House Sitting Ross Crossing

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Ross Crossing, 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: Hanna P.
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Hanna P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
6 years of experience
Madison, WI, 53719

“Hanna was awesome with all the doggies while we were away, she kept us updated every day with photos and comments. Thank you for taking care of them!”

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Mik R.
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 did a terrific job with our fur babies! She was very careful and caring with them, kept us posted with the right amount of details, and kept the home really clean. Would definitely have her sit for us again!”

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James W.
Sitter Profile Image: Kendra B.
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Kendra B.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
30 years of experience
Glendale, Madison, WI, 53716

“Kendra was fantastic! She is a great communicator with lots of updates and pictures. ♥️ She walked the dogs often and knew how to handle our dog that barks at others on a leash! Thank you for taking great care of the crew!”

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Heidi R.
Sitter Profile Image: Naomi H.
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Naomi H.
from
$60
per night
1 repeat client
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: Sidney M.
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Sidney M.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
6 years of experience
Madison, WI, 53711

“Sidney was amazing! She sent me pics and updates of my pup and took great care of him while I was away, I would 100% recommend her!!”

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Hannah M.
Sitter Profile Image: Maddi S.
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Maddi S.
from
$70
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Fitchburg, WI, 53575

“Maddi is so sweet and great with my dog! I appreciate the updates and pictures while I was away. Thank you for looking after her and giving such great care!!”

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Brooke W.
Sitter Profile Image: Amanda R.
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Amanda R.
from
$60
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
30 years of experience
Oregon, WI, 53575

“Amanda was terrific. She provided great communication during her stay and I really appreciated the daily photos and reports. She was great with my dogs. She is very warm and friendly and I enjoyed the interaction.”

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Bonnie V.
Sitter Profile Image: Celeste T.
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Celeste T.
from
$75
per night
4.8 out of 5 stars
• 5 reviews
2 repeat clients
17 years of experience
Summit Woods, Madison, WI, 53711

“Everything went smooth! Sent photos and was communicative! Would recommend”

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Olivia W.
Sitter Profile Image: Sidney R.
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Sidney R.
from
$50
per night
5.0 out of 5 stars
• 85 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

“Sydney did a fantastic job being with our dog, Della. She shared comments with us while we were gone. This made us feel confident that the care she provided was important to her. We would definitely ask Sydney to care for our dog again! Thank you.”

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Kevin A.
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 was amazing with our pup! She sent frequent updates and pics and even bought her little treats. She was incredibly flexible with our dates and times, and went above and beyond any sitter we’ve ever had- both for our dog and kids. And super affordable. Highly recommended!!!”

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Tony P.
Sitter Profile Image: Kyle K.
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Kyle K.
from
$15
per night
10 years of experience
Verona, WI, 53593

About: I’ve taken care of a variety of pets ever since middle school. I’ve frequently walked dogs, and done plenty of pet sitting for dogs cats and all other pets. I have a flexible schedule that allows me to dedicate quality time and attention to the pets in my care. I am happy to coordinate walks, feeding times, playtime, and check-ins around each pet’s normal routine. I understand the importance of consistency and will make sure your pet receives dependable care and attention. Your pet’s safety, comfort, and well-being are my top priorities. I always make sure pets have a clean, comfortable, and safe environment. I follow owner instructions closely regarding feeding, medications, routines, and household rules. I also believe communication is important, so I am happy to provide updates and pictures to give you peace of mind while you’re away.

Sitter Profile Image: Christopher B.
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Christopher B.
from
$43
per night
5 years of experience
Meadowood, Madison, WI, 53711

About: I have been taking care of animals all my life. Growing up my parents always had dogs and cats. My best-friend growing up was my dog Samantha who just turned 15 is a sweet Belgian Mali. I work at Indianapolis Hebrew Congregation as a cook for the the Early Education Center. I work from 7am-1pm and then I am home with my dog Lyla and I enjoy going out and taking her out on walks/hikes to Fort Harrison and to the nearby parks in Lawrence. I have a fenced in backyard that dogs can run around in any time they would like too. I live on a quiet street just outside of 465.

Sitter Profile Image: Kate S.
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Kate S.
from
$120
per night
5.0 out of 5 stars
• 27 reviews
10 repeat clients
32 years of experience
Fitchburg, WI, 53575

“I can't recommend Kate enough! My doggo (Kooper) has some separation anxiety. When I reached out to Kate we discussed what her home would be like for a dog. I was a little nervous, because typically we ask sitters to come and stay at our house but decided that we would do a meet a greet to see how that went. Kate, Cody, Gus (dog), and Poe (cat) made our dog and us so comfortable. Gus and Kooper got along great and even though Koop has never been around cats, him and Poe were fast friends! Kate has a great yard for playing and her schedules allows for lots of 1:1 time with the pets. Kate was flexible, provided consistent updates, and was extremely responsive with her communications. Everything went wonderfully! Kooper was sent home happy, safe, and with a positive report card and goodies. I will definitely be connecting with Kate again about future visits!”

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Michele C.
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: Samuel J.
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Samuel J.
from
$32
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
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.

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 watches our German Shepard fora Week. Cooper loved him. When Cooper will sleep with you and let you give belly rubs you know he loves you. While we were gone I got a notice the lawn service was coming the next day for the final application of the year. I texted Matt and asked him if he could clean up the poop in the back yard. He not only cleaned it up he also raked the leaves. Amazing!! Before we left he spent an entire day with Cooper so they could get to know each other and see if he had any questions. He’s amazing and we will be using him next time we travel.”

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Carol H.
Sitter Profile Image: Jimmy W.
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Jimmy W.
from
$50
per night
5.0 out of 5 stars
• 24 reviews
7 repeat clients
25 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

“Jimmy did an amazing job babysitting our dog, Odin. Odin is a 70lb lapdog that is also an 8 year old puppy who LOVES attention! Jimmy stayed at our house with Odin for 5 days. When we got home, Odin did not even act like we had left, which says a lot about the attention that Jimmy gave Odin. Sometimes when we leave Odin and he doesn't get enough attention, he is super needy or a bit naughty when we get home, and he was just relaxed and normal as can be like we had never left! Jimmy gave plenty of updates/pictures, and left our home exactly how he had found it (even putting the bedding in the wash which was completely unnecessary, but SO thoughtful!) I would definitely use Jimmy again and recommend him to anyone!”

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Kayla S.
Sitter Profile Image: Nicole S.
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Nicole S.
from
$55
per night
5.0 out of 5 stars
• 1 review
1 repeat client
15 years of experience
Madison, WI, 53705

About: I have had a family pet all through my highschool and college years. I would be willing to see dogs or cats. I am a temp dental hygienist so have many hours of availability. I love animals and love spending time with them! Looking for a companion on my many walks. My condo also has a large green space for Animals as well as doggy doodoo bags (; I desperately want a dog but cannot get one at this time but I love to stay active and walk around and would love a dog to accompany me. I have a cat in my condo but he is very friendly. Let me know if you have any questions! I take long walks daily, sometimes multiple times a day and would be happy to take your dog with me! My schedule is flexible and can walk during the day or evening. I have one cat at home but have access to a green space as well as easy access to the outdoors which is close to parks and bike paths for walks and care.

Sitter Profile Image: Kylie S.
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Kylie S.
from
$75
per night
20 years of experience
Milton, WI, 53563

About: I’ve had dogs all my life. I have a 7 year old golden named bode. I am familiar with medication distribution and other restrictions. Bode was diagnosed with lymphoma at 5 and has been in remission for 2 years. I grew up with labs as well as shitzus and my dad has a 9 year old golden. I would prefer to meet any candidate prior to boarding as they will be in the same space as my golden, he’s a gentle giant and gets along with all animals. He is a service animal so I have experience in training and younger dogs as well. I work from home full time and have a lot of free time to give during the week. Weekends are busy for me at the moment but will slow down come winter. I work from home so week days are great I have a lot of flexibility for walks and play time and potty breaks. Very attentive and will have my golden to play with. Big grass area to play at but no fence, live in a townhome with lots of toys. Since I work from home I’m very attentive and responsive.

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The median cost per night for house sitting in Ross Crossing is $50

Pet parents share their Rover experiences - Ross Crossing

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5.0 out of 5 stars

Lambeau had a great experience with Maryrose. She sent daily pictures and kept us updated. Thank you for taking great care of him.

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Steve G.
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 - Ross Crossing

Select a filter and find qualifying sitters offering house sitting.

Sitters in Ross Crossing average 4
repeat house sitting clients

FAQs for House Sitting - Ross Crossing

Frequently asked questions about Rover

As of November 2026, there are 823 sitters on Rover offering House Sitting across Ross Crossing. 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 Ross Crossing 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 Ross Crossing 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 Ross Crossing 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 Ross Crossing. On Rover:

  • 91% 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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