Dog Boarding in Cherokee Garden, Madison, WI

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

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House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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1. Robert L.

Rover 101
Madison's "Dog Whisperer"
Capitol, Madison, WI, 53703
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
216 reviews
42 repeat clients
from
$40
per night

Bob is such a lovely gem. He is easy going and gave me photos and updates the entire time. Bob spoiled Harry rotten. I believe Harry is missing Bob. It was a vacation for Harry and he was happy and relaxed the entire time. He ate pooped and peed more than when he is with me. That tells me something…Bob is truly a dog whisperer. Thank you Bob for providing a loving home for Harry while I was at my retreat!!!

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Sitter Profile Image: Sarah M.
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Sitter Profile Image: Sarah M.
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2. Sarah M.

Dog Loving Dynamic Duo
Deforest, WI, 53532
4.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$40
per night

Finny had a blast! I got updates every day and I could see how happy and content he was while I was on vacation. I was very comfortable knowing he was safe and having a great time, and when he got home he was good and tired. Thank you so much! I would be super happy to bring him back and would highly recommend.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Edith S.
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Sitter Profile Image: Edith S.
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3. Edith S.

Small Dog Boutique Experience
Waunakee, WI, 53597
4.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per night

Edith was great with our puppy Artemis! We were able to meet beforehand for a short notice meet and greet before the holidays. Artemis got along really well with her two dogs and it seemed like he was having a lot of fun throughout the day- he came back exhausted and happy to see us after a couple of weeks, but we could tell that he was well taken care of. Edith sent frequent picture updates, and we felt like he was in good hands the whole time. I would definitely book Artemis here again in the future!

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Sitter Profile Image: Erin E.
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Sitter Profile Image: Erin E.
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4. Erin E.

Auntie Erin loves the fur-babies!
DeForest, WI, 53532
6.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
25 reviews
12 repeat clients
from
$40
per night

I was very happy with the care that Erin gave to Seneca. From the pictures and texts I received during my absence, it looked like my pup received a lot of attention. This was the first time I left my 7th-month-old pup with someone other than a family member and I was pleased with the care she was given. I would definitely use Erin's services again.

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Sitter Profile Image: Suellen A.
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Sitter Profile Image: Suellen A.
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5. Suellen A.

Loving care for your friends
Schenk-Atwood, Madison, WI, 53704
3.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$45
per night

Suellen was an excellent sitter; making sure my dog got plenty of exercise and entertainment during his short stay. I would definitely recommend, and would love to have her sit again!

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Sitter Profile Image: Renee H.
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Sitter Profile Image: Renee H.
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6. Renee H.

Looking for new furry fun friends
Regent, Madison, WI, 53726
6.1 mi. away
Boarding
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$30
per night

She had shared some photos and kept me posted about their daily walk and how my pup was doing. I was very pleased that she took my boy for daily walks.

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Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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7. Megan M.

Honest, caring, & I love all pets!
Sun Prairie, WI, 53590
6.3 mi. away
Boarding
5.0 out of 5 stars
17 reviews
8 repeat clients
from
$35
per night

Great Communication! Gave great updates regularly! My puppy absolutely adored and had so much fun being there! Cared for my puppy like it was her own ? Gave him all the attention, dog walks, pictures and cuddles he needed! Will definitely be at the top of our list to reach out to when he needs to be watched again ? Thank you so much Megan!

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Sitter Profile Image: Adam & Alina L.
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Sitter Profile Image: Adam & Alina L.
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8. Adam & Alina L.

All day attention for your pet
Bay Creek, Madison, WI, 53715
6.6 mi. away
Boarding
5.0 out of 5 stars
8 reviews
from
$43
per night

Adam and Alina took great care of my dog! He is tired, happy, and was clearly very well loved during his stay. I would absolutely use them again to watch my dog the next time I go out of town!

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Sitter Profile Image: Bethany H.
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Sitter Profile Image: Bethany H.
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9. Bethany H.

Where Doga Can Be Dogs
Worthington Park, madison, WI, 53716
3.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$40
per night

Bethany did a great job keeping us up to date on how Odin was doing and what he was up to. She is very capable and I would be glad to use her services the next time I travel.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tracy S.
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Sitter Profile Image: Tracy S.
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10. Tracy S.

Care that Makes a Best Friend
Rolling Meadows, Madison, WI, 53714
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
28 reviews
9 repeat clients
from
$42
per night

Tracy was accommodating with my dog who is easily scared/wary, and was able to ensure a good stay even with another dog in the house. I appreciated her updates while we were away

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

Im looking for a less quiet home :)
Wexford, Madison, WI, 53717
8.1 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$38
per night

Left our dog with Jessica and Sean for a long trip out of the country but Jessica kept us updated the whole time while keeping our dog happy.

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Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
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12. Mary Z.

Dog-loving home
Regent, Madison, WI, 53726
6.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$50
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: Sarah & Lucas B.
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Sitter Profile Image: Sarah & Lucas B.
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13. Sarah & Lucas B.

Everything you need under one woof!
High Crossing, Madison, WI, 53718
4.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$38
per night

I couldn’t reassure anyone more that Sarah is a fantastic dog sitter. It was obvious upon meeting her that she’s a natural with dogs. Prior to dropping my dog Daisy off, and during my vacation, Sarah was a prompt communicator, and always sent me updates and photos. I appreciated that she asked if she could bring Daisy to the dog park (which Daisy definitely prefers, although obviously Sarah wouldn’t do that if you weren’t comfortable with the idea). Daisy also got along so well with Sarah’s dog Pepper, and I honestly really appreciate that Daisy had another playmate. Finally, Sarah had an extra crate, so there’s no need to lug a crate with you if you book her! I’ll definitely be booking her for my future trips!

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

Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
22 repeat clients
from
$65
per night

I cannot say enough good things about Cynthia and the care she provided our four month old pup, Scout. It was our puppy’s first overnight away, and Cynthia went above and beyond to make her comfortable. Cynthia checked in often and calmed all our nerves. She and her family are wonderful and our puppy cannot wait to return!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jalis & Angel M.
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Sitter Profile Image: Jalis & Angel M.
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15. Jalis & Angel M.

We take care of your pet as are own
Deforest, WI, 53532
6.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
20 reviews
4 repeat clients
from
$30
per night

Muy buena experiencia. Iván estuvo 19 días con Jalis, Angel, su hija y sus perros, y otros perros que llegaron para ser cuidados al igual que Iván. Estuvieron en comunicación con nosotros todo el tiempo, y fueron muy receptivos con nuestras inquietudes. Una experiencia distinta para Iván, que compartió las 24 horas del día con otros perros. Volvió contento a casa, pero cuando nos subimos al auto para regresar, se quedó mirando por la ventana hacia la casa de Jalis y Angel. Eso lo dice todo. Very good experience. Iván spent 19 days with Jalis, Angel, his daughter and their dogs, and other dogs that arrived to be cared for like Iván. They were in communication with us the entire time, and were very responsive to our concerns. A different experience for Iván, who shared 24 hours a day with other dogs. He returned home happy, but when we got in the car to go back, he stayed looking out the window at Jalis and Angel's house. That says everything.

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Sitter Profile Image: Chloe K.
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Sitter Profile Image: Chloe K.
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16. Chloe K.

loving home for your loved one!
McClellan Park, Madison, WI, 53718
5.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
from
$50
per night

It was our first time using Rover, so we were a little nervous about everything, but Chloe put us such at ease. She sent lots of pictures, and treated our Kira as if she was her own. 10/10 would recommend for sitter services. I just wish we were staying in Madison a little longer so that we could use Chloe again! Thank you so much, Chloe!

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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17. Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Greenbush, Madison, WI, 53715
6.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
117 reviews
50 repeat clients
from
$60
per night

Our little boy Teddy had the best stay with Andrew. We had a meet and greet with him before we left for a 7 day vacation out of states. Andrew became friends with Teddy right away and it was such a relief for us. Teddy was pampered with treats, lot of belly rubs and kisses! We receive ample of pictures and videos of Teddy and it was great to see that Teddy was so relaxed and happy. Andrew is going to be our first preference moving forward for taking care of Teddy. Thank you so much for everything you did for Teddy!

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Sitter Profile Image: Maegan L.
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Sitter Profile Image: Maegan L.
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18. Maegan L.

Doodle Day Care & Playtime
Midvale Heights Community, Madison, WI, 53711
8.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
48 reviews
30 repeat clients
from
$40
per night

We were very happy with Maegan and her family’s care for our dog. Mona seemed to be welcomed and cared for while we were gone. She also sent us a few pictures and updates! Felt like we could relax while out of town knowing our dog was in good hands. Thank you!!

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Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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19. Cleda W.

Rover 101
Dogs & Cats LOVE me!
Spring Harbor, Madison, WI, 53705
7.3 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
164 reviews
75 repeat clients
from
$50
per night

The moment I met Cleda I could tell she was a dog lover. She was really great with August and sent me photo updates every day. She even took August on short walks despite the freezing temperatures outside. I would recommend Cleda to anyone and plan to use her again and again.

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Sitter Profile Image: Hong J.
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Sitter Profile Image: Hong J.
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20. Hong J.

❤️ Paws & Play 🐾
Sun Prairie, WI, 53590
5.2 mi. away
Boarding, Doggy Day Care
1 review
from
$30
per night

Joyce is such a dog person! She provides the utmost care to her dogs with patience and consideration. She is also very detail oriented, and won’t forget any special requests for your furry friends!

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Pet parents in Cherokee Garden, 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.

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 Cherokee Garden 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 Cherokee Garden, 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 Cherokee Garden.

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