Dog Boarding in Highlands Community, 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.
1. Steve

Frequent walks. Home full-time.

Hill Farms-University Neighborh, Madison, WI, 53705

Dog Boarding, Doggy Day Care

4 repeat clients

"Steve took excellent care of our Hannah. She got lots of walks and we got lots of updates and pictures. It made me feel so comfortable to know she was in goo... (more)"

2. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"The moment I met Cleda I could tell she was a dog lover. She was really great with August and sent me photo updates every day. She even took August on short ... (more)"

Available this weekend
3. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

82 repeat clients

"Andrea did a wonderful Job taking care of my two Bostons Hope and Honee. She sent pictures almost every day! Also, their weight didn't drop which was a great... (more)"

Confirmed Memorial day Availability
4. Gen

I'll love your dogs like you do!

Westhaven Trails, Madison, WI, 53719

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

15 repeat clients

"Again, Gen and Sasha are just awesome! My pup had a wonderful time again and tried out from playing. Gen was able to notice when pup felt uncomfortable. :) (more)"

5. Thomas

Dog Hosting in Downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding, Dog Walking

18 repeat clients

"Thomas took great care of our dog- he sent us pics and updates and our pup had a great stay! Our pup loves Thomas! He was very excited to go back for a seco... (more)"

6. Luke

Loving couple with fenced yard

Greenbush, Madison, WI, 53715

Dog Boarding, Doggy Day Care

"Rosie loved being with Luke. He had a great back yard, which she could go out without a lead, which is great for her. He also had a window that Rosie could ... (more)"

7. Eden

I’ll run with your dog!

Wexford, Madison, WI, 53717

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

1 repeat client
No Reviews Yet

About: Hi, I’m Eden! I’m an animal lover who will love your dog endlessly! Whether your need a pet sitter, dog walker, or house sitter, I will take offers... (more)

8. Kaylyn

Full-time care, 50 ft from dog park

Middleton, WI, 53562

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

3 repeat clients

"We were very pleased at how well Kaylyn cared for our old New Foundland. She made sure he received all his medication on time. It was also great that she wou... (more)"

9. Sara

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Dog Boarding, Doggy Day Care, Dog Walking

7 repeat clients

"Sara and Tyler took such great care of my Murphy while I was on a work trip. He got daily walks and to take advantage of their awesome fenced in yard! I also... (more)"

10. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

28 repeat clients

"Wonderful sitter and a lovely person, Glenis took excellent care of our buddy. Got frequent photo updates showing his migration through various luxuriant sle... (more)"

11. Rachel

Pre-vet Student at uw!

Regent, Madison, WI, 53726

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

1 repeat client

"Our dog Zoey had a great time staying with Rachel! She sent pictures so I always knew how much fun they were having-- going on walks, etc. She was very flexi... (more)"

12. Tracy

Loving, clean home w/ fenced yard

Verona, WI, 53593

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Tracy was a great sitter for our crazy lab mix Remi! She sent pic updates which was comforting. I definitely plan on having Tracy sit Remi again in the future! (more)"

13. Rebecca

Fun times for your dog!

Junction Ridge, middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Rebecca is the best! She instantly had great rapport with my dog upon meeting him. She was flexible, kind and great attention to detail (she caught a syste... (more)"

14. Madeline

I enjoy long walks and runs too!

Regent, Madison, WI, 53726

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

"5 out of 5 stars. Madeline is so great!! She frequently watches my dog Lily. Madeline is professional, dependable, friendly, flexible and a true dog lover. I... (more)"

Confirmed Memorial day Availability
15. Christine

Your pets are our family!

Prairie Hills, Madison, WI, 53711

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

2 repeat clients

"Christine is great. Very friendly and accommodating. My dog had a great time. (more)"

16. Saralyn

Dog lover, credentials included :)

Middleton, WI, 53562

Dog Boarding, Doggy Day Care, Dog Walking

5 repeat clients

"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)"

17. Maiya

I'll love them like you love them!

Blackhawk, Madison, WI, 53717

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

About: I have loved animals since I was a little girl whether it be big or small, a pet fish or a pet horse, I am a true animal lover at heart, although ... (more)

Confirmed Memorial day Availability
18. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

11 repeat clients

"Jennifer was fantastic. We had complete confidence leaving our dog with her. In fact, Jennifer had tips and ideas for additional training. She was great abou... (more)"

19. Danae

fun and friendly and dog lover!

Wyndemere, Madison, WI, 53717

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

"Danae was absolutely wonderful! She was great at communicating any potential issues with scheduling and very prompt to respond to any questions or concerns... (more)"

20. Casandra

Attentive and friendly sitter

Wexford Ridge, Madison, WI, 53717

Dog Boarding, Doggy Day Care

1 repeat client

"Casandra did a wonderful job with Teddy! He seemed to have a great time with Casandra and her mother. I especially appreciated the frequent updates and pictu... (more)"

In Highlands Community, Madison, WI, dog lovers trust Rover.com for their dog boarding needs. Over 423 pet owners have reviewed dog sitters in Madison, giving them an average rating of 4.9/5 stars. Booking dog boarding in Highlands Community can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog boarding in Madison on Rover? Check out our average dog boarding rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Highlands Community 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 Highlands Community, 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 Highlands Community 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 Highlands Community, 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: