Dog Boarding in Fairfield, Milwaukee

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.
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1. wendy

Large fenced in yard to play in!

Milwaukee, WI, 53217

Dog Boarding, Doggy Day Care

9 repeat clients

"Wendy is a wonderful lady and a great dog host. Our dog loved playing with her and her family while we were away on vacation. We intend to continue to use h... (more)"

2. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

10 repeat clients

"We were very happy with our experience with Andrea. Wrigley loved playing in the backyard and got along great with Molly. It was evident from the meet and gr... (more)"

3. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

30 repeat clients

"Melissa was great dog sitting for me and taking care of my dog while I was away. She sent me pictures and updates which I loved and made me feel my dog was ... (more)"

4. Jonathon W. & Kelsey

Great for last minute requests!

Harambee, Milwaukee, WI, 53212

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

9 repeat clients

"Penny absolutely loved staying with Jon and Kelsey for the weekend! They sent plenty of photos - which I really appreciated. It looked like she had so much f... (more)"

5. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

31 repeat clients

"Cindy is great. We were quite a bit late dropping Willow off, and although I'm sure it inconvenienced Cindy, she was very polite anyway. Our Labrador was ... (more)"

6. Kristen

We will love your pup!

Milwaukee, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Kristen is a life saver. It was difficult to find someone that will take only one dog at a time. She put my mind at ease with her friendliness and profession... (more)"

7. Jo Ann

I want to connect with your pet!

Riverwest, Milwaukee, WI, 53212

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

6 repeat clients

"Thank you JoAnn for watching my dog for 3 nights in a row, walking him, and letting him be comfortable where ever he wanted in your home. Love your backyard ... (more)"

8. Shannon

Can your dog keep up with ours?

BROWN DEER, WI, 53223

Dog Boarding, Drop-In Visits

3 repeat clients

"Shannon and her husband were very nice and I could tell safety was the most important part of the stay for their dogs and mine. Once all introductions were d... (more)"

9. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Carolina was was very sweet and caring for my dog (who is very shy). She sent me regular text updates that made me feel secure about leaving my dog with some... (more)"

10. Kylie

Run, walk, eat, snuggle, repeat!

Fox Point, WI, 53217

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

"Kylie is one of the best people I know hands down. She is so caring towards both her own dogs and other peoples. I trust her with my pup (Pearl is my baby) b... (more)"

11. Jesse

Dog lover - big backyard

Brown Deer, WI, 53223

Dog Boarding

About: Hello! I live in Brown Deer, and work Downtown Milwaukee 9-5 during the week. I am available to let your dog out during the day and spend the morni... (more)

12. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

2 repeat clients

"Lucinda was great with our dog, Thura, and it's obvious she loves dogs. Our pup is pretty anxious in new places but after meeting Lucinda the week before we ... (more)"

13. Chloe

Energetic and Kind Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

7 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)"

Confirmed Holiday Availability
14. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"Great (more)"

15. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

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

1 repeat client

"Jim did a fantastic job watching our 1 year old puppy, Shibobo, for two nights. Jim was very responsive and flexible in determining the logistics, and he gav... (more)"

16. Morgan

I treat every dog like family!

Glendale, WI, 53217

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Morgan was a great fit for us. The drop off could not have gone any smoother and my girls took to her immediately. I felt very confident leaving our furry ... (more)"

17. Lon

Active Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"This was our first time using Rover or leaving Cordelia with anyone who was not family. Lon was absolutely great! His dog and Cordelia got along really, he... (more)"

18. 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)"

19. Alyssa

Work from home, Dog Lover

Whitefish Bay, WI, 53217

Dog Boarding, Doggy Day Care

4 repeat clients

"Alyssa was great! She was accommodating with my busy schedule and sent me photos of my pup during the stay. Her dog Lilly was adorable and friendly and got a... (more)"

20. Emma

Compassionate animal lover

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Emma is a true dog lover and has been since day one. She shows her love of dogs so much, that I truly believe that she loves dogs more than people. She is a ... (more)"

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.

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