Dog Boarding in Oakwood Village, Madison, WI

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

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Macon P.
1.
Our home is their home! 🐶Greentree, Madison, WI, 53711
Dog Boarding

We had Mia stay with Macon once again. Absolutely love her and have no intentions of booking anyone else in the future. Thank you for taking great care of our g… (more)

from
$44
per night
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Meghan D.
2.
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
$68
per night
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Cleda W.
3.
Dogs & Cats LOVE me!Spring Harbor, Madison, WI, 53705
Dog Boarding, Drop-In Visits

Cleda was amazing with our 8 year old little Datsun mix. she sent me pictures with updates about Lucy. She was very flexible with time pick up and drop off time… (more)

from
$45
per night
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Morgan N.
4.
Dog-lover ready to meet your pupperVerona, WI, 53593
Dog Boarding

This was my first time using a Rover boarder, and I cannot say enough good things about Morgan. She was very considerate in making sure my puppy and I were com… (more)

from
$45
per night
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Robert L.
5.
Madison's "Dog Whisperer"Capitol, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sherlock’s second stay with Robert was just as perfect as the first! I feel so much better enjoying my time away knowing that he’s in good and caring hands. Rob… (more)

from
$35
per night
Confirmed availability: Presidents' Day
Full Time at Home with Fence + LoveVerona, WI, 53593
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kathryn and Joe wee amazing to work with! They offered multiple opportunities to meet and even offered a trial session with our dog. Baxter came home tired and … (more)

from
$40
per night
Confirmed availability: Presidents' Day
We love and care for puppers!Madison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care

Pri was amazing. Right from the start she was excellent with her communication and responsiveness. I booked my dog Olaf in a matter of minutes. When I arrived w… (more)

from
$49
per night
Confirmed availability: Presidents' Day
Doggone Good Dog SitterVerona, WI, 53593
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

HIGHLY recommended!! Renee was great from start to finish. Very communicative, flexible, and adaptive with my schedule. I received pictures throughout Parker's … (more)

from
$40
per night
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9.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Andrew was fantastic! My cat stayed with him for ~2.5 weeks while I was away for work, and I felt so comfortable knowing my fur baby was with him. I got lots of… (more)

from
$50
per night
Confirmed availability: Presidents' Day
Dog Loving Small FamilyGreentree, Madison, WI, 53711
Dog Boarding

Ryan and Jocelyn were wonderful! They sent updates of Ellie for me, and it was clear she was well taken care of and having a good time. She was very tired when … (more)

from
$40
per night
Confirmed availability: Presidents' Day
11.
I’ll treat your pet as my own!Fitchburg, WI, 53711
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Candice put our mind such at ease leaving our good boy. She sent plenty of photos and updates, many of them of our boy looking so comfortable and cozy with her … (more)

from
$40
per night
Loving family home!Fitchburg, WI, 53711
Dog Boarding, Drop-In Visits

This was Max’s first stay at Courtney’s and she sent pictures throughout his stay. She was able to accept our very last minute booking. Max did great. Will defi… (more)

from
$35
per night
13.
Can house dogs for weekend getawaysMadison, WI, 53719
Dog Boarding, Drop-In Visits, Dog Walking

Nicole did an incredible job watching our pup. She provided updates throughout the day and was extremely flexible with drop-off/pick-up time. We’ll definitely u… (more)

from
$35
per night
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14.
Hold my cup, I need to pet this pupCapitol, Madison, WI, 53703
Dog Boarding, Doggy Day Care

Nicole took amazing care of my dog Chandler! She took him on nature walks and out to parks, gave Chandler lots of cozy places to snuggle and sleep, took lots of… (more)

from
$30
per night
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15.
Treating Your Furbabies Like My OwnMadison, WI, 53705
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

We are so glad to have found Ashley! She loved on our dogs so well while we were away. Dog parks and doggy bean bags to lounge in - they’re coming home spoiled!… (more)

from
$45
per night
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16.
Where Pets are Family!Midvale Heights Community, Madison, WI, 53711
Dog Boarding, Doggy Day Care

I have one high energy dog that he as regularly watched. He is the best pet sitter ever! He gives my dog so much one on one attention to learn what her favorite… (more)

from
$30
per night
Confirmed availability: Presidents' Day
17.
Treating your dog like Mine!Oregon, WI, 53575
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

We left our dog with Wanqing for five days, and she took such good care of him! She spoiled him with treats and toys and attention, and sent us photos each day… (more)

from
$45
per night
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18.
eager to pamper your pooch!Tenney-Lapham, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

First time using Megan and knew instantly Mario would be safe in her hands. Her communication was most excellent and Mario didn’t want to leave. ? Would totally… (more)

from
$30
per night
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19.
Long term animal loverDudgeon-Monroe, Madison, WI, 53711
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Emily is a very dependable, compassionate pet sitter. She will always show up on time and follow instructions precisely. I highly recommend choosing Emily for a… (more)

from
$30
per night
Confirmed availability: Presidents' Day
20.
Your four-leggers home on the parkEastmorland, Madison, WI, 53714
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My dog Larry had a great time staying with Joan! She has some anxiety issues, and Joan was very flexible and quickly figured out ways to make Larry feel more co… (more)

from
$35
per night

Rover also offers Dog Boarding in:

When it comes to pet care and dog boarding, pet owners in Oakwood Village, 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 Oakwood Village 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 Oakwood Village, 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 Oakwood Village.

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 Oakwood Village, 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: