star Sitter

Happy Tails, Every Step of the Way
Okauchee Lake, WI, 53069
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
4 reviews
3 repeat clients
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I loved how communicative Ava was the entire time we we’re out of town. She sent many updates and pictures, and I know the her babies were taken care of really well! Thank you Ava!

Availability updated yesterday
Sitter Profile Image: Marlee K.
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Sitter Profile Image: Marlee K.
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Marlee K.

I’m excited to care for your pup!
Oconomowoc, WI, 53066
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
2 reviews
Profile image

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.

Availability updated 8 days ago
Sitter Profile Image: Skyler P.
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Sitter Profile Image: Skyler P.
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Skyler P.

Animal Lover You Can Count On!
Oconomowoc, WI, 53066
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

Sklyer did a great job taking care of our two dogs in our home. She was very responsive, came to our house ahead of our vacation to meet us and the dogs, and provided frequent updates while we were away. We will definitely have you back again Sklyer, thank you so much for a worry free time away from home!

Availability updated 4 days ago
Sitter Profile Image: Cindy S.
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Sitter Profile Image: Cindy S.
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Cindy S.

Nana of 7 & 7 grand-fur babies
Oconomowoc, WI, 53066
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$72
per night
5 out of 5.0 stars
48 reviews
13 repeat clients
Profile image

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!!!

Availability updated 15 days ago
Sitter Profile Image: Brooke G.
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Sitter Profile Image: Brooke G.
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Brooke G.

Dog Heaven Near the Lake
Oconomowoc, WI, 53066
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
13 reviews

Brooke was an excellent choice. I left the love of my life with her for a weekend and she had the best time! She sent many photos (per my request as I love seeing those), and overall was very easy to communicate and coordinate with. She was great with my dog, I could tell when I picked her up she was so happy and relaxed. I will definitely be bringing her back to Brooke when I have to leave town!

Availability updated 6 days ago
Sitter Profile Image: Molly M.
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Sitter Profile Image: Molly M.
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Molly M.

Dog lover at your service!
Oconomowoc, WI, 53066
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
16 reviews
4 repeat clients

Molly has watched my dog numerous times and she always treats Lucy like her own. She has gotten to know her, evident by bringing her favorite treats and she checks in when she has not seen her in awhile. Molly sends updates when I am gone and keeps her active by taking her on hikes, to the dog park, and on walks. It is apparent my dog loves her because she is so excited every time Molly comes over. This is not the case with every person, she is a very timid, shy dog. Lucy’s intuition and pup sense proves Molly is a sweet, caring person, and an excellent dog sitter! Would highly recommend her for any of your sitting needs!!

Availability updated 5 months ago

Okauchee Lake pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Great Person. Great with the dogs she came over to get an item she left and the dogs were on her. Tails waging

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Renee P.
House Sitting
5 out of 5.0 stars

Katelyn was amazing with our pups while we were away! We felt very comfortable with her and knew they were in great hands.

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Nicki A.
House Sitting
5 out of 5.0 stars

I loved how communicative Ava was the entire time we we’re out of town. She sent many updates and pictures, and I know the her babies were taken care of really well! Thank you Ava!

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Melissa W.
House Sitting
5 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 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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The median cost per night for house sitting in Okauchee Lake is $45

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    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