Dog Boarding in Woodland Hills, 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
16 reviews
6 repeat clients
from
$38
per night

Cheddar loved staying with Jessica and Sean! I enjoyed my family vacation knowing that he was in good hands and I will definitely call Jessica and Sean the next time I travel.

Sitter Profile Image: Renee H.
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Sitter Profile Image: Renee H.
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2. Renee H.

Looking for new furry fun friends
Regent, Madison, WI, 53726
3.8 mi. away
Boarding
5.0 out of 5 stars
11 reviews
2 repeat clients
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! 😎👍🏽

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
39 reviews
12 repeat clients
from
$35
per night

Kristin and Bruce (and their kids) took amazing care of my dog for the week he was with them! They took him on walks and to school pickup, sent the sweetest photos and helpful updates, and were just incredibly pleasant and helpful throughout. My dog came home happy, tired, and well loved and I am so appreciative for all the effort they put in to make that happen!

Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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4. Dietrich G.

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

Dietrich was an amazing dog sitter! We booked him last minute and he was very accommodating. We were able to drop our dog off quickly, as Dietrich understood all of our dog’s needs immediately. He gave us regular updates and photos and we felt very safe with him. Highly recommended and he will be our Rober sitter going forward!

Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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5. Cleda W.

Rover 101
Dogs & Cats LOVE me!
Spring Harbor, Madison, WI, 53705
1.3 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!!!

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
5.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
217 reviews
42 repeat clients
from
$40
per night

Bob is wonderful with our pup! Treats him like family, which puts our minds at ease when we travel. We appreciate having such a thoughtful pet sitter in Bob :)

Sitter Profile Image: Elena A.
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Sitter Profile Image: Elena A.
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7. Elena A.

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

Elena is an amazing, caring and compassionate dog caregiver. Our Corgi, Mika, became ill the day after we dropped her off and was not at her best during most of her time with Elena. My wife and I were gone for 3 weeks with no way to return early. Elena made sure Mika had outstanding care, cuddles, patience and love during our absence. Elena’s communication with us was outstanding and we knew Mika was in good hands. A big thank you to Elena! I highly recommend her.

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
2.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
48 reviews
30 repeat clients
from
$40
per night

Maegan was wonderful! This was our first time away from our dog and she felt right at home and had a great time! We will definitely book with Maegan again!

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
4.3 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!

Sitter Profile Image: Christine N.
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Sitter Profile Image: Christine N.
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10. Christine N.

A tired dog is a good dog
Prairie Hills, madison, WI, 53711
2.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
69 reviews
44 repeat clients
from
$40
per night

Christine took great care of our Olde English Bulldog while we travelled for work. She is very knowledgeable about dogs and kept us updated about how he was doing, including pictures! She definitely went out of her way to make us feel comfortable. Uecker loved being able to run around in her back yard. We will definitely book Christine again in the future!

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

Our pup enjoyed another wonderful stay with Holly and Mocha. The dogs are close to the same size and spent time playing and guarding the street from everything (as evidenced by them both barking at me as I walked up - until I got close and my dog actually recognized me.) We'll definitely try to book with Holly again in the future. Possibly even just an occasional play date for the day.

Sitter Profile Image: Ryan & Jocelyn R.
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Sitter Profile Image: Ryan & Jocelyn R.
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12. 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

Ryan and Jocelyn made our first River experience amazing! We had another sitter cancel on us last minute, but thankfully Ryan & Jocelyn were quick to save the day!! They were flexible, great communication with many photo updates and took great care of our pup! Would definitely feel comfortable using them again.

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
3.9 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!

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
8.0 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!

Sitter Profile Image: Azaria O.
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Sitter Profile Image: Azaria O.
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15. Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
44 reviews
16 repeat clients
from
$35
per night

Azaria did an amazing job with our dog Georgie! I could tell he received great care and lots of love while we were away and we will definitely book with her again. The pictures we received were also absolutely adorable.

Sitter Profile Image: Janice B.
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Sitter Profile Image: Janice B.
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16. Janice B.

Trusted and Mature Pet Lover
Meadowood, Madison, WI, 53711
3.2 mi. away
Boarding
5.0 out of 5 stars
11 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.

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
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
120 reviews
50 repeat clients
from
$60
per night

Andrew took amazing care of my pomsky, Duke! He was very professional and kept me updated with photos throughout Duke’s stay. I could tell Duke was immediately comfortable and happy around Andrew and in Andrew’s home. He even sent Duke home with a personalized letter! We will definitely be using Andrew again and highly recommend him!

Sitter Profile Image: Edith S.
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Sitter Profile Image: Edith S.
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18. 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!

Sitter Profile Image: Valarie H.
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Sitter Profile Image: Valarie H.
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19. Valarie H.

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

Wolfy had such a great time with both Valarie and Mishu while I was out of town for 5 nights! Valarie was so good with updates (and cute pictures) and had a lovely, very dog friendly home and backyard. Wolfy came back exhausted and happy!

Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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20. 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
76 reviews
21 repeat clients
from
$40
per night

Ben was great with Lark and he has such a nice demeanor. Responds very quickly and sent pics throughout the week. We highly recommend him.

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When it comes to pet care and dog boarding, pet owners in Woodland Hills, 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.

Rover.com is the simple, savvy way to find and book Woodland Hills dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Woodland Hills, Madison, WI has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Woodland Hills dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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