House Sitting in Wyndemere, Madison, WI

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

1. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

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

6 repeat clients

"I had another great experience with Daisy, taking care of my boxer Evie. I was gone for 5 days, communication was good, and Evie seemed to have a very good ... (more)"

Confirmed Easter Weekend Availability
2. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Dog Walking

2 repeat clients

"Skylar is great! I hired her to watch over my elderly, high needs dog (Bama) while I went on a weekend trip. I was quite nervous to leave Bama for even suc... (more)"

3. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

7 repeat clients

"My dog, Dexter, recently suffered a slipped disc so I was very hesitant to leave town for an upcoming trip due to his ongoing pain and medication regimen. I ... (more)"

4. Stephanie

Attentive animal lover just for you

Madison, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Stephanie did an excellent job with our boys! Caring for senior dogs can be a challenge, but she did a wonderful job, and plan to use her again when traveling. (more)"

5. Kelsey

Animal loving college student

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I was nervous about leaving Kozmo with someone new, but having Kelsey stay in my home with him was so much better than boarding him! He seemed much happier t... (more)"

6. Jillian

I would love to play with your dog!

Fitchburg, WI, 53719

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

1 repeat client

"Jillian was great! She genuinely enjoys spending time with dogs and taking care of them. She also has lots of experience with her own dogs. (more)"

7. Meghan

Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

2 repeat clients

About: I grew up in a household that always had multiple dogs, both large and small so I'm comfortable around all shapes and sizes. But, now I'm in school... (more)

8. Amy

Energetic and passionate dog lover

madison, WI, 53705

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

"Amy was a great sitter for my beagle! She was very communicative and flexible, which was so helpful! (more)"

Confirmed Easter Weekend Availability
9. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

35 repeat clients

"Andrea was great- she took care of my chihuahua Coco last minute when on a work trip to Madison. She came to pick her up early from my hotel and dropped her ... (more)"

10. Matthew

Animal Lover

Madison , WI, 53719

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs, they are like family to me. I have a dog of my own and I give him the love he desires. I've had 3 dogs in my past, two of them were La... (more)

Confirmed Easter Weekend Availability
11. Matthew

Experienced with high energy dogs

Dudgeon-Monroe, Madison , WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Matthew is the best. He loves dogs and took such good care of my 2 boys. They were exercised and treated with so much care. You can tell the dogs were loved ... (more)"

12. Michelle

Reliable Dog Lover

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I've always been a huge dog lover, tried to take in every stray as a kid, I grew up around dogs like basset hounds, Labradors, poodles and beagles.... (more)

13. Kayla

Medical student dog lovers

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Kayla and her husband were wonderful with our cockapoos. When they came for the meet and greet, they plopped right down on the floor in the foyer so Pancake... (more)"

14. Renee

Love animals with a passion

Dudgeon-Monroe, Madison, WI, 53711

House Sitting

About: I am a hard working individual that strives to make others happy and to put my best work forward. I love working with animals especially dogs and c... (more)

15. Miranda

All dogs are good dogs!

Park Ridge, Madison, WI, 53719

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

"I have had the pleasure of knowing Miranda for 15 years now and can say she is an incredible young woman. Along with being very sensitive to the needs of oth... (more)"

16. Jennifer

Here to make your pet feel loved

Madison, WI, 53719

House Sitting

About: I have over 20 years experience working with dogs. For the past year I have been a dog groomer in Mt .Horeb. I have a flexible schedule. I enjoy wo... (more)

17. Mackenzie

Raised w/ 3 mastiffs & a Great Dane

Hill Farms-University Neighborh, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"I've known Kenzie since she was a toddler, and she has always been a loving and responsible pet lover and owner. She and her family have had a multitude of ... (more)"

18. Meghan

Positive and enthusiastic dog lover

Regent, Madison, WI, 53726

House Sitting

9 repeat clients

"Meghan was awesome! She was very flexible in setting up a meet and great. She stayed at my house with my dog and sent me updates every day. She went the extr... (more)"

19. Shauna

Recommended and experienced sitter

Spring Harbor, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Shauna is a fantastic sitter! She watched our two dogs, Mugzy & Snickers, for a 3-night weekend and took fabulous care of them! As Rover newbies, she set our... (more)"

20. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

4 repeat clients

"Christina is an incredibly passionate dog owner and lover! She owns two dogs and is very experienced with all the ins and outs of caring for dogs - I'm alway... (more)"

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Learn About Premier

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.

We're proud to support over 200 organizations across the nation, including: