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
118 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

Katy and DJ are wonderful! They send lots of pictures. We know Emme is in good hands. Love that they work from home and someone is always there. And they let Emme sleep on couch :)

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Mary A.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
93 reviews
23 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott & Ashley were wonderful. They took in our dog Kiko and my daughter's dog Ellie, while we were all on vacation in the UK for 10 days. They sent daily updates with photos and they have a great yard for dogs with a fenced in backyard. Scott & Ashley took both dogs for walks twice a day and the although we brought crates for both dogs, they ended up sleeping with both of their boys, which was fine with us and I'm sure Kiko and Ellie loved it! We will certainly contact Scott & Ashley through Rover.com, when the need arises again.

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Mike W.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$35
per night
5.0 out of 5 stars
11 reviews
1 repeat client
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: Dana H.
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Dana H.
from
$45
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
8 years of experience
Waukesha, WI, 53188

Our dogs were happy and very well cared for- we didn't worry about them a bit! Dana is a true dog person. Would definitely use this Rover again!

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Jill W.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
52 reviews
18 repeat clients
30 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: Heather B.
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Heather B.
from
$40
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
35 years of experience
Oconomowoc, WI, 53066

Heather is a fabulous dog sitter! We boarded our pup, Ivy, at her home. We had to extend Ivy’s stay by one night and Heather was extremely accommodating. Ivy even went on a few outings with her! When we dropped our pup her home, I could tell upon meeting her that Heather’s demeanor is gentle and calming.

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Brenda M.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
371 reviews
158 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jennifer was amazing from start to Finish. It was my first time leaving my puppy and she put me right at ease and I felt very confident that he was in good hands. Jax had a great time, lots of walks and attention and I was sent regular updates and photos. I would highly recommend Jennifer and I know Jax can't wait to go back and stay.

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Michelle H.
Sitter Profile Image: ruby A.
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ruby A.
Star Sitter
from
$43
per night
5.0 out of 5 stars
544 reviews
246 repeat clients
10 years of experience
Waterloo, WI, 53594

Gilbert had a great stay with Ruby! He had so much space to run around and play with other dogs. She was an incredible sitter and a great communicator. We received lots of photos during the stay which were great to look at when we were missing him. We will be sending Gilbert to Ruby again!

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Lauren & Mark R.
Sitter Profile Image: Anna P.
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Anna P.
from
$44
per night
5.0 out of 5 stars
75 reviews
23 repeat clients
20 years of experience
Sullivan, WI, 53178

Anna and her family were great. I would highly recommend Anna to sit your dogs. She was easy to work with and the dogs seemed to have a great time too.

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Andrew H.
Sitter Profile Image: Joanne V.
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Joanne V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Waukesha, WI, 53189

I am so thankful for Joanne and the wonderful care she provided for our 16 yo pup, Ginger! Grateful for the wonderful home environment she welcomed Ginger into while we were gone. Appreciate that she works from home allowing her to be more available to tend to pups’ needs. Joanne kept in touch with us by sending occasional updates and pictures giving us peace of mind the entire trip. Thankful she was able to be flexible when we encountered travel related issues. I would definitely come back. Highly recommended!!

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Renee P.
Sitter Profile Image: Sydney D.
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Sydney D.
from
$27
per night
2 years of experience
Oconomowoc, WI, 53066

About: I’ve lived with dogs my whole life and taken care of dogs since I was a very young girl. Starting at the age of 9, I used to watch my neighbors dogs when they’d go out of town. Now, I often dog sit and board my coworkers dogs when needed. My deep love for dogs has driven me to always find a way to care and connect with them. I am free for the summertime to give your pets plenty of love and care all day! With enough notice, I can prepare to board your pets in whatever way you need. I have an unfenced yard and two friendly dogs to give your dog plenty of space and friends to play with. There are plenty of toys and beds that my dogs don’t use and I also have 2 open crates if your dog needs as well.

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

Ellen took terrific care of our old girl! She went above and beyond helping her get through a few health/diet issues that came up during the stay. Very responsive and helpful updates throughout the stay. Would recommend Ellen to anyone looking to board!

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Meghan G.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
396 reviews
124 repeat clients
20 years of experience
Brookfield, WI, 53005

I cannot say enough about Maria and Nayibe. I’m very selective about who I allow to care for my dog and I can 100% say that I made a good choice. Throughout the weekend, I received updates, pictures and video which really put my mind at ease. Thank you so much and I will be using them again!

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Andrea W.
Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
51 reviews
12 repeat clients
25 years of experience
Edgerton, WI, 53534

This was our first time using Rover, and we couldn't have asked for a better experience. Sarah accommodated our last-minute request to watch our 3-month-old puppy for two days. Rip and Mayla were so friendly and playful when we stopped by for a meet and greet. And Sarah's obvious expertise and calm demeanor made it clear that this was a good fit for us. She was always quick with responses, sent daily updates with several pictures spanning the course of the day, and gave a very thorough rundown of how our puppy did his entire time there when we arrived to pick him up. It was clear that she had his best interests at heart. And any time we need a puppy sitter, she will be the first person we contact. 10/10 Highly recommend.

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Jennifer B.
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
31 reviews
11 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela and Shane were awesome! We got daily pics and updates! Morris seemed very happy with his new friends! Highly recommend! Very sweet family!

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Ashlyn S.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$48
per night
5.0 out of 5 stars
51 reviews
14 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.
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
13 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: Brooke G.
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Brooke G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Brooke was amazing! Super loving and kind to our pups. We booked her last minute and she was able to accommodate with open arms. She sent photos of her and her boyfriend playing with them and cuddling them. I highly recommend Brooke! She’s a gem ❤️

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JoLynn B.
Sitter Profile Image: Alex M.
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Alex M.
from
$50
per night
5.0 out of 5 stars
44 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

This was our first time using Rover and we didn't know quite what to expect. We set up a meet and greet to make sure it would be a good fit. As soon as my dog got out of the car, I could tell she was going to like it there. Alex was very communicative during the whole stay and sent daily pictures of how my dog was doing. This made us very happy to know she was in good hands while we were gone. We will definitely work with Alex again!

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Jennifer F.
Sitter Profile Image: Doreen C.
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Doreen C.
Star Sitter
from
$41
per night
5.0 out of 5 stars
156 reviews
53 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

I feel like when Jazz is with Doreen she’s on her own vacation. I know she’s in good hands. I will continue to trust Doreen with our future needs.

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Lynnmarie T.
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The median cost per night for dog boarding in Sullivan is $45

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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

    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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet & Greet

    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

Sitters in Sullivan average 11
repeat dog boarding clients

FAQs for Dog Boarding - Sullivan

Frequently asked questions about Rover

The average cost for Dog Boarding in Sullivan on Rover is $37.01 per night (as of July 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 July 2026, there are 826 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.

85% 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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