Dog Boarding in Fairfield, Milwaukee

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

Available this weekend
1. Michelle

Loving dogs day by day

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

9 repeat clients

"Michele was very welcoming and I felt very comfortable leaving my dog in her hands. She had a great dog if her own for mine to play with and she had a lovel... (more)"

2. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

22 repeat clients

"Our Bucky had a great time at Cindy's house. He got lots of exercise, which makes him a happy boy! She did a great job with him, and we will definitely ask... (more)"

3. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

24 repeat clients

"Melissa and her husband are dog lovers and easy to work with. It is all about peace of mind-- we want our dog be well taken care of while we are traveling! (more)"

4. Jonathon W. & Kelsey

Great for last minute requests!

Harambee, Milwaukee, WI, 53212

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

6 repeat clients

"Crosby had a blast with Jonny and Kelsey over the weekend. They have a nice little side yard which was perfect for Crosby to run around in. Crosby came home ... (more)"

5. wendy

Large fenced in yard to play in!

Milwaukee, WI, 53217

Dog Boarding, Doggy Day Care

9 repeat clients

"Phoebe had a great stay at Wendy's house. She was very easy to work with and treated our pup like one of the family. We have two kids at home so it was grea... (more)"

6. Monica

Monica's downtown dog boarding

Lower East Side, Milwaukee, WI, 53202

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

8 repeat clients

"Monica was awesome and reassured me that she wanted both me and my dog to be comfortable during the stay. She regularly updated me with pictures and was very... (more)"

7. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

10 repeat clients

"Andrea and her family are awesome!!:). We feel so comfortable every time our pup goes there! Winston also loves coming and gets so excited...:) (more)"

8. Kristen

We will love your pup!

Milwaukee, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Kristen and family are wonderful dog sitters! They made me feel comfortable with leaving my 6 month old puppy with them for his first time being away. He had... (more)"

9. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

22 repeat clients

"Our Newfoundland boarded with Brian last week, and we are delighted to share the fact that this was a lovely experience! Brian and his wife are clearly warm... (more)"

10. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"We highly recommend Carolina. She went above and beyond, taking care of our dog four days after our dog had to get unexpected surgery. She gave our pup her m... (more)"

11. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Lucinda is awesome. She is a very sweet and kind person. She bonded with Oreo and my husband and I right away. She made Oero feel at home. He was happy and... (more)"

12. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"Thank you, Jazmine! We knew Sherman would be well cared for with his special needs while we were on vacation. Thank you to your son for playing with Sherman,... (more)"

13. Kayla

Dog Mom

Wauwatosa, WI, 53072

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

"Riggins, our 4 month old Golden had a great stay with Kayla and her husband! We highly recommend using them for all of your pet needs! (more)"

14. Jason

Fur Baby Friendly

Wauwatosa, WI, 53213

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

1 repeat client

"Jason and his wife were wonderful with Sunny. I could tell right away they would make her feel right at home. She got so much play time and really enjoyed he... (more)"

15. Aspen

We'll look after your best friend!

Glendale, WI, 53217

Dog Boarding

7 repeat clients

"Aspen was very welcoming to Tucker! She gave us daily picture/video updates of his stay and quickly learned his habits and needs. When her dog grew tired of... (more)"

16. Shannon

Can your dog keep up with ours?

BROWN DEER, WI, 53223

Dog Boarding, Drop-In Visits

"Shannon has a big heart for "fur babies" of all types, ages, and sizes. She has prior experience dog sitting and takes the commitment seriously. She is alway... (more)"

17. Katie

Stay at home mom dog LOVER!

Fox Point, WI, 53217

Dog Boarding, Doggy Day Care

4 repeat clients

"Katie was fantastic! She made us feel a lot better about leaving our dog for the first time. I would definitely trust her and her family again. (more)"

Available this weekend
18. Chloe

Energetic and Kind Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"I think my pup was a little sad to leave... Chloe was personable, had great communication and provided a nice home away from home. Big fenced yard, friends t... (more)"

19. Karissa

Fenced in Yard with a friend

Brown Deer, WI, 53223

Dog Boarding

"Karissa is patient, kind, and absolutely passionate about her dogs and their well-being. Having Karissa care for my dogs is the next best thing to caring fo... (more)"

20. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

39 repeat clients

"I had to leave the country with my entire family, so this was the first time I left my pooch with someone he didn't know. And this was the first time I was ... (more)"

Experience exceptional service and a personalized match

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Learn About Premier

Dog lovers in Fairfield, Milwaukee, WI love dog sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Rover.com is the simple, savvy way to find and book Fairfield 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 Fairfield, Milwaukee, 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 Fairfield 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 Fairfield, Milwaukee 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 Milwaukee.

We're proud to support over 200 organizations across the nation, including: