Dog Boarding in Westmorland, 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
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Robert L.
Sitter Profile Image: Robert L.
1.
Madison's "Dog Whisperer"
Capitol, Madison, WI, 53703
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

$40

per night
Calendar Recently Updated
Sitter Profile Image: Melissa H.
Sitter Profile Image: Melissa H.
Your Fur-Baby's Best Auntie!
Allied Community, Fitchburg, WI, 53711
Boarding

Highly recommend Melissa for your dog sitting needs! She treats your pups like her own and provides updates throughout their stay. My dogs came home relaxed and… (more)

from

$37

per night
Calendar Recently Updated
Sitter Profile Image: Elena A.
Sitter Profile Image: Elena A.
3.
Loving Canine Care
Madison, WI, 53719
Boarding, Drop-In Visits, Doggy Day Care

Elena was such a great dog sitter! She updated me multiple times a day and sent pictures! She is super nice and accommodating as well. I will be coming back to … (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Maegan L.
Sitter Profile Image: Maegan L.
4.
Doodle Day Care & Playtime
Midvale Heights Community, Madison, WI, 53711
Boarding, Doggy Day Care

We couldn’t have asked for a better sitter for our pup! Maegan is so knowledgeable and experienced. She made us feel comfortable from the beginning, asking ques… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Kristin & Bruce M.
Sitter Profile Image: Kristin & Bruce M.
Caring pet care in our home
Madison, WI, 53719
Boarding, Doggy Day Care

6/5 stars! We felt so lucky to have Kristin, Bruce and their kiddos caring for walnut for almost 2 weeks… we got several photos and updates and they truly seeme… (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Kaitlyn B.
Sitter Profile Image: Kaitlyn B.
Animal lover with an Aussie Pup
Fitchburg, WI, 53719
Boarding, Doggy Day Care

Kaitlyn was amazing overall, she responded quickly and sent us plenty of pictures and updates. She was also very flexible and we knew Trasno was being well take… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Cleda W.
Sitter Profile Image: Cleda W.
7.
Dogs & Cats LOVE me!
Spring Harbor, Madison, WI, 53705
Boarding, Drop-In Visits

Cleda was an awesome temporary mom to Humphrey. This was our first time using Rover and I was a little nervous, but Cleda was so quick to respond, sent pictures… (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Jody G.
Sitter Profile Image: Jody G.
8.
Experienced Cat Boarder
Greentree, Madison, WI, 53711
Boarding, Drop-In Visits

Jody was the absolute best with my cat. I would happily recommend her. She was very patient with my special needs cat. I have already booked the next stay with … (more)

from

$25

per night
Calendar Recently Updated
Sitter Profile Image: Sara E.
Sitter Profile Image: Sara E.
9.
Experienced stay-at-home dog lover
Spring Harbor, Madison, WI, 53705
Boarding

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… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Andrew L.
Sitter Profile Image: Andrew L.
10.
Looking for a fur baby to love! 💜
Greenbush, Madison, WI, 53715
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Fish has stayed with Drew twice now and it's been a great experience for all of us. Drew is easy to work with and understands if we are running late and that Fi… (more)

from

$60

per night
Calendar Recently Updated
Sitter Profile Image: Cynthia H.
Sitter Profile Image: Cynthia H.
11.
Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

She is the best dog sitter I could ever ask for. She’s only the second I’ve ever used on Rover, but I will be staying with her for as long as possible. She give… (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Riley C.
Sitter Profile Image: Riley C.
12.
Active breeds welcome!
Westmorland, Madison, WI, 53711
Boarding, Drop-In Visits, Dog Walking

Riley was a great sitter for our 9 month old pup! Very responsive, good communication, and sent pictures of our pup each day. Would definitely book again. Thank… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Courtney Z.
Sitter Profile Image: Courtney Z.
I already love your dogs!
Madison, WI, 53705
Boarding

Our dog had a very good time with Courtney! Her dog is really nice and played a lot with our dog. I will use Courtney for future needs without hesitation. (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Ryan & Jocelyn R.
Sitter Profile Image: Ryan & Jocelyn R.
Dog Loving Small Family
Greentree, Madison, WI, 53711
Boarding

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… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Ashley E.
Sitter Profile Image: Ashley E.
15.
Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking

Great communication. Sent photos of my kitty which was helpful bc it was our first time boarding and we were nervous. Would book with Ashley again. (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Kersten & Nicholas B.
Sitter Profile Image: Kersten & Nicholas B.
Ready to watch your fur babies!
Verona, WI, 53593
Boarding

Kersten and Nicholas were great! They were able to watch both our dogs last minute, and were extremely accommodating! They sent us tons of photos, and even hav… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Lorelei & Kayla E.
Sitter Profile Image: Lorelei & Kayla E.
Safe home & large fenced yard
Madison, WI, 53713
Boarding, Doggy Day Care

This was our first experience on Rover, and we were so spoiled. Lorelei and Kayla were amazing. Incredibly accommodating with late flights, constantly sending a… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Louisa M.
Sitter Profile Image: Louisa M.
18.
Your Weekend Sitter/Walker!
Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Louisa and Sammy and family fostered our dog Mina. They took good care of her. She was healthy and got lots of affection, walks, and playtime. She was well on h… (more)

from

$60

per night
Sitter Profile Image: Thomas M.
Sitter Profile Image: Thomas M.
19.
3+ Years Rover Experience!
Capitol, Madison, WI, 53703
Boarding

Thomas was so wonderful! I would highly recommend him to anyone who is looking for a caring and trustworthy sitter! This was my first time using DogVacay and Pi… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Paula R.
Sitter Profile Image: Paula R.
20.
Sad Empty Nester
Fitchburg, WI, 53711
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Paula was amazing with our dog Lou. We haven’t left him with a sitter since 2019 so this was a really hard for me. She made us feel so comfortable and I truly f… (more)

from

$30

per night

Dog owners in Westmorland, Madison, WI turn to dog sitters on Rover for their dog boarding needs. Over 423 pet owners have reviewed dog sitters in Madison, giving them an average rating of 4.9/5. Dog boarding can be affordable, no matter where you live or what your price range may be. Curious about how much dog boarding costs in Madison with Rover.com? Check out our average dog boarding rates near you to get an idea before getting a conversation started with a dog sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Westmorland 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 Westmorland, 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 Westmorland 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 Westmorland, 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:

Dog Boarding