Dog Boarding in Jackson Park, Milwaukee

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

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1. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

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

62 repeat clients

"Daniela was so nice to take our puppy Scout for a night. He seemed to have a great time and it was the first night he ever slept away from home. I would hi... (more)"

Confirmed Holiday Availability
2. Gayle

We like long walks on the beach! :)

Yankee Hill, Milwaukee, WI, 53202

Dog Boarding

About: Many of my friends have dogs along with myself, and I love them all! We have birthday parties and events for them all of the time. I truly can't im... (more)

3. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

8 repeat clients

"Sandy is amazing! She really went above and beyond, and this was the first time she took care of Jackson. He has separation anxiety and needed someone to... (more)"

4. April

A dog lover missing my own doggies

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"I am so happy that we found April to watch our dog! She took incredible care of him and he was so happy and comfortable in their home. We received updates ev... (more)"

5. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

2 repeat clients

"Camry & co. took the best care of our little man while we were away! They are such sweet girls and I loved that all 3 of them are in it together...it made me... (more)"

6. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

9 repeat clients

"Brian and Becky were incredible. We really appreciated the thorough meet and greet we had with them prior to our dogs stay. They made sure to really get to k... (more)"

7. Amy

A fun, caring & loving dog sitter!

Walker's Point, Milwaukee, WI, 53204

Dog Boarding

1 repeat client

"Amy was so accommodating taking Benji last minute. She made him feel right at home and me at ease and sent me lots of pictures. She had lots of space, a back... (more)"

8. Alyssa

Compassionate, fun, loving!

Hales Corners, WI, 53130

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

1 repeat client

"Alyssa was very easy to work with. She gets back with you right away, provides you with updates, and my dog loves her. I'm pretty picky, and lets face it, ... (more)"

9. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

Dog Boarding, Doggy Day Care

2 repeat clients

"We left our dog with Sarah and her family for a week while we were on vacation and it was a great choice. Sarah sent us many updates which made us feel bett... (more)"

10. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

18 repeat clients

"I felt so comfortable leaving my furbabies with Kathleen. She kept me posted everyday on how they were doing and sent pictures. She was even flexible on exte... (more)"

11. Jennifer

Love and Play while You're Away

Bay View, Milwaukee, WI, 53207

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

"Wonderful experience!!! I felt completely comfortable leaving Penny with Jennifer who is very knowledgeable about dogs. I really appreciated getting pictures... (more)"

Confirmed Holiday Availability
12. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

10 repeat clients

"Heather was absolutely great to work with. She will give your kids (dogs) the same or if not more love then you do! Scooter and George had a blast and are l... (more)"

Confirmed Holiday Availability
13. Micha

Garden District Bed & Biscuit

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care, Dog Walking

2 repeat clients

"Micha and her fiance were great. They were flexible with the drop off/pick up and very responsive to messages. Penny had a fun stay and I would happily use t... (more)"

14. Tarah

Loving home for your fur baby!

Bluemound Heights, Milwaukee, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Tarah had Maddie for a first boarding visit this weekend. She was very kind to our 13 year old pointer, took her for a nice walk, and gave her extra attenti... (more)"

Confirmed New Years Availability
15. 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

15 repeat clients

"I've left Olaf with Nick probably a dozen times now, and he is always happy and exhausted when I pick him. Nick is always available and flexible with drop o... (more)"

Confirmed Holiday Availability
16. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

1 repeat client

"For it been our first time using this service, Loni put us at ease about leaving our dogs with her. (more)"

Confirmed Holiday Availability
17. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

"In my mind, Katherine and dogs are inseparable. Over the ten plus years we have known each other, her love and care for dogs has always shined though. I woul... (more)"

18. Ethan

No dog too energetic or old for me!

Milwaukee, WI, 53213

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

1 repeat client

"Ethan was amazing with Bentley! He made us feel comfortable right away and sent us pictures of our little guy throughout the entire stay. We will definitely ... (more)"

Confirmed Holiday Availability
19. Peter

Experienced animal caretaker.

Greenfield, WI, 53221

Dog Boarding, Doggy Day Care

About: Hi! I'm Peter, your dog's second best friend! I've never met a dog I didn't like. They provide unconditional love, loyalty and friendship, and I wa... (more)

20. Crystal

Your dogs new friend!

West Allis, WI, 53214

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

3 repeat clients

"Crystal was an awesome sitter! I could tell that Happy was..well, Happy! He was loved, cared for and BATHED while I was away! Crystal was very accommodating ... (more)"

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Learn About Premier

Dog owners in Jackson 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 Jackson Park.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Jackson Park dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Jackson Park, Milwaukee, WI who can provide the care your dog needs, when they need it.

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 Jackson 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: