House Sitting in Windsor

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

Search Results

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Nicole Z.
1.
Lover of ALL pets!Waunakee, WI, 53597
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nicole was fantastic!!! Our first time using Rover and she made the process very smooth. Our dog Jack was in heaven the whole weekend. She sent updates each day… (more)

from
$42
per night
Raeanne S.
Goals: Cuddles and AdventuresMadison, WI, 53713
House Sitting, Drop-In Visits, Dog Walking

RaeAnne watched our two dogs for us when we went on a four day trip and did an INCREDIBLE job. Our dogs have some minor reactivities (one to dogs, the other to … (more)

from
$80
per night
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Donna M.
3.
Energetic lover 🥰 of Fur-babies!Middleton, WI, 53562
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Donna was so kind and caring of our dog and our home while we were gone. She was a great communicator and even left a nice note when we returned. We appreciated… (more)

from
$40
per night
Confirmed availability: Presidents' Day
Tina B.
4.
Animal lover doing what I enjoyWindsor, WI, 53598
House Sitting, Drop-In Visits, Dog Walking

We were a little anxious leaving our girl with "a stranger" for the first time since she adopted us. Tina made the experience so much easier. She was calm and p… (more)

from
$35
per night
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Elliot C.
5.
Local, Flexible, Training, ❤️ Dogs!McClellan Park, Madison, WI, 53718
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Let me begin by saying that my dogs are my children and I treat them as such! I am very critical of who I allow to care for them. That being said, I HIGHLY reco… (more)

from
$48
per night
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I like to keep dogs busy & loved.Marquette, Madison, WI, 53703
House Sitting, Drop-In Visits

Sara kept us informed, was not afraid to ask questions, and was very honest while watching our pups in our home! She took plenty of photos and even left us some… (more)

from
$75
per night
Confirmed availability: Presidents' Day
7.
I absolutely love seein a happy petMadison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

Cassie is incredible, both as a person and with animals! She is great with dogs, she is always willing to help, and she is a very caring person. (more)

from
$28
per night
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Active and Loving Animal SitterCapitol, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

About: I have a grown up taking care of my household pets and being a pet sitter for family friends. I have the most experience with caring for different br… (more)

from
$27
per night
Confirmed availability: Presidents' Day
Professional Cat and Dog SnugglerSun Prairie, WI, 53590
House Sitting, Drop-In Visits

About: I’ve been around pets my entire life, but I have always been a cat person. Having worked for the past 8 years with animals, I am very well equipped t… (more)

from
$40
per night
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10.
Friendly & trustworthy sitterCarpenter-Ridgeway, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Stella was great! From the very start, she was very easy to communicate with and continued to provide updates throughout her stay. Our kitties are older and s… (more)

from
$60
per night
Responsible & Loving Pet SitterHeistand, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Colleen is a kind, caring, and thorough with her care for our dogs. She also is prompt on her timing and communicates often. Simply said Colleen is amazing. (more)

from
$50
per night
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12.
Part-Time SitterMarquette, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Catilyn was super responsive, flexible, and left our home in pristine condition. She also went above and beyond by helping out with our chickens, shoveling snow… (more)

from
$40
per night
Calendar Recently Updated
13.
Winter walk w/ a traveler on hiatusSchenk-Atwood, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Coda is the best he is always punctual and friendly. He treats my dogs as if they were his, they absolutely adore him! I love not having to worry about if my do… (more)

from
$30
per night
Confirmed availability: Presidents' Day
14.
Looking to care for your pups & catMarquette, Madison, WI, 53704
House Sitting, Drop-In Visits

Kristen is one of the most responsible people I know. I literally call her my mom. She will take good care of your furry friends. We used to be roommates and fo… (more)

from
$25
per night
Confirmed availability: Presidents' Day
15.
Trustworthy and loving animal loverSun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking

Leticia is such a kind, fun-loving person and is a joy to be around. Aside from her overall positive demeanor, she cares greatly for others (both people and pet… (more)

from
$30
per night
16.
I love ALL animals!Berkley Oaks, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Gabi was great in taking care of my dog Simba! She came exactly when she said she would, gave me very frequent updates, played and cared for him as I would have… (more)

from
$35
per night
Confirmed availability: Presidents' Day
17.
I am an animal lover!!!!sun prairie, WI, 53590
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

About: My son and I live in a 2 bedroom town home with a fenced back yard. There is a trail nearby and we enjoy taking the dogs to Yahara Park trail for a l… (more)

from
$60
per night
Confirmed availability: Presidents' Day
18.
Flexible and animal loverSun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking

Ashley was a fantastic house sitter! She took good care of our pets making sure they got lots of exercise and attention while we were away. She also kept up the (more)

from
$26
per night
Calendar Recently Updated
19.
Hello, my name is Mina!Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Mina was fantastic while staying with Lucy! She sent updates everyday to let me know how things were going. She took great care of the apartment and my dog and … (more)

from
$28
per night
20.
experienced animal loverDeForest, WI, 53532
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Taylor was fantastic! Communicated quickly and consistently, was friendly and cheerful, and most importantly, took good care of my pup. Will absolutely use for … (more)

from
$35
per night

Rover also offers House Sitting in:


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Windsor house sitting needs. On Rover, it's easy to find a loving dog sitter in Windsor who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Windsor house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Windsor for your dog — people who'll treat him like family.