Dog Boarding in Oakwood Village, Madison, WI

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Search Results

Confirmed availability: Easter Weekend
Cleda W.
1.
Dogs & Cats LOVE me!Spring Harbor, Madison, WI, 53705
Boarding, Drop-In Visits

Cleda was awesome! I so appreciated the daily updates and pictures as well as the report card at the end of the stay! Goose came home a happy pup!! (more)

from
$45
per night
Calendar Recently Updated
Maegan L.
2.
Doodle Day Care & PlaytimeMidvale Heights Community, Madison, WI, 53711
Boarding, Doggy Day Care

Maegan goes above and beyond as a dog sitter - she and her family make my dog feel so at home. She also went as far as dropping him off at my sister’s house at … (more)

from
$40
per night
Calendar Recently Updated
Robert L.
3.
Madison's "Dog Whisperer"Capitol, Madison, WI, 53703
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dottie had a great stay with Robert! It's obvious that Robert is a dog lover and he sent many photos during the short stay. Robert was patient with us, and acco… (more)

from
$40
per night
Calendar Recently Updated
Sara & Jonathan J.
Come stay and play with us!Prairie Hills, Madison, WI, 53711
Boarding, Doggy Day Care

Sara and Jonathan were great with our dog over Labor Day weekend. The meet and greet was easily arranged, they were super responsive and provided many updates/p… (more)

from
$35
per night
Calendar Recently Updated
Sara E.
5.
Experienced stay-at-home dog loverSpring Harbor, Madison, WI, 53705
Boarding

Our St. Bernard loved his stay with Sara! We felt so comfortable leaving him with her and she was great with communication and photos. With giant dogs it is har… (more)

from
$50
per night
Calendar Recently Updated
6.
Ben 
Verified Enhanced Background Check
It’s fun walking with a happy dogMadison, WI, 53719
Boarding, Drop-In Visits, Dog Walking

Ben did a fantastic job watching our lab. He sent pictures daily and texts about what they got up to during the day. Ben also was great at giving our lab her al… (more)

from
$36
per night
Calendar Recently Updated
I already love your dogs!Madison, WI, 53705
Boarding

Our dog had a very good time with Courtney! Her dog is really nice and played a lot with our dog. I will use Courtney for future needs without hesitation. (more)

from
$45
per night
Calendar Recently Updated
Dog Loving Small FamilyGreentree, Madison, WI, 53711
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
Animal lover with an Aussie PupFitchburg, WI, 53719
Boarding, Drop-In Visits, Doggy Day Care

Kaitlyn was amazing overall, she responded quickly and sent us plenty of pictures and updates. She was also very flexible and we knew Trasno was being well take… (more)

from
$28
per night
Calendar Recently Updated
10.
Loving Canine CareMadison, WI, 53719
Boarding, Drop-In Visits, Doggy Day Care

Elena was so thoughtful when getting to know our pup and asked all the right questions. She was communicative and took such good care of him! I felt very comfor… (more)

from
$28
per night
Confirmed availability: Easter Weekend
11.
Experienced Cat BoarderGreentree, Madison, WI, 53711
Boarding, Drop-In Visits

Jody is the best pet sitter! She is always consistent, kind, and knowledgeable! I never have to worry about my pets when I'm gone when I know Jody is coming to … (more)

from
$25
per night
Calendar Recently Updated
12.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

As always Andrew was a pleasure and Murphy enjoyed his time. Andrew communicates well and is very attentive to my little guy. Highly, highly recommend! (more)

from
$60
per night
Calendar Recently Updated
13.
Your Weekend Sitter/Walker!Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Louisa and Sammy and family fostered our dog Mina. They took good care of her. She was healthy and got lots of affection, walks, and playtime. She was well on h… (more)

from
$50
per night
Confirmed availability: Easter Weekend
14.
Homely, fun and loving pet boarderMadison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Bhairvi took good care of our little guy. We went on vacation for Thanksgiving and weren’t able to take him with us. While we were away, we got periodic update … (more)

from
$50
per night
Confirmed availability: Easter Weekend
15.
Hakuna Matata (No Worries)Madison, WI, 53719
Boarding, Doggy Day Care

Cameron was very accommodating with booking. Shared pictures and update with my Betty was with him. Very good communication. And he dogs got along great! … (more)

from
$30
per night
Calendar Recently Updated
16.
Fur baby enthusiast!Middleton, WI, 53562
Boarding, House Sitting, Drop-In Visits, Dog Walking

Payton was very accommodating with last minute arrangements, and very responsive with communication. She shared cute videos and pictures, and our Kevin ? seemed… (more)

from
$33
per night
Calendar Recently Updated
17.
Attentive care for your fur babyWisconsin Co-Op Housing, Madison, WI, 53705
Boarding

Shay watched my fur baby for 5 days and did such a wonderful job! She always updated me with pictures and videos so I felt like I was there too! I will definite… (more)

from
$45
per night
Confirmed availability: Easter Weekend
18.
Your Fur-Baby's Best Auntie!Allied Community, Fitchburg, WI, 53711
Boarding

Highly recommend Melissa for your dog sitting needs! She treats your pups like her own and provides updates throughout their stay. My dogs came home relaxed and… (more)

from
$38
per night
Confirmed availability: Easter Weekend
19.
Worry-free Weekends!Verona, WI, 53593
Boarding, Drop-In Visits, Doggy Day Care

Missy was amazing!! She’s super personable and easy to get along with and kept sending me pictures of all the fun they were having! 10/10 would recommend! (more)

from
$40
per night
Calendar Recently Updated
20.
Experienced & Caring Dog Foster MomRegent, Madison, WI, 53726
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Meghan was outstanding with our pup! I can’t praise her enough! Her warm, nurturing nature had our little guy feeling right at home even after our initial meet … (more)

from
$63
per night

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:

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