Dog Boarding in Woodland Hills, 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

Cleda W.
1.
Dogs & Cats LOVE me!Spring Harbor, Madison, WI, 53705
Dog Boarding, Drop-In Visits

Cleda was so great! We really appreciated how professional she is, she clearly takes the job of watching dogs very seriously. We particularly liked when she w… (more)

from
$45
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
Missy D.
3.
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
Meghan D.
4.
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
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

Highly recommend. After our puppies, Rosie and Violet, had their first overnight stay with Andrew it was very clear how much love and care he has for animal… (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

Highly recommend booking with Robert. Daisy absolutely loved him. She didn't even give us those sad eyes when they walked away. And when I picked her up I could… (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
Work from home Dog Mom!Madison, WI, 53719
Dog Boarding, Doggy Day Care

Jessica is very caring for her dogs and treats them with love and kindness like they are her babies. She would be an excellent care giver for your little furbab… (more)

from
$45
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
10.
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
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
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

I can't say enough wonderful things about Courtney and her family! They took such great care of my dog, Jordy and kept me up to date with pictures and the stat… (more)

from
$35
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

My dog Max had a great weekend with Pri and her dog Max. He came home happy as a clam. Got lots of cute pics of him over the weekend so I know he had a good tim… (more)

from
$49
per night
Confirmed availability: Memorial Day
15.
Joe 
Verified Enhanced Background Check
Your dog is in great hands!Regent, Madison, WI, 53726
Dog Boarding, Doggy Day Care, Dog Walking

Joe was an amazing host for my little corgi, Kiwi! He was very communicative and friendly before, during and after booking. He sent me many updates so I knew Ki… (more)

from
$50
per night
Calendar Recently Updated
Dog Loving Small FamilyGreentree, Madison, WI, 53711
Dog Boarding

We had a great experience with Ryan and Jocelyn caring for Piper! They (and their adorable daughter) took such good care of our dog and sent daily updates which… (more)

from
$40
per night
Calendar Recently Updated
17.
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
18.
Love hosting calm dogs & cats!Marquette, Madison, WI, 53704
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Lily is so sweet and was very attentive to Ellie. She sent plenty of pictures and did great with making sure she got her medicine. Will definitely be booking wi… (more)

from
$50
per night
Confirmed availability: Memorial Day
19.
Gen 
Verified Background Check
Rover 101
Not your average pet care service!Middleton, WI, 53562
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Gen was absolutely fantastic! We are always nervous to leave our velcro-dogs behind, but clearly they had a blast with Gen and the crew. The dogs spent a ton of… (more)

from
$60
per night
Calendar Recently Updated
20.
Treating Your Furbabies Like My OwnMadison, WI, 53705
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley provided excellent care to our dogs. She provided photos each day of them enjoying their time. She was excellent with their medication needs and was over… (more)

from
$45
per night

When it comes to pet care and dog boarding, pet owners in Woodland Hills, 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.

Rover.com is the simple, savvy way to find and book Woodland Hills dog 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 Woodland Hills, Madison, 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 the more than 75,000 sitters who've listed their services on Rover. When you book Woodland Hills dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Woodland Hills, 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: