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
13 reviews
4 repeat clients
from
$32
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
160 reviews
75 repeat clients
from
$50
per night

My Chihuahua Sawyer had a very good overnight stay with Cleda and her small dogs. She was very responsive to my very short notice request for boarding. I highly recommend Cleda.

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Sitter Profile Image: Sara E.
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Sitter Profile Image: Sara E.
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3.

Sara E.

Experienced stay-at-home dog lover
Spring Harbor, Madison, WI, 53705
0.8 mi. away
Boarding
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$50
per night

Our girl, Maggie loved her week with Sarah and Jeff. She had tons of play time and lots of love. When we did our meet and greet, Maggie found a bone that became her favorite. Sarah had it ready for her when we showed up for our visit. She also sent lots of great pictures! We highly recommend Sarah!

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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
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$29
per night

Dietrich too very excellent care of my pup, and even sent photos from her stay. He's easy to communicate with, quick, and friendly. A+ Thank you for looking after her!

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Sitter Profile Image: Elena A.
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Sitter Profile Image: Elena A.
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5.

Elena A.

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

Yumi had a blast staying at the sitter's. She was very happy hanging out with her new friend and enjoyed going to the dog park a lot! Elena cares about Yumi as much as her own puppy!

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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
32 reviews
10 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.

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Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
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7.

Mary Z.

Dog-loving home
Regent, Madison, WI, 53726
3.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$45
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: Andrew L.
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Sitter Profile Image: Andrew L.
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8.

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
108 reviews
46 repeat clients
from
$60
per night

Andrew took care of our young Golden retriever during our spring break trip and he was amazing. He sent us updates and pictures on a daily basis and took such a good care of our puppy that is on a special diet and frequent meals. When we picked him up after a week, he was happy relaxed and in great shape. Thank you so much for the amazing extended care you provided to our dog !

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Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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9.

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
210 reviews
40 repeat clients
from
$40
per night

Professional, fun and flexible - Robert is a great provider. We especially appreciate his flexibility with drop of and pick up times on our last stay when flight times changed at the last minute. Our dog obviously has a great time with Robert, whenever we say his name he starts wagging his tail.

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Sitter Profile Image: Edith S.
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Sitter Profile Image: Edith S.
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10.

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: Meta M.
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Sitter Profile Image: Meta M.
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11.

Meta M.

Responsible Experienced Pet Sitter
Verona, WI, 53593
4.0 mi. away
Boarding, House Sitting
5.0 out of 5 stars
17 reviews
3 repeat clients
from
$70
per night

Our dog Gracie really, really likes Meta! Meta has a friendly, caring personality that helped Gracie feel welcome and very comfortable right away. Meta followed all instructions precisely - feeding, meds, walks, etc. Meta is a great communicator. She sent texts and pictures each day. We were very impressed and hope Meta is available to take care of Gracie 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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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
9 reviews
2 repeat clients
from
$40
per night

Holly was wonderful with our small dog. And having her own small dog was even better for socializing. We'll certainly try to work with Holly again in the future.

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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.

Dog Loving Small Family
Greentree, Madison, WI, 53711
2.8 mi. away
Boarding
5.0 out of 5 stars
57 reviews
20 repeat clients
from
$40
per night

Ryan, Jocelyn and their family took such great care of our dog while we were away- I think he was sad to leave them! We would definitely recommend them and book with them again in the future!

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Sitter Profile Image: Valarie B.
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Sitter Profile Image: Valarie B.
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14.

Valarie B.

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
24 reviews
10 repeat clients
from
$50
per night

Valarie is the perfect choice to care for your pooch while out of town. She is a great fenced-in yard, which her playful dog your dog will have playtime. She sends daily photos and/or video clips, which are wonderful. Highly recommended!

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Sitter Profile Image: Katherin L.
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Sitter Profile Image: Katherin L.
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15.

Katherin L.

I lovers dogs
Madison, WI, 53719
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 repeat client
from
$45
per night

About: AS I MENTIONED ABOVE, I HAVE SEVERAL YEARS OF EXPERIENCE IN THE ROUTINE OF PUPPIES SINCE I HAVE PREVIOUSLY WORKED TAKING CARE OF PUPPIES, I LIKE TO DEDICATE TIME TO THEM, PLAY WITH THEM, TAKE THEM FOR A WALK CURRENTLY I AM STUDYING ENGLISH VIRTUALLY TWO HOURS A DAY, SO I HAVE ENOUGH TIME AFTER 10 IN THE MORNING AND ON WEEKENDS, I CAN ALSO TAKE CARE OF THEM AT NIGHT I HAVE A QUITE SPACIOUS APARTMENT AND MY RESIDENTIAL COMPLEX WHEN WITH A GREEN AREA I CAN GO TO WALK THE DOG AND HAVE A PLEASANT TIME, I HAVE A DOG CALLED PRINCE, LOVING WHO CAN KEEP YOUR FURRY COMPANY AND THEY COULD BE GOOD FRIENDS

Sitter Profile Image: Juan Ignacio B.
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Sitter Profile Image: Juan Ignacio B.
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16.

Juan Ignacio B.

Funny with paws
Middleton, WI, 53562
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$45
per night

Kind and patients with dogs, took care of my American bully and did a great job. Canela had a great time with Juan’s pets and always want to come back.

Sitter Profile Image: Payton W.
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Sitter Profile Image: Payton W.
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17.

Payton W.

Their 🐾 deserve to be in safe 🤲🏻
Middleton, WI, 53562
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
10 repeat clients
from
$49
per night

Payton does a wonderful job. Sends pics and is very warm and friendly. Zoey always comes home happy and well cared for. I’m a return customer and will continue to be.

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Sitter Profile Image: Adam & Alina L.
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Sitter Profile Image: Adam & Alina L.
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18.

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
5 reviews
from
$39
per night

Communicative and easy to work with! Appa had a great time.

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Sitter Profile Image: Chelsea O.
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Sitter Profile Image: Chelsea O.
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19.

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
22 reviews
7 repeat clients
from
$65
per night

My large, senior pup stayed with Chelsea for a week and had a great time. It was his first time staying away since his dog-sister passed away, and I was worried about how he'd do. Chelsea was so reassuring and my pup ended up having a great time. Loved getting photo updates. The night I picked him up, the pup passed out so hard I couldn't even get him off the couch to come to bed :)

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Sitter Profile Image: Boram L.
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Sitter Profile Image: Boram L.
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20.

Boram L.

Your Pup’s Adventure Companion🐾
Madison, WI, 53705
1.6 mi. away
Boarding, Dog Walking
8 years of experience
from
$40
per night

About: Hello there, fellow dog lovers! 🐾 As a dedicated dog enthusiast and remote worker, I'm thrilled to offer my services as a dog sitter. I've had the privilege of growing up with a pack of wonderful dogs, and I currently share my home with an energetic Aussie who's always up for adventure. My work-from-home lifestyle allows me to provide round-the-clock attention and care for your furry family members. Whether it's romping in the great outdoors, hiking through scenic trails, or simply snuggling up for some well-deserved relaxation, your dog will receive the love and companionship they deserve. I understand that every dog is unique, and I'm committed to tailoring my care to their individual needs and preferences, whether they prefer to be crated or not. Plus, I'm more than happy to take your furry friends for invigorating walks or exciting outings to nearby dog parks when needed. So, if you're seeking a reliable, experienced, and passionate dog sitter who treats your pup as a cherished member of the family, look no further! Let's create unforgettable memories for your beloved four-legged friends. 🐶❤️

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Rover also offers Dog Boarding in these neighborhoods:

Rover also offers other services in Highlands Community:

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:

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