Dog Boarding in Highlands Community, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Sara E.
1.
Experienced stay-at-home dog loverSpring Harbor, Madison, WI, 53705
Dog Boarding

Sara LOVES animals more than anyone I know. She has been helping us care for our dogs for years, and we unconditionally recommend her! She's kind, conscientious… (more)

from
$50
per night
Confirmed availability: Labor Day
Cleda W.
2.
Dogs & Cats LOVE me!Spring Harbor, Madison, WI, 53705
Dog Boarding, Drop-In Visits

Cleda was so sweet with our pup,forest. He can be a little anxious at times and Cleda really made an extra effort and allowed him time to warm up to her home an… (more)

from
$45
per night
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Meghan D.
3.
Experienced & Caring Dog Foster MomRegent, Madison, WI, 53726
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Amazing as always! Penny loves staying here with Grizzy and Meghan does such a great job in looking after Penny and keeping us up to date with everything that i… (more)

from
$72
per night
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Andrew L.
4.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Andrew was a great sitter. Nina was at Andrew's place for 22 days, that's a lot! The other times we have left Nina with a sitter, she has come back scare and … (more)

from
$55
per night
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Robert L.
5.
Madison's "Dog Whisperer"Capitol, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Hank seemed to have had a good weekend with Bob! I felt at ease leaving him in Bob's care. I appreciated that at our meet and greet he asked a lot of questions … (more)

from
$35
per night
6.
All dogs welcome at my homePrairie Hills, Madison, WI, 53711
Dog Boarding, Doggy Day Care, Dog Walking

Laurie was great!! She made sure Raven felt at home. She was very responsive to all my communications which helped ease some of my anxiety in leaving Raven for … (more)

from
$50
per night
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7.
Joe 
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Your dog is in great hands!Regent, Madison, WI, 53726
Dog Boarding, Doggy Day Care, Dog Walking

Wow, so many good things to say about our experience with Joe! I booked him a couple days before a weekend trip, and he was extremely accommodating. We had grea… (more)

from
$50
per night
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8.
Fellow dog mom hereWaunakee, WI, 53597
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amber was so great to my pup! She watched my dog Phoebe over the weekend while I went on a trip. Amber gave Phoebe toys, long walks, yummy treats, and lots of c… (more)

from
$28
per night
Confirmed availability: Labor Day
We love and care for puppers!Madison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Very attentive and good at communicating. She seems to love our dog and looks forward to him visiting, which is nice to see. Our dog seems happy going there. (more)

from
$49
per night
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10.
Ben 
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It’s fun walking with a happy dogMadison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Ben did a fantastic job watching our lab. He sent pictures daily and texts about what they got up to during the day. Ben also was great at giving our lab her al… (more)

from
$30
per night
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11.
Experienced and loving pet sitterMiddleton, WI, 53562
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Diane has watched both of my dogs multiple times and every time she has done an amazing job! I have two big dogs so they are definitely a handful, but she is ab… (more)

from
$60
per night
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12.
I like dogs more than humans :)Middleton, WI, 53562
Dog Boarding, House Sitting, Doggy Day Care

Meghan was so helpful with our last min booking for boarding. I felt very comfortable leaving our puppy with her. We look forward to using her again next time w… (more)

from
$40
per night
13.
Attentive care for your fur babyWisconsin Co-Op Housing, Madison, WI, 53705
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Shay is incredible! She welcomed our dog into her home for an extended stay over the holidays and right away put my mind at ease. She was so easy to coordinate … (more)

from
$40
per night
Confirmed availability: Labor Day
14.
Gen 
Verified Background Check
Rover 101
Not your average pet care service!Middleton, WI, 53562
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Excellent care! Was very communicative the entire process. The pictures of my dog playing with her dogs everyday really brightened my spirits! 5/5 would recomme… (more)

from
$60
per night
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Work from home Dog Mom!Madison, WI, 53719
Dog Boarding, Doggy Day Care

Jessica & Brad are great hosts! Roxie was able to adjust and had a great time! Great communication and flexible! We will be coming back for sure! (more)

from
$50
per night
16.
Dog Lover in MadisonMadison, WI, 53713
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I have never written a review on Rover before—but I had to write this one. We had been having so much trouble finding consistent and excellent pet-caregivers on… (more)

from
$35
per night
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Dog Loving Small FamilyGreentree, Madison, WI, 53711
Dog Boarding

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 … (more)

from
$40
per night
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Giving the best care for your dog!Moorland-Rimrock, Madison, WI, 53713
Dog Boarding, Doggy Day Care

Brownie had a very fun and comfy stay at Jieqi's and she always kept us updated with photos and messages, which made us feel safe ad relieved. She's very sweet … (more)

from
$52
per night
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19.
At-Home Dog Care Expert with Yard!Vanchamasshe, Madison, WI, 53705
Dog Boarding, Doggy Day Care, Dog Walking

My dog had such a blast with Sarah and Parker! Her frequent updates put our mind at ease with how our pup was behaving and we loved all the great photos of his … (more)

from
$39
per night
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20.
Love to play and walking with a dogMiddleton, WI, 53562
Dog Boarding, Doggy Day Care

Tony was great! He took Athena on many walks, and she looks so happy in all the pictures and videos he sent. I would highly recommend Tony for doggie care! (more)

from
$30
per night

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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Highlands Community, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including: