Dog Boarding in Maitland Park, 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.
Dismiss
1. Mary & Joe

Large fenced in yard, lots of room

St. francis, WI, 53235

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Mary and Jo were absolutely fantastic to leave Willie with overnight. Their home and fenced in yard work perfect for Willie to rome and run in. Communicat... (more)"

2. Jaime

Franklin's Peaceful Retreat.

Franklin, WI, 53132

Dog Boarding, Doggy Day Care, Dog Walking

4 repeat clients

"Cliff notes: 1. Jaime and her husband are wonderful 2. Your dog(s) will be extremely well taken care of 3. Fenced yard AND doggie door! This was my first ti... (more)"

3. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

29 repeat clients

"Both dogs got tons of love. Daniel was accommodating to our dogs specific needs. Fred loved gathering all the bones and Sara loved all the attention. They... (more)"

4. Jasna

Take a Paws

College Heights, Milwaukee, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

"Jasna was awesome with Bucky and he loved his stay with her!! She was very flexible with drop off and pick up times, which is a huge plus with us!!! We will ... (more)"

5. Gail

Safe, secure and lots of TLC!

Town Of Lake, Milwaukee, WI, 53207

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

3 repeat clients

"Very professional lots of updates my dog was extremely happy they're great backyard wonderful environment lots of love and care (more)"

Available this weekend
6. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting

7 repeat clients

"We left our 1 year old Lab with Valeria and her husband for 9 days and her care was nothing short of amazing. She took the time to send us multiple pictures ... (more)"

7. Kara

I love dogs and the outdoors!

Cudahy, WI, 53110

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

1 repeat client

"Kara was great! This was my first time having my dog stay with a sitter and I was worried at first. However, Kara took amazing care of my dog! She sent me a ... (more)"

8. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

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

114 repeat clients

"Daniela is fantastic. She basically welcomed our girls into her family. I was truly afraid they wouldn't want to come home – they looked so happy with her!... (more)"

9. Nick

I'm happy too watch your dog!

Bay View, milwaukee, WI, 53207

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

26 repeat clients

"Nick is a cool guy (he clearly loves dogs) and took great care of my greyhound - he kept me informed on how he was doing, sharing updates and pictures. Asimo... (more)"

10. Natalie

Home full time in summer & active!

West Allis, WI, 53219

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

1 repeat client

About: I am available weekdays and weekends, all the time. I'm home full time during the summers! I'm interested in dogs all sizes, and am flexible to mee... (more)

11. Alisia

Like dogs better than people mostly

South Milwaukee, WI, 53172

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

"Alisia was amazing!!! Our two two dogs are still exhausted from their weekend stay, we will definitely use her again to watch our Frenchie and Boston! (more)"

12. Eleni

Home is where the dog is.

White Manor, Milwaukee, WI, 53219

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

"Eleni did great i would definitely use her again (more)"

13. Matt

Ready to hang with your dogs!

St. Francis, WI, 53235

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

1 repeat client

"Matt and Jackie were AWESOME! They came to meet Marvin and even offered to let us drop him off the evening before our appointment instead of super early the ... (more)"

14. Vanessa

Great Home in BayView w/Fenced Yard

Bay View, Milwaukee, WI, 53207

Dog Boarding

9 repeat clients

"We love Vanessa!! She is super friendly, flexible and active. My furball, Buckley, is always busy between the dog park and playing with his favorite friend... (more)"

15. Micha

Garden District Bed & Biscuit

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care, Dog Walking

4 repeat clients

"I would recommend Micha to anyone that is looking for a dog sitter. She was fast to respond, dependable and most of all great with our dogs. We went out of c... (more)"

16. Mabeth

Home full-time❤️dog, fenced yard

Bay View, Milwaukee, WI, 53207

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

2 repeat clients

"Mabeth is the epitome of the perfect dog sitter. Following a meet & greet, and home tour, our pup Shadow had a blast running around in the backyard and playi... (more)"

17. Stephanie

Steph's Bay View Dog Spot

Tippecanoe, Milwaukee, WI, 53207

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

About: Welcome to Steph's Bay View Dog Spot! I have become the "go-to" girl for my friends whenever they need help with their pets, so why not help other... (more)

18. Rita

I work close to home

Oak Creek, WI, 53154

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

"Rita was great! We needed a last minute solution to be gone to my son's out of town baseball tournament and Rita stepped in. She was very flexible with the u... (more)"

19. Sandy

Home full-time. Love all dogs!

Greenfield, WI, 53220

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

2 repeat clients

"Sandy is a great dogsitter! We definitley can recommend her and we already booked a second stay for our dog. You can contact Sandy all the time and she send ... (more)"

20. Iris

Iris's NestingPups

Saveland Park, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"We were extremely nervous leaving our dog for the first time. Iris sent pictures everyday and updated us on how she was doing. It was perfect! We felt com... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Dog owners in Maitland Park, Milwaukee, WI love booking dog boarding with sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Maitland Park.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Maitland Park dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Maitland Park, Milwaukee, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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 Maitland Park, 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: