Dog Boarding in Highlands Community, 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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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
0.9 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: Cleda W.
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Sitter Profile Image: Cleda W.
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2. Cleda W.

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

Cleda was great! My dog looked so happy in every photo, and Cleda made everything super seamless and stress-free. Definitely going to use her again in the future!

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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
5.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
38 reviews
12 repeat clients
from
$35
per night

Kristin & family provided attentive & thorough care for our energetic puppy! Receiving regular updates was appreciated, as was their clear & responsive communication.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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4. Robert L.

Rover 101
Madison's "Dog Whisperer"
Capitol, Madison, WI, 53703
5.1 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

This was my second time leaving my dog with Bob and he had a wonderful time! Bob always sends picture updates and my pup always comes home happy and relaxed. Thank you!!

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Sitter Profile Image: Maegan L.
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Sitter Profile Image: Maegan L.
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5. Maegan L.

Doodle Day Care & Playtime
Midvale Heights Community, Madison, WI, 53711
2.6 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!

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Sitter Profile Image: Elena A.
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Sitter Profile Image: Elena A.
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6. Elena A.

Loving Canine Care
Madison, WI, 53719
4.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
47 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: Dietrich G.
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Sitter Profile Image: Dietrich G.
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7. Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
1.1 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.

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

Your Fur-Baby's Best Auntie!
Allied Community, Fitchburg, WI, 53711
4.1 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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9. Renee H.

Looking for new furry fun friends
Regent, Madison, WI, 53726
3.2 mi. away
Boarding
5.0 out of 5 stars
7 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: Ryan & Jocelyn R.
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Sitter Profile Image: Ryan & Jocelyn R.
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10. Ryan & Jocelyn R.

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

Ryan and Jocelyn (and their girls) are truly incredible. They have watched our dog multiple times now, and do such a wonderful job caring for her! Our dog has quite a lot of energy, and they work hard to take her on walks, play with her, and care for her so kindly. We trust them completely, and would recommend them to anyone! Thank you Ryan and Jocelyn!

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Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
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11. Mary Z.

Dog-loving home
Regent, Madison, WI, 53726
3.3 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: Holly T.
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Sitter Profile Image: Holly T.
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12. Holly T.

Dog lover my whole life!
Middleton, WI, 53562
0.9 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.

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Sitter Profile Image: Janice B.
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Sitter Profile Image: Janice B.
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13. Janice B.

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

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!!

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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14. Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Greenbush, Madison, WI, 53715
4.6 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 was a phenomenal host for our Louie. Louie tends to have some separation anxiety, but Drew was a miracle worker, very attentive and caring from the first moment. Louie was very comfortable in his new home....would highly recommend Andrew to anyone

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

All day attention for your pet
Bay Creek, Madison, WI, 53715
5.7 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: Sarah &  Karl K.
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Sitter Profile Image: Sarah &  Karl K.
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16. Sarah & Karl K.

1 Acre Fenced in Yard for Exploring
Cross Plains, WI, 53528
8.6 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 took excellent care of Wolfy while I was away for a week. He seemed so relaxed and comfortable when I picked him up (and in the pictures they sent each day). They were great with handling his medication. And he seemed to really enjoy the large yard and the sweet attention from their two young children. Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Chelsea O.
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Sitter Profile Image: Chelsea O.
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17. Chelsea O.

Canine caregiver & fun loving pup
Spring Harbor, Madison, WI, 53705
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$65
per night

We couldn’t have asked for a better dog sitter! Chelsea was warm and friendly, with a calming energy that made us feel at ease leaving our dog, Poppy, with her and Leo for a two-night stay. Chelsea took great care of Poppy, following her schedule and sending us daily pictures and updates. Poppy and Leo obviously got along great, as evidenced by the adorable pictures of them playing tug and chilling on the couch. Thank you so much, Chelsea! Looking forward to booking again soon.

Confirmed availability: Memorial Day Weekend
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
6.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per night

My dog seems to enjoy staying with Edith and her pack. Edith keeps me updated with pictures everyday. I feel very comfortable leaving her with Edith.

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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
34 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: Da Yeon E.
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Sitter Profile Image: Da Yeon E.
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20. Da Yeon E.

Rover 101
Let me pamper your sweathearts!
Regent, Madison, WI, 53726
3.4 mi. away
Boarding
5.0 out of 5 stars
44 reviews
13 repeat clients
from
$30
per night

Da Yeon took great care of our cat Olive and made her feel at home. Olive doesn't always get along with other dogs and cats so I love that she had a solo stay with Da Yeon and was able to make herself comfortable quickly! Da Yeon was very responsive and sent lots of pictures :)

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In Highlands Community, Madison, WI, dog lovers trust Rover.com for their dog boarding needs. Over 423 pet owners have reviewed dog sitters in Madison, giving them an average rating of 4.9/5 stars. Booking dog boarding in Highlands Community can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog boarding in Madison on Rover? Check out our average dog boarding rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Highlands Community 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 Highlands Community, 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 Highlands Community dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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