House Sitting Wisconsin Dells

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

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Over 29
pet parents in Wisconsin Dells have booked house sitting

Wisconsin Dells, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ramon C.
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Ramon C.
from
$70
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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: Kelly F.
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Kelly F.
from
$50
per night
5.0 out of 5 stars
20 reviews
11 repeat clients
10 years of experience
Wisconsin Dells, WI, 53965

I recently returned from my 2nd multi-day hiking trip! Since I didn’t want to burden my sweet neighbor with kitty duties, I decided to take a chance on this thing called Rover.com. I specifically wanted to find someone that could spend the night in my home so kitty wouldn’t be lonely. (No judgement...my kitty just lost her companion of 10 years and it's really changed her.) Booooy, did I strike sitter GOLD! Kelly Flackey did an awesome job for me! She came over to meet us before the job. From the very first minute, she had a definite “read” on my kitty. Kitty is always a bit aggressive with other people. She won’t let anyone pet her. I swear Kelly is a cat whisperer, cuz she totally controlled the whole interaction. Kelly was so good with her while I was away from home...kitty actually slept next to her! ?? That’s so crazy to me, but totally awesome at the same time. I’m a happy pet mama!

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Annette M.
Sitter Profile Image: Heather E.
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Heather E.
from
$60
per night
5.0 out of 5 stars
22 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: Kimberly G.
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Kimberly G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
217 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

Kimberly is extraordinary! My pups love her, and she takes such good care of my home. She goes above and beyond, even taking the initiative to watering my sagging plants. Highly recommend!!

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Cheri R.
Sitter Profile Image: Mercede K.
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Mercede K.
from
$30
per night
3 years of experience
Baraboo, WI, 53913

About: I love all animals! At home, I currently have a feisty tabby cat, and the sweetest Akita around❤️ Both require lots of love, time, and attention, but life wouldn’t be the same without them. Prior to starting on this app, I have gained experience, in the past, when I was employed as a dog sitter at a local daycare in Wisconsin Dells. I also have done yearly sitting jobs up to a week for various neighbors around town for foster dogs of all ages, and breeds, and cats! I currently have a part-time job. I consistently work on the weekends from 8:00am to 2pm on Saturdays, and Sundays. Occasionally I pick up extra shifts during the weekdays, but shifts are consistent to 5 hour increments. If I have any extra shifts scheduled, I will be sure to inform you prior to my stay. I am more than willing to come in between those times. I do not currently open my own home as I have a large Akita that requires to be the spotlight. But when stating client homes, I am open to the majority of situations. I ask that if your pet requires special instructions, or precautions, list them clearly, and I will work around them!

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

Rebecca is so great with my dogs and I always come home to happy pups and my house as I left it! She's great with photos also, so my mind can be at ease when leaving my dogs for over nights and check ins! Highly recommend!!

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Erica W.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$90
per night
5.0 out of 5 stars
34 reviews
4 repeat clients
15 years of experience
Baraboo, WI, 53913

We had an amazing experience with Amber! She went above and beyond in every way. She stayed overnight with our dogs, took them on walks, and kept us updated with plenty of pictures and videos, which gave us so much peace of mind while we were away. The biggest surprise was coming home to our dogs’ feeding station it had been spotless! We had left it pretty messy, and she cleaned it immaculately without us ever asking. That level of care and attention to detail meant so much to us. It’s obvious she genuinely loves animals and treated our dogs like they were her own. They were happy, well cared for, and clearly comfortable with her. We couldn’t have asked for a better sitter and will absolutely be booking with her again. We highly recommend her to anyone looking for someone trustworthy, thoughtful, and truly exceptional!

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Edie M.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$80
per night
5.0 out of 5 stars
123 reviews
29 repeat clients
30 years of experience
Portage, WI, 53901

Ashley was great! I loved getting all the pictures and updates. Especially for our first time using a pet sitter other than family. Really helped put me at ease that my dog was doing ok! 😌 I will definitely be using Ashley again!

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Ivy F.
Sitter Profile Image: Emma H.
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Emma H.
from
$40
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
18 years of experience
Westfield, WI, 53964

Emma does a great job with my boy and my home! She has stayed at my place twice and she takes extra care before I get home and has excellent communication!

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Lindsey T.
Sitter Profile Image: Grace H.
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Grace H.
from
$47
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: Victoria S.
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Victoria S.
from
$34
per night
4.6 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Westfield, WI, 53964

Victoria is amazing! Right when I met her, I knew my Lily would love her! She sent pictures and kept me updated! Victoria will definitely be on my list to call again!

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Michelle M.
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: Madeline M.
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Madeline M.
Star Sitter
from
$65
per night
4.9 out of 5 stars
16 reviews
6 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: Kirstyn M.
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Kirstyn M.
from
$40
per night
5.0 out of 5 stars
37 reviews
7 repeat clients
3 years of experience
Portage, WI, 53901

About: I’ve taken care of puppies to senior dogs since I was a little girl. My dad owned a doggy daycare and it was a great experience learning how to care for animals. I currently work full time and I go to school. Pet care will fit into my schedule because I do work night shift. I will have plenty of time to properly care for your pets. I will be there to watch your home and make sure your pet is safe. I will follow all of your instructions to assure that I keep everyone safe.

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: Matthew E.
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Matthew E.
from
$75
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Cross Plains, WI, 53528

Matthew was great! The dogs were well cared for and I my family was able to have a stress free vacation. I will definitely book again in the future.

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Anne B.
Sitter Profile Image: Stella J.
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Stella J.
from
$28
per night
5.0 out of 5 stars
3 reviews
12 years of experience
Tenney-Lapham, Madison, WI, 53703

I don’t know how to adequately express how grateful we are that we hired Stella. If you want the short version without the saga: Stella is THEE best dog sitter EVER. I will hire her again and again!! Smudge loved her immediately at our meet and greet, and we felt completely comfortable leaving him with her. Then, just before our trip, Smudge had X-rays on his leg and became very sick afterward. We were worried sick. I had Stella come over a second time so I could walk her through the probiotics and instructions from our vet, hoping he would be back to himself in a few days. We had to leave the next day. What happened after we left was something none of us could have imagined, and I cannot imagine what we would have done if Stella hadn’t been the person caring for him. She tried everything to get Smudge to eat and kept us regularly updated on how he was doing. When she became concerned that he wasn’t improving, she proactively told us she thought he needed to go to the emergency vet. She packed his bed into her car so he’d be comfortable and took him. When the first treatment of fluids and anti-nausea medication didn’t work, she took him back to the ER, where he ultimately had to be hospitalized. Stella took a day off work to care for him. When Smudge came home, she dealt with vomit and accidents, did laundry, cleaned up after him and continued caring for him through all of it. She never once complained or made us feel like any of this was an inconvenience. And after Smudge finally started getting better, Stella herself got sick. She cared for our boy as though he were her own dog. She advocated for him when he needed more care, and I truly believe she saved his life. You would be crazy not to hire this amazing human to care for your pets. Stella is 100% part of our family now. If she ever needs anything from us, I hope she knows she can ask. We will never forget what she did for Smudge, and we will be forever grateful to her.

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Rebecca S.
Sitter Profile Image: Amanda J.
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Amanda J.
from
$85
per night
5.0 out of 5 stars
4 reviews
6 years of experience
La Farge, WI, 54639

About: I have a background in both education and dog training, so I focus heavily on structure, communication, and understanding each dog’s individual needs. I have experience working with dogs of all ages, energy levels, and personalities, including puppies, high-energy breeds, and dogs that benefit from extra patience or routine. I’m CPR certified, experienced with enrichment-based care, and comfortable reinforcing basic training skills such as leash manners, recall, sit/down, place, and calm behavior during visits and walks. I also have experience with hunting and working breeds, so I understand the importance of both physical exercise and mental stimulation. What sets me apart most is that I genuinely enjoy building trust and relationships with the dogs I care for. I prioritize safety, consistency, and making sure each dog feels comfortable, engaged, and well cared for while you’re away. I also provide reliable communication and updates so owners can feel confident their pets are in good hands. I intentionally keep openings in my schedule for walks, drop-in visits, boarding, and individualized care. I currently have availability most mornings, a few evenings, and select weekends which allows me to provide consistent attention and flexible scheduling for clients. Because I prioritize quality care and reliability, I carefully manage my schedule to make sure each pet receives plenty of time, attention, exercise, and communication while in my care. believe every dog is different, so I focus heavily on each pet’s individual needs, personality, comfort level, and routine. Some dogs need lots of exercise and enrichment, while others need a calmer environment, patience, or extra reassurance while their owners are away. When caring for pets in a client’s home or my own, I take time to learn their feeding schedule, potty routine, energy level, favorite activities, training expectations, and anything that helps them feel comfortable and secure. I adjust my care style based on the individual dog rather than taking a “one size fits all” approach. My goal is always to make pets feel safe, understood, and cared for while maintaining as much consistency and routine as possible.

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

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
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Popular requests for house sitting - Wisconsin Dells

Select a filter and find qualifying sitters offering house sitting.

Sitters in Wisconsin Dells average 6
repeat house sitting clients

FAQs for House Sitting - Wisconsin Dells

Frequently asked questions about Rover

The average cost for House Sitting in Wisconsin Dells on Rover is $42.8 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of August 2026, there are 56 sitters on Rover offering House Sitting across Wisconsin Dells. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Wisconsin Dells walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Wisconsin Dells maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Wisconsin Dells choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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

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

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

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.

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