Dog Boarding in Westmorland, Madison, WI

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

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1. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

18 repeat clients

"Christina was wonderful! My dog loved playing with her dogs, playing in the fenced in yard, and getting loved on. She sent me pictures and updates throughout... (more)"

2. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

8 repeat clients

"Gen was great with making me feel comfortable leaving Logan - she is clearly super experienced with dogs! She sent pictures and updates during my dog’s stay ... (more)"

3. Kayla

Pleasing Paws

Madison, WI, 53713

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

31 repeat clients

"We didn't end up leaving Max with Kayla since our plans fell through, but we did have a meet and greet and I have no doubt that she would be a great sitter, ... (more)"

4. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

9 repeat clients

"Grace is exceptional -- efficient, flexible, and caring. Loved the snaps of my dog over the course of her stay. Thanks & can't wait to see you again! (more)"

5. 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)"

6. Km

Loving, responsible, sociable!

Capitol, Madison, WI, 53703

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

1 repeat client

"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)"

7. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

Dog Boarding, House Sitting, Doggy Day Care

5 repeat clients

"Hannah was dependable and communicative. Her apartment is nice. Our dog returned to us happy and obviously fond of Hannah. Will book with her again. Than... (more)"

8. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Dog Walking

11 repeat clients

"Leinie enjoyed his stay with Thomas. I loved the photos of Leinie throughtout our time away. Thomas made sure Leinie had plenty of playtime and he sure was w... (more)"

9. Dr. Elisa

Active dog-loving veterinarian!

Madison, WI, 53719

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

2 repeat clients

"Elisa goes above and beyond to make sure your furry friends are comfortable, safe, and having the time of their lives. She's experienced with dogs of all tem... (more)"

10. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

60 repeat clients

"Our experience with Andrea was wonderful! My pup, Joey, absolutely loved it there - he is still all smiles and he was only there one night! She was so flexib... (more)"

11. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

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

7 repeat clients

"Amy was awesome! I received nearly daily updates of Frankie's stay, including pictures. I was happy to hear my dog and her two dogs got along great. Amy also... (more)"

12. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

20 repeat clients

"This was the first time I've had to find someone other than family to watch my boys while I was on vacation. As soon as we did our meet and greet with Glenis... (more)"

13. Nick

Dog trainer - Loves dogs

Madison, WI, 53713

Dog Boarding

"Nick was awesome!! He was waiting outside his apartment when we got there and sent a picture and update. Was so responsive. Would use him again anytime!! (more)"

14. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

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

"Cleda was very nice and knowledgeable! She watched Codex, my Shiba, in short notice over a long weekend and gave me cute picture updates. Codex returned to m... (more)"

15. Caitlin

Is your dog my new best friend?

Maple-Prairie, Madison, WI, 53719

Dog Boarding

1 repeat client

"Daisy had a great time staying with Caitlin. She sent me pictures and kept me updated on their adventures. I will definitely recommend Caitlin to my friends ... (more)"

16. 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)"

17. Andrea

Responsible & Loving in Fitchburg!

Fitchburg, WI, 53711

Dog Boarding, House Sitting

2 repeat clients

"Andrea did a great job caring for Deacon over five days. We needed someone quickly and Andrea graciously obliged. She even reported taking Deacon running, ... (more)"

18. Madie

Reliable Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

1 repeat client

"Madie was awesome! I felt so comfortable leaving Miller with her and would easily recommend her to everyone! She was very flexible and easy to communicate wi... (more)"

19. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

2 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)"

20. Sara

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Dog Boarding, Doggy Day Care, Dog Walking

3 repeat clients

"Sara is one of the kindest, most generous people I've ever known. She loves all animals, and shows that compassion to all pets. She is incredibly responsible... (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: