House Sitting Ross Crossing

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

End
Search

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.

1 / 1
Sitter Profile Image: Tucker S.
Verified Enhanced Background Check
Tucker S.
Star Sitter
from
$48
per night
4.8 out of 5 stars
• 14 reviews
3 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!”

Profile image
Sarah G.
Sitter Profile Image: Madalynn L.
Verified Enhanced Background Check
Madalynn L.
from
$30
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
15 years of experience
Oregon, WI, 53521

“Madalyn was awesome! All the dogs and even the cat enjoyed their time with her. We came home to happy pets and the house just as we left it. Highly recommend.”

Profile image
Don C.
Sitter Profile Image: Lisa T.
Verified Enhanced Background Check
Lisa T.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 8 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!”

Profile image
Stacy B.
Sitter Profile Image: Briana L.
Verified Enhanced Background Check
Briana L.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 29 reviews
8 repeat clients
10 years of experience
Madison, WI, 53711

“Excellent, kind, considerate dog sitter. Briana sent us pictures daily of our dog, she walked him extensively and also helped to work on some training with him. Briana knew how to handle our dog who has some reactivity and anxiety. She was respectful of our home, prompt and great with communication and care !”

Profile image
Amy K.
Sitter Profile Image: Kylie E.
Verified Enhanced Background Check
Kylie E.
from
$65
per night
5.0 out of 5 stars
• 12 reviews
6 repeat clients
20 years of experience
Stoughton, WI, 53589

“Kylie was great with Deuce! She sent several pics while I was away, which was great. She even stayed later, after I had delayed service at dinner. Great service.”

Profile image
Alicia C.
Sitter Profile Image: Phillip W.
Verified Enhanced Background Check
Phillip W.
from
$70
per night
5.0 out of 5 stars
• 24 reviews
9 repeat clients
23 years of experience
Stoughton, WI, 53589

“Phillip is seriously the best. We had to change our plans last minute because of the wildfire smoke and he didn't miss a beat. My dog has pretty frequent anxiety accidents and Phillip just takes it all in stride, super patient and never makes a big deal out of it. Every single time he watches our pup and cat, he's great. Can't recommend him enough!”

Profile image
Alexandra G.
Sitter Profile Image: Raven H.
Verified Enhanced Background Check
Raven H.
from
$75
per night
4.9 out of 5 stars
• 11 reviews
4 repeat clients
5 years of experience
Fitchburg, WI, 53711

“Raven is fantastic! She took great care of our dog this weekend, even in freeziing temps. Will continue to book her whenever she's available!”

Profile image
Jennifer K.
Sitter Profile Image: Kendra B.
Verified Enhanced Background Check
Kendra B.
from
$50
per night
30 years of experience
Madison, WI, 53713

About: I grew up with dogs, cats, and horses, and have experience in oral med administration with both cats and dogs. I have a soft spot for the big dogs (they're lap-sized if you commit!). I run half marathons so getting good exercise in will be no problem (even in Wisconsin weather!). I'm currently training for distance running, so you can expect great exercise for your pet! Whether it's a long meandering sniff-ari or an intense loop around the neighborhood, I would love to know what fits your dog best. As I'm in your home, your instructions are paramount. You know your pet better than anyone, and I am happy to keep their normal routines in place. I like getting to know each animal and their unique personality, and while I *love* giving snuggles and pets, I understand some pets prefer their space.

Sitter Profile Image: Emma W.
Verified Enhanced Background Check
Emma W.
from
$85
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
12 years of experience
Madison, WI, 53719

“Emma was fantastic! She took incredible care of our sweet little girl. Her communication was excellent. We have already booked with her again!”

Profile image
Gretchen D.
Sitter Profile Image: Karina M.
Verified Background Check
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!”

Profile image
Chloe H.
Sitter Profile Image: Janelle W.
Verified Enhanced Background Check
Janelle W.
from
$32
per night
16 years of experience
Verona, WI, 53593

About: I have been caring for animal since birth and currently have my own 7 year old dachshund, Pacey. I have experience with diverse breeds, shy/anxious pets, those with dietary needs and administering medical aid. I structure my day so there’s plenty of time for walks, play, and care. My schedule is flexible, which means I can adjust to each pet’s routine and keep things as close as possible to what they’re used to at home. I am available for early morning potty breaks, midday walks, or evening wind-down time. I treat the space with respect and care for pets exactly as you would. I stick to their familiar routines to minimize stress — including feeding, potty breaks, playtime, and any medications. I send regular updates with photos or videos so you know your pet is happy and well cared for. My goal is to keep pets safe, comfortable, and loved while you’re away.

Sitter Profile Image: Elizabeth M.
Verified Background Check
Elizabeth M.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
10 years of experience
Madison, WI, 53711

“Lizzy was great with our elderly dog. She has multiple daily meds and a special diet, and actually got a little bit sick while we were gone. Lizzy was kind and patient with her. We got daily updates and pictures and felt totally comfortable while we were away. Zeba was happy and relaxed when we got back and had obviously been well cared for. We'll definitely use Lizzy again!”

Profile image
Christy S.
Sitter Profile Image: Samuel J.
Verified Enhanced Background Check
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.

Sitter Profile Image: Quinn M.
Verified Enhanced Background Check
Quinn M.
from
$28
per night
4.8 out of 5 stars
• 4 reviews
2 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.”

Profile image
Audrey Q.
Sitter Profile Image: Natalina T.
Verified Enhanced Background Check
Natalina T.
from
$27
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
4 years of experience
Madison, WI, 53719

“Natalina was amazing!! Just with meeting her before the booking Papi (cat) was very comfortable around her and asked for pets right away! She sent me updates with photos and kept me up to date on how he was doing. Will definitely be rebooking when I need a babysitter for him again!”

Profile image
Kelsie B.
Sitter Profile Image: Matthew E.
Verified Enhanced Background Check
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.”

Profile image
Carol H.
Sitter Profile Image: Alex P.
Verified Enhanced Background Check
Alex P.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
Madison, WI, 53705

“Alex was able to help out last minute and clearly communicated her schedule prior to booking. She sent great updates and pictures and left my apartment perfectly clean! I’d trust her with my cat any day!”

Profile image
Cameron M.
Sitter Profile Image: Skylar G.
Verified Enhanced Background Check
Skylar G.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
12 years of experience
Madison, WI, 53703

About: Growing up, I was the neighborhood dog sitter and I cared for my dogs for the past 12 years. My older dog is now 14 and my younger dog is 6 but we got her as a puppy so I got to learn all of the puppy things. I am a student at UW Madison and have lots of flexibility with my schedule so I am able to be at houses and walking dogs throughout the day and night. I care for pets in the most loving and caring way possible by doing what is best for the pets and following all of the instructions left for me. I love to stay active with the dogs so taking them for walks and playing with them outside is always but I also love to cuddle for those cuddly dogs out there.

Sitter Profile Image: Lensy A.
Verified Enhanced Background Check
Lensy A.
from
$90
per night
5.0 out of 5 stars
• 17 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

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

Profile image
Janae G.
Sitter Profile Image: Taylor K.
Verified Enhanced Background Check
Taylor K.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Regent, Madison, WI, 53726

“Taylor took awesome care of our cat and highly energetic mini Aussie! Will hire her again and highly recommend her!”

Profile image
Jan G.
1 / 1
View more

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

Pet parents share their Rover experiences - Ross Crossing

1 / 1
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.

Profile image
Steve G.
House Sitting
1 / 1
Find pet care near you

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 October 2026, there are 824 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.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in 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 , 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 Ross Crossing. On Rover:

  • 93% of sitters can help with special care needs
  • 98% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge