Dog Boarding in Cherokee Park, 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: Christmas and New Year's
Sitter Profile Image: Katie R.
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Sitter Profile Image: Katie R.
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1.

Katie R.

Rover 101
Homebody. Flexible. Big Backyard.
Whitetail Ridge, Madison, WI, 53704
Boarding
5.0
43 reviews
12 repeat clients
from
$69
per night

Close to airport. Sent photo updates every day. Their dogs provided mine with some friends to mingle and exercise with. My first experience with Rover. And they made it great!

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Sitter Profile Image: Samantha H.
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Sitter Profile Image: Samantha H.
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2.

Samantha H.

Very attentive dog lover
Madison, WI, 53704
Boarding
5.0
25 reviews
9 repeat clients
from
$50
per night

Samantha is great! We had a last minute trip and decided to go with her due to the reviews. She is kind and goes above and beyond, we are truly thankful because she took care of our dog and made him feel confortable and safe. She kept us updated with messages and pictures. We will book her again for sure.

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Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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3.

Robert L.

Rover 101
Madison's "Dog Whisperer"
Capitol, Madison, WI, 53703
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
198 reviews
38 repeat clients
from
$40
per night

Robert did an amazing job! It was our first time using Rover, and the first time my pup had ever stayed with someone who wasn’t friends/family. Well, now we have a friend in Robert! I got great updates and pictures, so I knew my pup was having a great time. It was so much easier being away from him knowing he was in such amazing hands. We will for sure be booking with Robert again in the future. Thanks again, Bob!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Edith S.
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Sitter Profile Image: Edith S.
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4.

Edith S.

Small Dog Boutique Experience
Waunakee, WI, 53597
Boarding, Doggy Day Care
5.0
6 reviews
3 repeat clients
from
$50
per night

We can tell how the boarding went by the way our pup behaves when she comes home. We believe she got the royal treatment, because she does not behave as she did other times, when she didn't eat anything for several days and only slept. Edith is great with dogs in her care and we are happy we found her. She sent us updates and pictures daily. Highly recommended!

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Sitter Profile Image: Mia J.
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Sitter Profile Image: Mia J.
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5.

Mia J.

I'll love your pets like family
Ridgewood, Madison, WI, 53704
Boarding, Doggy Day Care
5.0
105 reviews
43 repeat clients
from
$45
per night

This was the first time we were boarding our puppy and we are so glad we found Mia. Our little Whiskey seemed to have had the best time with the other dogs and Mia’s family. We received tons of photo updates. Bonus that Mia lives so close to where we are! We will definitely board Whiskey with her again.

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Sitter Profile Image: Suellen A.
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Sitter Profile Image: Suellen A.
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6.

Suellen A.

Loving care for your friends
Schenk-Atwood, Madison, WI, 53704
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$40
per night

Suellen's love for dogs is truly heartwarming, and it reflects in the exceptional care she provides. I have witnessed firsthand how she goes above and beyond to ensure the safety and happiness of the dogs under her care. Suellen's genuine affection for animals creates a nurturing and loving environment for furry companions. She not only prioritizes their physical well-being but also takes the time to understand their individual personalities, ensuring they feel cherished and secure. It's evident that Suellen's passion for pets drives her dedication to their happiness. I wholeheartedly recommend Suellen for Rover Pet Sitting services. Her compassion, attention to detail, and unwavering commitment to the well-being of dogs make her the ideal choice for any pet parent seeking a trustworthy and loving caregiver. With Suellen, you can rest assured that your beloved pets will receive the love and care they deserve.

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Sitter Profile Image: Susan & Molly S.
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Sitter Profile Image: Susan & Molly S.
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7.

Susan & Molly S.

Your dog's home away from home.
DeForest, WI, 53532
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
33 reviews
12 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: Elizabeth F.
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Sitter Profile Image: Elizabeth F.
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8.

Elizabeth F.

Experienced & Nurturing Pet Sitter
Emerson East, Madison, WI, 53704
Boarding, Drop-In Visits, Doggy Day Care
5.0
12 reviews
from
$50
per night

Elizabeth regularly dog sits my 3yr old Aussie mix, Rory. She is a true animal lover and takes great care of Rory. Rory is always excited to see Elizabeth because she knows she’s in for a fun few days. I would recommend Elizabeth for anyone looking for a dog sitter!!

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Sitter Profile Image: Cynthia & Mark H.
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Sitter Profile Image: Cynthia & Mark H.
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9.

Cynthia & Mark H.

Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
41 reviews
13 repeat clients
from
$50
per night

We had a great first experience with Rover thanks to Cynthia! She's an amazing communicator and kept us updated every day, which made us feel at ease while on vacation. We didn't have to worry about our dog at all. We'll definitely be using her services again when we're out of town."

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Sitter Profile Image: Rebekah & Alex N.
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Sitter Profile Image: Rebekah & Alex N.
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10.

Rebekah & Alex N.

Large fenced in yard!
High Crossing, Madison, WI, 53718
Boarding, Drop-In Visits, Doggy Day Care
5.0
8 reviews
3 repeat clients
from
$50
per night

Nice, very friendly people with friendly dogs and a big yard for a pup to play and go wild in! Sent pictures and updates, highly recommended! Thanks!!

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Sitter Profile Image: Emily O.
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Sitter Profile Image: Emily O.
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11.

Emily O.

Nothing like the love of a dog!
Eken Park, Madison, WI, 53704
Boarding, Drop-In Visits, Dog Walking
3 reviews
from
$50
per night

Emily has cared for my cat several times when I’ve been away. She goes above and beyond just filling Lucy’s bowl with food and refreshing her water. Emily spends time with Lucy, talking to her and brushing her coat, something Lucy adores. Emily has her own dog to care for and does a great job with her too, going the extra mile on walks and in socializing with her dog. She even offers her pup “brain games” so the pooch never gets bored. I highly recommend Emily as a responsible, caring and creative pet caregiver.

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Sitter Profile Image: Lauren H.
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Sitter Profile Image: Lauren H.
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12.

Lauren H.

Your Pet's New Best Friend
Capitol, Madison, WI, 53703
Boarding, Drop-In Visits, Doggy Day Care
5.0
6 reviews
1 repeat client
from
$50
per night

Lauren was great with Bluey! When I brought Bluey home she was so tired and I could tell by the pictures Lauren sent she was having so much fun!

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Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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13.

Cleda W.

Rover 101
Dogs & Cats LOVE me!
Spring Harbor, Madison, WI, 53705
Boarding, Drop-In Visits
5.0
149 reviews
75 repeat clients
from
$50
per night

Cleda is a great person to work with, fast communication and our dog had so much fun. We will definitely have Cleda watch our dog again. Highly recommend. Thank you Cleda for everything.

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Sitter Profile Image: Alicia D.
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Sitter Profile Image: Alicia D.
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14.

Alicia D.

Dog lover happy to care for pups!
Worthington Park, Madison, WI, 53714
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
7 reviews
5 repeat clients
from
$35
per night

Alicia was amazing! She was very friendly, fun and active with my dog. She sent daily updates and lots of pictures. And most importantly, Alicia made me feel like my dog was really being genuinely loved and cared for while we were away for the weekend. (Not just because it was a “service” that we were paying for.) We hope to use Alicia again in the future to watch our Aussie! And we definitely recommend her!

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Sitter Profile Image: Tracy S.
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Sitter Profile Image: Tracy S.
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15.

Tracy S.

Care that Makes a Best Friend
Rolling Meadows, Madison, WI, 53714
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$35
per night

Tracy watched my dog over Thanksgiving. She communicated well and spoiled my dog like she was her own :)

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Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
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16.

Mary Z.

Dog-loving home
Regent, Madison, WI, 53726
Boarding, Doggy Day Care
5.0
5 reviews
3 repeat clients
from
$45
per night

Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!

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Sitter Profile Image: Jessica & Sean B.
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Sitter Profile Image: Jessica & Sean B.
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17.

Jessica & Sean B.

Im looking for a less quiet home :)
Wexford, Madison, WI, 53717
Boarding, Dog Walking
5.0
6 reviews
1 repeat client
from
$32
per night

Jessica and Sean did an awesome job with our 7 month old small puppy! They were very thorough ahead of time, trying to get information about her habits, likes, and personality. They were very responsive to any of our needs/wants for her. The space was great and we were able to meet ahead of time to get a feel for it all. We got picture updates and they were always quick to communicate. They were watching multiple dogs at the same time as well and seemed to be able to handle them all and make sure everyone was doing good. Overall we were very happy with the experience and would absolutely trust them to watch our dog again

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Sitter Profile Image: Riddhi D.
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Sitter Profile Image: Riddhi D.
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18.

Riddhi D.

Love hanging out with dogs!
Tenney-Lapham, Madison, WI, 53703
Boarding, Dog Walking
10 years of experience
from
$80
per night

About: I’ve taken care of dogs for friends, and have had my own black lab who’s now 10 (lives in a different state) since he was a puppy. Lots of experience with bigger dogs. I’m home weeknights after 6, and am home all day on Saturdays and Sundays and am able to accommodate frequent walks and breaks to go outside. I live in a pet friendly apartment and am able to keep dogs over night. I also live next to a park that we can go for walks in, and live in a walkable area.

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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19.

Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Greenbush, Madison, WI, 53715
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
103 reviews
45 repeat clients
from
$60
per night

Andrew was amazing all around and really helpful for us in particular because we had our original dog sitter cancel on us last minute. We really appreciated his professionalism, love and care and his quick communication while we were away. It was so nice that we could go on vacation knowing our little doggie was in such good care. We plan on rebooking with Andrew next time we travel!

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Sitter Profile Image: Mikaela M.
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Sitter Profile Image: Mikaela M.
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20.

Mikaela M.

Pets Need Vacation Too!
Lake Edge, Madison, WI, 53716
Boarding
5.0
10 reviews
1 repeat client
from
$50
per night

No major issues, and our dogs had a great time! Mikeala sent a good amount of photos as well and communicated effectively. Will recommend and use again!

Search Map

Pet parents in Cherokee Park, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Cherokee Park dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Cherokee Park, Madison, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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 Cherokee Park, 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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