House Sitting in Wyndemere, Madison, WI

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

Confirmed availability
 Easter weekend
1. Ashley Verified Background Check

Treating Your Furbabies Like My Own

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Ashley was wonderful! She was on time so we could take off for our trip. My two dogs absolutely loved her! She would respond right away to texts and sent pictu… (more)"

2. Alba Verified Enhanced Background Check

Pet Whisperer for hire!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Alba was great! Very professional! She was easy to book and communicate with. Buddha can be a bit of a handful and quirky. She was confident and cared for h… (more)"

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3. Hannah Verified Background CheckRover 101

Dogs love to run and play with me!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Highly recommend Hannah! She took great care of our 120 lb dog! She provides updates and has great communication. Can’t wait to have her dog sit for us again! (more)"

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4. Emily Verified Background Check

Lover of Animals & Exercise!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Emily was great- My pups had an awesome time with her and they were very well taken care of- would highly recommend! (more)"

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5. Rick Verified Enhanced Background Check

Experienced, active, & trustworthy

Arbor Hills, Madison, WI, 53713

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

"I would give 10 stars if I could!! Rick was incredibly attentive to and knowledgeable about our assorted variety of pets. He was observant and quick to ask abo… (more)"

Confirmed availability
 Easter weekend
6. Chelsea Verified Background Check

Dog loving young woman

Middleton, WI, 53562

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

"Chelsea took amazing care of my wild pup Stanley! She kept my updated the entire weekend that I was away with pictures of how my little guy was doing. She came… (more)"

Confirmed availability
 Easter weekend
7. Trav Verified Enhanced Background Check

Remote Professional and Pet Lover

Madison, WI, 53593

House Sitting

"Trav looked after my kitty while I was gone for about nine days and was super responsive and kept me updated with lots of pictures! I was a bit worried as my c… (more)"

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8. Michelle Verified Background CheckRover 101

I love walking & playing for hours

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Michelle was awesome. Our dogs are young (1&2), have lots of energy and our youngest has a strong desire to eat literally anything she can get her paws on whil… (more)"

9. Caitlyn Verified Enhanced Background Check

It's like you never left!-Your Pets

Maple-Prairie, Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"I've had Caitlyn contracted outside of this app to House sit and watch my two dogs (chocolate labs) and kids often. She does it all! She keeps the house in th… (more)"

Confirmed availability
 Easter weekend
10. Hannah Verified Background Check

TOP-KNOTCH CARE FOR BELOVED PETS

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Hannah house sat for my two dogs and two cats while we were out of town. This was the first time we left the dogs with a house sitter. I normally board them. … (more)"

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11. Kristen Verified Background Check

Dogs are my spirit animal!

Regent, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Kristen was great! She’s super friendly and great with communication. I went out of town over night, she sent photos of my dog and provided update throughout t… (more)"

Confirmed availability
 Easter weekend
12. Jaden Verified Enhanced Background Check

UW student looking for pet time!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Jaden is great with my dog, Gator! He is a huge puppy, so it is great that Jaden has the stamina to keep up with him on long walks, and tires him out during pl… (more)"

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13. Bri Verified Background Check

Teacher / Dog & Cat Mom

Madison, WI, 53719

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

"Bri M has been the caregiver for our cat and dog for several years -- both for overnight and just day visits. She takes great care of the pets and sends us upd… (more)"

14. mary Verified Enhanced Background Check

I will care for your pets as my own

Midvale Heights Community, Madison, WI, 53711

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

"It's my daughter Maggie who would like to work as a loving dog care owner. Maggie loves being around dogs and she is very responsible. We have a young Terrie… (more)"

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15. Megan Verified Enhanced Background Check

Accepting of all animals :)

Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"Megan was great! I am a first time fur dad and she eased my anxiety about leaving my Frenchie puppy alone with a stranger. Super friendly and I could tell sh… (more)"

16. Jesse Verified Enhanced Background Check

26+ yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"This is the first time using Jesse and she far exceeded our expectations! We usually have family or friends watch our dog if needed but since we just recently … (more)"

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17. M Verified Background Check

The best care for your best friend

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"M has helped me with my dog on several occasions, and they are absolutely fantastic! My dog gets into stuff when she's bored and M created several different wa… (more)"

18. Erika Verified Background Check

Unemployed Animal Lover & Caretaker

Madison, WI, 53705

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

"Erika is one of the most trustworthy animal lover! She loves animals! I have trusted her to care for my animals when I go out of town. She's the first person I… (more)"

Confirmed availability
 Easter weekend
19. Arianna Verified Background Check

Dedicated & passionate animal lover

Middleton, WI, 53562

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

About: I have cared for my Pomeranian for 14 years, and it's felt like the time has flown by. Due to moving to an apartment I had to giver her to a friend i… (more)

20. Molly Verified Background Check

Energetic attentive animal lover

Wexford, Madison, WI, 53717

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

"Molly was awesome! She took great care of our dogs and our house. Molly was very willing to work with us on arrival time and to keep our dogs on their normal… (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.

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