Dog Sitting Sullivan

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pet parents in Sullivan have booked dog sitting

Sullivan, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Jade B.
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Jade B.
from
$25
per visit
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: Hailey M.
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Hailey M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
37 reviews
7 repeat clients
10 years of experience
Madison, WI, 53704

Needed a couple drop-ins on short notice so I contacted Hailey and she got back to me right away. We set up a meet and great for that evening and she was right on time. All 3 dogs just loved her at first sight! After they got their attention we went over all the details of food, water, etc. She was on time to appointments and sent pics during visit. Hailey has great communication and I will definitely use her again.

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Shawn M.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$20
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
21 years of experience
Reeseville, WI, 53579

Ashley did a wonderful job watching our dogs while we were on vacation. She dropped in several times a day to care for them. She's prompt on communication and photo updates. I really enjoyed seeing what the dogs were up to each time she dropped in. I knew they were in good hands with Ashley while we were away!

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Samantha S.
Sitter Profile Image: Bayli M.
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Bayli M.
from
$14
per visit
5.0 out of 5 stars
1 review
1 year of experience
Oconomowoc, WI, 53066

Great communication and trustworthy!

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Elizabeth R.
Sitter Profile Image: Joseph M.
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Joseph M.
from
$17
per visit
5.0 out of 5 stars
2 reviews
5 years of experience
Waukesha, WI, 53188

About: I have taken care of dogs since a very young age.. I am experienced with dogs I’ve worked with dogs in the past as well as worked at doggy daycares/vets in the past. My schedule is relatively open so even if you need someone to come and walk the dog a couple times a day I can do that! I have experience with giving dogs medication and am able to help out with that as well. I watched a few dogs in the past that were seniors and needed special care with meds so I have experience in that category:) at the moment i am not working so this actually works out very well with me im relatively open for pet care:) i just have a few scattered doctors appointments throughout the week in my clients home I will make sure to follow any rules and or guidelines that are expected of the animals and myself obviously as I am in someone else’s home..

Sitter Profile Image: Tori A.
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Tori A.
from
$18
per visit
5.0 out of 5 stars
24 reviews
12 repeat clients
15 years of experience
Jefferson, WI, 53549

Tori was great! She sent check in and out times and pictures of my dog after each visit. This provided piece of mind. I highly recommend Tori!

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Kimberly M.
Sitter Profile Image: Isabella M.
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Isabella M.
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Waukesha, WI, 53189

Fantastic service! And great communication

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Lisa P.
Sitter Profile Image: Erin K.
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Erin K.
from
$18
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
North End, Oconomowoc, WI, 53066

About: Growing up I always had animals (dogs, hamsters, a guinea pig, a turtle, a cat, sugar gliders) and can’t imagine my life without animals. I adopted my pup right out of college, I know that sometimes it takes a village raising & caring for pets! I love dogs of all breeds, shapes & sizes ❤️ I have dog &cat sat for family members & love doing so! I’m happiest around animals. I’ve walked, played, fed, bathed, and have given medicine to dogs and am comfortable doing so. I promise to send cute pics of them too! I work very part time in the summers which gives me plenty of availability to stop by and love, play with, and/or walk your pet!! I will ensure your pet has food/water, is left where you’d want them (in a certain room, crate, etc), and any other specifics you need or want before I leave! Growing up around animals and having 2 rescues myself I understand that some animals need extra time to warm up &/or certain things (covered crate, routine, medicine, etc.) to help them feel safe and comfortable. I will work with you and try my best to ensure that your pet has whatever he/she needs to feel safe and comfortable!

Sitter Profile Image: Marlowe F.
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Marlowe F.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
8 years of experience
Delafield, WI, 53018

About: I’ve taken care of friends and family's pets since I was young. Recently I have been pet sitting as many dogs and kitties as I can. I’m very adaptable and adore animals. I dance part time, on Monday’s 3-9, Tuesdays 7-9, and Thursdays 3-7. Other than that my time is completely flexible for pet sitting. I’m very tidy and will always leave the house better than I found it! I’m also good with cleaning up puppy/kitty accidents.

Sitter Profile Image: Emma R.
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Emma R.
from
$20
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Waukesha, WI, 53188

About: I love being around dogs and spending time with them and making them part of the family. I work from home most days so am able to snuggle when they want and play. I’ve always enjoyed having dogs and being around them! My own dog is my whole world! I work full time but mostly from home so I am available at many points throughout the day. I let my dog out to play and go to the bathroom as she requests (which is quite often lol) I have a fully fenced in back yard that my dog loves to run around and play. And during the summer months we have a large pool for them to cool down!

Sitter Profile Image: Kirstin B.
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Kirstin B.
from
$30
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Hartland, WI, 53029

About: I've taken care of dogs since I was in middle school. My family dog is 17 years old now so I also have experience working with senior dogs. I live in a great neighborhood with many dog parks and my apartment complex has a dog run behind it. I have also trained and foster puppies before so I am familiar with positive behavioral reinforcement and do not believe in punishing dogs. I have worked in mental health for over 10 years as a therapist so I also have an amble amount of patience. Mondays and Fridays I work remotely so I am available for mid-day potty breaks on top of offering afternoon/evening/overnight care. I also have some flexibility to work remotely other days as well. My typical schedule is as below: Mondays: Available any time (working remotely) Tuesdays: Available after 5 pm Wednesdays: Available after 5 pm Thursdays: Available after 7 pm Fridays: Available any time (working remotely) Saturdays: Available anytime Sundays: Available anytime Do you have specific time requests, let's chat and find a way to work together! I do not have any dogs in my apartment but there are many friendly dogs in the neighborhood I've observed. I love dogs and always take my job of dog sitting seriously. Dogs deserve to be taken care of the right way! I know safe places to go for walks in my neighborhood, I am very vigilant to not let dogs put anything harmful in their mouths, and I ensure my apartment is very dog safe.

Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
370 reviews
113 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis stopped by for a short meetup and walkthrough before my trip. He became fast buddies with my kitty, and also put me at ease knowing my kitty would be in great hands while I was away!

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Tom M.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$60
per visit
5.0 out of 5 stars
33 reviews
9 repeat clients
35 years of experience
Oconomowoc, WI, 53066

About: I’ve taken care of dogs since I was 9 years old. I grew up with dogs and would pet sit around the neighborhood. I also would babysit and take care of the family’s pets while I was there. I have recently started picking that back up. I have watched several different dogs in my neighborhood overnight at my house or at the owners home. I currently work from home with a very flexible schedule. I am able to give your fur babies all the walks, playtime, love and cuddles that they need. I like to ask you what schedule you have your pet on currently and follow that as much as possible. I will ensure your fur babies get the exercise, playtime, love and attention that they need while staying with me.

Sitter Profile Image: Alex M.
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Alex M.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
47 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

Alex did a great job keeping me updated and sending photos! Will book again

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Nathan W.
Sitter Profile Image: Amber K.
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Amber K.
Star Sitter
from
$30
per visit
4.8 out of 5 stars
12 reviews
6 repeat clients
10 years of experience
Waukesha, WI, 53186

We had to cancel- forgot appt was scheduled on Mothers Day

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Missy Z.
Sitter Profile Image: adam f.
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adam f.
from
$16
per visit
5.0 out of 5 stars
11 reviews
6 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Adam was wonderful with our cat and took extra care to make sure she was taken care of while we were away.

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Bonnie S.
Sitter Profile Image: Emma B.
Verified Enhanced Background Check
Emma B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
23 reviews
7 repeat clients
20 years of experience
Cedarburg, WI, 53012

Caring and timely visits. Goes above and beyond with loving to the cats while taking care of the tasks. Great communication thru the process.

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David S.
Sitter Profile Image: Julia T.
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Julia T.
from
$22
per visit
5.0 out of 5 stars
2 reviews
33 years of experience
Johnson Creek, WI, 53038

Thanks Julia! I always know Kane is going to get extra love and attention when he’s in your care.

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Jean S.
Sitter Profile Image: Rowan B.
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Rowan B.
from
$30
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Waukesha, WI, 53188

About: I’ve been around family pets since I got my first cat at 6 months old! 29 years of experience adoring your pets, 20 years of experience with cats, 7 with dogs. I’ve lived with and helped raise a mid-sized terrier mix and a large Rottweiler mix. Im looking forward to meeting your furry family members and hopefully giving you some peace of mind that they well be safe and adored while you’re away. I’m currently in my last semester of undergrad and saving up for grad school. I spend a lot of my time volunteering but have no firm work schedule. I will visit every day or stay overnight with your pets to make sure they are safe, well-fed, exercised, watered, and pottied. I love to read with a cat beside me or go for a nice walk with your dog. Let me know what your pet needs! Everyone is different.

Sitter Profile Image: Cara H.
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Cara H.
from
$13
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
1 year of experience
Jefferson, WI, 53549

Cara did an excellent job with my three animals. I even have an oddity, a miniature pot bellied pig, and she did great with her. She sent pictures with each visit and you can tell she played with them. I came home to very happy animals.

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Traci S.
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The median cost per visit for dog sitting in Sullivan is $20

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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?

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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 dogs like family

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Popular requests for dog sitting - Sullivan

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Sitters in Sullivan average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Sullivan

Frequently asked questions about Rover

The average cost for Dog Sitting in Sullivan on Rover is $21.4 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 2,112 sitters on Rover offering Dog Sitting across Sullivan. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Sullivan stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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!

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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Sullivan with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 94% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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.

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