Dog Boarding in Windsor, WI

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

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House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Susan & Molly S.
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Sitter Profile Image: Susan & Molly S.
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1. Susan & Molly S.

Your dog's home away from home.
DeForest, WI, 53532
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
41 reviews
15 repeat clients
from
$45
per night

Molly and Sue were great! They were very flexible with my booking when I extended my trip due to a family member’s unexpected hospitalization over Christmas and sent regular updates on my dog!

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Sitter Profile Image: Erin E.
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Sitter Profile Image: Erin E.
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2. Erin E.

Auntie Erin loves the fur-babies!
DeForest, WI, 53532
1.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
25 reviews
12 repeat clients
from
$40
per night

My puppy loves going to Erin’s house! Her home is so comfortable and cozy. Erin is also very accommodating and is a fast responder to messages and bookings.

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Sitter Profile Image: Sarah M.
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Sitter Profile Image: Sarah M.
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3. Sarah M.

Dog Loving Dynamic Duo
Deforest, WI, 53532
3.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$40
per night

Sarah was wonderful! Our two dogs were pampered and cared for. They received lots of love and exercise. It made our time out of town all that more relaxing knowing they were in good hands.

Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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4. Megan M.

Honest, caring, & I love all pets!
Sun Prairie, WI, 53590
5.5 mi. away
Boarding
5.0 out of 5 stars
17 reviews
8 repeat clients
from
$35
per night

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: Jalis & Angel M.
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Sitter Profile Image: Jalis & Angel M.
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5. 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
18 reviews
2 repeat clients
from
$30
per night

Muy buena experiencia. Iván estuvo 19 días con Jalis, Angel, su hija y sus perros, y otros perros que llegaron para ser cuidados al igual que Iván. Estuvieron en comunicación con nosotros todo el tiempo, y fueron muy receptivos con nuestras inquietudes. Una experiencia distinta para Iván, que compartió las 24 horas del día con otros perros. Volvió contento a casa, pero cuando nos subimos al auto para regresar, se quedó mirando por la ventana hacia la casa de Jalis y Angel. Eso lo dice todo. Very good experience. Iván spent 19 days with Jalis, Angel, his daughter and their dogs, and other dogs that arrived to be cared for like Iván. They were in communication with us the entire time, and were very responsive to our concerns. A different experience for Iván, who shared 24 hours a day with other dogs. He returned home happy, but when we got in the car to go back, he stayed looking out the window at Jalis and Angel's house. That says everything.

Sitter Profile Image: Toni S.
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Sitter Profile Image: Toni S.
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6. 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
40 reviews
18 repeat clients
from
$25
per night

Toni was fantastic. Bailey is tired from her stay with Toni & we can tell how well cared for she was. We will definitely ask Toni to watch Bailey again

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: LAVAL [VAL] S.
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Sitter Profile Image: LAVAL [VAL] S.
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7. LAVAL [VAL] S.

Rover 101
Boarding over 960 dogs in 9.5 years
Sun Prairie, WI, 53590
5.8 mi. away
Boarding
5.0 out of 5 stars
224 reviews
130 repeat clients
from
$40
per night

Val was very accommodating towards our schedule as we are from out of state. He was quick to reply before we scheduled to answer all of our questions. He was attentive to what our pups needed. Val provided photos and even a video showing our babies were in good hands. Daisy & Lily seemed very happy when we picked them up. Thank you so much for taking good care of the girls!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Edith S.
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Sitter Profile Image: Edith S.
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8. Edith S.

Small Dog Boutique Experience
Waunakee, WI, 53597
6.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per night

Edith was great with our puppy Artemis! We were able to meet beforehand for a short notice meet and greet before the holidays. Artemis got along really well with her two dogs and it seemed like he was having a lot of fun throughout the day- he came back exhausted and happy to see us after a couple of weeks, but we could tell that he was well taken care of. Edith sent frequent picture updates, and we felt like he was in good hands the whole time. I would definitely book Artemis here again in the future!

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Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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9. 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
215 reviews
42 repeat clients
from
$40
per night

Bob takes such great care of our pug Dottie, we felt confident in his ability to make her comfortable and relaxed. Bob also gave Dottie the medication she is on, kept us up to date with texts and photos!! Thanks again Bob, Dottie misses you already!!

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Sitter Profile Image: Emma & Jacob P.
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Sitter Profile Image: Emma & Jacob P.
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10. 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
16 reviews
4 repeat clients
from
$40
per night

Took good care of my pup Tango, got along with their dog, received frequent updates while tango was in their care, would definitely recommend these folks

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Sitter Profile Image: Hong J.
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Sitter Profile Image: Hong J.
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11. Hong J.

❤️ Paws & Play 🐾
Sun Prairie, WI, 53590
4.8 mi. away
Boarding, Doggy Day Care
from
$30
per night

Joyce is such a dog person! She provides the utmost care to her dogs with patience and consideration. She is also very detail oriented, and won’t forget any special requests for your furry friends!

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Sitter Profile Image: Erika M.
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Sitter Profile Image: Erika M.
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12. 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
114 reviews
66 repeat clients
from
$40
per night

Wow. I don't know how to put into words how amazing Erika has been with Sergeant. He came to her, mostly healthy and finishing antibiotics and, well, his health took a very drastic turn. Seeing the oncologist tomorrow, but we are fairly certain Sarge has prostate cancer. The worst of the symptoms came while he was in Erika's care. Erika was very concerned with Sarge and was in contact with us during the entire trip and even took Sarge to the vet for us. She made him as comfortable as she could while he was completely incontinent. She bathed him for us multiple times because he liked to lie in his own mess. I could go on and on, but really all that needs to be known is that Erika is an outstanding boarder and we appreciate everything that she did for us and our dog. If I could give 10 stars, I would, because she really is that incredible.

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Sitter Profile Image: Suellen A.
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Sitter Profile Image: Suellen A.
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13. Suellen A.

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

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!

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Sitter Profile Image: Pam W.
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Sitter Profile Image: Pam W.
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14. Pam W.

Dogs LOVE me / I LOVE dogs
Sun Prairie, WI, 53590
5.6 mi. away
Boarding, House Sitting, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$45
per night

Pam was great! Left Izzy with her for a couple days while out of town and she had no problems taking care of her and following her normal routine. She also sent text and picture updates on a daily basis. Would definitely recommend and use again in the future. Thank you

Sitter Profile Image: Bethany H.
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Sitter Profile Image: Bethany H.
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15. 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
5 reviews
3 repeat clients
from
$40
per night

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.

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Sitter Profile Image: Morgan C.
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Sitter Profile Image: Morgan C.
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16. Morgan C.

Pamper pups while owners are away
DEFOREST, WI, 53532
1.9 mi. away
Boarding, Doggy Day Care
from
$50
per night

Morgan takes wonderful personalized care of our dogs. She spoils them with walks, playtime, and lots of snuggles. We always know our dogs will be well cared for when they are with Morgan!

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Sitter Profile Image: Sarah & Lucas B.
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Sitter Profile Image: Sarah & Lucas B.
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17. Sarah & Lucas B.

Everything you need under one woof!
High Crossing, Madison, WI, 53718
7.2 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$38
per night

I couldn’t reassure anyone more that Sarah is a fantastic dog sitter. It was obvious upon meeting her that she’s a natural with dogs. Prior to dropping my dog Daisy off, and during my vacation, Sarah was a prompt communicator, and always sent me updates and photos. I appreciated that she asked if she could bring Daisy to the dog park (which Daisy definitely prefers, although obviously Sarah wouldn’t do that if you weren’t comfortable with the idea). Daisy also got along so well with Sarah’s dog Pepper, and I honestly really appreciate that Daisy had another playmate. Finally, Sarah had an extra crate, so there’s no need to lug a crate with you if you book her! I’ll definitely be booking her for my future trips!

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Sitter Profile Image: Jessica & Sean B.
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Sitter Profile Image: Jessica & Sean B.
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18. 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
15 reviews
6 repeat clients
from
$38
per night

Our Nandi had a very good time staying with Jessica and Sean. He's a picky aristocratic poodle and won't settle for just anyone... Jessica asked lots of questions about his normal routine and Nandi seems to have been very content and happy during his weeklong first stay. Thank you!

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Sitter Profile Image: Amanda L.
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Sitter Profile Image: Amanda L.
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19. 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
28 reviews
11 repeat clients
from
$45
per night

Amanda was so attentive, responsive and detail-oriented! We felt very confident that our pup was getting the attention and care she needed with Amanda. She kept us apprised of how our pup was doing and shared adorable photos.

Sitter Profile Image: Carla P.
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Sitter Profile Image: Carla P.
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20. 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
3 reviews
from
$30
per night

Carla is the best dog sitter I have had! She was so attentive to my pup and really tried to bring extra love each time she helped us out.

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Windsor Dog Boarding ratings

Overall Rating:
5.0 out of 5 stars

Dog boarders in Windsor are rated on average 5 out of 5 stars based on 16 reviews.

Rover also offers Dog Boarding in:

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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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