Dog Sitting Sullivan

Book a Sullivan dog sitter to watch your dog in your sitter’s home or yours.

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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.

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Sitter Profile Image: Carrie B.
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Carrie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
50 reviews
13 repeat clients
25 years of experience
Mukwonago, WI, 53149

Carrie did a phenomenal job with my Dog, he is very old and deaf and needed someone who would understand, she did just that!. Sent me many pictures and updates so I always felt at ease about having left. I will be using Carrie again.

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Teresa K.
Sitter Profile Image: Sandina P.
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Sandina P.
from
$24
per visit
5.0 out of 5 stars
28 reviews
5 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

Would have Dina take care of my cat again. Great job. Spent time cuddling. I highly recommend.

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Deb T.
Sitter Profile Image: Brandi K.
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Brandi K.
from
$13
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Iron Ridge, WI, 53035

Last minute drove out of her way.Really appreciate you.Thank you

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Pat S.
Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per visit
5.0 out of 5 stars
39 reviews
10 repeat clients
10 years of experience
Watertown, WI, 53094

Kristen was very good at updating us and taking care of everything. She even did the extra thing by bringing our garbage cans. Up to the garage.

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Chrisry W.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
32 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: 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: Emma R.
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Emma R.
from
$20
per visit
5.0 out of 5 stars
13 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: Bella B.
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Bella B.
from
$22
per visit
5.0 out of 5 stars
35 reviews
16 repeat clients
15 years of experience
Watertown, WI, 53094

Bella took care of Lucina on very short notice, and kept her happy, fed, and entertained as best as a drop in visit could do. She would be my first choice if I ever need a cat sitter again and I'd recommend her to anyone!

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Jeffrey B.
Sitter Profile Image: Brenna C.
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Brenna C.
from
$23
per visit
5.0 out of 5 stars
4 reviews
17 years of experience
Summit, WI, 53066

Brenna was amazing. My shy and cautious cat accepted her right away. She went above and beyond my expectations, and I highly recommend her. She was communicative and punctual. She provided pictures and updates and even took care of my plants!

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Sandy B.
Sitter Profile Image: Aubrey T.
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Aubrey T.
from
$12
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
3 years of experience
Johnson Creek, WI, 53038

We had such a great experience with Aubrey! Before we ever left, she took the time to come over and meet our cats, which meant so much to us. She asked thoughtful questions, paid attention to their personalities, and made sure she understood their routines and preferences. It immediately put us at ease knowing she cared enough to build that connection ahead of time. Our cats were comfortable and well cared for, and it was clear they recognized her when she came back. We truly appreciated the extra effort and wouldn’t hesitate to recommend her to anyone looking for a reliable, compassionate cat sitter.

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Mikaela L.
Sitter Profile Image: adam f.
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adam f.
from
$16
per visit
5.0 out of 5 stars
10 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: Emily M.
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Emily M.
from
$60
per visit
5.0 out of 5 stars
40 reviews
10 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily is great with Scout! Scout is a bit of a difficult dog due to temperament and physical disability, but Emily handles her well, and Scout loves her!

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Caitlin A.
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: Olivia K.
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Olivia K.
from
$12
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Beaver Dam, WI, 53916

Our pets love Olivia! She gives them so much attention and love. We had not used a dog-sitter before and we appreciate so much the ease and availability this app makes available. We recommend both Olivia and Rover!

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Michelle D.
Sitter Profile Image: Brandi W.
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Brandi W.
from
$15
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

Brandi is amazing cat sitter, our cats love her. When we came back after long trip, I feel like both of my cats didn’t feel we were gone at all. Thanks to her again. Definitely ask her to check our cats again in the future.

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nirana b.
Sitter Profile Image: Deann S.
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Deann S.
from
$20
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
27 years of experience
Watertown, WI, 53094

About: I've had dogs my whole life! Most have been middle size dogs - lab mixes, etc. I have experience with taking care of all size of pets though.I also walked dogs at a local humane society until I adopted my own bundle of joy! I have dog sat for all different sizes and types of dogs and genuinely enjoy being around them. Like I said above - I sometimes prefer dogs over people haha! I would love to get back into walking and socializing dogs looking for good homes! I love being able to help them find new homes! I just have a connection with dogs and love being around them! I currently work during the day but am free nights and weekends and would love to meet your member(s) of the family! :)

Sitter Profile Image: Lilyia S.
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Lilyia S.
from
$20
per visit
5.0 out of 5 stars
58 reviews
13 repeat clients
18 years of experience
Waukesha, WI, 53186

Liliya is great! I was setting up cat sitting for my relatives during a family emergency and from several states away, and she was so helpful and accommodating!

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Jessica E.
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: Emma B.
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Emma B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Cedarburg, WI, 53012

Emma took care of our cats again and was great! She gave updates each visit and even stayed late one night to make sure one of our kitties was okay. She keeps everything tidy and is always easy to reach. She will continue to be our go-to cat sitter!

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Callie B.
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.

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

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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog 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 dog sitting - Sullivan

Select a filter and find qualifying sitters offering dog sitting.

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 August 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 August 2026, there are 2,151 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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