House Sitting in Glen Oak Hills, Madison, WI

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

1. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

2. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

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

9 repeat clients

"Wilbur likes Amy!!! She was very professional, dependable, and dog-loving :-) (more)"

3. Sarah

Takes Care of Pets of All Kinds

Madison, WI, 53719

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

3 repeat clients

"Sarah was a delight. My girls loved her and got along great with Mika. She sent pictures while I was away so I was able to see how they were doing. Super com... (more)"

Available this weekend
4. Sami

Dog-Loving Grad Student Will Travel

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Sami stayed with and loved our dog, as we would have cared for him. Definitely would recommend Sami highly for care that emanates from her heart. (more)"

Confirmed President's Day Availability
5. Joseph

We love dogs! Fenced yard freedom!

Middleton, WI, 53562

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

"Joe's fun and laid back demeanor shows in his pets' (dogs) personalities. When they get too excited he doesn't get overly excited, but does have limits and ... (more)"

Confirmed President's Day Availability
6. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

8 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)"

7. Ryan

Caring Nurse Aid to Help You Pooch

Regent, Madison , WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Ryan did a fantastic job watching our corgi, Taco, on multiple occasions. He would come over to our apartment, take Taco out on a walk, play with her after s... (more)"

Confirmed President's Day Availability
8. Dongrui

Dong lover, time flexible

Capitol, Madison, WI, 53703

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

"Dongrui is a real fan of dogs. He is the natural friends of dogs. Last year, we traveled to Minneapolis and stayed at an Airbnb with a dog. He became a frien... (more)"

9. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

6 repeat clients

"Fran took great care of my energetic pup! She took Zeus on lots of walks and sent regular pictures and updates. I would certainly recommend entrusting your p... (more)"

Available this weekend
10. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

64 repeat clients

"Andrea was amazing with my dog Otis. She house sat for me so Otis (who has separation anxiety and is timid) didn't have to leave the comfort of his own home.... (more)"

11. Cassie

Run, walk, whatever your dog wants!

Greenbush, MADISON, WI, 53715

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

About: I have had dogs my entire life. Mostly labradors or other big dogs but I love them all. I raise service dogs of all ages while at school but they c... (more)

12. Dawn

Experienced & Loving Canine Nanny

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"She is knowledgeable having worked for many years with dogs in many facets. Would trust her with any of my furbabies. Had a rescue with senior and special ... (more)"

13. Allison

Emory student and dog-lover!

Wexford, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"It was such a pleasure working with Allison! She was very responsive during the booking process, super great with Odin and gave him lots of needed attention... (more)"

Confirmed President's Day Availability
14. Eddy

Ready to be your dog's best friend!

University Apartments, Madison, WI, 53705

Dog Boarding, House Sitting, Doggy Day Care

"Eddy is a very responsible person and it really shows with his own dog, Finn. He's knowledgeable about dogs and very friendly with all types of animals. He's... (more)"

Confirmed President's Day Availability
15. Jenna

House Sitting Professional!

Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"Jenna is a great caregiver. She does a great job with her dog Riley. They spend a lot of time together. Riley is well behaved and trusts Jenna as her best fr... (more)"

16. Danae

fun and friendly and dog lover!

Wyndemere, Madison, WI, 53717

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

"As a long time friend of Danae's, I have seen, countless times, the love and affection she shows towards all animals. She is especially good with dogs, and s... (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. Matthew

Top-Notch Professional Pet Services

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Loved having Matt sit for both of our dogs! He sent pictures and made sure they felt lots of love during the visit. We ended up having to extend the stay las... (more)"

19. Gabriella

Student who loves animals!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Flash and Ollie loved having Gabriella stay with them! She sent lots of pictures and took great care of them! I’ll definitely schedule her again in the future! (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)

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: