Dog Boarding in Highlands Community, 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
0.9 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
16 reviews
6 repeat clients
from
$38
per night

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!

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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
3.2 mi. away
Boarding
5.0 out of 5 stars
13 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: Cleda W.
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Sitter Profile Image: Cleda W.
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3. 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 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!

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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
218 reviews
42 repeat clients
from
$40
per night

Robert was amazing, he kept me regularly updated on Brewers stay with him and clearly gave him a good exercise during his stay as he was very tired the next day after. Highly recommend Robert to anyone looking for a friendly, flexible, and communicative sitter!

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Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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5. 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
21 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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6. Kristin & Bruce M.

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

Willow seemed to enjoy her stay with Kristin and Bruce! They sent sent us status updates and pictures every day so that we knew how she was doing. I'd definitely board with them again!

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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
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
49 reviews
31 repeat clients
from
$40
per night

My 2-year old sheepadoodle seems to have had a good time staying at Maegan’s home. I don’t go out of town often without my pup, but on this occasion, I had to travel for a family event. My dog seems to have enjoyed playing with Maegan’s dog, Poppy, & was tired out after five days of boarding. The dogs appeared to be happy playmates! Having lots of outside playtime likely helped reduce any separation anxiety. I would be glad to book another sit with Maegan!

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Sitter Profile Image: Elena A.
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Sitter Profile Image: Elena A.
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8. Elena A.

Loving Canine Care
Madison, WI, 53719
4.1 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.

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

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!!

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Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
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10. 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!

Sitter Profile Image: Christine N.
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Sitter Profile Image: Christine N.
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11. Christine N.

A tired dog is a good dog
Prairie Hills, madison, WI, 53711
2.9 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

First time staying with Christine, - our dog Toph felt right at home and we felt very safe leaving her while on vacation. Our dog had an incident right before we left so I definitely had some anxiety being away from her so shortly after. Christine updated us frequently and shared advice from her experience as a dog trainer/handler. Her dogs were wonderful playmates and allowed our dog to make new friends. Overall took excellent care and truly cared about our dog as if it were her own.

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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12. 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
121 reviews
50 repeat clients
from
$60
per night

We cannot recommend Andrew enough! He took such good care of our cattle dog, Zorro, who has separation anxiety. He is so well organized and Zorro absolutely loved him! Thank you again!

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Sitter Profile Image: Ryan & Jocelyn R.
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Sitter Profile Image: Ryan & Jocelyn R.
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13. 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 were absolutely amazing dog sitters for Murray's first time boarding/away from home. He didn't even realize he was away from home and was so happy as if he was on a pampered vacation himself given all the love and support from their family. Communication was seamless and a friendly pre-boarding meet and greet made us feel more than comfortable allowing him in their care. Murray even had an exacerbation of known health condition that they identified, addressed promptly, and were able to provide supportive cares and medicine to get him strongly back on his 4 paws in no time. We would surely board him with them again in the future!

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Sitter Profile Image: Holly T.
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Sitter Profile Image: Holly T.
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14. 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: Valarie H.
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Sitter Profile Image: Valarie H.
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15. 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
17 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: Boram L.
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Sitter Profile Image: Boram L.
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16. Boram L.

Your Pup’s Adventure Companion🐾
Madison, WI, 53705
1.6 mi. away
Boarding
5.0 out of 5 stars
2 reviews
from
$40
per night

Boram and Zac are absolutely amazing. They treat Jiujiu well with pictures updated frequently. Jiujiu seems very comfortable in Boram’s home, making friends with Simon, and almost became part of their family by the end of boarding. Highly recommended sitter!

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Sitter Profile Image: Adam & Alina L.
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Sitter Profile Image: Adam & Alina L.
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17. 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
$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!

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

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: Sarah &  Karl K.
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Sitter Profile Image: Sarah &  Karl K.
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19. 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!

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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
14 repeat clients
from
$30
per night

Yet another great stay with Da Yeon! This one, our longest — 10 days! She did an amazing job of communicating and sending pictures. Leaving our dog this long isn’t easy, but we feel better knowing he’s being taken care of so well.

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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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