House Sitting Sugar Island

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Sugar Island, 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: Kristin C.
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Kristin C.
from
$50
per night
5.0 out of 5 stars
39 reviews
10 repeat clients
10 years of experience
Watertown, WI, 53094

Very good, responsive right away, Kirstin came to our house twice to go through everything!! She was the first none family member to pet sit so was a little nervous but she was fantastic!! Highly recommended

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Dana S.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$60
per night
5.0 out of 5 stars
31 reviews
13 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Have used Kate multiple times to stay with our pets and our house. She does a great job and is super respectful of the space. Will continue to use her in the future.

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James F.
Sitter Profile Image: Megan B.
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Megan B.
from
$60
per night
5.0 out of 5 stars
14 reviews
1 repeat client
20 years of experience
Watertown, WI, 53094

Megan was wonderful! She spent a lot of time with our girls and showered them with affection. We received many photos and videos of them playing and relaxing outside, which ensured us they were doing fine. She even vacuumed and picked up before she left. Would definitely schedule with her again and highly recommend her.

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Katie H.
Sitter Profile Image: Yasmin U.
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Yasmin U.
from
$75
per night
5.0 out of 5 stars
2 reviews
4 years of experience
Watertown, WI, 53094

About: With years of hands-on experience caring for both dogs and cats, I bring a well-rounded and deeply committed approach to pet care. I am the owner of Oh My Paws, a pet-sitting business I started during college, and have worked as a kennel technician, dog handler for Can Do Canines, and am currently completing an apprenticeship at a Humane Society. These roles have given me experience with a variety of temperaments, medical needs, and behavioral challenges. What truly sets me apart is my background in dog behavior and training. I am currently studying to earn my CPDT-KA (Certified Professional Dog Trainer – Knowledge Assessed) certification and have experience training service dogs through the Falcon Fetch program. This gives me a unique ability to understand body language, reduce stress in pets, and ensure a safe, enriching environment during their care. Pet care is a central part of my life and something I prioritize in my weekly routine. I have very open availability on weekends (Saturday–Sunday), and I’m also available on Mondays if needed. This flexibility allows me to provide consistent and dependable care, whether it’s for daily visits, overnights, or last-minute bookings. Because I run my own pet-sitting business and am actively involved in training and animal welfare work, I structure my schedule around the pets I care for. I take the time to provide each animal with individualized attention, exercise, enrichment, and a calm, safe environment. Whether caring for pets in my home or in a client’s home, safety and trust are always my top priorities. I begin with a detailed intake to learn about each pet’s routine, medical needs, triggers, and preferences, and I tailor my care accordingly. I use positive reinforcement and clear communication to build trust with animals, helping them feel safe and comfortable. In a client’s home, I maintain their pet’s usual routines as closely as possible to reduce stress. I’m respectful of the home environment, leave things exactly as I found them, and provide regular updates with photos and notes for peace of mind.

Sitter Profile Image: Jade B.
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Jade B.
from
$60
per night
10 years of experience
Oconomowoc, WI, 53066

About: I’m a disabled veteran & dogs have always been my peace so i decided to start incorporating more of them into my daily life & call it “work” 🥰 pet-loving is part of my every day life! i take my own pups for walks in the morning before the heat, and during the warmest days of winter. i love being outside, playing with animals & taking care of them! i will use the app, frequent communications in texting, etc. along with pictures and videos to send to all my pet parents! walking the pups at least a mile, if they can, or more if requested! i also walk all my clients separately from others, so no need to worry about differing personalities.

Sitter Profile Image: Deann S.
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Deann S.
from
$40
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
27 years of experience
Watertown, WI, 53094

Deann was so easy to book with and did a great job. I could tell from her meeting my pups that I had nothing to worry about. She sent us picture updates and the house looked like no one had even stayed there. We would defintiely ask Deann to come back again.

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Megan M.
Sitter Profile Image: Meghan A.
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Meghan A.
from
$60
per night
5.0 out of 5 stars
33 reviews
9 repeat clients
20 years of experience
Rubicon, WI, 53078

Meghan was wonderful! She put up with our naughty little dog and two pups. She kept us up to date and was very informative. We will be using her again! Wonderful.

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Michele V.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$50
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
25 years of experience
Delafield, WI, 53018

My experience in working with Taylor was excellent. Great communicator and most importantly cared for my 10yr lab while out in a work trip. Taylor went above and beyond what was required as she left the house spotless, and washed bedding and bathroom towels before leaving.

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Todd L.
Sitter Profile Image: Bella B.
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Bella B.
from
$63
per night
5.0 out of 5 stars
35 reviews
16 repeat clients
15 years of experience
Watertown, WI, 53094

My dogs love Bella! She gave them lots and lots of attention while she pet sit in our home. Bella took great care of my special needs gent, and gave my large, super active dog lots of extra exercise. I never had to worry about my dogs while I was away.

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Noella O.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$55
per night
5.0 out of 5 stars
51 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy Is the ideal cat sitter. I wanted to not have to worry about Baby Bear having a clean litter box and eating his wet and dry food. Cindy was there for him and he’s happy! That’s what a great pet sitter does.

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Larry B.
Sitter Profile Image: Courtney Z.
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Courtney Z.
from
$50
per night
4.9 out of 5 stars
11 reviews
1 repeat client
8 years of experience
Hartford, WI, 53027

Courtney iwas absolutely fantastic with not just one dog, but THREE. She was available last minute, and was able to accommodate two extra dogs. She was invested in their safety, followed all instructions to a t, took the dogs on walks, and sent videos and photos to keep me updated. I will definitely be using Courtney again!

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Sydney S.
Sitter Profile Image: Destiny L.
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Destiny L.
from
$23
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
5 years of experience
Mayville, WI, 53050

About: I’ve had dogs and cats since I was young. I’ve walked, fed, bathed, helped train, and overall cared for animals. I have had experience with kittens/puppies and senior animals! I have watched family and friends dogs! I work part-time and my schedule is often different, but I am always free after 7 pm weekdays and 6 pm weekends. I am open to other times as well as long as I don’t work! I do not offer animals in my home due to having my own cats. Only dog and cat sitting at the clients house! Thank you

Sitter Profile Image: Amy H.
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Amy H.
from
$75
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
40 years of experience
Hubertus, WI, 53095

Gave updates and gave Libby her meds as scheduled :)

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Tracy C.
Sitter Profile Image: Julia T.
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Julia T.
from
$75
per night
5.0 out of 5 stars
1 review
33 years of experience
Johnson Creek, WI, 53038

About: Agnes Mable, my dachshund of 12 years taught me patience better than anyone. I love spending time cuddling, giving belly rubs, sniffling frito feet, & running around the yard chasing them like a screaming banshee. I stay at friends & neighbors houses frequently when they're away to watch their dogs, cats, & fish. I also have friends & neighbors dogs over for weeks at a time. I've been doing this the since moving back to Wisconsin in April 2024. I love taking care of pets like their my own. Once I have a fenced in yard, I will welcome another dachshund into my life, but until then I fill my cup with caring for other's doggos & kitty cats. I'm excited to meet you! Extra treats for pugs & extra belly rubs for the heavy weights that can fetch & return! I work from home & the days I'm traveling for work will be unavailable to book. We'll spend all day together! I've got a spacious yard, large back deck that gets direct sun light for the one's that like to bake, & if they get along with other dogs, sometimes I walk over to my sisters with them to meet my favorite pug, Potato! I live in a duplex on the bottom floor so it's easy in & out, no stairs. My yard is massive with lots of plants & trees to sniff around. I'll always take my fur friends outside on a leash. I do have a small crate available for dogs under 15 pounds, toys, treats, & extra leashes just in case you forget something. Most importantly, I have a big lamby & a small lamby.

Sitter Profile Image: Raegan S.
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Raegan S.
from
$28
per night
5.0 out of 5 stars
2 reviews
9 years of experience
Oconomowoc, WI, 53066

Reagan was awesome with my animals. She sent pictures and communicated with me throughout the stay and before. My animals were happy and wonderfully cared for. She is kind and gentle and patient with my youngest pup who is still very puppy and hyper.

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Taylor M.
Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$88
per night
5.0 out of 5 stars
56 reviews
20 repeat clients
3 years of experience
Sussex, WI, 53089

My pup, Buddy, just instantly fell in love with Allison. Allison did an amazing job sending photos, walking him, playing with him, and watching over him while we were at wedding events all weekend. She was communicative, loving, prompt, and flexible. I will use her again!

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Carolyn H.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$85
per night
5.0 out of 5 stars
54 reviews
12 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Ramsey was AMAZING!! Truly amazing!! From the moment I met Ramsey, I knew she was the one! Unfortunately, her schedule did not align with my initial needs, thus I begrudgingly selected another sitter for this trip. When that sitter refused to show up at my home without additional money (as I was already flying to my international destination), and was caught being dishonest on multiple issues, I was left with no sitter for my 7 day trip. I immediately reached out to Ramsey and she didn’t hesitate to come to my rescue!! When I explained my predicament, Ramsey jumped right in and we worked out the details, accommodating both our needs. Ramsey was very communicative, send photos and videos, and raised an issue of some congestion to watch. She fed and watered Mina, cleaned her litter box, administered transdermal medication, and played with her. She kept her engaged, introducing her to a bird channel on YouTube as well. Ramsey also cleaned up some vomit from the carpet and dealt with an unfortunate toilet situation from another fill-in caregiver. But, the pièce de résistance was that she made her way to the house during the blizzard to be sure Mina had enough food and received her medication even though I told her that her personal safety was more important. Really, I can’t say enough about Ramsey. She truly goes above and beyond!

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Daphne R.
Sitter Profile Image: Ella W.
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Ella W.
from
$60
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Oconomowoc, WI, 53066

About: Hi, I’m Ella, and pet care isn’t something I just do, it’s a huge part of my identity and something I continue to explore as I pursue veterinary school! From the outgoing border collie to the chillest basset hound, I’m ready to take on whatever your fur-baby needs! 🎓 Schooling: Currently in undergrad pursuing a pre-veterinary degree—specializing in horses 🌻 Experience: Ran a pet care business since I was in middle school in my neighborhood. Currently training and studying horsemanship! 🐴 Critters: Horses, dogs, and cats I currently work as a horse trail guide and vet assistant. When I’m available, I can take requests both in the early morning, afternoon, and nighttime. 🏥 I treat every pet in my care with the same attention, compassion, and dedication that would give to my own pets. My goal is to make sure they feel safe, comfortable, and cared for while you’re away. Building trust with both pets and their owners is extremely important to me, and I strive to create a positive, stress-free environment where your pets can feel at safe.

Sitter Profile Image: Selena M.
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Selena M.
from
$28
per night
4.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Hartland, WI, 53029

About: I often take care of my mom’s senior dog. He requires a lot of attention due to his health and getting around. I love to be an assistant to him. I work from home on Mondays and Fridays and I am often free during the weekends. I can make sure I have enough time available for any of your needs. I live in a pet friendly apartment. I don’t live near any busy streets and can take a dog on a nice stroll around my neighborhood. I can keep animals in crates, if requested.

Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
48 reviews
8 repeat clients
8 years of experience
Janesville, WI, 53546

Allison was amazing!! She provided daily updates and photos of my pets and took great care of my house while I was away! I would recommend her to anyone and trust her to watch my pets again!

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Hannah R.
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The median cost per night for house sitting in Sugar Island is $50

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  • 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

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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.

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
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Popular requests for house sitting - Sugar Island

Select a filter and find qualifying sitters offering house sitting.

Sitters in Sugar Island average 3
repeat house sitting clients

FAQs for House Sitting - Sugar Island

Frequently asked questions about Rover

As of August 2026, there are 681 sitters on Rover offering House Sitting across Sugar Island. 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 Sugar Island 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 Sugar Island 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 Sugar Island 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 Sugar Island. On Rover:

  • 98% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 98% 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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