Pet Sitting & Drop Ins in Skyview Meadows, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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

Search Results

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Missy D.
1.
Worry-free Weekends!Verona, WI, 53593
Dog Boarding, Doggy Day Care

Missy did a great job taking River from another Rover sitter and he loved her dogs and they had fun together playing in a large yard and walking. He did great i… (more)

from
$35
per night
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Hanna G.
2.
Dog Enthusiast in West MadisonMadison, WI, 53719
Dog Boarding

Hanna was amazing! She offered a meet and greet before an extended boarding/day care reservation, and it is obvious that Ollie had a great time with her and her… (more)

from
$35
per night
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Jessica & Brad G.
Work from home Dog Mom!Madison, WI, 53719
Dog Boarding, Doggy Day Care

Jessica is very caring for her dogs and treats them with love and kindness like they are her babies. She would be an excellent care giver for your little furbab… (more)

from
$45
per night
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Jade Ashley D.
Stay-cation with us!Skyview Meadows, Madison, WI, 53719
Dog Boarding
2 years of experience

About: I’ve grown up around dogs- I currently have my own rescue who would LOVE to have a friend to hang out with you. He’s the sweetest boy to all, so all … (more)

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

My dog Max had a great weekend with Pri and her dog Max. He came home happy as a clam. Got lots of cute pics of him over the weekend so I know he had a good tim… (more)

from
$49
per night
6.
Dogs & Cats LOVE me!Spring Harbor, Madison, WI, 53705
Dog Boarding, Drop-In Visits

Cleda was so great! We really appreciated how professional she is, she clearly takes the job of watching dogs very seriously. We particularly liked when she w… (more)

from
$45
per night
Loving family home!Fitchburg, WI, 53711
Dog Boarding, Drop-In Visits

I can't say enough wonderful things about Courtney and her family! They took such great care of my dog, Jordy and kept me up to date with pictures and the stat… (more)

from
$35
per night
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8.
Experienced & Caring Dog Foster MomRegent, Madison, WI, 53726
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Meghan was very sweet and professional, she was totally willing to meet with me first as an anxious dog mom leaving her pup for the night! Meghan has experience… (more)

from
$63
per night
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9.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Highly recommend. After our puppies, Rosie and Violet, had their first overnight stay with Andrew it was very clear how much love and care he has for animal… (more)

from
$50
per night
10.
Where Pets are Family!Midvale Heights Community, Madison, WI, 53711
Dog Boarding, Doggy Day Care

Dustin and Natalie were absolutely AMAZING watching our incredibly active pup. They were patient in giving him time to settle in to his new surroundings. Dustin… (more)

from
$40
per night
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Dog Loving Small FamilyGreentree, Madison, WI, 53711
Dog Boarding

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… (more)

from
$40
per night
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12.
Madison's "Dog Whisperer"Capitol, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Highly recommend booking with Robert. Daisy absolutely loved him. She didn't even give us those sad eyes when they walked away. And when I picked her up I could… (more)

from
$35
per night
13.
Dog-lover ready to meet your pupperVerona, WI, 53593
Dog Boarding

Morgan is an amazing dog sitter! She's very organized and kept me up to date with cute pictures of my puppy. She also followed all the instructions to keep my p… (more)

from
$45
per night
14.
Can house dogs for weekend getawaysMadison, WI, 53719
Dog Boarding, Drop-In Visits, Dog Walking

Nicole is great! This was our first experience using Rover. She was very nice and put me at ease right away. My dog came back happy and content, so I have no do… (more)

from
$35
per night
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I already love your dogs!Madison, WI, 53705
Dog Boarding, Drop-In Visits, Doggy Day Care

Mojo loved her stay with Courtney! Regular updates and pictures kept our minds at ease. We will rebook! (more)

from
$35
per night
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16.
Active student iso active dog(s)South Campus, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Brenna was wonderful with our dog, Atlas. He was clearly well cared for, happy, and tired when he came home. Thank you, Brenna! (more)

from
$45
per night
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17.
Treating your dog like Mine!Oregon, WI, 53575
Dog Boarding, Doggy Day Care, Dog Walking

Wanqing did an absolute amazing job watching Niko! We got pictures and videos, and we loved that he was taken such good care of! Niko will definitely want to co… (more)

from
$46
per night
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The bigger, the better!Capitol, Madison, WI, 53703
Dog Boarding, Dog Walking

Meredith was great! She was able to take my dog pretty last minute and was great at communicating with me. She gave my dog lots of love and adventure on her sta… (more)

from
$50
per night
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19.
Your dog will play!Maple-Prairie, Madison, WI, 53719
Dog Boarding

Matt was amazing! Ru loved playing with his dog Chandler and going to the dog park. He also sent lots of pics. I will be using Matt again in the future! (more)

from
$30
per night
Calendar Recently Updated
20.
Extra TLC included!!Prairie Hills, Madison, WI, 53711
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Chase lived it over at Emma's and he for sure well be back there. We loved seeing him get along with the other doggie. Got many pictures with him enjoying he st… (more)

from
$40
per night

In Skyview Meadows, Madison, WI, dog lovers trust Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting in Skyview Meadows can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Madison on Rover? Check out our average pet sitting 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 Skyview Meadows, Madison drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Skyview Meadows, Madison . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Skyview Meadows, 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: