House Sitting in Lake Wisconsin

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

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Top rated Lake Wisconsin house sitters

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: Kimberly G.
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Kimberly G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
208 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

Really appreciated how the house was clean when we got back. Our dog was very happy! Excellent communication with us throughout our trip away, which gave us peace of mind. Highly recommend!

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Keri R.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$70
per night
5.0 out of 5 stars
95 reviews
24 repeat clients
7 years of experience
Lodi, WI, 53555

Alicia is fantastic! Our 2 Chihuahuas can be alot but they do really well with Alicia! We are so thankful!! We don’t worry at all about the doggies when we travel 😊

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Cara M.
Sitter Profile Image: Elise K.
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Elise K.
from
$45
per night
5.0 out of 5 stars
2 reviews
3 years of experience
Lodi, WI, 53555

Elise watched my two dogs overnight and took great care of them. She sent photos, kept me updated, and was very tidy.

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Kelsey M.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

We had an amazing experience with Jesse! She took wonderful care of both our dog and our cat while we were away for two weeks. She was incredibly attentive, super kind with our pets, and clearly loved spending time with them. She even surprised our dog with some plush toys before she left, which meant so much to us. When we came back, both of our pets were completely relaxed and happy, which says everything about the level of care they received. On top of pet care, she was a huge help with things around the house when they came up and shared really helpful advice for managing our dog’s allergies. We truly felt supported the entire time we were away. We couldn’t be happier with her care and will absolutely be booking her again for our next trip. Highly recommend.

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Seb A.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$68
per night
5.0 out of 5 stars
37 reviews
4 repeat clients
20 years of experience
Deforest, WI, 53532

Becca did a fantastic job with my senior chocolate lab. I knew from the way she greeted my dog a few days before the booking started, that my dog would be in good hands.

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Angela S.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
42 reviews
13 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Lizzie is AMAZING! She took fantastic care of Baker and understood all of his quirks. She loved on him like he was her own pup. We highly recommend her and will rebook. :)

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Sarah M.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$80
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
40 years of experience
Baraboo, WI, 53913

I left my 1 year old puppy Mack with Rebecca for a week. I was very nervous to leave him with someone I didn’t know personally. Rebecca was absolutely wonderful!! She sent daily pictures of him. She walked him and played with him and made him happy, as I could tell by the pictures. My house was clean and she was very attentive, that helped settle all of my concerns.

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Shelly K.
Sitter Profile Image: Emma R.
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Emma R.
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Sun Prairie, WI, 53590

Emma was great with our puppy and dog!

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Cassie J.
Sitter Profile Image: Karina M.
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Karina M.
from
$45
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

Karina took excellent care of our cat, dog, and home! Our dog is fairly nervous, and our cat required medication but Karina handled it all with patience and care and kept us updated with photos and texts throughout the weekend. We’ll definitely be reaching out next time we need someone to look after them!

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Kelsey W.
Sitter Profile Image: Sidney R.
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Sidney R.
from
$50
per night
5.0 out of 5 stars
84 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!

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Cale H.
Sitter Profile Image: Laura R.
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Laura R.
from
$55
per night
33 years of experience
Pardeeville, WI, 53954

About: Hi! I’m Laura — a lifelong animal lover and professional dog trainer with years of hands-on experience with dogs and cats of all breeds, ages, and personalities. I specialize in in-home pet sitting where your pets stay relaxed, routine stays consistent, and your home is cared for with absolute respect. I’m calm, responsible, and deeply experienced with everything from confident working breeds to sensitive, anxious, or quirky dogs. Whether your pet needs quiet companionship, structure, adventure, medication, or extra patience, I tailor care to their exact needs. What You Can Expect Gentle, confident handling Reliable communication + photo/video updates A clean home when you return Safe, respectful care for pets and property Professional judgment in all situations Experience Includes Professional dog training background Puppies, seniors, and special-needs pets Large and working breeds Medication and special-care routines Multi-pet households Basic training reinforcement (upon request) Your pets are family — and I treat them like my own. I travel between Polson, MT and Madison Wisconsin frequently. I run my Dog Training company so I keep busy and can do that from anywhere so the pups are always #1 A mixture of all my years of experience combined with the clients desires and needs for their pet. Each dog I meet is my new best friend!

Sitter Profile Image: Milan R.
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Milan R.
from
$27
per night
10 years of experience
DeForest, WI, 53532

About: Hi! My name is Milan, and I am a dependable, caring, and responsible pet lover. I have experience caring for dogs, cats, and other pets for family, friends, and neighbors. I am comfortable feeding, walking, playing with pets, administering basic care, and following specific instructions to keep your pet happy and safe. As a CNA, I am detail-oriented, trustworthy, and used to providing compassionate care. I understand how important pets are to their families and will treat your pets like my own while you’re away. I have a very flexible schedule and am available most days, including weekdays, evenings, weekends, and holidays. Pet care fits easily into my daily routine, allowing me to provide plenty of attention, playtime, walks, feeding, and companionship. I am happy to accommodate different schedules and can often accept last-minute bookings when needed. Your pet’s safety, comfort, and happiness are my top priorities. I carefully follow all instructions regarding feeding, medications, exercise, and routines. I provide regular updates and photos so you can feel confident while you’re away. Whether caring for pets in your home or during walks and drop-in visits, I will treat your pet like family and ensure they receive loving, reliable care at all times.

Sitter Profile Image: Alliyah D.
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Alliyah D.
from
$28
per night
5.0 out of 5 stars
6 reviews
1 repeat client
2 years of experience
Wexford, Madison, WI, 53717

Wonderful care for our sweet golden retriever. Great communication and very attentive. We will definitely book with Alliyah again!

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Rebekah Z.
Sitter Profile Image: Eric S.
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Eric S.
from
$69
per night
4.7 out of 5 stars
40 reviews
12 repeat clients
15 years of experience
Madison, WI, 53703

Eric is first and foremost a very kind person. He is obviously a pet lover, and our dog Daisy enjoys being the beneficiary of his attention. In fact,this morning she was looking for him, and I had to convince her to eat her breakfast! Eric is also great at staying in touch. I never have to wonder how things are going as there are photos and notes to reassure me. I guess I am a helicopter pet mom, so this is great. If I had to go on an extended trip and leave my pup, Eric would be my first and perhaps only choice. If you want to travel with confidence, look no further.

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Maria C.
Sitter Profile Image: Ramon C.
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Ramon C.
from
$70
per night
5.0 out of 5 stars
4 reviews
7 years of experience
Briggsville, WI, 53920

About: Bilingual and able to communicate with families in Spanish, as well. Neighbors and friends have trusted me to care for their pets/homes for almost 7 years. They often say we're (my fiance and I) the only ones they trust to care for their pets. I have experience with senior pets and worked at a rescue previously. Excited to be going full time pet sitting/walking in 2026! I'm very reliable, flexible and am available last minute, 7 days a week and on holidays. I take extra care to keep pets happy, safe and comfortable. I follow instructions given and use caution when necessary to prevent any escapes. I do not do boarding in my home.

Sitter Profile Image: Olivia S.
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Olivia S.
from
$40
per night
5.0 out of 5 stars
5 reviews
20 years of experience
Upper East Side, Baraboo, WI, 53913

Olivia was just what we wanted and needed for our trip. She and Addie safe at the homefront were a superb solution for our family! We won't hesitate one bit to call her again for another booking. Thanks Olivia!

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Gale A S.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$90
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Lensy was amazing with my two pups, including meds, walks, and lots of love and attention, which is what they need. She’s great with communication and updates, and took excellent care of my two doggos!

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Gwen K.
Sitter Profile Image: Autumn P.
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Autumn P.
from
$80
per night
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Middleton, WI, 53597

Autumn was great with our anxious dog! She kept us updated and we came home to a happy guy and a clean house

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Jenn F.
Sitter Profile Image: Maricel E.
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Maricel E.
from
$50
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Heistand, Madison, WI, 53714

Maricel was great with Oreo and kept me uptodate with walks and activities. She took great care of Oreo and he was a happy dog when I got home!!!

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John T.
Sitter Profile Image: Kendra Necole M.
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Kendra Necole M.
from
$35
per night
5.0 out of 5 stars
3 reviews
8 years of experience
Cross Plains, WI, 53528

About: 4-H training a puppy to show. Compassion for pets. And I pet sit for most pets. I'm caring, kind and focused on my pets and wellbeing. Currently open very flexible can take mornings, afternoons, evenings and overnights or longer periods. Open to discussing your needs and looking forward to helping you out. Large open yard with room to run and walks. Other pets are in home but can work around specific needs. Two acres to play and enjoy themselves.

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  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Lake Wisconsin is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your 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 Lake Wisconsin average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Lake Wisconsin on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Lake Wisconsin house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 703 house sitters in Lake Wisconsin. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of Lake Wisconsin house sitters respond in under an hour.

House sitters in Lake Wisconsin have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Lake Wisconsin.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Lake Wisconsin house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.