House Sitting Wisconsin Dells

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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 is a rockstar! I never worry about our pets when they are in Kimberly’s care. She goes above and beyond and does an excellent job. Our pets get so spoiled! I 100% recommend her!

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Kimberly 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: 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: Rebecca R.
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Rebecca R.
from
$80
per night
5.0 out of 5 stars
56 reviews
20 repeat clients
40 years of experience
Baraboo, WI, 53913

Rebecca is a very reliable and loving house and dog sitter. I highly recommend her. We will certainly continue using her to house and dog sit.

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Jeff S.
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: Cathryn M.
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Cathryn M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
126 reviews
39 repeat clients
18 years of experience
Adams, WI, 53910

Cathryn made it so easy for us to go away and have nothing to worry about! She sent pictures and gave us daily updates and our animals loved their time with her!! Thank you!!!

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Elizabeth C.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$90
per night
5.0 out of 5 stars
40 reviews
5 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: Stacy W.
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Stacy W.
from
$27
per night
5.0 out of 5 stars
3 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
131 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: 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: Holly G.
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Holly G.
from
$45
per night
10 years of experience
Lodi, WI, 53555

About: I am currently a full-time Team Coordinator that works remotely out of my home, or any place with wifi! Working remotely has provided me with a lot of spare time, not having to commute to and from work, so I am looking to fill some of that time caring for animals. I currently have two dogs and two cats at home. I have experience with all types of dogs including small dogs, like my dad's Peekapoo, and large dogs, like my brother's Great Dane. I've taken care of puppies as well as senior dogs with extra care needed included insulin injections and eye drops. I am available for entire weekends, individual weekend days, full weeks and individual week days. I look forward to meeting you and your pet(s) and please don't hesitate to ask me any questions! If weekdays are needed, I have the flexibility to work from your home which gives me the opportunity to be there all day long if needed. Only working from 7:30am to 4:00pm with no commute gives me plenty of extra hours for pet/house care. I will treat your pets and home with the utmost respect as if they were my own. I would ask for any special requirements that pertain to housesitting and pet sitting ahead of time so I can follow them when I am there. I always make sure to lock doors and stay vigilant, especially at other peoples’ homes. I can be available to you by phone any time of the day or night when I am watching your pet/house and am always willing to help out with anything that may come up!

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

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: 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: 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: 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: 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: Laura R.
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Laura R.
from
$65
per night
9 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: Quinn M.
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Quinn M.
from
$28
per night
5.0 out of 5 stars
1 review
15 years of experience
Mazomanie, WI, 53560

About: I have been taking care of animals ever since I was little, between dogs, cats, reptiles, and even farm animals such as dairy cows, pigs, goats, chickens, rabbits, and guinea pigs. I have open availability so I can take pets anytime and any day. I can do both cats and dogs as I have experience in both and experience in different energy levels I have a fence for my pets, we play with toys, and we go on walks (depending on the weather). My dog will sleep where she is most comfortable and she always goes to the bathroom on time.

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 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.
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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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    Schedule a free in-person Meet & Greet to find the perfect fit
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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 September 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 September 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.

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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