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House Sitting in Wyndemere, 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.
1. Alexis

Experienced dog handler

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Alexis' is great. I always get pictures of Daisy and this makes me feel more at ease knowing she is having fun and being well taken care of. Thank you! (more)"

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2. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I needed to try out a new house/dog sitter on relatively short notice so that I could travel over a weekend (Fri - Sun). Allison was great at setting a meet ... (more)"

Confirmed availability
4th of July
3. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"We've been using Kaylin as a pet sitter for our senior cat (Halle Berry) for a few years now and could not be happier! Kaylin is friendly, dependable, and al... (more)"

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4. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"It was a one-night stay. Brenna gave updates on how the stay was going. I was pleased with the updates and I have confidence that Addi received good care. (more)"

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5. Mistie

Care + fun for your best friend

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Mistie was so helpful leading up to the trip I took! She was very accommodating in transferring keys over to her, and I felt comfortable knowing that she was... (more)"

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6. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Fran did a fantastic job watching my dog Java. She sent me pictures of Java and little notes about how she was doing. Fran responded quickly to my messages. ... (more)"

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7. Holly

Will treat your pup as my own

Madison, WI, 53719

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Holly did a wonderful job taking care of Daisy for me while I was gone for the weekend! I really appreciated being able to keep Daisy in our home and having ... (more)"

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8. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Jennifer was fantastic! Our trip was carefree because we knew that our dog was in good hands. We got regular updates and felt connected and at ease to enjoy ... (more)"

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9. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Jesse was a lifesaver when we were in a very difficult situation. Our dog had two seizures during the month of May and we needed to be out of town for 36hrs... (more)"

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10. Krysta

Summer is for the dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Krysta took great care of our pup! It's so nice to know she was in good hands while we were gone. Thank you! (more)"

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11. Megan

Adaptive to your dog's needs!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Top notch dog sitter! Megan had become my go-to choice when u have to travel on weekends and my little hounds need care. She sends me pictures and updates ev... (more)"

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12. Toni

4th year vet student

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"I was concerned first about leaving my older dog who was struggling with symptoms from a recent brain tumor diagnosis, and then my other tore his CCL just da... (more)"

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13. Matthew & Rachael

Top-Notch Professional Pet Services

Madison, WI, 53719

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Matthew was great! Obviously good with dogs with high energy and even took notes during the meet and greet. Kept me updated while I was away and a really nic... (more)"

14. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Andrea was very thorough and kept us updated with pictures throughout her stay. She asked questions as needed and I felt comfortable that Chester was in good... (more)"

15. Amber

TLC always

Wisconsin Co-Op Housing, MADISON, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Whenever my family considers a go-away vacation, the first thing we do is check to see if Amber is available to look after our very energetic scotch collie, ... (more)"

Confirmed availability
4th of July
16. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Andrea took great care of our pets and home. She even washed the bed sheets and put clean ones on our bed so we didn't have to when we got home. We would def... (more)"

17. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

Dog Boarding, House Sitting

"My dogs were at ease with Hannah. I received photos of my dogs while I was away, which was fantastic. The girls seemed less stressed out than when they come ... (more)"

18. Mina

Experience with all kinds of pets~

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Mina was wonderful and patient with my pup Abril. She is super nice and my puppy just loves her. I highly recommended Mina. Thanks again for taking good care... (more)"

19. Jackson

No dog too big or too small

Spring Harbor, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

About: I’m young, fit, and in the military. Ive been around dogs my whole life and am not easily intimidated. This is a dream job for me. I love dogs all ... (more)

20. Issie

I'm an affectionate caregiver

Spring Harbor, Madison, WI, 53705

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Your dog can expect enthusiastic, engaged attention, care, pets and play. I’m comfortable with most dogs, of all ages and sizes, am also compassion... (more)

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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