House Sitting in Westhaven Trails, 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
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
Cleda W.
5.
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
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
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
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
$68
per night
Calendar Recently Updated
9.
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
Calendar Recently Updated
10.
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
11.
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
12.
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
13.
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
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
Calendar Recently Updated
15.
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
16.
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
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
Calendar Recently Updated
18.
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
19.
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
Confirmed availability: Memorial Day
20.
Experienced, Responsible Dog-lover!Madison, WI, 53719
Dog Boarding

Mary is really really good with dog! I didnt regret getting her to take care of my dog! Good dog park in front of her place,you wont regret in getting her!Highl… (more)

from
$50
per night

Dog owners in Westhaven Trails, Madison, WI love booking house sitting with sitters on Rover.com. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Westhaven Trails.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Westhaven Trails house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Westhaven Trails, Madison, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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 Westhaven Trails, 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: