Dog Boarding in Roosevelt Grove, Milwaukee

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

1. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

4 repeat clients

"April had a great idea of a meet and greet prior to them watching the dogs. We were able to see the dogs in her environment which created a wonderful sense ... (more)"

2. Amy

A fun, caring & loving dog sitter!

Walker's Point, Milwaukee, WI, 53204

Dog Boarding

1 repeat client

"My 5 month old puppy stayed with amy and shilo for the weekend, she was very good with her and kept me updated and sent pictures all weekend. My puppy can be... (more)"

3. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

94 repeat clients

"We loved having Tia watch our dog for an overnight stay. Pick up and drop off were super easy. She sent a few photos which we loved seeing. And Hazel came... (more)"

4. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

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

75 repeat clients

"Percy and Dexter had the best weekend ever! They were thoroughly tired when we picked them up. I love the one on one attention they received. Flexible pick ... (more)"

5. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

11 repeat clients

"Our doggie's second stay with Brian and Becky - and we could not be more content. Love, love, love the one-on-one attention for our girl Olive! Brian confi... (more)"

6. Katie

Stay at home mom dog LOVER!

Fox Point, WI, 53217

Dog Boarding, Doggy Day Care

1 repeat client

"Katie was awesome! Would highly recommend her. (more)"

7. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

2 repeat clients

"The ladies did a great job with my dog and were very flexible. When I brought Chip home he just curled up on his bed and slept so I know he had a great time.... (more)"

8. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

Dog Boarding

6 repeat clients

"Sarah and family did such a great job watching our fur-baby, we can't thank them enough! Ada loved playing, walking, and napping with Lucy. Communication was... (more)"

9. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

9 repeat clients

"Sandy is wonderful to work with. She was flexible with our drop off and pick up times, and she even helped us by picking up our pup during our wedding ceremo... (more)"

Available this weekend
10. Kyle

Love them like my own

Bradley Estates, Milwaukee, WI, 53223

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

About: Have no worries! Your dog(s) are in great hands. With over a decade of experience in caring for multiple breeds of dogs of my own, I provide an exc... (more)

11. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

3 repeat clients

"Wanda was fantastic! She was kind and communicative. Our dog was happy and so am I. Thank you Wanda! (more)"

12. Aspen

I'll look after your best friend!

Glendale, WI, 53217

Dog Boarding

2 repeat clients

"Aspen and John did a great job taking care of Lia. They were responsive to my questions and had me complete a questionnaire to make sure we were a good fit ... (more)"

13. Rebecca

Can I pet your dog?

Juneau Town, Milwaukee, WI, 53202

Dog Boarding

2 repeat clients

"Becky did great with Finley. I don't even think Finley missed us while we were away for the weekend, and when we picked her up on Sunday afternoon she slept ... (more)"

Available this weekend
14. Angie

Your pet is in good hands!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Angie was amazing for our two girls!!! Both came home happy!! I loved the pictures she send.Would definitely leave my dogs with her again!!! (more)"

15. Elizabeth

Playful yet Mindful Pet Protector

Cambridge Heights, Milwaukee, WI, 53211

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

"In the time I've known Elizabeth she has impressed me with her love and care for dogs. She is one of the most caring, and genuine people I know. Her passion ... (more)"

16. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

12 repeat clients

"Heather was wonderful! She took great care of Patch, was very caring with him, and sent fun photos each day, plus she was professional, informative, flexibl... (more)"

17. Trevor

Active dog loving couple downtown

Brewer's Hill, Milwaukee, WI, 53212

Dog Boarding, Doggy Day Care

2 repeat clients

"Trevor and his fiance took terrific care of our two dogs this weekend. They have a friendly dog as well and a great fenced yard, which they spent a lot of ti... (more)"

18. Allison

Dog Lover ready to help your pup!

Cooper Park, Milwaukee , WI, 53222

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

About: I'm 27 and I can't remember a point in my life where I did not have a dog. I'm a lover of all breeds. I'm most experienced with labs. I'm a fur mam... (more)

19. Sara

Best Animal Auntie Around

Wauwatosa , WI, 53213

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

"Sara is an awesome pet sitter!! She has cared for my dogs many times while we were were on vacation. She snuggled them, took them for walks, and even cleaned... (more)"

20. Georgianna

Nothing is better than a dog!

Uptown, Milwaukee, WI, 53210

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Georgianna was excellent! She was very kind and accommodating to our semi-last minute request for a sitter. Our dog had a wonderful time with her and she sen... (more)"

Experience exceptional service and a personalized match

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

Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 1,089 owners have reviewed sitters in Roosevelt Grove, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect dog sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a dog sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Roosevelt Grove 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 Roosevelt Grove, 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 Roosevelt Grove 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 Roosevelt Grove, 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: