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
• 85 reviews
21 repeat clients
20 years of experience
Delafield, WI, 53018

“Tara was amazing! I highly recommend her services. This is the first trip we were able to relax because we knew the dogs were in great hands. I loved the frequent updates and photos.”

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Alexis T.
Sitter Profile Image: Alexandria M.
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Alexandria M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 49 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

“Loved Alex so much! I have an anxious little lady and the minute Alex walked in Soph laid on the floor and wanted tummy rubs. She had a very calming presence which was so comforting knowing she would be in good hands. She was so easy to communicate with and kept us updated while we were gone. Would love to use her again ❤️”

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Maria B.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 86 reviews
18 repeat clients
4 years of experience
Mukwonago, WI, 53149

“Tami did an excellent job of caring for my three kitties (especially the one that requires extra feedings) in my home. Tami is conscientious - she sent photos and updated me on how my cats were doing each day. Thank you Tami!”

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Susan D.
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: Kimberly F.
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Kimberly F.
from
$40
per night
4.8 out of 5 stars
• 24 reviews
4 repeat clients
18 years of experience
Waukesha, WI, 53188

“Kimberly was fantastic in every way! She was so caring of Sunny who became quite ill while under her care. She handled everything professionally and compassionately. She went over and above, even accompanying our son to the vet.”

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Janice S.
Sitter Profile Image: Tia R.
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Tia R.
from
$40
per night
20 years of experience
Delafield, WI, 53018

About: I have had pets my whole life. Currently I have 3 cats, 3 dogs, a hamster, and fish. I have also had bunnies, hermit crabs, and many reptiles. There is not an animal I don't love caring for or being around. I am good with animals of all ages and sizes!! I currently am a homemaker with an open schedule. I am available morning til night and overnights if needed. I have lots of time to spend with your pets! I care for every pet like they’re part of the family. I follow their normal routines for feeding, walks, playtime, medications, and rest, while giving them plenty of love and attention. I keep their environment clean and safe, and I make sure they get the exercise, enrichment, and companionship they need to feel comfortable and happy while you’re away.

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: 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: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
• 23 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: Katlin C.
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Katlin C.
from
$70
per night
16 years of experience
Sussex, WI, 53089

About: Senior care, worked with puppies-crate/potty training. Can give medications/insulin, worked in vet field for 9 years, worked in a boarding facility. Gives updates and pictures Weekly, I love to go for walks, stopping in for play time or to give medications. I also specialize in overnight care and house sitting. I care for pets in their own home where they feel safe and comfortable. I will walk around their neighborhood or stay at their house

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: Allie G.
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Allie G.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Waukesha, WI, 53188

“The best experience ever. My precious pup just instantly loved her. She played with him and loved on him. She was prompt and just a very kind person. She even brought him special treats! I will use her again!”

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Carolyn H.
Sitter Profile Image: Jaden H.
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Jaden H.
from
$32
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
5 years of experience
Whitewater, WI, 53190

“Jaden did a fantastic job watching our puppy! She sent daily updates and pictures, and we appreciated how she was quick to text with questions or concerns, so we always felt comfortable with how he was doing.”

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Akshay R.
Sitter Profile Image: Malarie B.
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Malarie B.
from
$50
per night
10 years of experience
Oconomowoc, WI, 53066

About: I am outgoing, energetic, and a happy over achieving girl! You can always trust me. I’ve had dogs between golden retrievers, beagles , labs, blue healers, German Shepard’s I’ve dog sat and have been around them all! And let’s just say they love me :) So I do have a crazy job, so if you’re looking for someone to be there all day I won’t be your girl, I usually work 6-10 hours every day tue-Friday my hours vary depending on the day of the week my thursday hours (12-8)(fri8-3)(every other Saturday 8-2) (Sunday off) Mondays I work one Monday a month (4 hours) (tue 9-5 sometimes vary)(wed 8-8) I do massage therapy full time. But when I dog sit I only go to work and tend to your dogs! I make no plans and hangout with my furry friends all my free time I walk my dogs every day! I keep the homes clean just like you left them! And I’ll give the dogs all the love and snuggles in the world

Sitter Profile Image: Emily C.
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Emily C.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Hartland, WI, 53029

About: I’m a kind and goofy gal that loves dogs with my whole being. I own a beagle named Luna that I love spending time with. Her mom needs to hustle to get more funds for our journeys and all the Trader Joe’s treats. I am constantly the friend that takes care of my friend’s dog and enjoy every moment. I hope you give me the opportunity to spend time with your pet! I’d be happy to expand on my experience and passion. My entire schedule revolves around my dog. I’m thinking about how to move things around for her and always checking if I can bring her with. I enjoy our three walks a day on our remote work from home days. I’m open to taking care of pets at my home or their own as long as you’re okay with mine being with us. I’d be happy to introduce them beforehand. I’m a horrible liar and believe in karma, so I treat everyone and their homes like I would want others to treat mine. Hopefully this isn’t too cheesy lol

Sitter Profile Image: Cheyenne F.
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Cheyenne F.
from
$50
per night
4.6 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Waukesha, WI, 53188

“Cheyenne was great! The pets were all good when we got home - and the house, mail, outdoor flowers were all taken care of!”

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Tamie G.
Sitter Profile Image: Kayla B.
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Kayla B.
from
$70
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Mukwonago, WI, 53149

“Kayla did a great job watching my Bella and staying at my place. Returned this evening and everything was tidy and clean. Bella was very happy! I highly recommend her for any pet sitting needs! Thanks again Kayla!!!!!”

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Peg H.
Sitter Profile Image: Stajia W.
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Stajia W.
from
$50
per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Leora M.
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Leora M.
from
$110
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
30 years of experience
Waukesha, WI, 53189

“Leora stayed at our house for a week to watch our dog while we were out of town and she was amazing! She provided regular updates and took great care of our dog - even including taking her to the vet and taking great care of her when she was sick. Our house was very tidy when we got home and our dog was happy! Thanks, Leora!”

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Jennifer K.
Sitter Profile Image: Heidi B.
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Heidi B.
from
$60
per night
5.0 out of 5 stars
• 47 reviews
16 repeat clients
32 years of experience
Racine, WI, 53402

“Heidi was truly amazing… She really took great care of my little guy while he was in recovery after an unexpected surgery. She kept me in the loop on everything that was happening and really helped keep my mind at ease when I was unable to be there. Very grateful to have found her, and will definitely use again in the future.”

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Jennifer G.
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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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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 - 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 October 2026, there are 1,233 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.

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

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

  • 88% of sitters can help with special care needs
  • 94% 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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