House Sitting in Wyndemere, 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

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Sitter Profile Image: Jenny P.
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Sitter Profile Image: Jenny P.
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1.

Jenny P.

Rover 101
Professional furbaby snuggler
Fitchburg, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
46 reviews
15 repeat clients
from
$120
per night

Jenny was a fabulous dog/house sitter. She left the house spotless, but more importantly she gave our labradoodle lots of walks and love while we were away. She sent pics and was super responsive. We will definitely call Jenny again.

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Sitter Profile Image: Teghan B.
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Sitter Profile Image: Teghan B.
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2.

Teghan B.

Treating your pet like my own!
Meadowood, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$30
per night

We have three Siberian Huskies including one new 15 week old puppy husky. We had a great experience with Teaghan house sitting our dogs. She came and met our dogs ahead of the stay, went thru instructions, had great communication and everything went as planned. Great experience, would recommend and we hope to book her again next time we take a trip.

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Sitter Profile Image: Emily C.
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Sitter Profile Image: Emily C.
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3.

Emily C.

Rover 101
Everyone's Favorite Pet Auntie
Capitol, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
4 repeat clients
from
$60
per night

Emily took great care of my special-needs dog! She sent a lot of pictures and updates and clearly took great care of him. Looking forward to booking with her again!

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Sitter Profile Image: Azaria O.
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Sitter Profile Image: Azaria O.
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4.

Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
5 repeat clients
from
$38
per night

Azaria was absolutely wonderful at taking care of my anxious pooch! She’s punctual and really personable. She even stayed longer than asked- which I really appreciate! Will definitely work with her again. Thank you Azaria

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Sitter Profile Image: Alisyn L.
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Sitter Profile Image: Alisyn L.
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5.

Alisyn L.

Veterinary Technician & Adventurer
Walnut Grove, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
11 repeat clients
from
$60
per night

Alisyn once again took excellent care of Myla (my dog), my fish, and my plants for an entire week while I relaxed on vacation. I am so happy to have found a trustworthy and kind person to watch over Myla and my home. I don’t worry about a thing and she sends me updates daily. I highly recommend Alisyn!

Sitter Profile Image: Kaylee C.
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Sitter Profile Image: Kaylee C.
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6.

Kaylee C.

Doggos&Cattos r better than people
University Apartments, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$50
per night

Kaylee was fantastic! She was communicative, punctual, and went above and beyond expectations. I felt very comfortable leave my anxious dog in her care. I got many updates from her, with pictures! She was respectful and left the house in great shape. I highly recommend her.

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Sitter Profile Image: Natalie B.
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Sitter Profile Image: Natalie B.
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7.

Natalie B.

Vet-Trained Animal Caretaker!
Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking
5.0
32 reviews
14 repeat clients
from
$38
per night

Natalie was awesome! She communicated with us very well and sent us plenty of pictures of our pups. Thank you for taking care of our pups, our home and making us feel at ease. Highly recommended!

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Sitter Profile Image: Kelsee C.
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Sitter Profile Image: Kelsee C.
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8.

Kelsee C.

No dog too big or small 🐶
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$30
per night

Kelsee is highly accountable and an animal lover at heart. She is highly accountable and attentive when pet sitting for us. She adores her dog Winston and he truly is her best friend. Your dog will be in great hands with kelsee!

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Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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9.

Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
27 reviews
11 repeat clients
from
$55
per night

Louisa is amazing. So caring and thoughtful, and it’s clear she has worked with a lot of dogs. I felt very at ease with her staying at my house and watching Layla.

Sitter Profile Image: Sarah T.
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Sitter Profile Image: Sarah T.
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10.

Sarah T.

Trustworthy, available pet lover!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
2 repeat clients
from
$28
per night

I've had Sarah house sit twice now and she does an excellent job. Her communication is superb and I really appreciate her periodic updates and photos of my dog.

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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11.

Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
8 repeat clients
from
$85
per night

Jess was very friendly and willing to work with our difficult dog (and show equal love to our not-as-difficult dog!) She was also great communicating with us before and during the stay, and took good care of our pup and house.

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Sitter Profile Image: Katherine M.
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Sitter Profile Image: Katherine M.
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12.

Katherine M.

Beautiful Day to Be Alive
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
17 reviews
6 repeat clients
from
$65
per night

I’m very grateful to have found Katherine on Rover! Angel and CheChe immediately connected with her at our first meet and greet. They had no hesitation…. As if they had always known her! My Kitties always know good people. I was also immediately comfortable with Katherine. We had great conversation, and discovered that we shared many things in common. While I was away, she sent pictures and notes to keep me informed. Katherine is very conscientious. I trusted her to care for my Fur Babies as I would. I also love it that she would stay home with them overnight. I came home to Happy Kitties and an immaculate apartment. I recommend Katherine with complete confidence.

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Sitter Profile Image: Brea F.
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Sitter Profile Image: Brea F.
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13.

Brea F.

Passionate animal lover!
Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking
5.0
25 reviews
12 repeat clients
from
$60
per night

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 definitely be using her services again!

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Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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14.

Ben P.

It’s fun walking with a happy dog
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
56 reviews
16 repeat clients
from
$44
per night

Ben was an excellent pet sitter for our week away from home!

Sitter Profile Image: Bree C.
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Sitter Profile Image: Bree C.
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15.

Bree C.

Not-So-Crazy Cat Lady
Madison, WI, 53711
House Sitting, Drop-In Visits
5.0
47 reviews
24 repeat clients
from
$60
per night

Once again we came home to healthy, happy kitties! We are so grateful for Bree’s care and understanding, since two of them have some special needs!

Sitter Profile Image: Kate K.
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Sitter Profile Image: Kate K.
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16.

Kate K.

Rover 101
Cared for as if you were home
Middleton, WI, 53562
House Sitting, Drop-In Visits
5.0
31 reviews
14 repeat clients
from
$55
per night

Kate did a great job watching my dog for a long weekend in my house. House was in order and my dog Got lots of love and attention while I was away!

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Sitter Profile Image: Emma C.
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Sitter Profile Image: Emma C.
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17.

Emma C.

wet kisses cold noses wagging tails
Parkwood Village, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$35
per night

Emma did a wonderful job with our pups! She interacts with each of them amazingly. You can tell she has experience and she is super comfortable with different pups, sizes, breeds and personalities all at once which os a plus for our pack of 3. Thank you Emma!!!

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Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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18.

Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$75
per night

Hello it is with great pleasure that I provide this reference for Shaina. It is rare that you will find someone who is so dedicated to the health and safety of all animals. She is that person who stops on the road to pick up an abandoned bird and locate help She has a vast amount of experience taking care of all types of animals with dogs and cats being the most common. She has many times given our pets medication‘s and special food with no problem at all. She is very responsible and punctual. I think she would be a great asset to anybody’s furry family. I highly recommend her as an animal caretaker.

Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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19.

Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
3 repeat clients
from
$65
per night

This was the first time I've used Rover and found Sara. Communication was great from the get-go. As this was the first time I let someone else watch Iris (8 months old), rightfully so to be nervous and hesitant. Sara was very understanding and attentive as I went through what Iris needed, how her demeanor is, and all of the in-between. You could tell that Sara genuinely cares and enjoys caring for pets as a side gig. Sara was fantastic and we'll definitely book again.

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Sitter Profile Image: Cindy D.
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Sitter Profile Image: Cindy D.
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20.

Cindy D.

Happy to Love your Small Dog!
Madison, WI, 53717
House Sitting, Drop-In Visits
4.0
3 reviews
from
$30
per night

Cindy has taken care of my pets through the years and has been a dog lover since I have known her. She prides herself in routinely feeding them, taking them for walks and interacting with them to make sure they’re happy. I trust her the most out of anyone to take care of my animal family members!

Search Map

Pet parents in Wyndemere, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

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

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House Sitting