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
• 15 reviews
3 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Tucker did a great job watching Zoe & Mocha - regularly sent photos, provided updates from each visit, and was very communicative in providing care.”

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Eric L.
Sitter Profile Image: Evelin C.
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Evelin C.
from
$42
per night
5.0 out of 5 stars
• 18 reviews
5 repeat clients
3 years of experience
Verona, WI, 53593

“Evelin was an absolute rockstar. She sat for our two older dogs and a rambunctious young one. We joked that the dogs are going to have unrealistic expectations of us now because Evelin was SO attentive with them. She sent constant pictures, and they were clearly loving the attention and love. She clarified any questions she had, and we felt totally confident that the dogs were in great hands—she followed up that she was following our instructions for feeding and meds. We would hire Evelin again immediately, and I’d recommend her to any pet parents, even if your dogs have some extra needs. If we go on a trip again, she’s our first call!”

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Lauren G.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 153 reviews
57 repeat clients
10 years of experience
Madison, WI, 53719

“Ann did a fantastic job dog sitting our very high energy and dog-reactive pup in our home for five days! She sent so many pictures and we could tell our pup was content/happy and so well taken care of. Ann also reached out to ask clarifying questions when needed and was very responsive. I highly recommend Ann!”

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Claire G.
Sitter Profile Image: Mandi W.
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Mandi W.
Star Sitter
from
$145
per night
5.0 out of 5 stars
• 21 reviews
7 repeat clients
7 years of experience
Verona, WI, 53593

“Mandi is absolutely wonderful! She took great care of our little girl. She provided us with lots of photos and updates. She left the house looking great. We will definitely have her watch Clicquot again. :)”

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Gretchen D.
Sitter Profile Image: Maureen H.
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Maureen H.
from
$65
per night
4.9 out of 5 stars
• 19 reviews
5 repeat clients
20 years of experience
Madison, WI, 53705

“Maureen left our pup and house better than when we headed off for vacation. Great communication — responsive, but also gave us space to focus on our trip. I recommend her.”

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

“Tatyana is a reliable and caring sitter. She stayed at our house with our 11.5-year-old German Shepherd and provided excellent care, and tremendous peace of mind for us. Having worked at a kennel previously, she is comfortable around all types of dogs (and ours is a big boy). She sent periodic updates and followed our instructions well. We highly recommend her for short or extended care.”

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Marlys M.
Sitter Profile Image: Ali W.
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Ali W.
from
$35
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Verona, WI, 53593

“Ali was amazing - I had a last minute family emergency and she was able to accommodate staying with my dog, keeping me updated with details and photos. It looked like my dog had the best time with her! She’ll be my go-to moving forward!”

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Chelsea W.
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
10 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: Miah M.
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Miah M.
from
$28
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Mazomanie, WI, 53560

About: I grew up with dogs and horses and I now have cats as well I love all animals and I would do anything for them I will keep them safe and loved. I worked for a lady for about a year and a half and I took care of all of her pets and loved them and treated them as my own which I would do with yours as well. My main priority is keeping your pets safe and loved as I know how much they mean to you. I am currently trying to find a part time job but I will have time to do this and will make time if things are needed. I can crate your dogs if needed, I can feed them, I can love on them, I can let them out to go potty, and I can of course walk them. You let me know what you need and I can do it.

Sitter Profile Image: Chelsea G.
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Chelsea G.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
23 years of experience
Middleton, WI, 53562

“Chelsea was great! She was quick to respond and sent plenty of updates with pictures. My pets enjoyed having her stay with them!”

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Laura D.
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: Travis M.
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Travis M.
from
$70
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
15 years of experience
MONONA, WI, 53713

“Travis is truly remarkable! We arranged a meet and greet where he invested time in getting to know our dog. He made sure to understand Remy's needs and ensured a perfect match. Travis went above and beyond by agreeing to house and Dog sit for 8 days. During his stay, Remy not only had the pleasure of regular walks but also relished the companionship at home. It's evident that Travis provided a level of care that exceeded our expectations. Our home was left in pristine condition, and to top it off, our neighbors were quick to compliment Travis on his friendly demeanor. Remy, our Husky German Shepherd Rescue, is eagerly anticipating his next stay with Travis. It's heartening to see such a positive connection between them. Travis has proven to be more than just a sitter; he's become a trusted companion for Remy. We're grateful to have found such a reliable and caring individual for our beloved pet.”

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Halie B.
Sitter Profile Image: Jamie Z.
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Jamie Z.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
2 years of experience
Waunakee, WI, 53597

About: I’ve grown up with dogs my entire life and currently have three dogs of my own, all with very different personalities and needs. I’ve put a lot of time into training and creating a successful multidog household, which has given me experience with everything from basic obedience and leash manners to reactivity, resource guarding and special-needs dogs. I’m comfortable following established routines, using the training methods and equipment your dog is accustomed to, and adjusting my approach based on each individual dog. I understand that not every dog is a social butterfly, and I’m happy to give dogs the space, patience and structure they need to feel comfortable. Most importantly, I know how nerve-wracking it can be to trust someone else with your dog. I’ll care for yours with the same attention and respect I expect for my own. As a registered nurse, I’m dependable, detail-oriented and comfortable following specific care and medication instructions. I am not only certified in human CPR but also Red Cross Dog/Cat/Pet CPR and first aide certified. I’m also used to communicating clearly, so you can expect plenty of updates while your dog is in my care I’m an RN with a rotating schedule, which gives me several days off during the week and plenty of flexibility to care for your pets. On my days off, I’m available for walks, drop-in visits, playtime and plenty of attention! I am home most of the time and my husband works from home so someone will usually be here. With the occasional instances of going out a few hours at a time. We do keep our dogs crated while we are gone and have cameras on the kennel/dog room to keep an eye on them. I know every dog has their own routine, personality and comfort level. I’m happy to follow your established routine and any specific instructions for feeding, walks, medications, crates or training. I have experience with multidog households, reactive dogs and special-needs dogs, so I’m comfortable adjusting my approach to what makes your dog feel safest and most comfortable. I’ll also keep you updated with photos and messages so you can feel confident your pet is well cared for while you’re away

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: 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: Milanne D.
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Milanne D.
from
$60
per night
19 years of experience
Blackhawk, Middleton, WI, 53562

About: I’ve been around and taken care of dogs of every kind my entire life basically. Neighbors, friends and family have relied on me since I was a little girl to walk, feed and bathe their pets. I currently dog sit full time, so I’ll have plenty of time to play with your pups! I’m available for boarding all seven days of the week at anytime of need! I have a spacious yard and two friendly female dogs(both spayed) to keep your fur baby company. I can easily crate your dog if needed.

Sitter Profile Image: Nowell L.
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Nowell L.
from
$40
per night
4.5 out of 5 stars
• 13 reviews
2 repeat clients
4 years of experience
Middleton, WI, 53562

“Nowell is amazing! I had a last minute trip come up and she was able to step in and come watch my dog on very short notice. My dog seemed to take to her immediately, and she sent me photos and updates and their activities throughout her stay. 10/10 I would have her watch my dog for me again. I couldn't recommend her enough!”

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Alex L.
Sitter Profile Image: Athena L.
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Athena L.
from
$60
per night
13 years of experience
Spring Harbor, Madison, WI, 53705

About: I’ve had my own cats for 13 years and dogs for 8 years! I love animals and promise I will take really great care of your pets. :) I can care for your pet after 5pm on weekdays. (Mon-Fri) I can do overnight pet care on the weekends at my home. (Friday and Saturday) My home is very clean and free of any hazards for your pet. I can house pets overnight on the weekend (Friday and Saturday). I do not stay overnight at clients home

Sitter Profile Image: Naomi H.
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Naomi H.
from
$60
per night
13 years of experience
Verona, WI, 53593

About: I have been taking care of pets since I was a little girl. I grew up in a house who always had some type of animal and learned how to love on them and give them the attention they need. I am currently at home and have a lot of time on my hands. I’m very flexible and cooperative with my schedule and willing to give any animal love and support. I have an invisible fence for my two dogs. One of my dogs has a crate he sleeps in and the other sleeps in whatever bed she wants that night.

Sitter Profile Image: Samuel J.
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Samuel J.
from
$32
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Tenney-Lapham, Madison, WI, 53703

About: Former member of UNC-Chapel Hill Puppy Raisers, a student-led organization that works with puppies in partnership with Ears Eyes Nose and Paws of Chapel Hill on their journey to becoming service animals. I’m currently working part time, so very flexible with the times and days that I am available to help out with your cats or dogs! I have no pets currently so full attention will be devoted to your animal! I have grown up with dogs my entire life and feel comfortable handling all sizes and breeds.

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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

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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

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.
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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  • 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.

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.
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Popular requests for house sitting - Cross Plains

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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 October 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 October 2026, there are 784 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 , 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 .

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 .

sitters on Rover set their own , 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
  • 94% 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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