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: Bella B.
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Bella B.
from
$70
per night
5.0 out of 5 stars
• 40 reviews
18 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: 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: Katelyn W.
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Katelyn W.
from
$75
per night
4.7 out of 5 stars
• 37 reviews
16 repeat clients
8 years of experience
Oconomowoc, WI, 53066

“Katelyn watched my English Bulldog and Chocolate Lab while I was on vacation for several days. She took great care of my fur babies. She fed them, walked them, let them out several times, and gave them loves and pets. She sent good notes and several pictures and videos throughout the stay.”

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Danielle R.
Sitter Profile Image: Megan B.
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Megan B.
from
$60
per night
5.0 out of 5 stars
• 19 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: Taylor S.
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Taylor S.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
5 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: Myah P.
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Myah P.
from
$30
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Sullivan, WI, 53178

“Myah was great at communicating with us ( including sending pictures) while we were gone and asking questions about a health issue with a dog. We had no doubt our dogs were in good hands! Highly recommend her services and wouldn't hesitate to rebook with her.”

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Marsha H.
Sitter Profile Image: Rachel K.
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Rachel K.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
19 years of experience
Oconomowoc, WI, 53066

“Rachel is fantastic! Not only is she great with our dogs, but when we went on a trip my husband forgot his medications and she went the extra mile and made sure they were shipped to us. Our pups love her and we won’t hesitate to have her dog sit again. She’s wonderful!”

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Meri F.
Sitter Profile Image: Raegan S.
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Raegan S.
from
$55
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: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
• 24 reviews
2 repeat clients
25 years of experience
Waukesha, WI, 53188

“Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!”

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Marit S.
Sitter Profile Image: Kyra S.
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Kyra S.
from
$30
per night
1 repeat client
2 years of experience
Brown Deer, WI, 53223

About: I pet it all of my phones and families dogs whether it’s from short visits to letting the dogs outside to go potty or overnight stays. I have been doing this for over two years now, but it’s been a lot more frequent over the past two years. I have always loved dogs. In fact I have two big dogs one purebred German Shepherd and the other dog is a great Pyrenees mix. I am working with Rover now because I’m trying to be able to afford an apartment for myself and just take care of my basic necessities. I know how well I will want my dogs taken care of if I needed a sitter so I try to provide that same care to my clients! I can usually make any time work as best for you. I don’t have a full-time job. It should be my primary job right now. I can do anything you need me to do. Feeding the dogs, letting them out to go potty, taking them to play, taking them on a walk, etc.

Sitter Profile Image: Kirstin B.
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Kirstin B.
from
$75
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Hartland, WI, 53029

“Kirstin watched our dog on short notice after another sitter had to cancel. She was so great! Our dog was recovering from being sick and Kirstin kept us updated and our dog taken care of. Piper enjoyed herself all weekend and Kirstin took great care of the house as well. We won’t hesitate to have Kirstin sit for us again in the future!”

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Shelby S.
Sitter Profile Image: Jamila M.
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Jamila M.
from
$65
per night
4.9 out of 5 stars
• 99 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

“Jamila was responsible, respectful and communicative. She was on time and sent plenty of updates. Our dogs seemed to be very comfortable with her.”

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Claire M.
Sitter Profile Image: Lineishka P.
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Lineishka P.
from
$28
per night
10 years of experience
Clarke Square, Milwaukee, WI, 53204

About: I’ve had/cared for so many pets growing up. Anything from horses to sheep’s to chickens, dogs anything. I love animals and have a golden retriever of my own. I am currently working but get off around 1pm so my availability is pretty open anytime after that and free on Sundays and Mondays , I would love to help in any way I can with your fur babies. Every fur baby is different and unique in its own way. I would love to meet them and care for them based on the parents commands.

Sitter Profile Image: Taryn P.
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Taryn P.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
3 years of experience
Sussex, WI, 53089

About: I’ve grown up with dogs of many temperaments, so caring for them has come naturally since I was young. I’ve helped friends and neighbors with their dogs, from playful puppies to the most anxious worriers and senior companions, prioritizing the mental and physical well-being of each one. I’m comfortable giving oral medications and happy to learn injections with guidance. I also work at a doggie daycare and love the work. I’m available most Fridays to Sundays, with flexible mornings, afternoons, and evenings. I enjoy keeping pets on regular routines and caring for them helps me stay active, spend time outdoors, and maintain a consistent daily schedule. I make sure every pet feels safe and comfortable by closely supervising them, keeping their environment clean and secure, and paying attention to their individual needs and routines. I handle all pets with patience and care, whether in my home or yours, and prioritize trust, consistency, and a calm, pet-friendly environment.

Sitter Profile Image: Alexis M.
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Alexis M.
from
$27
per night
5 years of experience
Milwaukee, WI, 53211

About: I have walked dogs for other families previously. I also have 7 animals at home, so I am quite experienced in animal care. I know about both dogs and cats. I currently work full time. I am available during the week after 5pm. I am also available anytime on the weekends. Might have early morning hours during the week as well. I will not be offering services in my home. However, I will make sure all animals are fed, hydrated and properly cared for. My main focus will be walks.

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

“Lensy did a great job pet sitting at our house for three nights. She sent a lot of pictures that showed that Reggie was having a good time. We came home to a happy cat and our house was just as we had left it. We greatly appreciated her services!”

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Kathleen K.
Sitter Profile Image: Evan T.
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Evan T.
from
$38
per night
11 years of experience
Fort Atkinson, WI, 53538

About: I started taking care of animals, both cats and dogs, 11 years ago! I've provided animal care services for family members, friends, and for other families through referrals! It's extremely enjoyable to me when I get the privilege to take care of a new animal.! I never want a owner to worry their animal might be too much for me as I've dealt with a variety of dogs and cats in both size and temperament- I can handle practically anything! A majority of my animal care (if not all) has involved me staying the night for a week or two with the animal/s. I love to spend a lot of time and be active with the animals! Whatever was needed and instructed in care maintenance for a clients animal- I've happily handled with ease! As of right now I'm doing freelance work, so my availability is pretty open! If you select me for a specific pet care need, we can discuss it together and come up with a plan that best fits your needs! I care for my pets as if they were my own and through the clients instructions on how to care for their animal! Whatever the client is asking of me and for their animal needs, I will happily fulfill with ease and make sure their pet is taken care of!

Sitter Profile Image: Annie E.
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Annie E.
from
$125
per night
4.9 out of 5 stars
• 10 reviews
1 repeat client
12 years of experience
Waukesha, WI, 53186

“Annie was great! Our two dogs loved her. She seemed very at ease taking care of two rambunctious pit mixes. Great communication from her. Pics and videos everyday of her stay. The house was cleaner than we left it. Sheets and towels cleaned as well. Would highly recommend Annie for pet/house sitting!”

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Jim H.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$45
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

“Jessica was great with our lab! Also sent pictures and spent quality time with her! Would definitely book with her again.”

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Amelia G.
Sitter Profile Image: Alex M.
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Alex M.
from
$68
per night
4.6 out of 5 stars
• 83 reviews
19 repeat clients
10 years of experience
Cudahy, WI, 53110

“Alex helped us out with an overnight stay after a last minute cancellation from another sitter and was wonderful. Very communicative, wanted to make sure she knew everything about our pups and their care routines, and sent frequent updates. You can tell she cared to do well and gave them a great weekend. Thanks Alex! Will book again in the future.”

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Hanna E.
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The median cost per night for house sitting in Sugar Island 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.

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 - 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 October 2026, there are 649 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 , 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 Sugar Island. On Rover:

  • 88% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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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