Dog Boarding in Woodland Hills, Madison, WI

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Cleda

Dogs & Cats LOVE me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Cleda did a fabulous job taking care of our weird dog, Percy. She was sent us great photos every day and he was super happy to stay with her! Highly recommend! (more)"

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2. Maren

Part time student-full time dog mom

Regent, Madison, WI, 53726

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

"Maren did a great job watching my dog Freddie! He had a blast playing with her dog and was sad to leave them when I picked him up. Very flexible on pickup an... (more)"

Confirmed availability
This weekend
3. Carrie & Erik

Big yard and lots of playtime!

Prairie Hills, Madison, WI, 53711

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

"Sully had a lot of fun and came home super tired! I got a lot of pictures, so that definitely helped put my mind at ease. I would definitely recommend these ... (more)"

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4. Gen

The best care for your best friend!

Westhaven Trails, Madison, WI, 53719

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

"Could not have asked for a better experience! Gen and Sasha took very good care of our 12 week old puppy. We got daily updates with pictures. We will definit... (more)"

Confirmed availability
This weekend
5. Nicole

Can house dogs for weekend getaways

Middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

"Nicole's family has always had dogs as she grew up. She also helped foster dogs in college. She loves dogs, and is very responsible. She never hesitates to s... (more)"

6. Saralyn

Dog lover with a degree

Middleton, WI, 53562

Dog Boarding, Doggy Day Care, Dog Walking

"Saralyn was so great to my little pooch, and she will be my go-to dogsitter! When I picked him up he looked happy and at home, and was well-rested. I feel ... (more)"

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7. Hilary

Fun-loving dog person! :)

Verona, WI, 53593

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

"This was my first time using Rover and was super hesitant. Hilary had no problem meeting prior to get situated. I really appreciated that. She was very flexi... (more)"

8. Glenis

Every Dog Has its Staycay

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

"Glenis was wonderful with our dog Otis. It was first ever night away and he is a timid dog that suffers from separation anxiety. Glenis really took great car... (more)"

Confirmed availability
This weekend
9. Brianna

Love walking/snuggling w/all dogs!!

Middleton, WI, 53562

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

"I’m very protective of my goldendoodle, Daisy, so taking a weekend away for myself is difficult to coordinate, but Daisy doesn’t travel well. When I finally ... (more)"

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10. Jill

Free Range Back Yard! Happy home!

Nakoma League, Madison, WI, 53711

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

About: My name is Jill and I look forward to meeting your dog. I have a 1.5 year old beagle named Charlie who would get a kick out of having a dog friend... (more)

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11. Emelyn

Frequent dog park visits

Regent, Madison, WI, 53726

Dog Boarding, Drop-In Visits, Doggy Day Care

About: I am a 21 year old pre-med student who LOVES dogs of all breeds and sizes! They make every day so much more fun. I currently have a 1 year old Auss... (more)

Confirmed availability
This weekend
12. Andrew

Large yard /50 feet from Elver Park

Prairie Hills, Madison, WI, 53711

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

"He is a great sitter! He takes the time to make our pup welcome and a fun place to go. His location and home layout are perfect for day visits or overnighter... (more)"

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13. Kaylyn

Full-time care, Lots of Walks!

Middleton, WI, 53562

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

"Just used Rover for the first time and it was a success! Kaylyn was not only personable, but patient as I had "first timer's" inquiries. Drop off was smooth ... (more)"

14. Amber

Resident Dogs Love to Play!

Madison, WI, 53719

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

"Amber was great! I got pictures of a very happy Gus. She fit us in last minute and I can tell Gus had a great time. Picked up a very tired and happy dog!! I ... (more)"

15. Kimberly

Student by day, dog lover always

Middleton, WI, 53562

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

"Kimberly was great with updates and pictures during our dog's stay! We booked her VERY last minute and we appreciated her flexibility. (more)"

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16. Kimberly

Fun walks and careful care!

Madison, WI, 53719

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

"Kim has been amazing with our family dogs; Faith, Angel, and Sparky. The time that she spends cuddling with them and making sure that there needs are met is ... (more)"

17. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

"This week has been hectic! I just moved from LA to Wisconsin and the place that i was going to stay at was suppose to be ready the day of my arrival. Well it... (more)"

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18. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

"Fran was great with our girl Sora. I’m not sure what magic she used but she said our long-legged food thief was the best behaved thanksgiving dog she has had... (more)"

19. Cara

Helping you helps me!

Madison, WI, 53705

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

About: You will love my love for your furry babies! I grew up with various breeds (labs, king Charles spaniels, beagles) and love dogs of all sizes. We fi... (more)

20. Tom

Home full time.

Spring Harbor, Madison, WI, 53705

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

"Tom was amazing with our Robbie! We went on a vacation and Robbie got a sick tummy right before we left. Tom was super understandable and didn’t mind giving... (more)"

When it comes to pet care and dog boarding, pet owners in Woodland Hills, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed dog sitters in Madison, giving them an average rating of 4.9/5. Dog boarding doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a dog sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a dog sitter and pet care on Rover? Check out our average dog boarding rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover.com is the simple, savvy way to find and book Woodland Hills dog boarding. It's easy to find the perfect dog 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 dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's 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 in Woodland Hills, Madison, WI 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 75,000 sitters who've listed their services on Rover. When you book Woodland Hills dog boarding 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 Woodland 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: