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
39 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: Jessica P.
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Jessica P.
from
$35
per night
5.0 out of 5 stars
12 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: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
101 reviews
25 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and Ashley took great care of our dog! They communicated well and made sure he was well taken care of with walks and play time. They clearly genuinely cared about him. We would definitely book with them again in the future.

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Aaron G.
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 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: Kylie S.
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Kylie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
54 reviews
18 repeat clients
30 years of experience
Eagle, WI, 53119

Kylie took care of our Penny (dachshund) for a long stay while we were on vacation. After meeting her, we felt very comfortable leaving her for such an extended period of time. We felt confident that she would be well cared for and she was! Kylie was flexible and caring during her stay and took great care of Penny, even when her new food gave her tummy trouble...we so appreciated it! We would not hesitate to book again with Kylie in the future!

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Jennifer C.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
374 reviews
159 repeat clients
22 years of experience
Pewaukee, WI, 53072

This is the second time Jenifer has kept my dog, Skeeter, and she has been amazing. She is communicative, responsible, and very loving and kind to my boy. I am so grateful for Jenifer’s help!

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Rebecca A.
Sitter Profile Image: Heather B.
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Heather B.
from
$45
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Heather and family were great to watch our sweet boy while we were gone! She was easy to communicate with before and during the stay and sent wonderful photos while we were gone. We would definitely use her again and recommend her to others as well!

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Chelsea 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

We are return customers and we are so thrilled with the care Homer gets at Anna's. He is treated like one of the family and absolutely loves it there. Our family has no hesitation leaving Homer with Ana because we know he will be getting the best possible care while we are away.

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Diana H.
Sitter Profile Image: Alex M.
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Alex M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
46 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: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
13 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: Joanne V.
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Joanne V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
5 years of experience
Waukesha, WI, 53189

Joanne was absolutely wonderful with our dog, she was very responsive to our request, accommodating to our time windows, and kept in communication with us the entire time we were gone. She was so loving and welcoming to our dog that he didn’t even want to come home! Highly recommended!

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Megan B.
Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
56 reviews
12 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Thanks Julie for taking such great care of Redd! I appreciate the updates and pictures you were sending and was so happy to see how much fun he was having.

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Maddie M.
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

Ellen was wonderful. Not only did she take Winnie on short notice, she made us feel so comfortable leaving Winnie behind. She was a master at easing Winnie in and making her feel at home. She sent us regular updates with photos and video so we could share her experience. Thank you Ellen! Winnie will definitely be back!

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Kim 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: Sarah S.
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Sarah S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
55 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: Jennifer C.
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Jennifer C.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Mukwonago, WI, 53149

Nina has stayed with her twice now, and both experiences have been absolutely wonderful. She treats Nina with so much love, patience, and care that I always have complete peace of mind while I’m away. I always receive updates and photos, and it is clear that Nina is happy, safe, and loved. Seeing how comfortable and relaxed Nina is with her means everything to me. She has earned my complete trust, and she will always be my first choice whenever I need someone to care for Nina. I recommend her with all my heart. Thank you for taking such amazing care of my little girl!

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J D.
Sitter Profile Image: Natalie K.
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Natalie K.
from
$28
per night
5.0 out of 5 stars
7 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: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
402 reviews
129 repeat clients
20 years of experience
Brookfield, WI, 53005

We are SO HAPPY with the care and TLC our mini golden doodle has received while we’re away!! Thank you again, Maria for the wonderful daily updates and pictures. We will definitely book again! ❤️

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Christine S.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
28 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Brooke and Robbie were fantastic with my pugs! They are so kind and sent lots of pics/videos during their stay. Brooke and Robbie administered their meds, took lots of walks, and gave my pugs all the snuggles! They truly love caring for pups, and I would definitely have my pugs stay with them again!

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

Remi did very well staying with Marie and her family. She was wonderful with him! She took him for walks and he also got lots of play time. She updated us often while we were gone as to how he was doing and also sent lots of pics. We will definitely use her as a sitter again!

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Jean K.
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The median cost per night for dog boarding in Sullivan is $45

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Popular requests for dog boarding - Sullivan

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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 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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