House Sitting in Wisconsin Dells

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

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Top rated Wisconsin Dells 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.
from
$60
per night
5.0 out of 5 stars
207 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

Kimberly has sat for us before and we are always thoroughly pleased with her services. She's attentive and caring toward our pets, and keeps us updated with photos and news. She always leaves our home looking better than she found it, which isn't expected, but is a pleasant surprise! With three dogs, exotic pets, and particularly a separation-anxious "pandemic puppy," we feel like we have finally regained our ability to travel knowing that our animals are in such caring and capable hands.

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Katie S.
Sitter Profile Image: Heather E.
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Heather E.
from
$60
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
15 years of experience
Baraboo, WI, 53913

Heather was fabulous! Our dog, Bodie, loved her. We were at a wedding and we received texts with photos of Bodie a couple of times letting us know he was ok. We will most definitely use her services again.

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willie69 R.
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: Amber S.
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Amber S.
from
$60
per night
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Baraboo, WI, 53913

About: I am an active, fun, and reliable caretaker for every pet! I have experience with young and old, big and small, dogs and cats. I'm happy to accommodate feeding, playtime, walks, and any other specific requirements your pet may need! Plenty of summer availability! I work a flexible schedule: available to check on cats and dogs throughout the day, board pets in my home, or stay with your pet as needed. My home has a spacious backyard with a park very nearby. Dogs are kept on a leash, but provided with plenty of outdoor time and walks to the riverwalk. I have an older cat who is friendly with all dogs.

Sitter Profile Image: Jaylyn V.
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Jaylyn V.
from
$50
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
15 years of experience
Wisconsin dells, WI, 53965

About: I have had animals all my life. We currently have our own little 10 acre hobby farm type deal going on and it’s a blast. We have walking trails through out our land to go on walks. My daughter and I love all animals and she would love to join me for walks-check in- or over nights when allowed. I’m a stay at home mom with a fairly open schedule. Most of the time my 5 year old would be with me unless it’s her 2 school days this fall. I have a good care and feeding routine at my house with all of our animals. I keep a Very clean and kept up shelters-coops- home.

Sitter Profile Image: Victoria S.
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Victoria S.
from
$34
per night
4.5 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Westfield, WI, 53964

We loved Victoria since the day she came to meet our dog. She was so sweet to Angel and Angel loved her. She did a great job staying with Angel at our house!

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Lee F.
Sitter Profile Image: Aliya O.
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Aliya O.
from
$30
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
18 years of experience
Reedsburg, WI, 53959

We love Aliya! From the first meeting it was clear Aliya is responsible, kind, and totally vibed with my dog. It’s so obvious to me when I come back from a trip that she has been well taken care of, well exercised, and well loved. Such a relaxed and happy girl, thanks to Aliya!

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Andrea J.
Sitter Profile Image: Josie F.
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Josie F.
from
$60
per night
5.0 out of 5 stars
3 reviews
6 years of experience
Reedsburg, WI, 53959

Josie took such great care of Rudy and sent me lots of photos and updates!

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Sarah T.
Sitter Profile Image: Rebecca R.
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Rebecca R.
Star Sitter
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: Madeline M.
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Madeline M.
Star Sitter
from
$50
per night
4.9 out of 5 stars
14 reviews
4 repeat clients
8 years of experience
Hancock, WI, 54943

Madeline is Great! My wife and I had a good feeling from her right when we met her. We have never left Ace with anyone overnite before, she is going on 18 years old. We felt very much at ease when we were gone. Madeline kept in contact with us via text when we were gone. We both would recommend her in a second!!

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Marty R.
Sitter Profile Image: Stacy W.
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Stacy W.
from
$27
per night
30 years of experience
Grand Marsh, WI, 53936

About: I have taken care of dogs since I have been 8 years old. I have had dogs all of my life and am experienced with puppies and elderly dogs as well. I would love to play, walk, or even just provide companionship for your dog. I work full time but I am currently available part time Tuesday through Thursday to care for your pet. PMs are better for me but I can be flexible as well. My dogs are crate trained but only while I am away from home. They walk well on leashesand also have a nice fenced in area to play in my yard. I am comfortable caring for your pet to your preference and your pet's preference.

Sitter Profile Image: Grace H.
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Grace H.
from
$45
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
9 years of experience
Baraboo, WI, 53913

Grace was exceptional!! She gave both our animals love and care with enthusiasm! She followed all of our directions and was willing to go beyond expectations. I will definitely ask for Grace again. Thank you.

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Caren L.
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: Sarah & Todd C.
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Sarah & Todd C.
from
$40
per night
49 years of experience
Wonewoc, WI, 53968

About: We live in the country dog has the opportunity to run and spend time outside. And extremely flexible on drop off and pick up times We can take dogs in the early morning and late night pick up if need be. Extremely flexible and will be willing to try to meet your needs. We have an outside dog wire kennel and if the dog would be more comfortable bringing your own kennel and put in the house that is fine too.

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: Alissa A.
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Alissa A.
Star Sitter
from
$100
per night
5.0 out of 5 stars
27 reviews
5 repeat clients
25 years of experience
Portage, WI, 53901

Our pups were treated just like family. So grateful to found a wonderful place for our Great Danes. Knowing she knows the bread was a great peace of mind.

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Amanda L.
Sitter Profile Image: Kaciana P.
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Kaciana P.
from
$28
per night
3 years of experience
Reedsburg, WI, 53959

About: I’ve taken care of pets my whole life. Pet sitting for Family and friends I love being with animals, playing with them and making sure there not alone I’m around animals all day I live with 5 animals, 4 dogs 1 cat. I’m used to taking dogs outside l, playing with them, feeding them, and cleaning them if necessary I make sure all animals are clean, fed and have been taken outside to play and do what they need to do, im good with schedules and following them

Sitter Profile Image: Dawn M.
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Dawn M.
from
$75
per night
35 years of experience
Loganville, WI, 53943

About: I've taken care of many dogs and even more cats over the last 38 years. I love them and will love yours like my own. Semi retired looking forward to helping people out. I have a very flexible schedule and a very dog friendly home. We have one dog in the home sometimes too because I watch my daughter's dog. We have a big country yard, dogs would be monitored with a leash unless the dog is good at obeying commands. Big yard with walking trails.

Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
25 years of experience
Marquette, Madison, WI, 53703

Samuel was fantastic! Our two dogs and cat were well cared for, and the house was spotless — he even washed the sheets and towels. Highly recommend and will book again.

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Lindsay D.
Sitter Profile Image: Sara N.
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Sara N.
from
$60
per night
18 years of experience
Lodi, WI, 53555

About: I have been taking care of dogs for my entire life! I have experience caring for big and small dogs of all ages, from puppies to the elderly. I took on the responsibility of training each of my family's dogs, so I am skilled in the area of obedience training for puppies and adolescent dogs. I am a very meticulous person and I follow every direct I'm given to a T, so I will make sure that your fur baby gets the best care and love possible. I am currently a high school student about to graduate and leave for college! From now until the end of the school year, I am available every weekday from 2-10. After May 31st, I will be working part-time, so I will have more than enough time during the summer to care for your fur babies! Although I do not offer services at my own house, I will make sure that your pet is as safe as can be wherever we are! The safety of anybody's pets is a top priority for any pet owner, including myself. Leaches and supervision are some of the most important tools that pet owners can use to keep their pets safe.

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Over 20
pet parents in Wisconsin Dells have booked house sitting

How Rover works

  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

    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 Wisconsin Dells is $60

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 Wisconsin Dells average 8
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 Wisconsin Dells on Rover as of Jun 2026 was about $60 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 Wisconsin Dells 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 40 house sitters in Wisconsin Dells. 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, 92% of Wisconsin Dells house sitters respond in under an hour.

House sitters with repeat customers have an average of 8 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 Wisconsin Dells.

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. Wisconsin Dells 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.