Dog Boarding in Wyndemere, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day
Missy D.
1.
Worry-free Weekends!Verona, WI, 53593
Dog Boarding, Doggy Day Care

Missy did a great job taking River from another Rover sitter and he loved her dogs and they had fun together playing in a large yard and walking. He did great i… (more)

from
$35
per night
Calendar Recently Updated
Hanna G.
2.
Dog Enthusiast in West MadisonMadison, WI, 53719
Dog Boarding

Hanna was amazing! She offered a meet and greet before an extended boarding/day care reservation, and it is obvious that Ollie had a great time with her and her… (more)

from
$35
per night
Calendar Recently Updated
Meghan D.
3.
Experienced & Caring Dog Foster MomRegent, Madison, WI, 53726
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Meghan was very sweet and professional, she was totally willing to meet with me first as an anxious dog mom leaving her pup for the night! Meghan has experience… (more)

from
$63
per night
Cleda W.
4.
Dogs & Cats LOVE me!Spring Harbor, Madison, WI, 53705
Dog Boarding, Drop-In Visits

I was nervous about leaving my rescue chihuahua with a new person, but Cleda (and Roxie!) seemed to do a great job with my pup! I got photos everyday and thorou… (more)

from
$45
per night
Calendar Recently Updated
Andrew L.
5.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Andrew took care of our young Golden retriever during our spring break trip and he was amazing. He sent us updates and pictures on a daily basis and took such a… (more)

from
$50
per night
Calendar Recently Updated
6.
Madison's "Dog Whisperer"Capitol, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Bob was amazing with Manny. We got regular updates and pics over our trip. Manny was so happy and we would definitely leave him with Bob again. (more)

from
$35
per night
7.
Where Pets are Family!Midvale Heights Community, Madison, WI, 53711
Dog Boarding, Doggy Day Care

Dustin and Natalie were absolutely AMAZING watching our incredibly active pup. They were patient in giving him time to settle in to his new surroundings. Dustin… (more)

from
$40
per night
Calendar Recently Updated
Dog Loving Small FamilyGreentree, Madison, WI, 53711
Dog Boarding

Ryan and Jocelyn's family was a great fit for our dog! Would 100% recommend a long or short-term stay with them. Received lots of pictures and updates. (more)

from
$40
per night
Calendar Recently Updated
I already love your dogs!Madison, WI, 53705
Dog Boarding, Drop-In Visits, Doggy Day Care

Mojo loved her stay with Courtney! Regular updates and pictures kept our minds at ease. We will rebook! (more)

from
$35
per night
Calendar Recently Updated
Stay-cation with us!Skyview Meadows, Madison, WI, 53719
Dog Boarding
2 years of experience

About: I’ve grown up around dogs- I currently have my own rescue who would LOVE to have a friend to hang out with you. He’s the sweetest boy to all, so all … (more)

from
$28
per night
Confirmed availability: Memorial Day
11.
Joe 
Verified Enhanced Background Check
Your dog is in great hands!Regent, Madison, WI, 53726
Dog Boarding, Doggy Day Care, Dog Walking

Joe goes above and beyond to care and play with your pet. Sends lots of questions as well as pictures and videos to ensure that your pet is well assured for whi… (more)

from
$50
per night
Calendar Recently Updated
Work from home Dog Mom!Madison, WI, 53719
Dog Boarding, Doggy Day Care

Jessica would make a great dog sitter. She loves dogs and has had her own as long as I've known her. She's reliable, friendly and gets along easily with human… (more)

from
$45
per night
Calendar Recently Updated
The bigger, the better!Capitol, Madison, WI, 53703
Dog Boarding, Dog Walking

Meredith was great! She was able to take my dog pretty last minute and was great at communicating with me. She gave my dog lots of love and adventure on her sta… (more)

from
$50
per night
Loving family home!Fitchburg, WI, 53711
Dog Boarding, Drop-In Visits

We would definitely book with them again. Responsive, kind, good updates with pictures. Kevin (our dog) seemed to have a great time staying there for the weeken… (more)

from
$35
per night
Calendar Recently Updated
15.
Experienced petsitterMadison, WI, 53719
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Amanda was the manager of the daycare I take my Ziggy to, she is amazing. Always so friendly and greeted Ziggy like he was the only dog she had seen all day. Z… (more)

from
$50
per night
Calendar Recently Updated
16.
Active student iso active dog(s)South Campus, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Brenna was wonderful with our dog, Atlas. He was clearly well cared for, happy, and tired when he came home. Thank you, Brenna! (more)

from
$45
per night
Calendar Recently Updated
17.
Treating Your Furbabies Like My OwnMadison, WI, 53705
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley watched our pup for a week in her home and we couldn't be happier. We received text updates and pictures daily to let us know that our dog was going okay… (more)

from
$45
per night
Confirmed availability: Memorial Day
We love and care for puppers!Madison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Pri was awesome! She was very responsive and flexible. We asked Pri super last minute but she was still willing to take Archie. She responded back to my reque… (more)

from
$49
per night
19.
Can house dogs for weekend getawaysMadison, WI, 53719
Dog Boarding, Drop-In Visits, Dog Walking

Nicole did a great job watching our rescue, Wilbur, for the weekend! She is super friendly, was great about accommodating our schedule, and kept us updated thro… (more)

from
$35
per night
20.
experienced dog groomer/sitter!Waunakee, WI, 53597
Dog Boarding, Dog Walking

Nicole watched our pup on fairly short notice over the Christmas holiday and we are so grateful! She sent us pictures of his time there and her two dogs played… (more)

from
$40
per night

When it comes to pet care and dog boarding, pet owners in Wyndemere, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed dog sitters in Madison, giving them an average rating of 4.9/5. Dog boarding doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a dog sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a dog sitter and pet care on Rover? Check out our average dog boarding rates to get an idea before you begin a conversation with a sitter who seems like a great match.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Wyndemere dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Wyndemere, Madison, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Wyndemere.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Wyndemere, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including: