Dog Boarding in Rolling Green, 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. 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)"

2. 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)"

3. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

2 repeat clients

"We felt at ease leaving Willie with the girls for a few days. Communication was timely and easy. They were very accommodating in scheduling drop off and pick... (more)"

4. 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 super! I could tell from the photos they sent me that Maggie was having a great time, and was being well-cared for. We'll be back. Th... (more)"

Confirmed New Years Availability
5. Elizabeth

Second dog ONLY $15!

New Berlin, WI, WI, 53151

Dog Boarding, Doggy Day Care

"Excellent stay! Elizabeth was quick to respond, reliable and took great care of our dog Buster! We will definitely use her again in the future. (more)"

6. 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)"

7. 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)"

8. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

Dog Boarding, Doggy Day Care

2 repeat clients

"Sarah and family were very sweet to Maddie. They took her on nice walks and welcomed her with open arms into their pet friendly home. All of our dog's needs... (more)"

9. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

18 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)"

10. William

Friendly,caring person ,loves pets

Franlin, WI, 53132

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

4 repeat clients

"Bill was a wonderful dog-sitter. He was so excited to have my dog stay with him, and he took very good care of him. My dog is a 14-year old Shih Tzu and does... (more)"

Confirmed Holiday Availability
11. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

10 repeat clients

"We had our two puppies stay with heather while we were out of town for the weekend. She did an amazing job taking care of them and made sure to send us lots... (more)"

12. Kari

Best Friend Boarding

New Berlin, WI, 53227

Dog Boarding, Doggy Day Care

24 repeat clients

"Our dogs were very well cared for and spoiled for the time they were there. We received photo updates and progress during their stay to let us know they wer... (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 Holiday Availability
15. 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)"

16. Ethan

No dog too energetic or old for me!

Milwaukee, WI, 53213

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

1 repeat client

"He did an awesome job with our high attention Bulldogs- and on short notice! His place is the perfect set up with a dog park close by. Our dogs aren't easy a... (more)"

Confirmed Holiday Availability
17. 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)

18. Crystal

Your dogs new friend!

West Allis, WI, 53214

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

3 repeat clients

"Crystal was great! Bucky loved his stay with her and loved going to the dog parks! Crystal was very flexible with the drop off/pick up time and was very resp... (more)"

19. Yen

Mary Puppins

Johnson's Woods, Milwaukee, WI, 53202

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

"Yen took care of my dog while I was on vacation for over a week. I was able to enjoy my trip and know my dog was in good hands. She is very responsible and... (more)"

Confirmed New Years Availability
20. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Daniel and his family were far above what I'd hoped for. My Dill is an anxious dog, but Daniel was exceedingly patient and after a short time, Dill got more ... (more)"

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Learn About Premier

Pet parents in Rolling Green, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Rolling Green 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 Rolling Green, 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 Rolling Green, 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: