Dog Boarding in Woodlands, Madison, WI

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Jessica & Sean B.
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Sitter Profile Image: Jessica & Sean B.
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1. Jessica & Sean B.

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

Jessica was great! She took care of our Bernese Mountain dog for 3 days. Jessica walked our dog twice a day and sent lovely photos. When we picked up she had 3 other dogs that all looked so happy all wagging their tails. Grateful our dog had a caring place to stay!

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Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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2. Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
4 repeat clients
from
$32
per night

Dietrich was very helpful with my first time Rover experience. He took great care of my dog even though he can be a strong puller on walks when he interacts with other people and dogs.

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Sitter Profile Image: Kristin & Bruce M.
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Sitter Profile Image: Kristin & Bruce M.
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3. Kristin & Bruce M.

100% Pawtastic dog sitting
Madison, WI, 53719
5.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
37 reviews
12 repeat clients
from
$35
per night

Winston loved staying with this lovely family. We were given updates and pictures daily. We highly recommend this family we know that our pup was taken care of very well.

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Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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4. Cleda W.

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

Cleda was a wonderful sitter for Gauge and August! She sent pictures and kept us updated on how the dogs were doing and how much fun they were having! Although I missed them, I knew they were in good hands and was able to enjoy my vacation without worry. The personalized pawgress report was so sweet and clever, it was nice reading how well the dogs behaved for her. I would highly recommend Cleda to anyone and everyone!!!

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Sitter Profile Image: Elena A.
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Sitter Profile Image: Elena A.
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5. Elena A.

Loving Canine Care
Madison, WI, 53719
4.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
46 reviews
20 repeat clients
from
$40
per night

Really great experience! She managed our high energy 1 year old Golden retriever like a pro. Elena took him on walks and the dog park. He and Zoe were fast friends. Can't recommend more highly!

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Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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6. Robert L.

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

Robert - Thank you so much for taking care of Dottie while we were away for the past few days. We appreciate all your attention, love and care that you give to our little girl. We truly appreciate you for keeping us updated with her pictures and updates of her daily activities. The peace of mind you provide and flexibility is priceless. We will definetley contact you next time we need to get away.

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Sitter Profile Image: Ryan & Jocelyn R.
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Sitter Profile Image: Ryan & Jocelyn R.
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7. Ryan & Jocelyn R.

Small Dog Loving Family
Greentree, Madison, WI, 53711
2.7 mi. away
Boarding
5.0 out of 5 stars
57 reviews
19 repeat clients
from
$45
per night

My dog Hugo had an excellent time with Ryan and Jocelyn! They were great communicators during her stay, and flexible with my schedule. I’ll definitely be using them again.

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Sitter Profile Image: Maegan L.
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Sitter Profile Image: Maegan L.
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8. Maegan L.

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

Maegan and Poppy were so helpful with taking care of Estrella! She sent pics basically every day and they showed how much fun Estrella was having with Poppy, her resident dog, and daycare clients. I will definitely be booking with Maegan again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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9. Melissa H.

Your Fur-Baby's Best Auntie!
Allied Community, Fitchburg, WI, 53711
4.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
8 reviews
5 repeat clients
from
$40
per night

Melissa was flexible on scheduling, which was incredibly helpful to me. She was also excellent with Ziva; the two seemed to get along great. Melissa was also incredibly communicative throughout the stay sending regular updates and pictures. The two seemed to get along great. Ziva looked out the car window and watched Melissa return to her apartment, which is not typical!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Renee H.
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Sitter Profile Image: Renee H.
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10. Renee H.

Looking for new furry fun friends
Regent, Madison, WI, 53726
3.7 mi. away
Boarding
5.0 out of 5 stars
6 reviews
from
$30
per night

Renee was great! Great communication and my dog loved being there and was comfortable in her home from the start. I will be booking with her again. Would highly recommend! 😎👍🏽

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Sitter Profile Image: Holly T.
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Sitter Profile Image: Holly T.
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11. Holly T.

Dog lover my whole life!
Middleton, WI, 53562
1.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$45
per night

Holly is the BEST EVER!! She loves your pet like it is her own. My dog loved the time with her so much, he was looking for her and her dog for days after he came home. He went there sleeping in a crate at night at my house, to snuggling with me in my bed upon his return. She is the only person I will ever let watch my dog from here on out!!

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Sitter Profile Image: Janice B.
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Sitter Profile Image: Janice B.
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12. Janice B.

Trusted and Mature Pet Lover
Meadowood, Madison, WI, 53711
3.2 mi. away
Boarding
5.0 out of 5 stars
9 reviews
1 repeat client
from
$29
per night

Janice and Mark are so great! My dog Spunky had a lot of fun being in their care. They made sure she had a lot of exercises and a lot of love. Spunky was tired when I picked her up.

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Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
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13. Mary Z.

Dog-loving home
Regent, Madison, WI, 53726
3.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$50
per night

Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!

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Sitter Profile Image: Sarah &  Karl K.
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Sitter Profile Image: Sarah &  Karl K.
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14. Sarah & Karl K.

1 Acre Fenced in Yard for Exploring
Cross Plains, WI, 53528
8.1 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$40
per night

Sarah and Karl were great! Super communicative and always kept us up to date on how Sally was doing (with lots of pictures!) They were flexible with our drop off and pick up times as well due to the bad winter storms and weather. Sally looked like she had a blast and she’d love to visit again!

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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15. Andrew L.

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

Andrew did a great job with our little Cavalier. She is pretty nervous around new people, but he got her to relax. He knows how to handle dogs!

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

All day attention for your pet
Bay Creek, Madison, WI, 53715
6.2 mi. away
Boarding
5.0 out of 5 stars
8 reviews
from
$41
per night

Adam and Alina were warm and welcoming to both Dante and me. Big bonus: their dog Atlas turned out to be a great companion for Dante, and their 4 your old daughter thought it was all great fun as well. I was sent pictures each day which proved how comfortable Dante was in their home, on walks and laying in Atlas's bed! I would definitely bring Dante for another stay when I am out of town.

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Sitter Profile Image: Valarie H.
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Sitter Profile Image: Valarie H.
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17. Valarie H.

Rover 101
Professional caregiver for your pet
Meadowood, Madison, WI, 53711
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
13 repeat clients
from
$50
per night

Valarie took great care of my dog! She sent regular photo updates, which offered me a lot of comfort while traveling without my dog. From those photos I truly sense the pup had a great time. I would definitely rebook and also recommend Valarie to anyone else!

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Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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18. Ben P.

Where Pets are Treated like Family
Madison, WI, 53719
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
75 reviews
21 repeat clients
from
$40
per night

Ben did such a fantastic job with Ollie!! We received daily updates through pictures and video, which made missing our pup a little easier. When we came to pick up Ollie, he didn't want to leave! We will definitely be leaving Ollie with Ben again. ?

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Sitter Profile Image: Juan Ignacio B.
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Sitter Profile Image: Juan Ignacio B.
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19. Juan Ignacio B.

Funny with paws
Middleton, WI, 53562
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$45
per night

My dog had an extended stay with Juan. Attentive care and responsive with communication.

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

Small Dog Boutique Experience
Waunakee, WI, 53597
6.6 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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Dog lovers in Woodlands, Madison, WI love dog sitters on Rover.com. Over 423 pet owners have reviewed dog sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Madison can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Woodlands dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Woodlands, Madison, WI who can provide the care your dog needs, when they need it.

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