Dog Boarding in Oakwood Village, Madison, WI

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Sitter Profile Image: Janice B.
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Sitter Profile Image: Janice B.
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1. Janice B.

Trusted and Mature Pet Lover
Meadowood, Madison, WI, 53711
1.8 mi. away
Boarding
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$35
per night
Profile image

Appreciated the regular pictures Janice sent - AND, all the walks / long hikes that Jackson got - great exercise in addition to running around the fenced back yard, playing with other furry friends!! THANKS also for the care you provided when Jackson was fearful of the weather!!

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

Im looking for a less quiet home :)
Wexford, Madison, WI, 53717
2.0 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
22 reviews
8 repeat clients
from
$38
per night
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I came home to a very happy puppy! Love the pictures of him having fun with them, he loves adventures and I'm so happy to know he was getting out and about!

Sitter Profile Image: Elena A.
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Sitter Profile Image: Elena A.
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3. Elena A.

Loving Canine Care
Madison, WI, 53719
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
53 reviews
22 repeat clients
from
$40
per night
Profile image

Elena takes great care of our 3-year-old sheepadoodle. She is detail-oriented & keeps us updated on how our pup is doing. We really appreciate the pics of our pup enjoying his time with Elena!

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

100% Pawtastic dog sitting
Madison, WI, 53719
4.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
46 reviews
14 repeat clients
from
$35
per night
Profile image

Loving family who took take of our 4 months old puppy with such care. We told them Plato working on potty training and they were patient with him. The pupper had a blast hanging out with their kids and I loved seeing the daily updates. I would book them again the next time we need help!

Sitter Profile Image: Robert N.
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Sitter Profile Image: Robert N.
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5. Robert N.

I'll do the walking!
Madison, WI, 53719
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$37
per night
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Robert was wonderful. I felt really good leaving my fur baby with him. He sent updates and pictures which I really appreciated. I would definitely book with Robert again.

Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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6. Dietrich G.

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

This is the second time I’ve used Dietrich for my pet care and boarding needs. He and his family are wonderful caregivers. They welcomed my pup into their home and took great care of him while I was out of town. Would 100% recommend to anyone looking for pet sitting.

Sitter Profile Image: Maegan L.
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Sitter Profile Image: Maegan L.
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7. Maegan L.

Doodle Day Care & Playtime
Midvale Heights Community, Madison, WI, 53711
1.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
59 reviews
32 repeat clients
from
$45
per night
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Maegan was wonderful with my pretty anxious dog. She took the time to hand feed him when he was too nervous to eat! She also gave regular updates and was sure to check in with any questions! Would definitely use her again!

Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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8. Robert L.

Rover 101
Madison's "Dog Whisperer"
Capitol, Madison, WI, 53703
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
226 reviews
42 repeat clients
from
$40
per night
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Robert is awesome. Great communication, very friendly, 10/10 recommend! Unless you’re trying to book him a weekend that I’ll be out of town! Then you should book someone else(lol)

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

Small Dog Loving Family
Greentree, Madison, WI, 53711
1.4 mi. away
Boarding
5.0 out of 5 stars
60 reviews
20 repeat clients
from
$45
per night
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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 we appreciated. 10/10 would book with them again!

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
3.4 mi. away
Boarding
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$30
per night
Profile image

Renee was amazing! Our pup had a wonderful time, and we got picture updates of all the walking adventures they went on. She was also very flexible on drop off and pick up times.

Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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11. Cleda W.

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

Cleda took great care of our pups, Nala and Riley! She kept us updated daily with photos and had good communication with us throughout our trip away. Our pups are a handful of energy and we felt very secure with Cleda and knew that they were in good hands. We’ll definitely book with her again!

Sitter Profile Image: Lindsey C.
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Sitter Profile Image: Lindsey C.
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12. Lindsey C.

I used to call myself the Dog Queen
Madison, WI, 53705
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$40
per night
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Lindsey was great with my dog! She made sure to update us with photos and activities throughout the days. Thank you Lindsey for showering my fur baby with love and lots of walks!💕

Sitter Profile Image: Valarie H.
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Sitter Profile Image: Valarie H.
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13. Valarie H.

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

Valarie took excellent care of my dog and was an amazing communicator. She sent me lots of photos of my dog having a blast playing in her big grassy yard. I felt confident that my dog was in great hands would definitely recommend Valarie!

Sitter Profile Image: Lee Y.
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Sitter Profile Image: Lee Y.
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14. Lee Y.

A boy and his dog(s)
Midvale Heights Community, Madison, WI, 53711
1.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
from
$35
per night
Profile image

Lee was great. He took great care of our dog and gave us status updates, and was very flexible with pick up and drop off. We will definitely book again!

Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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15. Ben P.

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

Ben is fantastic! We've booked with him 2 years in a row. He always gives us updates on our pup and does such a great job with giving our energetic dog the exercise he needs. I highly recommend!

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
3.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$50
per night
Profile image

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: Shay C.
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Sitter Profile Image: Shay C.
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17. Shay C.

Attentive care for your fur baby
Wisconsin Co-Op Housing, Madison, WI, 53705
1.1 mi. away
Boarding
5.0 out of 5 stars
28 reviews
6 repeat clients
from
$50
per night
Profile image

Shay was absolutely amazing. This was our first time leaving our puppy (6 months old) and she was in the best hands with Shay. She got tons of exercise playing with her dog and lots of love and attention. Shay was a great communicator - we loved seeing the updates/photos/videos and also had some really fun pup toys for Sunny to play with during her stay. Would highly recommend!

Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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18. Melissa H.

Your Fur-Baby's Best Auntie!
Allied Community, Fitchburg, WI, 53711
2.9 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$55
per night
Profile image

I'm actually still a little speechless about my experience with Melissa - it was THAT wonderful!! I knew from the moment I met her that she was going to be an amazing caregiver to my dog and she went way above and beyond my expectations!! Melissa has the most welcoming, calming, and positive energy and I will absolutely be using her services again and recommending her to all of my friends!!

Sitter Profile Image: Payton W.
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Sitter Profile Image: Payton W.
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19. Payton W.

Their 🐾 deserve to be in safe 🤲🏻
Middleton, WI, 53562
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
12 repeat clients
from
$45
per night
Profile image

Milo had a wonderful stay with Payton! She provided plenty of picture updates, and I could tell that he received the love and attention that he is used to getting at home. She gave him plenty of exercise, and I could tell he was a tired and happy dog when I picked him up. Thanks again Payton!!!

Sitter Profile Image: Holly T.
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Sitter Profile Image: Holly T.
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20. Holly T.

Dog lover my whole life!
Middleton, WI, 53562
2.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$45
per night
Profile image

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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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.

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