Dog Boarding in Maitland Park, Milwaukee

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

1. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

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

6 repeat clients

"Heather was a fantastic sitter. She provided a lot of information up front, took good care of our dog, and provided us with a lot of updates so we knew how h... (more)"

2. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

39 repeat clients

"My dog Hachi has stayed with Dan for 2 consecutive weekends. We get good updates and have peace of mind that my baby is safe with him. He had an injury the s... (more)"

3. Erendira

Outdoorsy dog loving student!

Bay View, Milwaukee, WI, 53207

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

1 repeat client

"Erendira was able to take Olaf on pretty short notice and was super accommodating of our schedule. She made sure our dogs would get along well and sent a cu... (more)"

4. Rebecca

Daily walks to park!

Holler Park, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"Rebecca was great! She took great care of Skipper and he got along great with Hannah. Hannah was super sweet and playful. Skipper was exhausted when he got h... (more)"

5. Traci

Snuggles & Play While You’re Away

Jackson Park, Milwaukee, WI, 53219

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

3 repeat clients

"Khloe was right at home at Traci's house. She slept in bed with them, snuggled with their little girl and got a much needed brushing! They were so flexible w... (more)"

6. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

9 repeat clients

"Lola and Watson lived thier stay! They were tired from playing with duke in the awesome big backyard. Will definitely recommend and stay again. (more)"

7. Kasey

Dog foster mom turned rover sitter

Oak Creek, WI, 53154

Dog Boarding, Doggy Day Care

"Kasey is the epitome of a dog mom. She not only cares for her own 2 fur babies but has also served as a foster dog mom for several puppies not quite ready f... (more)"

8. Jocelyne

Home full-time.

Lincoln Village, Milwaukee, WI, 53215

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

1 repeat client
No Reviews Yet

About: My name is Jocelyne. I am 24 years old. Currently on a break from college but I am working on becoming a radiologist. I have recently moved to Mil... (more)

Confirmed President's Day Availability
9. Alexandra

Daycare/walk your pup will LOVE!!!

Oak Creek, WI, 53154

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

"Alexandra is very good with my dog Toby. She's his teacher. Very skilled, patient and loving. She knows what the dogs need before they do. Very trustworthy i... (more)"

10. Jasna

Take a Paws

College Heights, Milwaukee, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

3 repeat clients

"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)"

11. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

40 repeat clients

"Kate was so wonderful with Valentino!! She was flexible and loving to our dog while we were gone, and sent frequent pics and updates. Highly recommend!!!!... (more)"

Available this weekend
12. Natalie

The ultimate animal lover

Oak creek, WI, 53154

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

"Natalie took great care of our very energetic Weimer, over a 4 day period. She was a pleasure to work with and very flexible. Our dog enjoyed her stay. We... (more)"

13. Aimee

Great arm for fetch

Greendale , WI, 53129

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

1 repeat client

"Aimee was a fantastic sitter! I have used Rover/DogVacay for many years and had some tremendous sitters. I can honestly say that Aimee, is the best sitter I ... (more)"

Confirmed President's Day Availability
14. Sandy

Home full-time. Love all dogs!

Greenfield, WI, 53220

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

3 repeat clients

"Sandy has taken such good care of Buddy. This was our 2nd time using her. She had him for 2 weeks this time while I was out of the country! She sent lots of ... (more)"

Confirmed President's Day Availability
15. Rita

I work close to home

Oak Creek, WI, 53154

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

1 repeat client

"Rita took wonderful care of Winston, I will definitely use her again. Thanks Rita! (more)"

16. Kara

I love dogs and the outdoors!

Cudahy, WI, 53110

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

2 repeat clients

"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)"

17. Julie

Very flexible and inexpensive care

Clayton Crest, Milwaukee, WI, 53221

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

2 repeat clients

"Julie was very good with communication and, most importantly, she took good care of my dog. I didn't worry at all while Amy was at Julie's place. Thanks for... (more)"

18. Jamie

Walker/Jogger, home w/ fenced yard

Tippecanoe, Milwaukee, WI, 53207

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

2 repeat clients

"Our dog Maki had a great time getting pooped at Jamie's! She was very responsive with us and our ever-changing schedule for her 3 night stay there. Would def... (more)"

19. Micha

Garden District Bed & Biscuit

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care, Dog Walking

4 repeat clients

"Micha responded quickly and was able to accommodate for multiple days on short notice. Pictures and updates were sent while I was out of town. Overall I felt... (more)"

Available this weekend
20. Jesi

Can’t get enough of dogs!

Greenfield, WI, 53221

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

About: Nurse who loves caring for all things living! I Have had dogs all my life and love their companionship! No children. I have a 2 year old border col... (more)

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: