House Sitting in Clarendon 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.
Confirmed availability
4th of July
1. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Allison was an incredible dog/house sitter. She sent me tons of photos of him playing and even took him to the dog park. He has anxiety and I could tell when... (more)"

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2. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

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

"Evie had another great stay with Gracie over the Christmas break. She was obviously well-looked after and very happy to be hanging out with Gracie and her p... (more)"

3. Carly

Let me love them while you can’t

Schenk-Atwood, Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"if I could give 10 stars I would. My little puppy had an accident that required him to be watched while he went through the healing process. We asked Carly t... (more)"

4. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Marlena was great taking care of our two dogs and two cats while we were away for the weekend. She sent us regular updates with pictures, and also left the h... (more)"

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5. Faith

Grew up with Dachshunds, Have a Cat

McClellan Park, Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

"Faith was nice and accommodating while staying at my place with my dog and two cats. She sent regular updates and I felt better that my dog and cats could s... (more)"

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6. Kayla

i love playing with dogs

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Kayla house sat and pup sat for our 2 Labrador retrievers; who need constant exercise. She took very good care of them; both in making sure they ran, played ... (more)"

Confirmed availability
4th of July
7. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

About: Hello! I’m Stephanie && am a COMPLETE dog lover. Leaving my dog is always the hardest/most stressful part of taking trips and I want to serve as a ... (more)

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8. Erica

Will love your dog as my own

Elvehjem, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Erica is the best dog sitter we have ever had. She sent me pictures everyday and kept me updated on how my dog was doing! She also brought our mail in and le... (more)"

Confirmed availability
4th of July
9. Sarah

Dog hair everywhere, don't care!

Worthington Park, Madison, WI, 53714

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

"Sarah was amazing with Capone! She sent us updates all weekend and knew he was in good hands! We came back to a nice note and summary of the weekend. I would... (more)"

Confirmed availability
This weekend
10. Johnathan

Home full-time, fenced backyard

Carpenter-Ridgeway, Madison, WI, 53704

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

About: I have raised a duck hunting dog and now have a sweet lab named hiccup. I love spending my time with dogs. I am available almost all the time as ... (more)

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11. Jamie

I am a Certified Vet Tech

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"If I could describe Jamie in one word it would be selfless. She gives everything she has every single day without asking for anything in return. She does h... (more)"

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12. Bea

Walks-Exercises-Treats-Happy Pet.

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

"Bea went above and beyond for both of our dogs. I was completely blown away with the love and attention she gave to our dogs. We have one 15 year old senior ... (more)"

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13. Jess

Confident, reliable and resourceful

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"We had a nice meet and greet with Jess and hired her to pet sit for us. She did a great job, had good communication, and even brought in the mail without be... (more)"

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14. Courtney

A home away from home

Madison, WI, 53718

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

About: My name is Courtney and I'm the proud owner of two pups - a 12 pound Pekingese mix, Oliver, and a 70 pound Bernese Mountain Dog puppy named Sulliva... (more)

Confirmed availability
This weekend
15. Katerina

Patient Dog-Lover Avail. Full-Time

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Katerina was great with my fur kids! She kept me up to date with concerns she had and assured me they were happy and receiving lots of cuddles. This was my... (more)"

16. Daniel

Lover of all, big and small!

Eastmorland, Madison, WI, 53714

House Sitting, Drop-In Visits

"Daniel took great care of our dogs so we could get away for a weekend. He kept me updated and did a great job winning over my grumpy old man. We came home to... (more)"

17. Jon

Wants doggo friends!

Mayfair Park, Madison, WI, 53714

House Sitting, Drop-In Visits, Dog Walking

About: I love animal care work, but moved on to another career path and miss caring for animals. I'd get to know your dog and figure out what type of care... (more)

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18. Angie

Our pup loves playmates!

Madison, WI, 53718

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

About: We have a very active 1.5 year old yellow lab who loves to play and nothing burns him out like a good play session with another pup! Since we can’t... (more)

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19. Kiana

Perfectly pawfect.♡

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Kiana was a wonderful house sitter! She stayed at my home, with a dog and a cat, for just under a week and things went very well. Kiana sent me regular updat... (more)"

Confirmed availability
4th of July
20. Abby

Pet mom to 3 amazing dogs!

Mayfair Park, Madison, WI, 53714

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

About: Hi I'm Abby, I have been an animal lover since i was a tiny tot, my family always had pets in the house from dogs, cats and to even birds! I am 2... (more)

Pet parents in Clarendon Hills, 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 offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Clarendon Hills, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Clarendon Hills, Madison, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Clarendon Hills house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Clarendon Hills, Madison, WI for your dog: people who'll treat him like family.

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 Clarendon 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.