House Sitting in Glen Oak Hills, Madison, WI

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

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1. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

3 repeat clients

"When visiting Madison, we arranged with Fran to watch our Golden while we took our daughtwr out for a birthday dinner. Fran was very accommodating to our eve... (more)"

2. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

Dog Boarding, House Sitting, Doggy Day Care

5 repeat clients

"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)"

3. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

6 repeat clients

"Jennifer was absolutely wonderful! She made our first weekend out of town as new puppy parents worry free. She took the time to briefly meet us and Bearle be... (more)"

4. Michelle

At-home CPA who loves fur babies!

Hill Farms-University Neighborh, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Fantastic first experience with Rover. Michelle was awesome and kept us informed of activities! Will definitely be booking again! Gratitude for this amazing ... (more)"

5. Jocelyn

Part Time Dog & Puppy walker/sitter

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn is a lifesaver. She was able to take care of my pup while I was away on a short-notice trip. She was extremely accommodating and very friendly! I hig... (more)"

6. Amy

Self employed and flexible

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Amy took great care of our dog while we were away. She kept us updated and made him feel very comfortable. We'd absolutely trust Amy to watch Beans again! (more)"

7. Maryrose

I'll walk any dog in any weather.

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"MaryRose is one of the most responsible people I know, and a fantastic dog caregiver. She is excellent at setting dogs of all ages, sizes, and breeds at ease... (more)"

8. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Brenna did a fantastic job. My dog can be labor-intensive, but I felt like Brenna had everything under control. And she kept in contact with me, which I ap... (more)"

9. Chelsea

Your fur baby is in good hands!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Chelsea was a great and responsible pet guardian who did a fantastic job taking care of our dog Sassy and checking in with us regularly. Thanx Chelsea! :) (more)"

10. Matthew

Top-Notch Professional Pet Services

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Matt is a passionate dog lover! I would trust him with my dog which is saying a lot becuase my dog loves to run away and actively pursues the challenge of g... (more)"

11. Lauren

Lauren on the West Side

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I am one of those pet parents who will leave 9 pages of instructions for a dog walker. When I met Lauren, she was already three steps ahead of me. She asked ... (more)"

12. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

9 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)"

13. Jillian

I would love to play with your dog!

Fitchburg, WI, 53719

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)"

14. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

60 repeat clients

"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)"

15. Jessica

Making them happy when you're gone!

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Everything went perfect! All three of my dogs had a great time Jessica took care of everything. Fish were fed and my home was well kept!!! 5 stars! (more)"

16. Becky

Becky's Pet Sitting Madison

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits

2 repeat clients

"Becky did a great job with our two puppies. She sent us several updates and pics and kept a running tally of the times they each went outside and did their b... (more)"

17. Sarah

Home is whenever I'm with a dog

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Sarah was great! Very responsible and my pup loved her. She sent updates daily and was very easy to communicate with. I would highly recommend her to anyone ... (more)"

18. Dr. Elisa

Active dog-loving veterinarian!

Madison, WI, 53719

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

2 repeat clients

"Elisa goes above and beyond to make sure your furry friends are comfortable, safe, and having the time of their lives. She's experienced with dogs of all tem... (more)"

19. Jack

"Who let's the dogs out?"... I do!

Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"Jack is always my go to dog sitter! There's been many times where we've needed a dog sitter for an extended period of time and Jack has always done a terrifi... (more)"

20. Emily & Izzy

Willing to work with all dogs!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Emily and Izzy are the best dog lovers out there! They truly care about your dog and treat them as their own. They are excellent dog walkers, dog sitters, do... (more)"

Dog owners in Glen Oak Hills, Madison, WI turn to house sitters on Rover.com for their house sitting needs. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Madison with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Glen Oak Hills 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 Glen Oak Hills, 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 Glen Oak Hills 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 Glen Oak Hills, 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: