House Sitting in Skyview Meadows, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

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

Search Results

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

Missy was AWESOME. I felt so at ease leaving our 2 pups with her. Her home is welcoming, inviting and our dogs came back happy and exhausted from all the playin… (more)

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

Jessica would make a great dog sitter. She loves dogs and has had her own as long as I've known her. She's reliable, friendly and gets along easily with human… (more)

from
$45
per night
Calendar Recently Updated
Hanna G.
3.
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
Calendar Recently Updated
Meghan D.
4.
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
$68
per night
Calendar Recently Updated
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
Calendar Recently Updated
Dog Loving Small FamilyGreentree, Madison, WI, 53711
Dog Boarding

Ryan and Jocelyn were great to our dog! She enjoyed staying with their family. They have 2 kids at home just like we do, so I imagine it made Quinn feel at home… (more)

from
$40
per night
Loving family home!Fitchburg, WI, 53711
Dog Boarding, Drop-In Visits

We stopped traveling for one year due to the pandemic. When we could finally travel again we were excited but also nervous. Having our dogs stay at a trusted an… (more)

from
$35
per night
Calendar Recently Updated
8.
Can house dogs for weekend getawaysMadison, WI, 53719
Dog Boarding, Drop-In Visits, Dog Walking

Nicole did an incredible job watching our pup. She provided updates throughout the day and was extremely flexible with drop-off/pick-up time. We’ll definitely u… (more)

from
$35
per night
9.
Dogs & Cats LOVE me!Spring Harbor, Madison, WI, 53705
Dog Boarding, Drop-In Visits

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 a… (more)

from
$45
per night
10.
Dog-lover ready to meet your pupperVerona, WI, 53593
Dog Boarding

This was my first time using a Rover boarder, and I cannot say enough good things about Morgan. She was very considerate in making sure my puppy and I were com… (more)

from
$45
per night
Calendar Recently Updated
11.
Madison's "Dog Whisperer"Capitol, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Felt very comfortable leaving my pup with Robert for the week. He was very quick and responsive with communication and sent lots of updates so I knew they were … (more)

from
$35
per night
Confirmed availability: Memorial Day
We love and care for puppers!Madison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My dog has stayed twiced w Pri and comes back very happy. She takes amazing care of him and sends very cute pictures. Don't hesitate to let Pri help you w your … (more)

from
$49
per night
Calendar Recently Updated
13.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Andrew was fantastic! My cat stayed with him for ~2.5 weeks while I was away for work, and I felt so comfortable knowing my fur baby was with him. I got lots of… (more)

from
$50
per night
14.
Where Pets are Family!Midvale Heights Community, Madison, WI, 53711
Dog Boarding, Doggy Day Care

Dustin and his wife and their lovely dog, Poppy, Did a wonderful job with our little dog for three nights. Dustin sent a picture every day and updated me on ho… (more)

from
$40
per night
Calendar Recently Updated
15.
Your dog will play!Maple-Prairie, Madison, WI, 53719
Dog Boarding

Matt was great - very flexible, worked hard to understand my current routine and stick with it for a new puppy, and sent lots of photos to keep me updated! (more)

from
$30
per night
Confirmed availability: Memorial Day
16.
Joe 
Verified Enhanced Background Check
Your dog is in great hands!Regent, Madison, WI, 53726
Dog Boarding, Doggy Day Care, Dog Walking

Joe and his family took really good care of my puppy. He kept me informed of how everything was going for her, and shared pictures and videos. I had some last m… (more)

from
$50
per night
Retired couple with a fenced yard.Verona, WI, 53593
Dog Boarding

We left our pup with Sherry and Michael for a long weekend and we will definitely be rebooking. They are the sweetest couple and incredibly kind! We appreciat… (more)

from
$30
per night
Calendar Recently Updated
18.
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
Calendar Recently Updated
19.
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
Calendar Recently Updated
A dog person through & throughArbor Hills, Madison, WI, 53713
Dog Boarding, Drop-In Visits, Dog Walking

Keezieng was a great host and Indi had a great time! (more)

from
$39
per night

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 423 owners have reviewed sitters in Skyview Meadows, Madison, WI, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Skyview Meadows house sitting. It's easy to find the perfect house 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 house sitting in Skyview Meadows, Madison, WI on Rover, your dog will enjoy a loving staycation, right in your 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 on Rover 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 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Skyview Meadows house sitters 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 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: