Dog Boarding Sullivan

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Over 85
pet parents in Sullivan have booked dog boarding

Sullivan, Find top rated dog boarding

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

1 / 1
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
120 reviews
40 repeat clients
35 years of experience
Wales, WI, 53183

So thankful I can rely on such a caring family to look after Clem when I'm away. Never a doubt he is in great hands. Clem loves his vacation home!

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Joe P.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
35 years of experience
Oconomowoc, WI, 53066

Heather was communicative and very accommodating, even making the time to pick up our Teddy from our wedding venue after his role in the wedding. Teddy had a great time and was so happy to stay with her!

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Maggie Y.
Sitter Profile Image: Joanne V.
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Joanne V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
5 years of experience
Waukesha, WI, 53189

Joanne was super responsive and sent lots of photos of our dogs! She did wonderful with both of them and you can tell they were well cared for.

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Megan N.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
103 reviews
26 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and his family were amazing. The daily pictures and updates were something we looked forward to while we were on vacation. We were able to relax knowing they were in good hands and having the time of their lives. They came home so tired! Would 100% use them again.

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Jackie B.
Sitter Profile Image: Emma R.
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Emma R.
from
$50
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
10 years of experience
Waukesha, WI, 53188

Emma was amazing with our dog. She was patient, kind and treated our dog as if she was her own. (Plus, her dog, Ivy, is the sweetest!) We highly recommend.

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Tricia U.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
376 reviews
160 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jenifer did a great job watching our Cockapoo. He can be anxious at times but he felt right at home with her. Loved spending time with Jenifer on her deck over looking the lake.

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Jay G.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
60 reviews
17 repeat clients
10 years of experience
Marshall, WI, 53559

Finny had a great time with Ellen and her family! He definitely did not want to come home when it was time to leave! Ellen was very communicative and sent updates and photos often, so I was very confident that Finny was having fun and was relaxed and happy.

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Kristine B.
Sitter Profile Image: Keri S.
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Keri S.
from
$30
per night
5.0 out of 5 stars
153 reviews
72 repeat clients
6 years of experience
New Berlin, WI, 53146

Keri was great-she's very knowledgeable about dog behavior and consistent reinforcement. We had an initial meet and greet days before actually leaving so Lucy could meet her family (human and fur baby) She kept us up to speed with Lucy's behavior and sent pictures. Thanks Keri! We appreciate your thoughtfulness and care for Lucy's well being!

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Maggie K.
Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
37 reviews
17 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela & Shane cared for my Colby Jack for a week and were wonderful. I received daily updates and everything was very positive. Colby was very well cared for and was very happy. I had to extend the visit because I was delayed returning from my trip and they kept him for 2 additional days. I highly recommend them and would definitely use them in the future.

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Sandy J.
Sitter Profile Image: Madison, Amy & Jeff L.
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Madison, Amy & Jeff L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Oconomowoc, WI, 53066

Madison and Jeff were very easy to communicate with and kept us advised of all of Roscoe’s activities with texts and pictures . Their boys were very good playmates and kept Roscoe very busy. At night the boys setup “camp” in the living room and slept with Roscoe. Awesome Family!

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John W.
Sitter Profile Image: Jessica P.
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Jessica P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
30 years of experience
FORT ATKINSON, WI, 53538

5 stars!! ⭐️ 🌟 🌟 💫 ⭐️ Jessica is amazing! She graciously dealt with our uncertain and hetic schedules. She went over and above, driving to my home to pick my dog up. Even when he was initially bashful/scared, she waited and took extra time. Gave him extra love and care, car rides, treats, and nap time together. I felt he was safe, content, and at ease while in Jessica’s home. We will definitely be hiring her again!!

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Cindy P.
Sitter Profile Image: Jack & Jennifer P.
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Jack & Jennifer P.
from
$50
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
2 years of experience
Oconomowoc, WI, 53066

Jack and Jenny were awesome! My dog Hops is an Australian shepherd and they took fabulous care of him. They were patient with some of his behaviors and respected his boundaries and space. He seemed extremely comfortable with them by the end of the week. They sent photos, set up meet and greets beforehand, and asked questions so we knew they cared!

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Madeline C.
Sitter Profile Image: Carly B.
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Carly B.
from
$40
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
15 years of experience
Mukwonago, WI, 53149

We could NOT have asked for a better pet sitter for our kitty than Carly! She was easy to coordinate with and very friendly. My favorite part was when she sent me photo and video updates of what our baby was up to. ?

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Alli & Matt W.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
35 years of experience
Eagle, WI, 53119

Kylie was the best ever! I had a worry free vacation . She was very organized you can tell that she loves what she do! She sent us pictures of jazzy while we were gone she took her for walks and she also groomed her for us! She's so knowledgeable when it comes to dogs. The best experience ever! Thank You

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AtoshA W.
Sitter Profile Image: Angela K.
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Angela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
150 reviews
38 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

Angela was the perfect dog mom for our Skye. She adjusted to Skye's schedule and Skye learned how to make her needs known. Angela sent us daily photos and a few videos, so we could be assured that Skye was doing well. Skye will definitely be returning in the future.

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Joyce L.
Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
40 reviews
21 repeat clients
20 years of experience
Slinger, WI, 53086

Cheryl did a great job watching our dog over the weekend. She was communicative and sent lots of pictures and updates. Bailey was happy and rested when we picked her up. Cheryl opens her whole home to the doggies she cares for.

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

Carrie took great care of Saige my King Charles Spaniel. She throughly enjoyed her stay at Carrie’s home. I will use Carrie again and would recommend her highly! I didn’t have to worry at all while I was away due to her excellent care!

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Michelle L.
Sitter Profile Image: Natalie K.
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Natalie K.
from
$28
per night
4.4 out of 5 stars
8 reviews
2 repeat clients
12 years of experience
Oconomowoc, WI, 53066

We had a good experience with Natalie during our dog's stay. She has a very large fenced yard that allowed our high energy pup to get her zoomies out regularly. She seemed very detail oriented, and took notes when we discussed various things about our dog's care prior to her drop off. We would certainly book again with Natalie!

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Andrea K.
Sitter Profile Image: Marie S.
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Marie S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
55 reviews
18 repeat clients
25 years of experience
Hartland, WI, 53029

An excellent experience! As a first-timer with Rover we did not know what to expect. Marie made the experience smooth and put us at ease. Bam had a great time & received excellent care. We received many updates & pictures.

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Cindy H.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$48
per night
5.0 out of 5 stars
51 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy was wonderful and loving to our senior dog, Grievous. You can tell that he was well-loved and taken care of while we were out of town. Very thankful for Cindy!

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Sheila H.
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The median cost per night for dog boarding in Sullivan is $45

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 boarding
  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 boarding - Sullivan

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Sullivan average 11
repeat dog boarding clients

FAQs for Boarding - Sullivan

Frequently asked questions about Rover

The average cost for Dog Boarding in Sullivan on Rover is $37.01 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding 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 Boarding. For more information on service fees, click here .

As of August 2026, there are 818 sitters on Rover offering Dog Boarding across Sullivan. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

86% of Sullivan sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Sullivan landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Sullivan home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Sullivan.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Sullivan sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

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