House Sitting in Oconomowoc Lake

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Top rated Oconomowoc Lake house sitters

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Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5 out of 5.0 stars
26 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
11 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: Tami G.
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Tami G.
Star Sitter
from
$61
per night
5 out of 5.0 stars
29 reviews
6 repeat clients
4 years of experience
Mukwonago, WI, 53149

Tami did a great job taking care of my dog and cats. She sent lots of pictures and responded quickly when I needed to schedule a sitter on short notice.

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Terri D.
Sitter Profile Image: Yasmin U.
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Yasmin U.
from
$38
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
1 repeat client
19 years of experience
Pewaukee, WI, 53072

Our pup loved her!

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Kristin M.
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: David K.
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David K.
from
$70
per night
5 out of 4.9 stars
21 reviews
7 repeat clients
10 years of experience
Oconomowoc, WI, 53066

I highly recommend hiring David to take care of your dog while you are out of town! David was professional, kind, patient, reliable, and consistent. He was super patient, kind, and understanding of our quirky dog during our meet and greet. He sent me consistent updates and short video clips of our dog while we were away. We have had bad luck with other sitters having to cancel on us last minute due to medical or family emergencies. David was available relatively last minute (due to another sitter canceling because of a family emergency). Thank you so much David. Loki, Josh, and I appreciate you!

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Karina N.
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: Vonnie T.
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Vonnie T.
from
$35
per night
5 out of 5.0 stars
21 reviews
7 repeat clients
50 years of experience
Oconomowoc, WI, 53066

Murphy Loved Vonnie! And she sent pictures. She's amazing! I will definitely be reaching out to her again. Best Sitter Ever. Totally made me feel comfortable leaving my best buddy with her. She is AWESOME!

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Patrick P.
Sitter Profile Image: Lauren E.
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Lauren E.
from
$28
per night
13 years of experience
Oconomowoc, WI, 53066

About: I’m active, reliable, and always make sure your pet feels safe, loved, and comfortable while you’re away. Plus, I provide frequent updates so you can enjoy peace of mind knowing your pup is in great hands! I’ve had experience doing drop ins for my neighbors energetic dogs while they were away and boarding my parents dogs for extended periods of times making sure they felt at home! Whether the dog is young, energetic, and loves going on runs or like slow, leisurely walks, I’m your girl! I am a recent graduate from the University of Wisconsin Madison and I studied marketing. I’m enjoying my summer post grad at home with my family and pets until i find a career in Marketing. I’m available any day of the week to take care of and love your pets! Whether I’m caring for pets in my home or yours, I focus on creating a safe, loving, and stress-free environment. I follow each pet’s routine closely, making sure they feel comfortable, well-fed, and, of course, loved! I have experience dog sitting for my neighbor’s energetic pup, so I’m used to keeping dogs active, engaged, and happy with regular walks, playtime, and plenty of attention. I also make sure to keep pet parents updated with photos and messages for peace of mind. Whether it’s a couch cuddle session or outdoor adventure, your pet will feel right at home with me.

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: 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: 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

Our two labs LOVE Joey! They get lots of cuddles and lots of exercise. Joey is great with communication and we will definitely use her for future stays!

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Heather F.
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: Cindy S.
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Cindy S.
Star Sitter
from
$72
per night
5 out of 5.0 stars
48 reviews
13 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy Is the ideal cat sitter. I wanted to not have to worry about Baby Bear having a clean litter box and eating his wet and dry food. Cindy was there for him and he’s happy! That’s what a great pet sitter does.

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Larry B.
Sitter Profile Image: 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: 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: McKenna & Jared D.
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McKenna & Jared D.
from
$26
per night
23 years of experience
Oconomowoc, WI, 53066

About: No dog is too small or too big! I have cared for many varying breeds, ages, training levels, and energy levels. Frequent Dog-Sitter for Friends and Family. Wanting to care for, play with, walk, and love your best friend while you cannot! I work 10:30-7:00 (Tues-Fri) and 9:30-4 (Sat). My partner works 6:30-4.:00. I am home Sunday/Monday. My partner is home Saturday/Sunday. I work 5 minutes from home so I can always check in! I currently live in an 800sqft apartment with my boyfriend. No kids and no pets (they’re all back home, sadly). Smoke Free. We have a fenced dog area and plenty of walking paths. Dogs can go on furniture and we have space for crates! Doors can be closed if your best friend is not allowed in bedrooms or bathrooms. They can sleep in the bedroom, on their bed, on the floor, carpet, or couch! Garbage is enclosed and no food is left out. Feel free to send their favorite toy or comfy beds. They are allowed in cars! Closest vet clinic is 1 mile away :)

Sitter Profile Image: Heather B.
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Heather B.
from
$65
per night
5 out of 5.0 stars
5 reviews
1 repeat client
18 years of experience
Oconomowoc, WI, 53066

Heather was great with our dog! Very caring and attentive towards his needs. She is a great communicator, and knows what she’s doing when it comes to caring for dogs! Highly recommend!

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Rachel
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Loving house sitters in your neighborhood

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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
14.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
26 reviews
9 repeat clients
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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 3 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
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$52
per night
5 out of 5.0 stars
48 reviews
11 repeat clients
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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 today
Sitter Profile Image: Tami G.
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Sitter Profile Image: Tami G.
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Tami G.
Star Sitter

Ruff life? I got you
Mukwonago, WI, 53149
17.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$61
per night
5 out of 5.0 stars
29 reviews
6 repeat clients
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Tami did a great job taking care of my dog and cats. She sent lots of pictures and responded quickly when I needed to schedule a sitter on short notice.

Availability updated today
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
14.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$38
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 yesterday
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
8.4 mi. away
House Sitting, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
8 reviews
1 repeat client
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Our pup loved her!

Availability updated 5 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
1.3 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 4 days ago
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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David K.
Rover 101

A spoiled dog is a happy dog
Oconomowoc, WI, 53066
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 4.9 stars
21 reviews
7 repeat clients
Profile image

I highly recommend hiring David to take care of your dog while you are out of town! David was professional, kind, patient, reliable, and consistent. He was super patient, kind, and understanding of our quirky dog during our meet and greet. He sent me consistent updates and short video clips of our dog while we were away. We have had bad luck with other sitters having to cancel on us last minute due to medical or family emergencies. David was available relatively last minute (due to another sitter canceling because of a family emergency). Thank you so much David. Loki, Josh, and I appreciate you!

Availability updated 7 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
6.9 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 4 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
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
21 reviews
7 repeat clients
Profile image

Murphy Loved Vonnie! And she sent pictures. She's amazing! I will definitely be reaching out to her again. Best Sitter Ever. Totally made me feel comfortable leaving my best buddy with her. She is AWESOME!

Availability updated 52 days ago
Sitter Profile Image: Lauren E.
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Sitter Profile Image: Lauren E.
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Lauren E.

Active Walks & Gentle Care
Oconomowoc, WI, 53066
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
3 reviews

Lauren has worked with my large golden retriever and she is great! She is very attentive and kind towards her & does a great job walking her!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
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
7.8 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 today
Confirmed availability for Labor Day Weekend
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
8.3 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 5 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
5.4 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 3 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
6.5 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

Our two labs LOVE Joey! They get lots of cuddles and lots of exercise. Joey is great with communication and we will definitely use her for future stays!

Availability updated 5 days ago
Sitter Profile Image: Ava B.
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Sitter Profile Image: Ava B.
Verified Enhanced Background Check

Ava B.
Star Sitter

Happy Tails, Every Step of the Way
Okauchee Lake, WI, 53069
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
4 reviews
3 repeat clients
Profile image

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 today
Sitter Profile Image: Cindy S.
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Sitter Profile Image: Cindy S.
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Cindy S.
Star Sitter

Nana of 7 & 7 grand-fur babies
Oconomowoc, WI, 53066
1.9 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

Cindy Is the ideal cat sitter. I wanted to not have to worry about Baby Bear having a clean litter box and eating his wet and dry food. Cindy was there for him and he’s happy! That’s what a great pet sitter does.

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
1.8 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 2 days ago
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
2.9 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 yesterday
Sitter Profile Image: McKenna & Jared D.
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Sitter Profile Image: McKenna & Jared D.
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McKenna & Jared D.

Big & Lil Dogs Are All Happy Dogs:)
Oconomowoc, WI, 53066
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$26
per night
1 review

Mckenna has a very special place in her heart for animals, as do I. She has been around animals her whole life and has shown a deep care for all of them.

Availability updated 14 days ago
Sitter Profile Image: Heather B.
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Sitter Profile Image: Heather B.
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Heather B.

Run & Walk to burn off energy w/dog
Oconomowoc, WI, 53066
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Heather was great with our dog! Very caring and attentive towards his needs. She is a great communicator, and knows what she’s doing when it comes to caring for dogs! Highly recommend!

Availability updated 7 months ago
Confirmed availability for Labor Day Weekend

Oconomowoc Lake pet parents share their Rover experiences

1 / 1
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
5 out of 5.0 stars

We left our sweet dog, Marvin, with Ramsey for a week while she stayed at our home. Very happy with the experience. She was flexible with our requests and was professional. She sent photos of their time together and Marv seemed to be happy and content. I appreciated her prompt responses during the booking process and while we were away. She even taught him a few tricks. We will defintely request to use her again!

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Paula L.
House Sitting
5 out of 5.0 stars

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.
House Sitting
1 / 1
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  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

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  3. 3. Book & Pay

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The median cost per night for house sitting in Oconomowoc Lake is $47

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    It doesn’t happen often, but if your house 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.

Sitters in Oconomowoc Lake average 3 repeat house sitting clients

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