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: Sydney W.
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Sydney W.
Star Sitter
from
$27
per night
5.0 out of 5 stars
43 reviews
14 repeat clients
4 years of experience
Oregon, WI, 53575

Sydney was great! The dogs loved her and they were well taken care of. We got pictures of them being their loving (needy) selves. The house was taken care of as well.

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Don C.
Sitter Profile Image: Melissa B.
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Melissa B.
from
$40
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Monticello, WI, 53570

Melissa was absolutely fantastic! She took such wonderful care of Max while we were away, and it was clear he had an amazing time with her. She is incredibly kind, caring, and truly loves the pets she looks after. It gave us so much peace of mind knowing Max was in such great hands. We highly recommend Melissa to anyone looking for a trustworthy and loving pet sitter, and we will definitely be booking with her again!

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Brenda P.
Sitter Profile Image: Lauren R.
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Lauren R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
16 years of experience
Verona, WI, 53593

Lauren was fantastic with our pup! He loved spending time with her and can’t wait to see her again :)

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Nikki S.
Sitter Profile Image: Leah B.
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Leah B.
from
$55
per night
4.7 out of 5 stars
89 reviews
34 repeat clients
6 years of experience
Oregon, WI, 53575

Leah did an amazing job for us both pet sitting and house sitting! She was an excellent communicator and flexible with us since we had an unanticipated home repair come up while we were away. Our dogs loved her, and she was a conscientious and considerate caretaker. I would not hesitate to hire Leah again.

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Anna H.
Sitter Profile Image: Madalynn L.
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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.

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Don C.
Sitter Profile Image: Ellery K.
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Ellery K.
from
$48
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Belleville, WI, 53508

Ellery was amazing with our Margo! She treated her as her own and that’s everything we could ask for! She’s genuine and trustworthy and we’re looking forward to her sitting Margo again in a couple weeks!

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Danielle Z.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$55
per night
5.0 out of 5 stars
5 reviews
30 years of experience
Oregon, WI, 53575

Asked question about the girls to get to know them. Provided a lot of pictures while we were gone.

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Barb R.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
11 reviews
2 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: Maddi S.
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Maddi S.
from
$50
per night
5.0 out of 5 stars
7 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: Jennifer O.
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Jennifer O.
from
$60
per night
5.0 out of 5 stars
28 reviews
14 repeat clients
20 years of experience
Oregon, WI, 53575

Jennifer stayed with our dog and two cats for a few hours while we were out of town. She was easy to communicate with, asked important questions about what our animals needed, was timely, and flexible with our changing schedules. Our animals were comfortable in her presence, and didn't seem to miss us at all when we got home. We would definitely recommend Jennifer as a pet sitter.

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Kara and Joe L.
Sitter Profile Image: Brooke B.
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Brooke B.
from
$60
per night
5.0 out of 5 stars
8 reviews
30 years of experience
Brodhead, WI, 53520

Brooke was just fabulous with all my fur babies! She is patient, inquisitive, kind and caring. She was in very in tune with my all four of my fur babies’ needs, and was responsive to my questions both in person and via the phone/text. Brooke caught on quickly to all their little idiosyncrasies and took it all in stride. I have had a dog that is terrified of any type of rainstorms. She can tell that a storm is coming when it’s two hours away! So, she needs her meds, her thundershirt and she needs understanding when it comes to getting her in her safe space. She even stayed calm when my cat brought her a mouse. None of my fur babies appeared to miss me at all! She sent me daily updates, considered each pet’s individual needs, and took good care of my home. My home is not easy to manage, but she handled it very well. My family loved the stories I shared from Brooke while I was on vacation with. I would highly for anyone’s pet sitting needs.

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Laurie L.
Sitter Profile Image: Austin M.
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Austin M.
from
$65
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
29 years of experience
Park Ridge, Madison, WI, 53719

About: Caring for dogs isn't just something I do. It's something I'm genuinely passionate about. I have experience caring for dogs of all ages, personalities, and energy levels, from young puppies learning routines to senior dogs who need a little extra patience and attention. I understand that every dog is different, and I take the time to get to know each pet's unique needs. I'm comfortable with feeding schedules, administering oral medications, crate training, basic puppy training, leash walking, playtime, and providing plenty of love and attention. I'm also attentive to changes in behavior or health and believe it's important to catch anything unusual early and communicate it with owners right away. I know how stressful it can be to leave your pet with someone else, so I make it my priority to provide a safe, clean, and calm environment where they feel comfortable. Whether your dog loves long walks, playing fetch, or simply relaxing with company, I'll make sure they receive the care and attention they deserve. Communication is very important to me. I'll provide regular updates, photos, and messages so you can enjoy your time away knowing your pet is in good hands. My goal is to care for every pet as if they were my own and give owners complete peace of mind. Pet care is already a major part of my daily routine. My day is structured around caring for dogs, so adding walks, drop-in visits, daycare, or boarding fits naturally into my schedule. Because I'm already following consistent routines for feeding, exercise, potty breaks, playtime, and cleaning, I'm able to provide dependable, attentive care throughout the day. I have a flexible schedule that allows me to give pets the time and attention they deserve rather than leaving them alone for long periods. Whether your pet needs a consistent routine, extra exercise, medication, or simply companionship, I'm committed to making sure they feel safe, comfortable, and well cared for while you're away. Safety and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I make sure every pet is in a clean, secure, and calm environment where they can feel relaxed and stress-free. I follow each pet’s routine closely, including feeding schedules, potty breaks, exercise, and any special instructions provided by the owner. I pay close attention to behavior and overall well-being so I can quickly notice if something seems off and communicate right away. In my care, pets are never left unattended for long periods. I supervise interactions, provide structured playtime, and ensure a safe environment at all times—especially when introducing pets to new surroundings or other animals. I also respect the client’s home fully when providing in-home care, keeping everything clean, secure, and exactly as I found it. I understand how important trust is when someone allows you to care for their pet or enter their home, and I take that responsibility seriously. My goal is to make sure pets feel safe, loved, and comfortable, while giving owners complete peace of mind through clear communication and reliable care.

Sitter Profile Image: Monica M.
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Monica M.
from
$70
per night
5.0 out of 5 stars
11 reviews
1 repeat client
15 years of experience
Fitchburg, WI, 53711

Monica went above and beyond! Our dog really had a great time with her and Bella, and the kitties also loved her. She sent lots of photos every day, and our dog also took me to her house once we got home because she missed her! I highly recommend Monica for all of your pet care needs.

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Brooke D.
Sitter Profile Image: Sarah W.
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Sarah W.
from
$45
per night
5.0 out of 5 stars
9 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: May N.
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May N.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Middleton, WI, 53562

About: My pet-sitting experiences include looking after both cats and dogs day to day and for extended periods of time. When taking care of cats, I make sure they have clean water and food at all times; keep their environment clean; watch over them and see if they are healthy; and interact with them by playing with them on a daily basis. I also have experience caring for dogs of various sizes and energy levels. Making sure their fed, walked, groomed, and cleaning up any messes/ their environment. In addition always making sure they have access to clean drinking water and providing plenty of playtime and attention. I occasionally take care of a family friend’s dog who has arthritis. I help keep her comfortable through gentle massages, giving her medication as directed, and hand-feeding her when necessary. In doing so, I learned to be patient and attentive in caring for an animal's individual needs. What sets me apart is my genuine love for animals. I always go the extra mile into taking good care of animals, ensuring their safety, and comfort in the absence of their owners. I treat every pet as if they were my own and doing everything I can to ensure their happiness. I am extremely flexible with regards to my schedule, and can be available for the most part of the day. I wake up early, so feeding and taking the animals for walk won't be a problem at all. When caring for pets in a client’s home, I value their safety, trust, and maintaining a calm and familiar environment for their pet. It is important for me to carefully follow all the instructions concerning their feeding schedule, treatment, taking medication, and other specific care. It goes without saying that I make sure that the pets receive proper meals and have clean water to drink. I also try to keep the house as clean as possible, including litter boxes for cats and any messes that may occur. I also observe the pets to ensure everything seems normal and they’re healthy. I believe that building trust with both pets and owners is essential, I’ll always provide them with updates and photographs about the current condition of the pets. My goal is to make sure their pet is cared for and mostly importantly happy.

Sitter Profile Image: Molly H.
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Molly H.
from
$52
per night
5.0 out of 5 stars
33 reviews
5 repeat clients
10 years of experience
Hollandale, WI, 53544

Leaving a second review for Molly to say she was wonderful once again and went above and beyond to accommodate us while our flight home got delayed! She was able to stay with our pets last minute, and I cannot express how much we appreciated this during a stressful time.

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Anna B.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
5 reviews
2 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: Alliyah D.
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Alliyah D.
from
$35
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
2 years of experience
Wexford, Madison, WI, 53717

Alliyah did a great job with our furbabies while we were on a 2 week vacation. We appreciate returning to our home and knowing they were cared for. Thank you!

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Heather R.
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

We were very pleased with Karina house sitting for us! She asks about specific commands, dietary needs, and preferences of our dog, which was incredibly sweet and thoughtful. She also provides detailed updates and appears to really adore and read pup personalities well. We would highly recommend Karina and will definitely reach out to her again!

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Na L.
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 a godsend when our house sitter cancelled last minute. We met her first then her with her dog, Sedona, and I knew right away this would work out really well. You see my dog, Millie, doesn’t warm up to people easily and doesn’t always play nice with other dogs but Millie instantly liked both of them. Amanda stayed at our house along with Sedona, so Millie was spoiled having her two new friends stay with her. They went on many walks and Amanda sent me lots of pictures while we were gone. I will definitely use Amanda again!

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

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.

Meet local sitters who will treat your pets like family

  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

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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 August 2026, there are 843 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Ross Crossing. On Rover:

  • 95% 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.

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