Dog Boarding in Kewaskum, WI

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Top rated Kewaskum dog boarders

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

They were very welcoming to my pup and loved her like family. Rebecca sent me pictures and updates everyday, which was very nice to see my pup have fun and being taken care of.

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Dalani S.
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

Mary did a fantastic job taking care of my Charlie. I always was updated with photo's on how he was doing and if there were any concerns. I will be using her again in the future as I plan trips. Thanks Mary for the great service to my buddy.

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Colleen B.
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
22 reviews
13 repeat clients
20 years of experience
Slinger, WI, 53086

Cheryl was great with our dog Ellie and our cats! You could tell she really cared about our animals and took the stress of leaving them alone off of our plates. We will book with her again!

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Audrey S.
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: Monique B.
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Monique B.
from
$40
per night
5.0 out of 5 stars
207 reviews
56 repeat clients
20 years of experience
Mequon, WI, 53097

She was amazing she was patient with my baby she was kind she made sure she left messages and photos she stayed in touched the whole time that I was gone if I could I'd give her 10 Stars just wonderful

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Sherita K.
Sitter Profile Image: Emily & Charles W.
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Emily & Charles W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
10 years of experience
West Bend, WI, 53095

Our pup had the best time at Emily and Charles’ playing with their dogs. They kept us well informed, provided photos & videos for my kids to see, and were super accommodating to our last minute schedule and timing changes. Our pup is completely exhausted in the best way and clearly missed his new friends when we left. Would definitely use them again and would highly recommend them to others.

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Nicole C.
Sitter Profile Image: Halligan D.
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Halligan D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 reviews
4 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: Luana L.
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Luana L.
from
$25
per night
4.8 out of 5 stars
44 reviews
20 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: Ryan J.
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Ryan J.
from
$40
per night
4.9 out of 5 stars
41 reviews
15 repeat clients
20 years of experience
West Bend, WI, 53095

Ryan was very communicative with us during the time our two dogs stayed with him, and sent pictures over as well. The dogs were happy when we picked them up. I can tell that they were well taken care of when we were away. Thank you Ryan!

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Cassie & Alex S.
Sitter Profile Image: Christiana S.
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Christiana S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
37 reviews
13 repeat clients
10 years of experience
Hartford, WI, 53027

Always a great experience.

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Sarah J.
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: Gwyn W.
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Gwyn W.
Star Sitter
from
$42
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
30 years of experience
Germantown, WI, 53022

Gwyn was wonderful. Kubo had a great time with her pups and was taken care of like he was family. Thank you Gwyn for helping our vacation be stress free knowing our fur baby was in good hands.

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Nicole C.
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: Kenzie V.
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Kenzie V.
from
$27
per night
5.0 out of 5 stars
2 reviews
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: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
178 reviews
73 repeat clients
35 years of experience
Brown Deer, WI, 53223

If I could give 10 stars I would! Duke has been with me since he was 8 weeks old and never had stayed anywhere else. Yolanda was very accommodating to a last minute booking. Yolanda took in Duke for 2 nights and took care of my Duke as her own! I was sent picture updates from Yolanda and made me very comforter Duke was in good hands. I will most definitely book again with Yolanda when I need some mom time! Again thanks so much Yolanda!

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Chelsi M.
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
28 reviews
11 repeat clients
26 years of experience
Fox Point, WI, 53217

Luna loves going to Ann and Arman’s. They and their kids are so good with her and I love getting updates and pictures from them. Wonderful dog sitters.

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Kathy P.
Sitter Profile Image: Karen M.
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Karen M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
9 years of experience
Sheboygan, WI, 53081

Karen was fantastic with Dottie! She sent us an update and photo each day and loved our dog as her own. I would definitely have her watch our dog again.

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Haley P.
Sitter Profile Image: Emma S.
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Emma S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
56 reviews
20 repeat clients
15 years of experience
Fond du Lac, WI, 54935

Emma was awesome! She had our shetland sheepdog for over two weeks. We did a meet and greet to make sure everyone would get along. It went well and we were very comfortable leaving Nikki for a long time with Emma. Communication was fast for everything. Emma sent pics and an update almost everyday. Nikki was clearly enjoying herself. We would definitely have Emma dogsit Nikki again.

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

Marie is a rock star-we had another exceptional experience with our senior dog staying with Marie and family. Marie kept us updated through two blizzards, a deep freeze and power losses and we knew Lucy was in capable and caring hands throughout. Lucy really enjoys her time with Marie. Thank you!

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Jill G.
Sitter Profile Image: Gianina B.
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Gianina B.
from
$30
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Germantown, WI, 53022

Gianina and her fam welcomed Banjo with open arms. Came home to a happy & well taken care of pup! Highly recommended!

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Jessica N.
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Over 26
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 😊

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Jan A.
Boarding
1 / 1
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  3. 3. Book & Pay

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The median cost per night for dog boarding in Kewaskum is $40

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    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

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Sitters in Kewaskum average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Mar 2026, the median cost of dog boarding in Kewaskum is $40 per night, including service fees. Boarding your dog for one week typically costs $280. 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 $27 to as high as $61 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 Mar 2026, 172 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, 89% of Kewaskum dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Kewaskum have an average of 23 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 172 dog boarding sitters in Kewaskum on Rover, so you’re sure to find the perfect match for your dog! In Kewaskum, 88% 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.