House Sitting Sullivan

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Sullivan, 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: Tara R.
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Tara R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
80 reviews
18 repeat clients
20 years of experience
Delafield, WI, 53018

Tara was great with Bernie. He is a big dog and can get into mischief. We were able to all go on a family vacation thanks to finding Tara. Her communication is 5 stars and she followed the directions for Bernie to the letter. We appreciate the great care Bernie had and will be using Tara again!

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Stephanie C.
Sitter Profile Image: vtheine@gmail.com T.
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vtheine@gmail.com T.
from
$42
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
50 years of experience
Oconomowoc, WI, 53066

We have two elderly dogs that need kindness and someone to lay around with them. Vonnie was perfect! She was able to be with them. We will definitely book with her again..

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Gail K.
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: Sandina P.
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Sandina P.
from
$40
per night
5.0 out of 5 stars
28 reviews
5 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

First time using Sandina and Riley did very well under her watch. 3 pictures. Will definutely use her again.

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Linda L.
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: Brenna C.
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Brenna C.
from
$50
per night
5.0 out of 5 stars
4 reviews
17 years of experience
Summit, WI, 53066

Brenna is amazing! Loved getting updates & communicating with her. Our dog had an amazing time with her & we felt so comfortable leaving him in her hands. We’re lucky we found her!

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Abbey S.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
73 reviews
14 repeat clients
4 years of experience
Mukwonago, WI, 53149

Tami is great. Our dogs are kind of weirdos, but she figured out their unique personalities quickly and sent lots of photos and updates. We will definitely hire her again!

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tbigari
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: 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 great. She took good care of my animals, brought in packages, and even stayed an extra day on short notice. I would use her again.

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Tessa D.
Sitter Profile Image: Michele B.
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Michele B.
from
$50
per night
4.9 out of 5 stars
86 reviews
8 repeat clients
31 years of experience
Eagle, WI, 53119

About: My name is Michele. I'm 52. I live in the village of palmyra For many years, I have owned dogs and cats. The majority have been rescues that are special needs. I have also fostered dogs till they are fit for a forever home as well as worked with the local animal hospital to take care of sick dogs till they are ready to go up for Adoption. I also have experience with asthma, chemo and diabetic treatments. I have one dog at this time. He is a 9 years-old Papillon Poodle that is 10 lbs. He is great with other dogs and would be going with me wherever i go. I have sat for families in Illinois ( where I used to live) when they would go out of town as well as stop in visits. I have lived here for 13 years now in Wisconsin and have sat for well over 100 families. My services includes play time, regular car rides, walks or runs, sleep in beds, play time and rarely left alone. I would love to hear about your loved one and how I can help you. Lots and lots of play time! Morning playtime then rest and snuggle time. In the afternoon its back outside. They do go home tired and ready to snuggle! All pups are vaccinated and Poop is cleaned up outside. It's like a dog park experience but safe. Inside the floors and kennels and water fountain are cleaned daily.

Sitter Profile Image: Amber K.
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Amber K.
Star Sitter
from
$40
per night
4.8 out of 5 stars
12 reviews
6 repeat clients
10 years of experience
Waukesha, WI, 53186

Amber is amazing, she came over and our dogs took to her immediately. Our oldest puppy can be a little challenging due to her being skittish, but Amber’s personality and energy helped ease her nervousness. Very reliable, and was able to help us out on short notice. I HIGHLY recommend!

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Shenlee S.
Sitter Profile Image: Josephine P.
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Josephine P.
from
$39
per night
5.0 out of 5 stars
4 reviews
1 repeat client
3 years of experience
Mukwonago, WI, 53149

Josie was such a thoughtful and caring caregiver for our puppy. She made sure to provide updates and lots of pictures and was very responsive. Could not recommend her enough! 😊

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Erin M.
Sitter Profile Image: Susana C.
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Susana C.
from
$55
per night
5.0 out of 5 stars
32 reviews
7 repeat clients
15 years of experience
Eagle, WI, 53119

Susana was everything you could have wanted in an in home pet sitter. We were on vacation for almost 2 weeks and never felt uneasy about our 2 dogs or our home. We received daily photos/videos which were so appreciated. We returned to happy, healthy dogs and a clean home.

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

It was comforting to have Kristin in our home pet sitting while we were away. Very professional and caring with our pup. It was a relief to know that if there was an emergency she could take care of it. Coco loves Kristin! Thank you for taking such good care of her!

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Kevin & Melissa 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

And all I can say is outstanding! Cindy went above and beyond to make sure my pets for well taken care of! She sent pictures and was very responsive to my questions plus when I got home my house was cleaner then when I left!- I really could not have asked for more and would definitely have her back again!!!

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Nancy S.
Sitter Profile Image: Randy J.
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Randy J.
from
$90
per night
5.0 out of 5 stars
31 reviews
7 repeat clients
8 years of experience
Dousman, WI, 53118

Randy was great with our 2 rambunctious rescues! He took them out on several long walks together every day (no easy feat with the combined 120lbs of leash reactive dogs) and spent tons of time snuggling with them. Lots of updates throughout his stay! We came home to a spotless apartment and 2 happy pups. Would definitely book Randy again!

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Em P.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$90
per night
5.0 out of 5 stars
33 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

About: We recently moved back to our roots to a spot right off South St. In Oconomowoc. We had our dog sitting business in San Diego, CA and will miss our furry friends so much! My husband and I both love animals very much and have the perfect set-up to host. We enjoy morning and evening cuddles and allow dogs on the couch and bed :) We will take care of your pup just the same as we care for our own. We have a 4 year old mutt that we adopted 3 years ago who has brought so much joy to our life! She loves to play and enjoys the dog park/hanging around other dogs as much as she can. She loves walks around the lake as I am sure your pup will too! We both have experience taking care of other dogs and have dog sit for many of our friends and family members for extended periods of time when they are out of town. We can provide pictures as little or as often as you would like. Excited to meet your furry friend soon! I currently work 4 days of the week and have every Thursday off. My husband works remotely from home so he is able to tend to your pups needs all day. This schedule works great for our pups that need frequent potty breaks and attention. We have long leashes attached to our back deck so the dogs can enjoy the sun and being outdoors as much or as little as they would like without having to worry about them wandering off! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as needed.

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: Lauren F.
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Lauren F.
from
$100
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
16 years of experience
Palmyra, WI, 53156

We booked Lauren to house sit for us and watch our dog for about a week while we were out of town. We're usually a little nervous every time we have to leave our dog since she can have a little bit of separation anxiety. But Lauren was fantastic. She regularly sent pictures/videos of our dog to keep us up to date and we felt like she was always a text a way if we needed anything. She walked our dog regularly as requested and kept her looking happy. Our house was in great condition as well when we got back. Would recommend Lauren to anyone needing a house/dog sitter and we will be booking her again next time we need.

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Erik Ellie I.
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The median cost per night for house sitting in Sullivan is $50

Pet parents share their Rover experiences - Sullivan

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5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Angelina was great! She stayed with my dog at my house while I went away for the weekend! She left my place clean and my dog happy!

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Robin M.
House Sitting
5.0 out of 5 stars

We hired Angelina for 7 days and stayed in our home to watch our Hadley girl. All the updates and pictures we received from Angelina showed our little Hadley happy, cuddling, and being playful. Angelina took exceptional care of our dog while we were away and made sure Hadley felt comfortable and loved. Thank you Angelina!

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Miguel M.
House Sitting
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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

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Popular requests for house sitting - Sullivan

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Sitters in Sullivan average 4
repeat house sitting clients

FAQs for House Sitting - Sullivan

Frequently asked questions about Rover

As of August 2026, there are 1,266 sitters on Rover offering House Sitting across Sullivan. 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 Sullivan 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 Sullivan 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 Sullivan 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 Sullivan. On Rover:

  • 91% of sitters can help with special care needs
  • 97% 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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