Dog Boarding in Roosevelt Grove, 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. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Doggy Day Care

9 repeat clients

"I definitely recommend Steve! He is very attentive and accommodating. He sends pictures and keeps you updated throughout the stay. There are tons of toys and... (more)"

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2. Nancy

Free belly rubs!

Glendale, WI, 53217

Dog Boarding, Drop-In Visits, Dog Walking

"Nancy and her son took great care of our boy, took him on lots of walks and spoiled him with treats. Nancy is very easy to work with and I would definitely r... (more)"

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3. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

60 repeat clients

"Cindy sent pictures every day with updates. She was willing to accommodate requests for sleeping arrangements and medication and supplement administration. ... (more)"

4. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"Rue had so much fun staying with Matthew! We automatically trusted him in caring for our pup due to his knowledge about dogs and their behaviors. He constant... (more)"

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5. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

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

6 repeat clients

"This was my first Rover experience, and I was very pleased. Amanda took great care of my dog and kept me updated during her stay. My dog is deaf and can be a... (more)"

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6. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

13 repeat clients

"Our dog had a stellar experience with Andrea. We couldn't be happier to have found a such a loving and caring home away from home for our "fur-baby". (more)"

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7. Rita

I LOVE LONG WALKS!

Whitefish Bay, WI, 53217

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

1 repeat client

"Rita helped me take care of my dog Leonidas (Siberian husky) multiple times from the time he was just 10 weeks old! Rita is a fun and caring dog lover who is... (more)"

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8. Deann

Multiple walks and cuddles!

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

About: I know that our pets are an important part of our family and that's why they should be treated as such! I am a lover of all animals and I have had ... (more)

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9. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

1 repeat client

"Five Stars! Anna sat for our two dogs for a week. She took great care of the dogs and it was an added bonus knowing that the house was occupied while we we... (more)"

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10. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

7 repeat clients

"Lucinda is amazing! So gentle and caring towards our senior dog Susie. Lucinda kept us informed and sent pics to tell us how Susie was doing. Highly recommen... (more)"

11. Megan

I love your dog already!

Lower East Side, Milwaukee, WI, 53202

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

"Adele was the best sitter we have found on rover to days. She was very flexible with meeting us before the trip, asked us questions, and sent lots of pics du... (more)"

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12. Jo Ann

Home full time-fenced in yard

Riverwest, Milwaukee, WI, 53212

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

8 repeat clients

"Amazing! Wonderful! Outstanding! Our Sterling's stay with Jo Ann went even better than we hoped! Twice a day we received pictures and a little message from ... (more)"

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13. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

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

7 repeat clients

"Jim was the best dog sitter! I would recommend him for anyone. He was always updating me and sending me pictures of Charlie while I was away. Charlie had so ... (more)"

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14. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

21 repeat clients

"I have taken my three dogs to Sandy several times. I have a Golden named Molly and two Shih Tuz named Georgie and Gacie. Sandy gives them the run of the hous... (more)"

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15. Kim

Looking for walking buddies!

Riverwest, Milwaukee, WI, 53212

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

"Kim is a great dog sitter. We have 3 dogs 1 German wire hair pointer and 2 beagles. She watched our dogs for a full week while we were out of town and took g... (more)"

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16. Tatiana & Tyler

Everything You Need Under One Woof.

Downer Woods, Milwaukee, WI, 53211

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

3 repeat clients

"Tatiana and Tyler are very accomodating. Communication was easy and our dog came back happy ! Thanks to them our dog as a place away from home that feels lik... (more)"

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17. Monica

Monica's downtown dog boarding

Lower East Side, Milwaukee, WI, 53202

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

16 repeat clients

"Monica was amazing to Satchmo! She send adorable photo updates and he looked happy as a clam in each of them. She was always easy to get ahold of and was sup... (more)"

18. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"Carolina was fantastic - She reached out the day before just to confirm details which was very reassuring. Very easy to communicate with and quick to respond... (more)"

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19. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

64 repeat clients

"Lori has done an excellent job dog sitting for our 8 year old boxer/lab mix. Lori is very flexible and able to care for our pet when needed. She is so kind ... (more)"

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20. Sara

Long walks and a fenced in yard

Wauwatosa, WI, 53213

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

5 repeat clients

"My pup had a great time! She is very sweet and accommodating. (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: