Dog Boarding in Fairfield, Milwaukee

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

1. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

93 repeat clients

"Tia was amazing, sent so many pictures and videos so we knew what our pup was up to during the day. Her dog Jaxson was very friendly and Roxee was exhausted ... (more)"

2. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

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

75 repeat clients

"Daniela & Michael took fabulous care of Sadie! She was alert, happy, and wanted to play more when we picked her up. They sent updates throughout her stay, an... (more)"

3. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

11 repeat clients

"Our doggie's second stay with Brian and Becky - and we could not be more content. Love, love, love the one-on-one attention for our girl Olive! Brian confi... (more)"

4. Katie

Stay at home mom dog LOVER!

Fox Point, WI, 53217

Dog Boarding, Doggy Day Care

1 repeat client

"Katie and her family were terrific! Couldn't have been nicer or accommodating. Highly recommend. (more)"

5. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

2 repeat clients

"Penny had a great time with Camry and her roommates. They obviously love dogs and it's nice that they're schedules work out so Penny always had a companion. (more)"

6. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

9 repeat clients

"I have taken my three dogs to Sandy several times. I have a Golden named Molly and two Shih Tuz named Georgie and Gacie. Sandy gives them the run of the hous... (more)"

Available this weekend
7. Kyle

Love them like my own

Bradley Estates, Milwaukee, WI, 53223

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

About: Have no worries! Your dog(s) are in great hands. With over a decade of experience in caring for multiple breeds of dogs of my own, I provide an exc... (more)

8. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

3 repeat clients

"Wanda was fantastic! She was kind and communicative. Our dog was happy and so am I. Thank you Wanda! (more)"

9. Aspen

I'll look after your best friend!

Glendale, WI, 53217

Dog Boarding

2 repeat clients

"Our dog stayed with Aspen, Chris, and their sweet Miller for six days and was treated like one of their own. We loved receiving daily updates and photos, an... (more)"

10. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

1 repeat client

"My pups looked well taken care of :) and warmed right up to Cindy and her daughter (more)"

Available this weekend
11. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

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

3 repeat clients

"Sarah was great with my giant puppy, he was anxious about being in a new place and she did an amazing job calminhim down and making him feel at home. She was... (more)"

12. Angie

Your pet is in good hands!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Angie and her beautiful family were wonderful hosts for Evee. The kids took to her immediately and Evee showed them her tricks. Angie did a great job with ... (more)"

13. Kalie

Passion for helping pups!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Kiko had a fabulous time. He wanted to stay longer with Kalie. He really had to think if he really wanted to come home with me. In the end he left Kalie a... (more)"

14. Stephanie

Friendly, Experienced Dog Foster!

Milwaukee, WI, 53211

Dog Boarding, Dog Walking

1 repeat client

"Stephanie did a great job taking care of Gordon while I was away for five nights. He can be shy with strangers but he warmed right up to her! She took him to... (more)"

15. Megan

Patient, Responsible, Dog Lover!

Whitefish Bay, WI, 53217

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

1 repeat client

"Megan went above and beyond with Henley! Between the multiple trips to the dog park and treating her to a "Pumpkin Spice Latte" at Barktoberfest I couldn't ... (more)"

16. Pamela

Give your pet a vacation too!

Brown Deer, WI, 53223

Dog Boarding

2 repeat clients

"Pamela was wonderful! She took great care of Ghibli and sent me lots of updates on him. Ghibli was so happy with Pamela, he had a wonderful time! He will def... (more)"

17. Alex

Young, active student with 2br home

Fox Point, WI, 53217

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

"Alex is a dedicated and loving pet sitter and can take on any task. He has handled ducks, bunnies, and even dogs that have to be separated from one another. ... (more)"

18. Jacqueline

I love all dogs!

Fox Point, WI, 53217

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

"She is so great with my dog Leo. He always comes back happy and feeling loved! She is my first option every time I need someone to watch my puppy! You (more)"

19. Georgianna

Nothing is better than a dog!

Uptown, Milwaukee, WI, 53210

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Georgianna was excellent! She was very kind and accommodating to our semi-last minute request for a sitter. Our dog had a wonderful time with her and she sen... (more)"

20. Emily

Emily's Professional Quality Care!

Glendale , WI, 53209

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

"Thank you so much Emily! She was so excellent to work with. Very quick with communication and sent pictures during my dogs stay! Would definately use her again! (more)"

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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: