House Sitting in Westchester Gardens, Madison, WI

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Search Results

Calendar Recently Updated
Sitter Profile Image: Beth H.
Sitter Profile Image: Beth H.
1.
I’ll WFH all day w/ your pet! 😻🐶
Eastmorland, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Beth did an excellent job taking care of my two dogs for in home house sitting. She sent me updates throughout her stay. My dogs were so calm and relaxed when… (more)

from

$60

per night
Calendar Recently Updated
Sitter Profile Image: Gigi A.
Sitter Profile Image: Gigi A.
2.
I'm just as excited for walkies!
Marquette, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Gigi was terrific! Very caring and took excellent care of our anxious doggie, making him feel comfortable while we were away. We’re very grateful! (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Ashley E.
Sitter Profile Image: Ashley E.
3.
Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley always does such a wonderful job with my kitty and beagle. My condo is clean and my animals are content when I arrive home. I never worry when Ashley is … (more)

from

$55

per night
Calendar Recently Updated
Sitter Profile Image: Ash K.
Sitter Profile Image: Ash K.
4.
Ash 
Verified Background Check
No Paws Left Behind!
Madison, WI, 53705
House Sitting, Drop-In Visits

Ash was fantastic! Our dogs were immediately comfortable with her when when she walked in the door, and we felt so happy throughout our travels knowing the dogs… (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Mariana G.
Sitter Profile Image: Mariana G.
Energetic and adventurous!
Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

Mariana was amazing with our pets! She went above and beyond to make sure they were happy and well cared for and left our place cleaner than when she arrived! S… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Alba R.
Sitter Profile Image: Alba R.
6.
Pet Whisperer For Hire!
Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Alba is wonderful. I was nervous about leaving my energetic rescue dog because she is not always good with strangers but Alba handled everything beautifully. … (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Andrew S.
Sitter Profile Image: Andrew S.
7.
Kind, reliable care for your pets
Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Andrew stayed at our house for a week and cared for our 2 cats. He frequently sent photos and texts to us and was even able to put medication in one cat's ear e… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Jolene V.
Sitter Profile Image: Jolene V.
8.
Passionate about pets
McClellan Park, Madison, WI, 53718
Boarding, House Sitting

Jolene did a great job watching our dog (Dino) and cat (Camila) over the long weekend in our home! Dino is a rescue and is generally very anxious when anything … (more)

from

$40

per night
Sitter Profile Image: Tina B.
Sitter Profile Image: Tina B.
9.
Animal lover doing what I enjoy
Windsor, WI, 53598
House Sitting, Drop-In Visits

Tina was great with our dog. She sent photos and updates daily. He really likes his home environment and took to Tina staying here like his normal routine. W… (more)

from

$35

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Quinn K.
Sitter Profile Image: Quinn K.
10.
Reliable and quality pet care!
Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Quinn has watched my dogs multiple times. She is kind, caring and extremely responsible. She is great about sending updates and photos which I especially apprec… (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Jordalyn S.
Sitter Profile Image: Jordalyn S.
Experienced, Reliable & Flexible.
Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Dog Walking

Jordalyn was amazing! I knew Frida was in good hands the whole time. She took Frida out for walks, to the dog park, even out to a local brewery (which Frida lov… (more)

from

$35

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Brea F.
Sitter Profile Image: Brea F.
12.
Passionate animal lover!
Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Brea did an awesome job watching our baby. She was flexible with our change in plans and time, which was so appreciated. Great communication and very kind. Will… (more)

from

$50

per night
Sitter Profile Image: Kami B.
Sitter Profile Image: Kami B.
13.
All Shapes and Sizes-Huge Pet Lover
Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking

Kami is great! Great communication, showed up on time and Nadja loved her. I could tell by the smile on her face that she had been well cared for. Would defi… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Madoline P.
Sitter Profile Image: Madoline P.
Cat Mom & Dog Caretaker
Reston Heights, Madison, WI, 53718
House Sitting, Drop-In Visits, Dog Walking

Madoline did great watching our 2 dogs for the day. We really appreciated her being available on such short notice! She was prompt, flexible, and our dogs felt … (more)

from

$50

per night
Sitter Profile Image: Kate C.
Sitter Profile Image: Kate C.
15.
Your best friends new best friend
Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Kate is the best dog sitter!! She stayed with my bernedoodle, Zoey, while I was out of town and she was amazing about updating me. Zoey loved her! (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Carmen P.
Sitter Profile Image: Carmen P.
16.
I'll love your pet like it's my own
Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking

Carmen stayed over at our house and watched our greyhound, Moose, for a few nights. We appreciated her setting up a meet and greet before booking to make sure s… (more)

from

$50

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Alexa S.
Sitter Profile Image: Alexa S.
17.
Your pet is my pet!
Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking
8 years of experience

About: I have been taking care of dogs since I was a little kid. My family has always had dogs that I walked, played with and cared for both bathing and fee… (more)

from

$30

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Michelle R.
Sitter Profile Image: Michelle R.
all animals deserve respect & care
Schenk-Atwood, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Michelle was wonderful with our fur babies and sent lots of updates and pictures! I’ll be booking with her again and definitely recommend her if you’re in need … (more)

from

$60

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Chelsey S.
Sitter Profile Image: Chelsey S.
19.
Trusting, professional dog lover 🐾
High Crossing, Madison, WI, 53718
House Sitting, Drop-In Visits, Dog Walking

Chelsey is very responsible, attentive, and accommodating. She has helped me in many occasions with not only our big dog, but also our little one that she nee… (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Lydia J.
Sitter Profile Image: Lydia J.
20.
Aspiring Dog Walker!
Ridgewood, Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Dog Walking

Lydia has always been reliable and easy to work with. She loves animals and our dogs really like her. We have been very happy with her. (more)

from

$30

per night

Dog lovers in Westchester Gardens, Madison, WI love house sitters on Rover.com. Over 423 pet owners have reviewed house sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Madison can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

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 Westchester Gardens 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 Westchester Gardens, 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 Westchester Gardens, 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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