Dog Boarding in Roosevelt Grove, Milwaukee

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

1. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

34 repeat clients

"Cindy is great. We were quite a bit late dropping Willow off, and although I'm sure it inconvenienced Cindy, she was very polite anyway. Our Labrador was ... (more)"

2. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

11 repeat clients

"Andrea and Jeff took wonderful care of our Opie while we were away. He came home a very tired pooch, so I know he enjoyed himself. Andrea sent updates and pi... (more)"

3. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

160 repeat clients

"Tia was one of very few dog sitters willing to watch multiple dogs-by multiple, we have 4. She was very easy to work with and she sent us great pictures over... (more)"

Available this weekend
4. Jo Ann

I want to connect with your pet!

Riverwest, Milwaukee, WI, 53212

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

6 repeat clients

"Thank you JoAnn for watching my dog for 3 nights in a row, walking him, and letting him be comfortable where ever he wanted in your home. Love your backyard ... (more)"

5. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

1 repeat client

"Melanie was great with my new pup, Yuca. Yuca came back sleepy and happy, and Melanie kept in touch with me about how she was behaving and sent plenty of pic... (more)"

Available this weekend
6. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Carolina was awesome. She took our puppy Archer on short notice! He had a great time and she even updated us with photos:) We would definitely use her agai. ! (more)"

7. Kylie

Run, walk, eat, snuggle, repeat!

Fox Point, WI, 53217

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

"My friends and I call Kylie the Dog Whisperer. She is one of the kindest and caring people I know. She also is very knowledgeable when it comes to caring for... (more)"

Available this weekend
8. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

4 repeat clients

"Lucinda was great with our dog, Thura, and it's obvious she loves dogs. Our pup is pretty anxious in new places but after meeting Lucinda the week before we ... (more)"

9. Abigail

Saving the world by snuggling dogs

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Dog Walking

"Abby is amazing! She was easy to work with and sent me pics of my puppy every day I was away. During the coldest week of the year, Abby still made sure my do... (more)"

10. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

19 repeat clients

"Sandy was a lifesaver! She took great care of our pups. They loved their stay and actually seemed bummed to leave when we got them in the car. I highly recom... (more)"

11. Rebecca

Loves long walks on the Riverwalk!

Lower East Side, Milwaukee, WI, 53202

Dog Boarding

"Rebecca was a wonderful sitter. She took care of my dog as I would have, he came home happy, and she reassured me that he was ok the whole time I was out of ... (more)"

12. Shawn

Let's have fun while you're out!

Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

"Shawn did an excellent job caring for my dog. He sent pictures during my dog's stay with him. I will definitely ask him to care for her again! (more)"

13. Quinn

Hiking,

Avenues West, Milwaukee, WI, 53233

Dog Boarding, Doggy Day Care

2 repeat clients

"Quinn was very good with our dog (55 lb Lab "Ame"). We can tell she was given plenty of attention, exercise, and care. She sent photos and updates regularly.... (more)"

14. Anna

Experienced dog walker/sitter!

Lower East Side, Milwaukee, WI, 53202

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

About: My family had a dog growing up and I began dog sitting through the families I have nannied for throughout my college years. I have cared for dogs b... (more)

15. Diana

reliable, flexible& loving sitter

Avenues West, Milwaukee, WI, 53233

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

1 repeat client

"Good communication, easy to work with, dog was returned safe and happy. (more)"

16. Carissa

more than pets, they're family

Kops Park, Milwaukee, WI, 53222

Dog Boarding, Dog Walking

1 repeat client

"Daisy had a great stay with Carissa and her pup, Pluto. I loved that she had a high energy dog and I felt comfortable with Carissa handling Daisy. We got som... (more)"

17. Monica

Monica's downtown dog boarding

Lower East Side, Milwaukee, WI, 53202

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

11 repeat clients

"I hesitate to give a 5 star review only because I want to selfishly keep Monica available for future pet sitting needs. However, I'm willing to share the lo... (more)"

Available this weekend
18. Monica

Animal rescuer-genuine caretaker

Lindsay Park, Milwaukee, WI, 53222

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

"Monica has been caring for animals since she was young, starting with fish and hamsters. She grew up with a family dog and cared for him very well. As a youn... (more)"

19. Steph

Law student who loves dogs

Avenues West, Milwaukee, WI, 53233

Dog Boarding, Drop-In Visits, Dog Walking

"Steph did a great job watching my Pit Bull. (more)"

20. Kayla

Dog Mom

Wauwatosa, WI, 53072

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

2 repeat clients

"Kayla and Jason are the sweetest couple. They took such good care of our puppy and provided such a fun environment that she looked sad to leave when we picke... (more)"

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: