Dog Boarding in Windsor, WI

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Sarah M.
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Sitter Profile Image: Sarah M.
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1. Sarah M.

Dog Loving Dynamic Duo
Deforest, WI, 53532
3.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
36 reviews
9 repeat clients
from
$45
per night
Profile image

Sarah & Zach did an amazing job caring for our dog, Bear. They allowed us to do a meet-and-greet beforehand which made us feel even more at ease knowing we would be gone for such a long period of time. Bear seemed to adjust very well to their home and animals, and definitely got plenty of exercise during his stay. We also received daily photo/video updates which we really appreciated. We would definitely book with Sarah & Zach again in the future.

Sitter Profile Image: Rebecca B.
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Sitter Profile Image: Rebecca B.
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2. Rebecca B.

Friendly Duo ISO Niece & Nephpaws
Deforest, WI, 53532
0.9 mi. away
Boarding
5.0 out of 5 stars
5 reviews
1 repeat client
from
$28
per night
Profile image

Dobie and Franklin had such a blast and it was so nice to know they were in good hands, and to have no worries. :) Thanks for the pics and video while we were away!

Sitter Profile Image: Hong J.
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Sitter Profile Image: Hong J.
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3. Hong J.

❤️ Paws & Play 🐾
Sun Prairie, WI, 53590
4.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$30
per night
Profile image

Hong was amazing. She took great care of our dog Felipe. She also happens to have an amazing dog that ended up being a great companion to Felipe. Hong made sure Felipe ate well and would take him out on walks. They even went to the farmers market together. Hong would always send along videos. She made me feel like I was there with them. She is someone you can trust. Thank you Hong :)

Sitter Profile Image: Jalis & Angel M.
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Sitter Profile Image: Jalis & Angel M.
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4. Jalis & Angel M.

We take care of your pet as are own
Deforest, WI, 53532
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
22 reviews
4 repeat clients
from
$30
per night
Profile image

I booked super last minute looking for a pet sitter for the holiday weekend. Jalis & Angel were willing and able to watch my dog for me on their special weekend! This was my first time ever using this app and they made everything so easy for me and communication was top tier! I’ll def be booking with them again in the near future!

Sitter Profile Image: Edith S.
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Sitter Profile Image: Edith S.
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5. Edith S.

Small Dog Boutique Experience
Waunakee, WI, 53597
6.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$40
per night
Profile image

My dog seems to enjoy staying with Edith and her pack. Edith keeps me updated with pictures everyday. I feel very comfortable leaving her with Edith.

Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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6. Megan M.

Honest, caring, & I love all pets!
Sun Prairie, WI, 53590
5.5 mi. away
Boarding
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$40
per night
Profile image

Everything about Cricket's stay with Megan was fantastic. Regardless of what was going on in her personal life, Megan went above and beyond to send pictures, updates, ask questions, and be in great communication with me. Cricket was also obsessed with Sara, Megan's roommate, who was so incredibly kind and everyone got along great. There's nothing better than knowing your fur baby is being taken care of while on a work trip, and I can't recommend Megan enough. Thank you for everything!!

Sitter Profile Image: Toni S.
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Sitter Profile Image: Toni S.
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7. Toni S.

Love spending free time with pets
DeForest, WI, 53532
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
18 repeat clients
from
$25
per night
Profile image

Toni was amazing! This was our first time leaving our puppy with a sitter and we were so impressed! Annie clearly had a ton of fun, she came back absolutely pooped! Toni also sent us lots of updates and pictures :)

Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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8. Robert L.

Rover 101
Madison's "Dog Whisperer"
Capitol, Madison, WI, 53703
10.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
226 reviews
42 repeat clients
from
$40
per night
Profile image

Bob was awesome. Flexible, responsive, sent regular updates, and super thoughtful. He helped put our sometimes anxious pup at ease, so would 100% recommend in the future.

Sitter Profile Image: Erika M.
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Sitter Profile Image: Erika M.
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9. Erika M.

Rover 101
Experienced Pack Leader/Trainer
Sun Prairie, WI, 53590
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
145 reviews
66 repeat clients
from
$40
per night
Profile image

Erika did a great job with Finchley! She sent us lots of pictures which we loved and finch came back so exhausted and happy! We were very happy with her.

Sitter Profile Image: Anne S.
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Sitter Profile Image: Anne S.
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10. Anne S.

I will love your pet like my own!
Madison, WI, 53704
5.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$30
per night
Profile image

Anne kept me informed throughout Tut’s stay with updates on how he was doing and what they were up to. Tut had a great time on all the walks Anne took him on and enjoyed Tina as a playmate.

Sitter Profile Image: Nevaeh W.
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Sitter Profile Image: Nevaeh W.
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11. Nevaeh W.

I love all animals!
Eken Park, Madison, WI, 53704
7.5 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$40
per night
Profile image

Nevaeh did a great job with our 4 year old dog that had never been away from us and had some separation anxiety. I would definitely use her again.

Sitter Profile Image: Carla P.
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Sitter Profile Image: Carla P.
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12. Carla P.

Dog-loving family ready to help!
Sun Prairie, WI, 53590
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$30
per night
Profile image

Carla took great care of our 7-month-old Basset Hound, Maple recently while we were away for a full day and partial night. She was very agreeable to meeting in advance so I could let Maple gain a little familiarity with her & her dog, and vice versa. At first I was a little nervous about her dog being a little skittish around me, but ultimately there were no issues and our two dogs really enjoyed playing with each other during the stay at her home. Carla is very assured, calm and loving around dogs, so does a great job controlling the environment, ensuring all is going well, the dogs' needs are met and they are well attended to.

Sitter Profile Image: Bethany H.
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Sitter Profile Image: Bethany H.
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13. Bethany H.

Where Doga Can Be Dogs
Worthington Park, madison, WI, 53716
8.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
20 reviews
8 repeat clients
from
$40
per night
Profile image

Bethany did a great job keeping us up to date on how Odin was doing and what he was up to. She is very capable and I would be glad to use her services the next time I travel.

Sitter Profile Image: Suellen A.
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Sitter Profile Image: Suellen A.
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14. Suellen A.

Loving care for your friends
Schenk-Atwood, Madison, WI, 53704
8.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
4 repeat clients
from
$45
per night
Profile image

Suellen was an excellent sitter; making sure my dog got plenty of exercise and entertainment during his short stay. I would definitely recommend, and would love to have her sit again!

Sitter Profile Image: Emma & Jacob P.
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Sitter Profile Image: Emma & Jacob P.
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15. Emma & Jacob P.

I'll care for your dog as my own :)
Sun Prairie, WI, 53590
5.9 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$40
per night
Profile image

Emma & Jacob (and Cosmo!) took such great care of Lucca while I was out of town. Communication was quick, and they provided regular (and adorable) updated throughout the stay. They were so sweet with her, and obviously had a lot of experience. I can't recommend them enough, especially if you're looking for people with an adorable dog to keep your fur-baby company.

Sitter Profile Image: Jessica & Sean B.
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Sitter Profile Image: Jessica & Sean B.
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16. Jessica & Sean B.

Im looking for a less quiet home :)
Wexford, Madison, WI, 53717
12.2 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$38
per night
Profile image

Left our dog with Jessica and Sean for a long trip out of the country but Jessica kept us updated the whole time while keeping our dog happy.

Sitter Profile Image: Renee H.
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Sitter Profile Image: Renee H.
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17. Renee H.

Looking for new furry fun friends
Regent, Madison, WI, 53726
10.9 mi. away
Boarding
5.0 out of 5 stars
17 reviews
5 repeat clients
from
$30
per night
Profile image

Renee was great! Great communication and my dog loved being there and was comfortable in her home from the start. I will be booking with her again. Would highly recommend! 😎👍🏽

Sitter Profile Image: Ann M.
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Sitter Profile Image: Ann M.
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18. Ann M.

I love pets, they add so much to li
SUN PRAIRIE, WI, 53590
5.2 mi. away
Boarding
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$28
per night
Profile image

Ann was so helpful and sweet! She helped me book when I was in a bind and needed someone to watch Rascal. She treated him as her own, sent cute update pictures, and listened to directions given making his stay super smooth. He was so comfortable and had a great time.

Sitter Profile Image: Joan F.
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Sitter Profile Image: Joan F.
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19. Joan F.

Your four-leggers home on the park
Eastmorland, Madison, WI, 53714
8.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
80 reviews
27 repeat clients
from
$40
per night
Profile image

Joan did a wonderful job caring for our sweet geriatric dog, Daisy. She needed a laid back, comfortable take-it-slow environment and Joan and her dogs were a great fit for her. We got pictures every day which assured us that Daisy was enjoying her "summer camp" experience as we enjoyed our trip away.

Sitter Profile Image: Amanda L.
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Sitter Profile Image: Amanda L.
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20. Amanda L.

Looking for ❤️ in the right place
Madison, WI, 53718
5.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
11 repeat clients
from
$45
per night
Profile image

Very caring, responsive and communicative! Sends lots of updates and got our pup out and about. Our dog is a watcher and barks at things in the window which is not good for the quiet complex.

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Rover also offers Dog Boarding in:

Rover also offers other services in Windsor:


Rover.com is the simple, savvy way to find and book Windsor pet boarding. It's easy to find the perfect dog sitter - many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Windsor, WI has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of our dog kennel alternatives. When you book [city name] dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

The cost of dog boarding in Windsor may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

If you need to book a great dog sitter on the go, you'll love the Rover dog boarding app. You can browse hundreds of pre-reviewed, trusted dog sitter in minutes from your phone, and rebook your favorite sitter with just a few taps. You'll get photo updates from your dog sitter which can be shared via the Rover dog boarding app in real time, and the app's cashless payment feature allows you to pay your dog sitter easily and securely, without worrying about cash, checks or tips.

In short, when you use Rover to find a dog sitter in Windsor, WI, you can rest easy knowing that your dog is having a great time.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Token Creek, WI. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?

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