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

166 repeat clients

"Tia is the only one we feel comfortable leaving Coop with. We've been back multiple times and every time we pick C up he's happy & well taken care of. If you... (more)"

2. wendy

Large fenced in yard to play in!

Milwaukee, WI, 53217

Dog Boarding, Doggy Day Care

11 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)"

3. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

41 repeat clients

"Melissa was wonderful! We were so happy that she was willing to watch both of our dogs as we like to keep them together. She sent some nice updates and most ... (more)"

4. Aly

Home full-time to care for your pet

Brewer's Hill, Milwaukee, WI, 53212

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

2 repeat clients

"Aly is a great care taker. Bandit is always excited to spend time with Aly, her fiancé, and their loving dog Jameson. I always feel comfortable leaving Bandi... (more)"

5. Chloe

Energetic and Kind Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

8 repeat clients

"I have a Senior dog on a lot of meds with limited use of her back legs - Chloe was excellent with her!!! I've already reserved another in-home sitting servic... (more)"

6. Terri

Calm environment, work from home

Wauwatosa, WI, 53225

Dog Boarding, Doggy Day Care

1 repeat client

"Our dog had a great stay with Terri ! He was very quick to fall in love with her . She and her husband are absolutely wonderful with dogs. For the first time... (more)"

7. Cindy


Wauwatosa, WI, 53222

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

51 repeat clients

"Cindy did a great job with our big, black beast. Our dog was very comfortable in her temporary residence. Plenty of sunshine hanging out back is one of her... (more)"

8. Carrie Ann

Moore's Dog Sitting

Shorewood, WI, 53211

Dog Boarding, Doggy Day Care

31 repeat clients

"Tidus loves to go over to Carrie's house! He seems to get along at their house. His tail is always wagging like crazy when we walk up to their house. When we... (more)"

9. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

5 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)"

10. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

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

24 repeat clients

"We could not recommend Jenni enough. We hired Jenni over 6 years ago. She not only forms a bond with our 3 dogs she has allowed us the freedom to leave for ... (more)"

11. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

11 repeat clients

"Andrea and Jeff took wonderful care of our Opie while we were away. He came home a very tired pooch, so I know he enjoyed himself. Andrea sent updates and pi... (more)"

12. Michelle

Full Time Care /Fenced in yard

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

14 repeat clients

"My little guy had a great time...not sure if he's happy to be home...I'm very please with Michelle and hope she can watch him in the near future.. (more)"

13. 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)"

14. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

6 repeat clients

"Wanda cared for my dog Elway for the last 5 nights while I was out of town. She was so very compassionate and kind ....Elway is a "Senior " at age 15 (more)"

15. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

40 repeat clients

"When we first met with Kathy, her love for dogs was completely obvious! We knew our dog Speedy would be in wonderful hands while we were out of town. Kathy... (more)"

16. Lon

Active Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

4 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)"

17. Kendall

Foster-Dog Parent with Open Arms

Riverwest, Milwaukee, WI, 53212

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

"Kendall has been a real asset to our rescue. Her knowledge and understanding of dogs has helped find many shelter dogs loving, forever homes. She continues t... (more)"

18. Emma

Compassionate animal lover

Glendale, WI, 53209

Dog Boarding, 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)"

19. 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)"

20. Morgan

I treat every dog like family!

Glendale, WI, 53217

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Morgan was great the whole weekend. It was nice that she just had my dog so Luna got a lot attention and walks. I would definitely have Morgan dog sit again.... (more)"

Dog lovers in Fairfield, Milwaukee, WI love dog sitters on 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. 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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