Dakota Vacation Rentals

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Vacation Rentals in Dakota

Peace & Simplicity in a Little Red Cabin on the Farm

Lena
10.0 out of 10, Exceptional, (12)
"Quiet, clean and absolutely lovely cabin! "
United States
Holley B.
$160 nightly
The price is $170
Dec 12 - Dec 13
Total with taxes and fees
Peace & Simplicity in a Little Red Cabin on the Farm

Beautiful two story, downtown home, one block from the Square,

Monroe
10.0 out of 10, Exceptional, (35)
"Beautiful home, close to downtown. Check in was very easy. Very easy push button entry. Kitchen is large for several to work around and well stocked with all essentials. "
United States
Cynthia O.
$276 nightly
The price is $302
Dec 11 - Dec 12
Total with taxes and fees
Beautiful two story, downtown home, one block from the Square,

Whispering Woods Estate - Relax, recharge, connect

Rockton
8.8 out of 10, Excellent, (3)
"This was a phenomenal house, couldnt have been any better!"
United States
Cameron S.
Whispering Woods Estate - Relax, recharge, connect

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

Monticello
10.0 out of 10, Exceptional, (156)
"Fantastic area to explore"
United States
Bill N.
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

Avail. Christmas! Lake Cabin w/King, Sauna

Brodhead
10.0 out of 10, Exceptional, (5)
"This is a beautiful home and area with a lot of fun activities. Love kayaking, playing pool, and sitting on the deck with the lake view."
United States
Jenelle K.
Avail. Christmas! Lake Cabin w/King, Sauna

MJ's Penthouse ,a piece of paradise on Monroe's historic square

Monroe
10.0 out of 10, Exceptional, (102)
"Such a fun place to stay! We loved it!"
United States
Karen J.
$248 nightly
The price is $272
Dec 8 - Dec 9
Total with taxes and fees
MJ's Penthouse ,a piece of paradise on Monroe's historic square

KC HOUSE Cozy Country Home. Enjoy the country life!

Rock City
10.0 out of 10, Exceptional, (17)
"Beautifully maintained, stocked with any little thing you need. Clean, relaxing and suited our group perfectly for a weekend away. "
United States
Patricia M.
KC HOUSE Cozy Country Home. Enjoy the country life!

Relax. Recharge. Reconnect.

2.0 star property
Winnebago
10.0 out of 10, Exceptional, (8)
"The appliances were all new and worked perfectly.The kitchen was very well stocked.The beds were comfortable.The furniture was new and comfortable.The place was spotless.The hostess was very quickly responsive to any of our questions."
United States
William D.
Relax. Recharge. Reconnect.

Quite- relaxing country living with pool/hot tub and sauna!

Pecatonica
10.0 out of 10, Exceptional, (18)
"Everything was as promised! Smooth and easy check in. Very clean and inviting. Outdoor amenities were in good shape, working and absolutely amazing! "
United States
Gail W.
$301 nightly
The price is $319
Dec 12 - Dec 13
Total with taxes and fees
Quite- relaxing country living with pool/hot tub and sauna!

Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!

Winnebago Township
10.0 out of 10, Exceptional, (19)
"Our family had a great time staying in this home. It fit our whole family perfectly and was very clean and nice. Communication was great - an overall very nice experience."
United States
Hayley N.
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard!!

Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

3.0 star property
Monroe
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

Your friendly neighborhood vacation rental

Rockford
Your friendly neighborhood vacation rental

2br updated private entrance upstairs

Rockford
8.0 out of 10, Very Good, (4)
"The property was very clean and cozy. It was near all the things we wanted to do during the week. We were very pleased with our stay and would most likely would want to return someday."
United States
Paul R.
2br updated private entrance upstairs

Apartment in private home, sleeps 7 guest

Freeport
10.0 out of 10, Exceptional, (6)
"Great experience! Hosts are great people. Would stay again if in the area. "
United States
Steve L.
Apartment in private home, sleeps 7 guest

Private Studio whole unit

Rockford
Private Studio whole unit

Cozy 3 bedroom house off the Historical Stage Couch Trail in Lena Ill

Lena
Cozy 3 bedroom house off the Historical Stage Couch Trail in Lena Ill

7 blocks from downtown cheese days!

Monroe
7 blocks from downtown cheese days!

Lookout Loft over the Monroe Square

2.0 star property
Monroe
$181 nightly
The price is $198
Dec 8 - Dec 9
Total with taxes and fees
Lookout Loft over the Monroe Square
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dakota Hotel Reviews

Find out more about Dakota

Everything you need to know about Dakota vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dakota vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dakota vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dakota vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dakota. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Dakota in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $170 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dakota rentals

At Expedia, we put the best Dakota vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Dakota rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dakota vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dakota. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Dakota?

Yes, we have vacation rentals close to the most popular sights in Dakota, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Dakota?

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe: Visitors like this Dakota vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Dakota?

While exploring the area, visit family-friendly sights like Sugar River Raceway, or get outside and enjoy nature at Jane Addams Recreation Trail. SplashLand Family Water Park and Historic Cheesemaking Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Dakota?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Dakota. Vacation rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family trip.