Start Your Next Adventure

Book a Dig

We offer digs that are fun, unique, and elevated. Why stay at a cookie-cutter hotel, when you can stay at an Instagram-worthy Dig.

Vrbo Premier Host
airbnb superhost

The
Process

Book a Dig
Step 1

Find a Dig

Pick a city. Browse our digs. Find the perfect dig for you.
Step 2

Book a Dig

Then select your check-in and check-out dates, enter your number of guests, and click the “Book a Dig” button.
Step 3

Dig Your Dig

You saved 5% by booking through our website. We’re looking forward to seeing you! We know you’re going to love it.

Save Money & Book with Us

Book a Dig

The GOATel

Milwaukee, Wisconsin
2 Guests • 1 Bedrooms • 1 Beds • 1 Bathrooms
Book this Dig
Coming Soon

Blue Serif

Milwaukee, Wisconsin
3 Guests • 1 Bedrooms • 1 Beds • 1 Bathrooms
Book this Dig
Coming Soon

Blue Goat

Milwaukee, Wisconsin
5 Guests • 2 Bedrooms • 2 Beds • 2 Bathrooms
Book this Dig
Coming Soon

King Sweet

Milwaukee, Wisconsin
5 Guests • 2 Bedrooms • 2 Beds • 1 Bathrooms
Book this Dig
Coming Soon

Bus Stop Sally

Milwaukee, Wisconsin
5 Guests • 2 Bedrooms • 2 Beds • 1 Bathrooms
Book this Dig
Coming Soon

King Sally

Milwaukee, Wisconsin
10 Guests • 4 Bedrooms • 6 Beds • 2 Bathrooms
Book this Dig
Coming Soon

Floyd of Rosedale

Nashville, Tennessee
7 Guests • 3 Bedrooms • 4 Beds • 3.5 Bathrooms
Book this Dig
Coming Soon

The Village Inn

Chicago, Illinois
8 Guests • 3 Bedrooms • 5 Beds • 2 Bathrooms
Book this Dig
Coming Soon

Father’s Pride

Chicago, Illinois
6 Guests • 3 Bedrooms • 7 Beds • 2 Bathrooms
Book this Dig
Coming Soon

Receive 10% off your next stay when you subscribe to our quarterly newsletter

Subscribe

Book The Bentley

Welcome to The Bentley on 6th Street in the beautiful and historic Walker’s Point neighborhood that sits in the heart of Wisconsin’s largest and most diverse city. The newly-renovated structure maintains archetypal cream city brick which city construction became known for during its boom in the mid-to-late 1800s. Astonishingly, the Bentley family is in its sixth generation of business and is responsible for creating some of Milwaukee’s most iconic buildings including Alexander Mitchell’s mansion known as The Wisconsin Club.

24 Guests
8 Bedrooms • 12 Beds
4 Bathrooms
Book the Entire Dig

Hi, I’m Julie

I’m the host for all Dakota Gal Digs. I am originally from North Dakota but now live in the Chicago Area. I have been married to my husband Les for over 30 years. We have four boys, one grandson, Elias, and a granddaughter on the way. I love spending time with my family, cooking, walking my dog, traveling, and I am a foodie at heart. So naturally, the best thing to do on our travels is to eat our way through the different cities we visit.

I became a host because every time we stayed somewhere we would talk about how we could make it better. With my husband’s background in construction and my background as an interior stylist, we acquired our first dig, Lucky Lady, in Milwaukee.

As an interior stylist, I believe every room and space needs to have its own identity, its own personality. Using that same concept I design each property to have its very own personality adding function and character along the way. Making each property unique and welcoming for everyone to enjoy is one of my favorite things to do.

We now have six Dakota Gal Digs to enjoy and more to come!

With over two hundred 5 star reviews check out what people are saying about our properties

Danielle

5 Star Rating

"AMAZING Airbnb!! Definitely one of the top places we have ever stayed! The place is BIG with high ceilings and loads of space."

Shelly

5 Star Rating

"Perfect getaway with special touches to make it feel like home. Excellent communication and tips on places to go."

Frank

5 Star Rating

"The location is excellent and Julie Ann is very responsive. It felt like home. We would definitely stay here again."

Kelsey

5 Star Rating

"Feels just like home! Very clean, accurate to pictures, great bed and shower. Safe building and neighborhood, parking included. Will be back!"

Maria

5 Star Rating

"Julie Ann is an incredibly thoughtful host, easy to communicate with and her place is amazing. Definitely a favorite location."

Maggie

5 Star Rating

"Staying in Julie's apartment is among the best Airbnb experiences I've ever had. So much so that I've already rebooked! Very tasteful and the unit is impeccably clean."

Thomas

5 Star Rating

“Julie Ann was a fantastic host! Very accommodating and responsive. The location is stunning and well-decorated. We would definitely stay again.”

Quinn

5 Star Rating

“This stay was, by far, the most perfect Airbnb experience we’ve had! She seriously thought of everything when designing and stocking this space.”

Daniel

5 Star Rating

“We stay at Airbnbs all over the country, and this is one of the best. We travel to Chicago multiple times per year, and we will definitely stay here again.”

"Julie and her Airbnb were absolutely fantastic. Julie was great with communication and provided a lot of additional information about the best spots within Milwaukee."

Spencer

"I've stayed at a lot of AirBnBs. This is definitely an A+ host(one of the best I've had), and maybe an A/A- property. The unit was extremely well stocked with quality products, including an array of snacks and drinks."

Nick

"We have stayed in Airbnb’s many times in Chicago. This place wins the prize! You can’t go wrong. Just beautiful, clean and convenient to everything."

Janice

"The Lucky Lady is truly one of the best Airbnb's we've stayed in. You know how sometimes home rentals have a stark, empty feeling? Not so here! It truly felt homey.

Christine

"The location and decor were nothing less than superb. Julie’s communication was great and she shared so much helpful information. We hope to stay here again on our next visit."

Gabriela

"Awesome place to stay! Very clean, host is very helpful and responsive. Overall a great place!"

Kyle

"Staying in Julie's apartment is among the best Airbnb experiences I've ever had. So much so that I've already rebooked! Very tasteful and the unit is impeccably clean."

Maggie

"Julie and her Airbnb were absolutely fantastic. Julie was great with communication and provided a lot of additional information about the best spots within Milwaukee."

Spencer

"I've stayed at a lot of AirBnBs. This is definitely an A+ host(one of the best I've had), and maybe an A/A- property. The unit was extremely well stocked with quality products, including an array of snacks and drinks."

Nick

"We have stayed in Airbnb’s many times in Chicago. This place wins the prize! You can’t go wrong. Just beautiful, clean and convenient to everything."

Janice

"The Lucky Lady is truly one of the best Airbnb's we've stayed in. You know how sometimes home rentals have a stark, empty feeling? Not so here! It truly felt homey.

Christine

"The location and decor were nothing less than superb. Julie’s communication was great and she shared so much helpful information. We hope to stay here again on our next visit."

Gabriela

"Awesome place to stay! Very clean, host is very helpful and responsive. Overall a great place!"

Kyle

"Staying in Julie's apartment is among the best Airbnb experiences I've ever had. So much so that I've already rebooked! Very tasteful and the unit is impeccably clean."

Maggie

"Julie and her Airbnb were absolutely fantastic. Julie was great with communication and provided a lot of additional information about the best spots within Milwaukee."

Spencer

"I've stayed at a lot of AirBnBs. This is definitely an A+ host(one of the best I've had), and maybe an A/A- property. The unit was extremely well stocked with quality products, including an array of snacks and drinks."

Nick

"We have stayed in Airbnb’s many times in Chicago. This place wins the prize! You can’t go wrong. Just beautiful, clean and convenient to everything."

Janice

"The Lucky Lady is truly one of the best Airbnb's we've stayed in. You know how sometimes home rentals have a stark, empty feeling? Not so here! It truly felt homey.

Christine

"The location and decor were nothing less than superb. Julie’s communication was great and she shared so much helpful information. We hope to stay here again on our next visit."

Gabriela

"Awesome place to stay! Very clean, host is very helpful and responsive. Overall a great place!"

Kyle

"Staying in Julie's apartment is among the best Airbnb experiences I've ever had. So much so that I've already rebooked! Very tasteful and the unit is impeccably clean."

Maggie

"Julie and her Airbnb were absolutely fantastic. Julie was great with communication and provided a lot of additional information about the best spots within Milwaukee."

Spencer

"I've stayed at a lot of AirBnBs. This is definitely an A+ host(one of the best I've had), and maybe an A/A- property. The unit was extremely well stocked with quality products, including an array of snacks and drinks."

Nick

"We have stayed in Airbnb’s many times in Chicago. This place wins the prize! You can’t go wrong. Just beautiful, clean and convenient to everything."

Janice

"The Lucky Lady is truly one of the best Airbnb's we've stayed in. You know how sometimes home rentals have a stark, empty feeling? Not so here! It truly felt homey.

Christine

"The location and decor were nothing less than superb. Julie’s communication was great and she shared so much helpful information. We hope to stay here again on our next visit."

Gabriela

"Awesome place to stay! Very clean, host is very helpful and responsive. Overall a great place!"

Kyle

"Staying in Julie's apartment is among the best Airbnb experiences I've ever had. So much so that I've already rebooked! Very tasteful and the unit is impeccably clean."

Maggie

"Julie Ann is an incredibly thoughtful host, easy to communicate with and her place is amazing. Definitely a favorite location."

Maria

"Feels just like home! Very clean, accurate to pictures, great bed and shower. Safe building and neighborhood, parking included. Will be back!"

Kelsey

"The location is excellent and Julie Ann is very responsive. It felt like home. We would definitely stay here again."

Frank

"Perfect getaway with special touches to make it feel like home. Excellent communication and tips on places to go."

Shelly

"AMAZING Airbnb!! Definitely one of the top places we have ever stayed! The place is BIG with high ceilings and loads of space."

Danielle

“We stay at Airbnbs all over the country, and this is one of the best. We travel to Chicago multiple times per year, and we will definitely stay here again.”

Daniel

“This stay was, by far, the most perfect Airbnb experience we’ve had! She seriously thought of everything when designing and stocking this space.”

Quinn

"Julie Ann is an incredibly thoughtful host, easy to communicate with and her place is amazing. Definitely a favorite location."

Maria

"Feels just like home! Very clean, accurate to pictures, great bed and shower. Safe building and neighborhood, parking included. Will be back!"

Kelsey

"The location is excellent and Julie Ann is very responsive. It felt like home. We would definitely stay here again."

Frank

"Perfect getaway with special touches to make it feel like home. Excellent communication and tips on places to go."

Shelly

"AMAZING Airbnb!! Definitely one of the top places we have ever stayed! The place is BIG with high ceilings and loads of space."

Danielle

“We stay at Airbnbs all over the country, and this is one of the best. We travel to Chicago multiple times per year, and we will definitely stay here again.”

Daniel

“This stay was, by far, the most perfect Airbnb experience we’ve had! She seriously thought of everything when designing and stocking this space.”

Quinn

"Julie Ann is an incredibly thoughtful host, easy to communicate with and her place is amazing. Definitely a favorite location."

Maria

"Feels just like home! Very clean, accurate to pictures, great bed and shower. Safe building and neighborhood, parking included. Will be back!"

Kelsey

"The location is excellent and Julie Ann is very responsive. It felt like home. We would definitely stay here again."

Frank

"Perfect getaway with special touches to make it feel like home. Excellent communication and tips on places to go."

Shelly

"AMAZING Airbnb!! Definitely one of the top places we have ever stayed! The place is BIG with high ceilings and loads of space."

Danielle

“We stay at Airbnbs all over the country, and this is one of the best. We travel to Chicago multiple times per year, and we will definitely stay here again.”

Daniel

“This stay was, by far, the most perfect Airbnb experience we’ve had! She seriously thought of everything when designing and stocking this space.”

Quinn

"Julie Ann is an incredibly thoughtful host, easy to communicate with and her place is amazing. Definitely a favorite location."

Maria

"Feels just like home! Very clean, accurate to pictures, great bed and shower. Safe building and neighborhood, parking included. Will be back!"

Kelsey

"The location is excellent and Julie Ann is very responsive. It felt like home. We would definitely stay here again."

Frank

"Perfect getaway with special touches to make it feel like home. Excellent communication and tips on places to go."

Shelly

"AMAZING Airbnb!! Definitely one of the top places we have ever stayed! The place is BIG with high ceilings and loads of space."

Danielle

“We stay at Airbnbs all over the country, and this is one of the best. We travel to Chicago multiple times per year, and we will definitely stay here again.”

Daniel

“This stay was, by far, the most perfect Airbnb experience we’ve had! She seriously thought of everything when designing and stocking this space.”

Quinn

Are you tired of managing your short-term rental?

Transform your Dig into a Dakota Gal Dig. Using our proven Dakota Gal Digs process we elevate your short-term rental with tailored unique interior design as well as manage your short-term rental for you. Transforming your Dig with Dakota will not only attract more bookings but we free up your time to start truly reaping the benefits of your short-term rental.

Partner With Us

Looking for a lifestyle investment?

Invest In Your Very Own Dig. We make owning a Dig easy. We do all the work while you reap the benefits of short-term rentals. Investing in a dig means passive income, deeded ownership, and tax advantages. Plus a vacation home to use when you want!

Learn More