House Sitting Cross Plains

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

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Over 40
pet parents in Cross Plains have booked house sitting

Cross Plains, 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: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
4.8 out of 5 stars
• 17 reviews
4 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!”

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Sarah G.
Sitter Profile Image: Quinn M.
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Quinn M.
from
$28
per night
4.8 out of 5 stars
• 6 reviews
3 repeat clients
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: Lisa T.
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Lisa T.
Star Sitter
from
$102
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
2 years of experience
Madison, WI, 53719

“Lisa was great! Our two dogs were very happy, and we would be glad to have Lisa help out again. She left our place better than it was before!”

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Stacy B.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$55
per night
24 years of experience
Black Earth, WI, 53515

About: My love for animals has opened up a whole world of wonder, connection, and understanding. I believe every animal has their own little quirks, unique personality, and special way of seeing the world. I love getting to know each one and finding ways to make them feel safe, comfortable, happy, and loved—because every furry (and not-so-furry) friend deserves a little extra magic and kindness. Being a groomer and pet sitter allows me to maintain a very flexible schedule centered around animals. My own dogs are a big part of my everyday life, and I make sure they receive plenty of attention, love, and quality time. I enjoy including them in my daily activities and adventures, keeping that close bond strong while making sure every pet in my care receives the same thoughtful attention and affection. When I'm caring for pets in their own home, I love keeping things as familiar and comfortable as possible by sticking to their routines, giving them plenty of attention, and making sure they feel loved while their people are away. My housemate happily helps look after my own dogs while I'm away, so I can give my full attention to my furry guests. I want every pet to feel like they're having a little vacation of their own, filled with comfort, companionship, and lots of love!

Sitter Profile Image: Khushi R.
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Khushi R.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
4 years of experience
Middleton, WI, 53562

“Kyushu was very communicative with great photos! She also has great questions at our meet and greet! It put me at ease with a new sitter, and we came home to happy pups :)”

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Alex P.
Sitter Profile Image: christopher W.
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christopher W.
from
$120
per night
5.0 out of 5 stars
• 10 reviews
45 years of experience
Madison, WI, 53705

About: I’ve taken care of animals since I was five years old. I’ve walked dogs since I was a child. I have had birds, gerbils, lizards, fish, cats, and dogs. My last animal companion was a rescued special needs Jindo dog from LA. I truly love all animals. I work for myself so my schedule is relatively flexible. I am available anytime with enough headway. Have car and can travel to clients. I can spend as much or as little time as your pet requires. I currently have no pets or housemates and a fenced in backyard for dogs. My house is safe and secure and situated in a quiet neighborhood. All furniture is pet friendly and accessible. Plenty of windows for cats to look out from.

Sitter Profile Image: Meta M.
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Meta M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 54 reviews
11 repeat clients
25 years of experience
Verona, WI, 53593

“Meta did a fantastic job dog sitting our large dog for over a week while we were away. She handled all of our dog’s medication, feeding, and walking, and took her into daycare on the days where she needed a little more exercise. She shared daily updates, was super responsive, and when we needed to make a last-minute change during our trip, she was supportive, and did what she could to make things as easy as possible when we returned. She took excellent care of our dog and our house and we’d love to work with her in the future!”

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Michael A.
Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 82 reviews
27 repeat clients
4 years of experience
Fitchburg, WI, 53713

“Absolutely wonderful experience! Our pups were happy and calm when we returned home from a long afternoon/evening away. Tatyana definitely understands how to handle large, rambunctious (and love and adorable) dogs. She sent me pics throughout the evening as well, which was so lovely to receive.”

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Tamara M.
Sitter Profile Image: Cali G.
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Cali G.
from
$100
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Mount Horeb, WI, 53572

About: Hi! I’ve always had a huge love for animals and honestly can’t imagine life without them. I worked at PetSmart for 3 years as a Pet Care Associate, where I cared for all kinds of animals — from dogs and bunnies to lizards and other small pets. That experience taught me so much about animal behavior, patience, and making pets feel comfortable and cared for. I also know the doggy Heimlich maneuver, so your pet’s safety is always something I take seriously. I grew up surrounded by pets and now have two of my own as an adult, so I completely understand how important it is to find someone you can truly trust with your furry family members. Whether your pet loves playtime, cuddles, walks, or just a calm comforting presence, I’ll always treat them like one of my own ❤️ Pet care fits naturally into my lifestyle because animals are truly what I love spending my time around 🐾 I work 8–4 in Wisconsin Dells, and outside of work, caring for animals is honestly my favorite way to spend my free time. Whether it’s walks, playtime, cuddles, or simply keeping pets company, it never feels like a chore to me — it’s something I genuinely enjoy ❤️ I’ve always grown up with pets and currently have two of my own, so caring for animals has always been part of my daily life. I love creating a calm, loving environment where pets feel safe, comfortable, and cared for while their owners are away 🐶🐱 When caring for pets—whether in my home or a client’s home—I focus on keeping them comfortable, safe, and sticking closely to their normal routine 🐾 In my own home, I care for my two pets daily by making sure they’re fed on schedule, have fresh water, get plenty of attention, playtime, walks when needed, and a calm, clean environment. I really treat them like part of my family, and their well-being is a big part of my everyday life. When caring for a client’s pets, I bring that same level of care and consistency. I follow instructions closely, maintain feeding and potty routines, give lots of love and attention based on each pet’s personality, and always prioritize safety. I also pay attention to behavior and comfort so pets feel as relaxed as possible while their owners are away. With my experience working at PetSmart and years of caring for animals in both personal and professional settings, I’m comfortable with pets of all kinds and always aim to make them feel secure, loved, and at home!

Sitter Profile Image: Sam B.
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Sam B.
from
$30
per night
19 years of experience
Capitol, Madison, WI, 53703

About: I’ve been caring for animals since I was old enough to know what a pet was, whether it’s my own, a neighbor’s, or a friend/family member’s. I love animals, and am considering going into vet work! I have experience with both puppies/kittens and seniors as well :). I can walk, feed, give meds, and do anything you need! I’m a full-time student during the week, but I will always have time to drop-in, or stay overnight. I’m very flexible with my scheduling, so I will happily do whatever you and your pet need! While I can’t offer boarding at my home because I have four roommates, I will care for pets in every way possible no matter what! I know some nice parks for walks, and I’m also happy to chill if they’re a homebody! Again, entirely up to you and your pets needs :)

Sitter Profile Image: Monica M.
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Monica M.
from
$72
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
15 years of experience
Fitchburg, WI, 53711

“Monica stayed with our dog overnight in our home and did a fantastic job caring for our pup. She was very communicative and followed all of our precise care instructions. She showed genuine interest in our dog and we felt completely comfortable leaving our dog in her care. We would be absolutely delighted to have Monica in our home again to play and care for our dog. She is reliable, responsible and kind.”

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Jen L.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$35
per night
5.0 out of 5 stars
• 17 reviews
1 repeat client
10 years of experience
Madison, WI, 53719

“Jessica did an amazing job with our dogs in our home. We will definitely have her back. Pictures everyday. Updates on their eating - they are picky eaters when we are away. She knew exactly what to do and try. Lisa”

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Lisa S.
Sitter Profile Image: Carlie W.
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Carlie W.
from
$50
per night
5.0 out of 5 stars
• 57 reviews
24 repeat clients
30 years of experience
Sauk City, WI, 53583

“Carlie took great care of our pups again! She is responsible and sent updates which we appreciated. She helped out with a last minute medication for our pup too! Our dogs were in good hands!”

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Jennifer L.
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 did a wonderful job looking after our cat for a long weekend. We came back to a relaxed cat and a house in perfect order. Thanks, Karina!”

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Chloe H.
Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
4.9 out of 5 stars
• 12 reviews
4 repeat clients
11 years of experience
McFarland, WI, 53558

“Talia was awesome with Maxy and the unexpected visit of MJ (the neighbor’s cat) She talked to them and took very good care of them. We already have another visit booked for this week.”

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Brenda P.
Sitter Profile Image: Melvin H.
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Melvin H.
from
$75
per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Madison, WI, 53705

“Melvin stepped in on very short notice and took great care of my two big dogs. He stayed at the house and left it in great shape when he left. The dogs liked him and were in great shape when I got home. Thanks to Mel for saving the weekend for us.”

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ann s.
Sitter Profile Image: Faith G.
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Faith G.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
29 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

“Faith did an amazing job taking care of our pup Ed. We so appreciated her photos and updates. She was super easy to communicate with and left our home as clean as we left it. Would highly recommend her!”

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Kelli R.
Sitter Profile Image: Jen C.
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Jen C.
from
$55
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
10 years of experience
Eastmorland, Madison, WI, 53714

“Jen made a great first impression at our meet and greet. She came prepared with questions which showed her attention to detail and spent lots of time petting Jazzy. Throughout my time away, Jen kept me updated with lots of photos (which I requested) and thoroughly followed Jazzy’s routine. Jazzy looked very happy and relaxed in the photos. I could tell she had a great time with Jen! It was a huge relief knowing my senior dog was in great hands. She also left my apartment very clean. I will definitely be booking her again! 😊”

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Ariana C.
Sitter Profile Image: Sarah W.
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Sarah W.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
12 years of experience
Madison, WI, 53713

“Sarah was absolutely amazing!!! She sent regular updates and pictures and our pets loved her. She took such good care of our cats and dogs and we felt so good having her with our babies while we were gone. She gave us great peace of mind. They all loved her, even our shy guy came out for snuggles. Sarah is great and will definitely be our first call anytime we need someone to hang with our crew.”

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Kelly U.
Sitter Profile Image: Skyler D.
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Skyler D.
from
$90
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
12 years of experience
Lodi, WI, 53555

“Skyler was awesome! Very responsive! Communicated well when there was an issue with my dog’s nail. I trust Skyler and will be using him again!”

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Kara S.
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The median cost per night for house sitting in Cross Plains is $50

Pet parents share their Rover experiences - Cross Plains

1 / 1
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Matt is excellent! He's very communicative, sends the cutest photos each day, and is very professional. He goes out of his way to be accommodating and my dogs love him!

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Joanna H.
House Sitting
5.0 out of 5 stars

Maddi is really great with our dogs, she sends regular updates and pictures, and left the house very clean.

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Travis T.
House Sitting
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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.

How to book house sitting

  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 - Cross Plains

Select a filter and find qualifying sitters offering house sitting.

Sitters in Cross Plains average 4
repeat house sitting clients

FAQs for House Sitting - Cross Plains

Frequently asked questions about Rover

The average cost of House Sitting in Cross Plains is $53 per night as of November 2026. Most bookings cost between $31 and $83 per night. On Rover, 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 November 2026, there are 783 sitters on Rover offering House Sitting across Cross Plains. 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 Cross Plains 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 Cross Plains 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 Cross Plains 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 with handling special pet needs in Cross Plains. On Rover:

  • 92% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.

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