House Sitting in Glen Oak Hills, 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.
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1. Kelsey

Professional Experienced Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Kelsey is a reliable, responsible dog sitter. We trust her and know that we can count on her to take good care of our little guy. We highly recommend her. (more)"

2. Stephanie

Attentive animal lover just for you

Madison, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

5 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)"

3. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

3 repeat clients

"Erika was great with our two dogs. We will definitely contact her next time we go out of town. (more)"

Confirmed Holiday Availability
4. 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)"

5. Karla

Dog lover

Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have been watching dogs in my home and in client's homes for 12 years. I also have provided daily walks and check-ins. I love dogs and do not hav... (more)

Confirmed Holiday Availability
6. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

28 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)"

7. 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)

8. Kayla

Medical student dog lovers

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

9. Shauna

Recommended and experienced sitter

Spring Harbor, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Shaun took great care of my Poochon for two days. I really appreciated her extra communication efforts to let me know that she was there the first night and ... (more)"

10. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, 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)"

11. Christine

compassionate, experienced care

Prairie Hills, madison, WI, 54235

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

25 repeat clients

"Christine on many occasions has house sit and watched our dogs, we always knew that they were in goods hands. Christine has a love of dogs and it shows. If... (more)"

12. Amy

Energetic and passionate dog lover

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Amy is a loving caring dog owner and sitter. Amy has had a dog her entire life and is a true dog lover. Her pup gets walked 2-3 times per day, is taken to d... (more)"

13. Meghan

Positive and enthusiastic dog lover

Regent, Madison, WI, 53726

House Sitting

7 repeat clients

"My doggie was happy and healthy when I walked in the door after a five day vacay. Meghan sent me pictures and videos and kept me informed of their activity. ... (more)"

14. Michelle

fun, caring, patient dog lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

About: My family got our first dog four years ago and we love our crazy Weimaraner! I am comfortable around and absolutely love all dogs. My grandparents... (more)

15. Emma

Furry or scaly, I love them all!

Appalachian Ridge, Madison , WI, 53705

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Incredible! At the age of 8 she taught her dog how to roll over and behave like a proper gentleman. Emma has adopted a cat and was able to teach her how do d... (more)"

16. Susan

You'll never catch me without a dog

Vilas, Madison, WI, 53711

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

"My mom is always caring, playful, and mindful with the pets she babysits for and she really makes an effort to build a friendship with the animals. I'm conti... (more)"

17. Adam

A friend of All Hunds

Orchard Ridge Community, Madison, WI, 53711

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

2 repeat clients

"Adam is clearly a dog lover. He proved to be a conscientious and trustworthy caretaker for our pets and property. We would definitely book Adam again, and re... (more)"

Confirmed Holiday Availability
18. Kimberly

Unconditional love for "fur"-babies

Middleton, WI, 53562

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

2 repeat clients

"Kimberly stayed at my house for six nights while I was out of the US. She took excellent care of my two dogs and two cats. I know that my dogs, both senior... (more)"

19. Jeff

Dog Lover/Fosterer without his own!

Madison, WI, 53705

Dog Boarding, House Sitting

"Jeff was the foster parent of the dog that I recently adopted. I'm one who asks a lot of questions and require visits and time before I make a decision such ... (more)"

20. Ellie

Dog loving graduate student

Fitchburg, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ellie was great with our dogs! She is so kind and patient with them, and they really seemed to enjoy their stay. I would definitely book her again! (more)"

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Learn About Premier

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: