Dog Boarding in Kewaskum, WI

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Top rated Kewaskum dog boarders

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Sitter Profile Image: Rebecca & Matthew C.
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Rebecca & Matthew C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
8 repeat clients
16 years of experience
West Bend, WI, 53095

Our pup had a great stay with Rebecca and Matthew! I was really looking for a home with a family that would interact with her regularly, meet her high energy needs and be able to have her in a calm, family environment ~ they were excellent in providing our pup with everything we were hoping for, and they truly went above and beyond! We are so pleased with her stay; with it being our first Rover experience, we were very relieved with the overall experience, and highly recommend Rebecca and her family.

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Monica S.
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
30 reviews
16 repeat clients
20 years of experience
Slinger, WI, 53086

Josh and Cheryl were absolutely incredible with our dog, Tuck. He’s a high-energy, challenging pup who needs a lot of stimulation, and they went above and beyond to make sure he was well cared for, engaged, and happy. They were attentive, active, and cared for him like their own. When his collar broke, they even bought him a new one without hesitation—such a thoughtful gesture that speaks to how much they truly care. We also loved receiving regular updates and photos, which gave us peace of mind while we were away. We couldn’t recommend them more highly—if we could give more than 5 stars, we would!

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Zach M.
Sitter Profile Image: Mary G.
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Mary G.
from
$40
per night
5.0 out of 5 stars
86 reviews
37 repeat clients
50 years of experience
West Bend, WI, 53090

Our Linus had such an enjoyable time with Mary! He was comfortable with her from the minute he walked in the door! Mary made it so easy for us too! She had so many toys, blankets, bowls, leash etc, it made preparing for his stay a breeze! Mary's love for dogs is evident and her caring nature made it easy to know we were leaving our baby in good hands!! Wish I could give her more than 5 stars!! She is the BEST!

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Lori B.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
242 reviews
67 repeat clients
20 years of experience
Mequon, WI, 53097

Monique is absolutely wonderful and our dog, George had THE best time! This was our first time time leaving Georgie with Monique and we definitely will be back again! I truly appreciated all the photos and updates, along with the cutest report card that she gave us when we picked him up.

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Jess A.
Sitter Profile Image: Luana L.
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Luana L.
from
$25
per night
4.7 out of 5 stars
46 reviews
23 repeat clients
15 years of experience
Cascade, WI, 53011

Luana is loving caring individual and takes pride in taking cate of your fur baby making sure my dog was a priority. Sends great pictures to provide updates. I will definitely recommend.

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Betty L.
Sitter Profile Image: Diane & Dale G.
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Diane & Dale G.
from
$35
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
30 years of experience
Random Lake, WI, 53075

Diane and Dale went above and beyond to accommodate our schedule and care for Oliver. He fit right in with their dog, Lexi, enjoyed the walks around the pond and was well-loved. I highly recommend them!

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Pamela B.
Sitter Profile Image: Ryan J.
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Ryan J.
from
$40
per night
4.9 out of 5 stars
42 reviews
16 repeat clients
20 years of experience
West Bend, WI, 53095

Our pup seemed right at home with Ryan and his dog. He sent us pictures and was quick to answer any texts. He was also super flexible as my mother in law had to pick up our dog for us and Ryan worked with her to figure that all out.

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Emily O.
Sitter Profile Image: Molly B.
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Molly B.
from
$26
per night
5.0 out of 5 stars
6 reviews
1 repeat client
2 years of experience
Kewaskum, WI, 53040

Molly did a really great job looking after Perrito and Gregorny. I believe our pups love her and Skyy! She updates us regularly about the boys which is a relief, being away from them for about a week. There were some unfortunate things that happened (whining during bed time, and accidents around the house) but Molly was really understanding. Thank you so much again, Molly, for taking care of Perrito and Gregorny for the second time 😊

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Jan A.
Sitter Profile Image: Kenzie V.
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Kenzie V.
from
$27
per night
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Hartford, WI, 53027

My dog had a wonderful time at this house and I received many pictures of her having fun. The family was also accommodating to our needs when we had some trouble getting back at the time we predicted.

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Erin H.
Sitter Profile Image: Halligan D.
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Halligan D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Saukville, WI, 53080

Halligan was so awesome and took care of our puppy this week. I got multiple updates, photos AND videos. It was so reassuring to know that Luna was with someone very caring and dependable. It made going on a work trip that much easier. Thank you, Halligan, so much! <3

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Elizabeth M.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
18 years of experience
Germantown, WI, 53022

Would definitely recommend Amanda as a sitter! Easy communication, easy to book, I appreciated the couple check ins during my dog’s stay! My dog came back looking well taken care of, happy, and tired from her exercise! Will definitely be using Amanda again!

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Morgan C.
Sitter Profile Image: Gianina B.
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Gianina B.
from
$35
per night
5.0 out of 5 stars
10 reviews
20 years of experience
Germantown, WI, 53022

Gianina was a great host to Kona! She sent pictures and updates throughout the weekend! She had a great yard for him to explore, and she took him on nice walks. We will definitely book with her again if we travel!

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Jodi W.
Sitter Profile Image: Christiana S.
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Christiana S.
from
$35
per night
5.0 out of 5 stars
41 reviews
13 repeat clients
10 years of experience
Hartford, WI, 53027

Christiana and her family took excellent care of Nola while we were away. She sent daily pics & updates which made us feel at ease that Nola was being well taken care of and enjoying her stay. We will definitely have Nola stay again! ❤️

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Carrie P.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
195 reviews
83 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda was absolutely fantastic. She made Murphy feel at home and communicated with us well. He didn’t want to leave when we picked him up! We will certainly be bringing in him back. Highly recommended!

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Jack I.
Sitter Profile Image: Brittni S.
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Brittni S.
from
$35
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
11 years of experience
West Bend, WI, 53095

Brittni & family were the best dog family we could ever ask for! Luna got along great with their dogs and kids. Brittni sent pictures of Luna with the family and out on walks. Highly recommend!

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Debrah G.
Sitter Profile Image: Emma S.
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Emma S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
58 reviews
21 repeat clients
15 years of experience
Fond du Lac, WI, 54935

My dogs stayed with Emma for one night while we were in town for a wedding. We were coming from out of town and had to change our arrival time more than once. Emma was very particular with us! 😀

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

Angela and her family watched our dog for a week while we were on vacation. Angela was very courteous and great to work with. She has a big fenced in yard and two friendly dogs. She sent lots of pictures with daily updates. Our dog seemed very happy with her family and we wouldn't hesitate to book with her again. Thanks Angela!

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Carl G.
Sitter Profile Image: Karen M.
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Karen M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
9 years of experience
Sheboygan, WI, 53081

Karen took great care of our boy- very communicative and patient with his minor separation anxiety- if we find ourselves back in town we’ll be happy to work with her again!

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Mike V.
Sitter Profile Image: Marie S.
Verified Enhanced Background Check
Marie S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
53 reviews
18 repeat clients
25 years of experience
Hartland, WI, 53029

We felt very comfortable leaving our furry family member with Marie and her family! Marie did a great job sending pics and providing daily updates. Grace got lots of walks, treats and love! We’ll definitely be requesting Marie again.

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Karen D.
Sitter Profile Image: Ann & Arman M.
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Ann & Arman M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
35 reviews
13 repeat clients
26 years of experience
Fox Point, WI, 53217

Our situation was dire when we requested help and Ann and Arman responded immediately and with much warmth. I would recommend them wholeheartedly..I feel like they went above and beyond our expectations. Thank you for the great care you provided for our boy! Carol and Elaine

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Carol V.
1 / 1
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Over 13
pet parents in Kewaskum have booked dog boarding

Kewaskum dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We will book with Molly again! Our fur babies had to stay with her for 2 days/1 night Molly was amazing with our babies Perrito and Gregorny. We had to find a dogsitter last minute and we found her. The day before we needed a sitter, she offered to do a quick meet and greet to see if Perrito and Gregorny would get along with Skyy (Molly's 3 yr old pet) and it went well. During Perrito and Gregorny's stay at her place, she kept us updated and sent us pictures! It was great knowing that they are all warming up to her, our babies can get pretty shy and easily get scared. I believe they also warmed up with Skyy eventually. Thanks again, Molly!!! 🫶🏽

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Jan A.
Boarding
5.0 out of 5 stars

Molly did a really great job looking after Perrito and Gregorny. I believe our pups love her and Skyy! She updates us regularly about the boys which is a relief, being away from them for about a week. There were some unfortunate things that happened (whining during bed time, and accidents around the house) but Molly was really understanding. Thank you so much again, Molly, for taking care of Perrito and Gregorny for the second time 😊

Profile image
Jan A.
Boarding
1 / 1
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The median cost per night for dog boarding in Kewaskum is $45

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Sitters in Kewaskum average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Kewaskum is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Kewaskum dog boarding rates can be found as low as $37 to as high as $60 per night.

If you’re searching for a Kewaskum dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 380 sitters provided dog boarding in Kewaskum. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Kewaskum dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Kewaskum have an average of 20 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Kewaskum.

Rover makes it easy to find Kewaskum dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 380 dog boarding sitters in Kewaskum on Rover, so you’re sure to find the perfect match for your dog! In Kewaskum, 89% of sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.