House Sitting Wisconsin Dells

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

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Over 27
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: Kimberly G.
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Kimberly G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 218 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

“Kimberly stayed at our house for five days to watch our elderly pup, Tiko. After meeting with Kimberly in person, getting to know her a little bit, and discussing what life would be like living with our dog at our house, we knew our boy was in good hands. We received daily photo and text updates. They often included fun stories of their adventures together like trips to the park. Our old guy hasn’t been to a park since he went blind and deaf so that was a particularly special adventure to hear about. She took great care of our home and left it in immaculate shape. Thank you so much for helping us out and taking such amazing care of our dog and our home. We will absolutely be booking with Kimberly again !”

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Chris N.
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 absolutely amazing for our short trip up north for a wedding. She took great care of our boys, took them for plenty of walks and sent lots of pictures of them enjoying themselves. If we are ever back up that way we will definitely book with her again. Thank you so much for everything !!!”

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Taylor K.
Sitter Profile Image: Ramon C.
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Ramon C.
from
$70
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
7 years of experience
Briggsville, WI, 53920

“Our dogs love Ramon! He’s loving and attentive to them and respectful of our home. He’s a blessing!”

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Christine G.
Sitter Profile Image: Kelly F.
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Kelly F.
from
$50
per night
5.0 out of 5 stars
• 21 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: Rebecca R.
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Rebecca R.
from
$80
per night
5.0 out of 5 stars
• 57 reviews
20 repeat clients
40 years of experience
Baraboo, WI, 53913

“Rebecca was awesome. She was kind and patient with Derby. She sent pictures and messages through out our weekend. It was comforting to knowing my girls were happy and safe. I will definitely ask her to come back and recommend her to others.”

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Abigail
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 46 reviews
8 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: Cathryn M.
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Cathryn M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 127 reviews
39 repeat clients
18 years of experience
Adams, WI, 53910

“Cathryn is amazing. She cared for my fur babies as if they were her own. She provided timely updates and photos daily. I always knew how my babies were doing throughout my trip. She is definitely going to be my sitter moving forward.”

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Charlene C.
Sitter Profile Image: Stacy W.
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Stacy W.
from
$27
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
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: Ashley R.
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Ashley R.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 135 reviews
32 repeat clients
30 years of experience
Portage, WI, 53901

“Ashley was a fantastic sitter for our old pup. I appreciate that she came for a meet and greet to familiarize herself with Piper and his needs. We immediately felt comfortable with Ashley-- through our conversations it became very clear that she has a passion for animals. Ashley sent us updates and photos throughout the day. I highly recommend Ashley and have no reservations asking her again if we needed her. Thank you, Ashley!”

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Sheri C.
Sitter Profile Image: Victoria S.
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Victoria S.
from
$34
per night
4.6 out of 5 stars
• 12 reviews
3 repeat clients
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: Madeline M.
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Madeline M.
Star Sitter
from
$65
per night
4.9 out of 5 stars
• 17 reviews
7 repeat clients
8 years of experience
Hancock, WI, 54943

“Maddie took wonderful care of our kitty and gave us complete peace of mind while we were away. The updates and photos were so appreciated, and we came home to a clean house and a happy kitty. We will definitely rebook in the future!”

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Debi K.
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 met with us several times before our trip and made sure she knew our dog's routine and where everything was. She took exceptional care of our dog and kept us informed about her by sending us photos while we were gone. She is honest, conscientious and kind and we will certainly call upon her again if we need a sitter for our dog while we are out of town. I can't say enough good things about her and we highly recommend Grace!”

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Ed P.
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: Quinn C.
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Quinn C.
from
$49
per night
10 years of experience
Baraboo, WI, 53913

About: I am flexible, loving, and communicative. I’m punctual with schedules, feedings, walking, etc. and I will assure your fur babies have the time of their lives with me! I am often available morning and night, and have no problem commuting to offer help. My ample free time allows me to stop in and check up on your pets multiple times per day if necessary. I love to provide photo updates and texts to pet parents. Although I don't offer in-home care, I foster a loving environment in any client's home and with any pet I take care of. My love for animals is tangible!

Sitter Profile Image: Quinn M.
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Quinn M.
from
$28
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Mazomanie, WI, 53560

“Quinn was kind and loving to our puppy. We had confidence that our dog was well cared for while Quinn was with him, while we were out of town.”

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Audrey Q.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$90
per night
5.0 out of 5 stars
• 16 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

“Lensy was great with our dogs! They’re both special dogs - have some allergies and take medications, and she did great meeting their needs. She sent us updates and pictures and they had a great time with her!”

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Janae G.
Sitter Profile Image: Matthew E.
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Matthew E.
from
$75
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
Cross Plains, WI, 53528

“Matthew was great! He walked and cared for our Samoyed 10 month old and provided updates and pics. We definitely will contact him again. The house was in great shape on our return, too.”

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

“I was able to relax on vacation knowing that lucky was safe!”

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Amy W.
Sitter Profile Image: Alanis C.
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Alanis C.
from
$40
per night
5 years of experience
Madison, WI, 53704

About: I’ve always loved animals and really enjoy caring for them. I actually fostered a puppy and ended up falling in love with her and adopting her myself! I’m patient, caring, and will make sure your pet feels safe, loved, and comfortable while they’re with me. Currently graduated college a few months ago, so my schedule gives me plenty of time to care for your pets. I’m available throughout the week and can be flexible depending on your pet’s routine and needs. I’ll make sure they get plenty of attention, playtime, walks, and love while they’re with me. 🐾 I make sure every pet feels safe, comfortable, and loved while in my care. I follow their normal routine as closely as possible, give them plenty of attention and playtime, and always make sure they have a clean, comfortable environment. I’ll treat your pet like my own. 🐾❤️

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The median cost per night for house sitting in Wisconsin Dells is $58

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • 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 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
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 of House Sitting in Wisconsin Dells on Rover is $43 per night as of October 2026. Most bookings cost between $32 and $83 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 51 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.

<b>Tip:</b> 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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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