Dog Boarding in Westmorland, Madison, WI

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

1. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Daisy really enjoyed her stay and didn't want to leave. Cleda was great with her and made me feel confident that she was in good hands while I was away. I re... (more)"

Confirmed Memorial day Availability
2. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Tenney-Lapham, Madison, WI, 53703

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

2 repeat clients

"Allison and Raymon were great! Super responsive and gave my Corbet so much love and attention during his stay. He had a lot of fun interacting with the other... (more)"

Confirmed Memorial day Availability
3. Gen

I'll love your dogs like you do!

Westhaven Trails, Madison, WI, 53719

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

13 repeat clients

"Gen and Sasha were great and helpful, like always. Gen pays excellent attention to whoever is on board and keeps us updated all the time. Will come back when... (more)"

Confirmed Memorial day Availability
4. Jenny

Walking for a living

Madison, WI, 53719

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

2 repeat clients

"Jenny is excellent with dogs. She goes above and beyond when watching my dog and Russia always has a great time walking with Jenny. Sometimes they walk at a ... (more)"

5. Lorelei & Kayla

24 hour Care~Fenced yard~dog park

Madison, WI, 53713

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

37 repeat clients

"Our 5 year old Husky can be a lot to handle, but Kayla took great care of him! She sent pictures of him playing with the other dog and let us know he was doi... (more)"

6. Eden

I’ll run with your dog!

Wexford, Madison, WI, 53717

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

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)

7. Thomas

Dog Hosting in Downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding, Dog Walking

17 repeat clients

"Moo had the best time staying with Thomas and Freddie! I received so many pictures and texts, it reassured me my dog was in the right hands while I was away!... (more)"

8. Steve

Frequent walks. Home full-time.

Hill Farms-University Neighborh, Madison, WI, 53705

Dog Boarding, Doggy Day Care

4 repeat clients

"Wonderful care. Pretty sure that our dog wanted to bring Steve & Angela home with her or maybe trade us in! (more)"

9. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

77 repeat clients

"Andrea alleviated any worries we had about leaving our Beau, since he has some separation anxiety, and has his quirks. She kept us up to date the whole time... (more)"

Confirmed Memorial day Availability
10. Jaclyn

Experienced and kind dog sitter

Capitol, Madison, WI, 53703

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

"Jaclyn is super nice and caring. Potato can be not so easy sometimes, but Jaclyn remained patient and loving towards her. This is my first time using Rover, ... (more)"

11. Km

Loving, responsible, sociable!

Capitol, Madison, WI, 53703

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

4 repeat clients

"Km took wonderful care of Winnie. It was our first time using Rover.com, so we were little nervous. However, without hesitation I would recommend Km. She... (more)"

12. Sara

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Dog Boarding, Doggy Day Care, Dog Walking

7 repeat clients

"Colby loved his time at Sara’s and we really appreciated the daily updates and flexibility in pick-up/drop-off times. Thanks again Sara and we’d definitely l... (more)"

13. Janie

Dog lover! Snuggles and Park Trips!

Capitol, Madison, WI, 53703

Dog Boarding

"If you know Janie, you know that she is 100% committed to her dogs and the welfare of others dogs. She is compassionate, caring, and reliable. I would fully ... (more)"

14. Anna

4 person household, always home!

Capitol, Madison, WI, 53703

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Anna watched my dog, Prima, while my family and I were on vacation. She was great! She fed, walked, and let Prima out very regularly while we were gone. She ... (more)"

15. 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)"

16. Halley

Experienced and loving dog-sitter!

Capitol, Madison, WI, 53703

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

2 repeat clients

"Halley took the time to come over and meet our two dogs prior to caring for them. We have a Lab/Pitbull mix and a Lab/Border Collie mix. They both were very ... (more)"

Confirmed Memorial day Availability
17. Christine

Loving Certified Vet Tech

Prairie Hills, Madison, WI, 53711

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

2 repeat clients

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

18. Brea

Dog Lover

Capitol, Madison, WI, 53703

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

2 repeat clients

"This was our first Rover experience as well as Meeko's first time with a dog sitter. I'm so glad we chose Brea! She gave us photo updates and ended the day w... (more)"

19. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

27 repeat clients

"When my dog pulls at the leash to get into Glenis' home, it makes me feel so good. Glenis provides great communication for the humans...and great care for do... (more)"

Confirmed Memorial day Availability
20. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

8 repeat clients

"Jasmine was very enthusiastic and accommodating. She kept in frequent contact, sending pictures and updates daily. I hope Abby can stay with her again! (more)"

Dog owners in Westmorland, Madison, WI turn to dog sitters on Rover for their dog boarding needs. Over 423 pet owners have reviewed dog sitters in Madison, giving them an average rating of 4.9/5. Dog boarding can be affordable, no matter where you live or what your price range may be. Curious about how much dog boarding costs in Madison with Rover.com? Check out our average dog boarding rates near you to get an idea before getting a conversation started with a dog 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 Westmorland 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 Westmorland, 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 Westmorland 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 Westmorland, 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: