Dog Boarding in Kewaskum, WI
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Top rated Kewaskum dog boarders

“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.”


“Monique and family were amazing with my anxious pup. She worked with Dixie to make her feel at home. Dixie was very well taken care of. Monique stayed in communication with me and was very accommodating. I will most definitely utilize her again and suggest to my friends to do so as well.”


“Bill and Linda were absolutely amazing with our dog again. We have been using them for years and wouldn’t want to leave our dog with anyone else! They give amazing attention and care to him, as well as spoiling him during his stay :) They even send him home with a little goodie bag of treats. They are the nicest people and truly have a passion caring for dogs!”


“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!”


“This is the second time Cedar stayed with Mary. He ran right to her and jumped on her lap when we arrived. She sent updates and he was well cared for.”


“Heather was great! She responded very quickly after I submitted a boarding request and had good communication throughout my dogs stay. I would definitely recommend and would book again with her in the future! Thanks Heather!”


“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.”


“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!!! 🫶🏽”


“Christiana ensured Finn had an activity filled weekend and took such good care of him! He was so tired after a weekend on the lake with her kids and dogs. Hope to book with her again!”


“Jenny watched our dog, Nala, when we went out of town for a few days. This was our first boarding experience, and Jenny helped us feel comfortable with leaving our sweet girl overnight, and made us feel confident with the check ins and photos she sent! We would absolutely recommend Jenny, and we will definitely be using her again when needed!”


“As always, Yolanda is great with Benny. When I drop him off, he knows where he is and runs to the door. I know he's safe and well taken care of!”


“Ryan was awesome with your pup Kimber over the weekend! He provided updates throughout and asked questions when needed. Him and Dexter wore our pup out! We look forward to having Ryan watch Kimber again in the future. Highly recommend Ryan! Thank you, Ryan and Dexter, very much for this weekend!”


“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.”



“They were comfortable from the start... Randy is a true animal lover... I was reassured with photo's and found comfort in knowing 100% they were safe...”


About: I had a pet sitting business in Dallas Texas for 5 years. I took care of dogs, cats, birds, chickens, lizards and snakes. We stayed at peoples homes and did visits back then. We have always had animals in our house. We love animals and enjoy there company. We can take dogs into our home. My son will be able to walk your animals and we can take visits into your homes. We can work with you to see what best fits all of us. We will work with you to make sure your animals are happy and have what they need while you are away. We do not have a fence in the back yard so they will have to go on leads and if they can walk we will walk them around the neighborhood

“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.”


“April and family were amazing! I was nervous at first, however quickly was at ease with all the updates and photos I received. They treated Allie like family and she looked so happy hanging out with them I wasn’t sure she would want to come home! Hahaha”



“This was our first time having our dog stay with Doreen and it was a great experience! We received daily updates and photos and he came back home super happy!!”


“Judy was great. My rather standoffish Mastiff loved the stay. She looked happy and ‘well played with’. She was so happy when I picked her up-it made being gone soooo much easier. Great communication and pics.”

Loving dog boarding sitters in your neighborhood
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Emily & Charles W.

“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.”


Monique B.

“Monique and family were amazing with my anxious pup. She worked with Dixie to make her feel at home. Dixie was very well taken care of. Monique stayed in communication with me and was very accommodating. I will most definitely utilize her again and suggest to my friends to do so as well.”


William & Linda J.Star Sitter

“Bill and Linda were absolutely amazing with our dog again. We have been using them for years and wouldn’t want to leave our dog with anyone else! They give amazing attention and care to him, as well as spoiling him during his stay :) They even send him home with a little goodie bag of treats. They are the nicest people and truly have a passion caring for dogs!”


Diane & Dale G.

“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!”


Mary G.


“This is the second time Cedar stayed with Mary. He ran right to her and jumped on her lap when we arrived. She sent updates and he was well cared for.”


Heather D.Star Sitter

“Heather was great! She responded very quickly after I submitted a boarding request and had good communication throughout my dogs stay. I would definitely recommend and would book again with her in the future! Thanks Heather!”


Luana L.

“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.”


Molly B.

“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!!! 🫶🏽”


Christiana S.Star Sitter

“Christiana ensured Finn had an activity filled weekend and took such good care of him! He was so tired after a weekend on the lake with her kids and dogs. Hope to book with her again!”


Jenny P.

“Jenny watched our dog, Nala, when we went out of town for a few days. This was our first boarding experience, and Jenny helped us feel comfortable with leaving our sweet girl overnight, and made us feel confident with the check ins and photos she sent! We would absolutely recommend Jenny, and we will definitely be using her again when needed!”


Yolanda W.Star Sitter

“As always, Yolanda is great with Benny. When I drop him off, he knows where he is and runs to the door. I know he's safe and well taken care of!”


Ryan J.

“Ryan was awesome with your pup Kimber over the weekend! He provided updates throughout and asked questions when needed. Him and Dexter wore our pup out! We look forward to having Ryan watch Kimber again in the future. Highly recommend Ryan! Thank you, Ryan and Dexter, very much for this weekend!”


Emma S.Star Sitter

“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.”




Randy S.
Star Sitter


“They were comfortable from the start... Randy is a true animal lover... I was reassured with photo's and found comfort in knowing 100% they were safe...”


Cheryl & Josh G.
“Cheryl is my sister and we both grew up with animals. We were taught to be loving and caring pet owners. Cheryl and I ran a pet sitting business for a few years until we had children. She and her son love animals and have cared for both small and large animals. Cheryl is very trustworthy and responsible. My husband and I have trusted her to care for our son, dogs and cats. She and her son will take great care of your pets and will make them feel like family.”


Gwyn W.Star Sitter

“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.”


April P.

“April and family were amazing! I was nervous at first, however quickly was at ease with all the updates and photos I received. They treated Allie like family and she looked so happy hanging out with them I wasn’t sure she would want to come home! Hahaha”




Doreen C.


“This was our first time having our dog stay with Doreen and it was a great experience! We received daily updates and photos and he came back home super happy!!”


Judy P.Star Sitter

“Judy was great. My rather standoffish Mastiff loved the stay. She looked happy and ‘well played with’. She was so happy when I picked her up-it made being gone soooo much easier. Great communication and pics.”


Rebecca & Matthew C.

“Rebecca and Matthew and their boys took wonderful care of Hazel during her week-long stay. They were very detailed in caring for her and sent plenty of pictures and updates.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
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.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 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.
As of Aug 2025, 164 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, 96% 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 164 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.
