A town nestled in a valley with a prominent white building, surrounded by hills and greenery.

Dakota Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Dakota vacation rentals

A cozy wooden gazebo with a cushioned bench, string lights, and a patterned rug.

1. Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

Northside

Tim

AED 705 total

includes taxes & fees

23 Nov - 24 Nov

A spacious living room with a brown sofa, a round coffee table, and a patterned rug. There is a ceiling fan, a dining area with chairs, and a staircase leading to another level.

2. Hokah Ohana House| 2BR Near La Crosse WI

Hokah

David R.

AED 688 total

includes taxes & fees

10 Nov - 11 Nov

A swimming pool with a water fountain, surrounded by a covered area and trees.

3. French Island w/Hot Tub, Kayak, Lake View, EV

La Crosse

Colleen C.

AED 1,101 total

includes taxes & fees

11 Nov - 12 Nov

Fun decorations throughout the apartment.
Ask us how you can rent the full floor!

4. Modern Downtown La Crosse Apartment

Historic Downtown La Crosse

Jacob P.

AED 1,322 total

includes taxes & fees

10 Nov - 11 Nov

55" smart samsung curve tv with sound-bar. Hulu Live included

5. Modern Flat in Downtown La Crosse

Historic Downtown La Crosse

Hillary P.

AED 1,326 total

includes taxes & fees

10 Nov - 11 Nov

6. Downtown La Crosse Apartment: Modern, Spacious & Central!

Historic Downtown La Crosse

Manuel M.

AED 1,263 total

includes taxes & fees

10 Nov - 11 Nov

An outdoor deck with a table and four chairs, overlooking a body of water and surrounded by bare trees.

7. Riverfront Twin Home

La Crosse

Jason K.

AED 1,031 total

includes taxes & fees

10 Nov - 11 Nov

A two-story Victorian-style house with a front porch, a staircase, and a well-maintained lawn.

8. Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

Historic Downtown La Crosse

Robert P.

AED 847 total

includes taxes & fees

11 Nov - 12 Nov

A field of lavender with a path leading through it.

9. Tamarack Point Homestead

Arcadia

RICHARD

AED 453 total

includes taxes & fees

24 Nov - 25 Nov

A living room with a fireplace, a sofa, a wooden coffee table, and a patterned rug.

10. Stylish 1 bedroom cottage along the Mississippi River

Stoddard

Kevin

AED 570 total

includes taxes & fees

12 Nov - 13 Nov

A modern bar area with a large flat-screen TV displaying a beach scene, wooden cabinets, neon signs, and comfortable seating.

11. 1950s Charm | Walk to UW-La Crosse

Holy Trinity-Longfellow

Kim M.

AED 1,763 total

includes taxes & fees

18 Nov - 19 Nov

A two-story house with a wooden staircase leading to a yellow door, a brick wall, and a window with a white frame.

12. Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons

Historic Downtown Winona

Amy B.

AED 761 total

includes taxes & fees

23 Nov - 24 Nov

A bedroom with a bed, bedside table, lamp, and a view of the adjacent room through a wooden-framed door.

13. Spacious 2-bedroom loft above the International Owl Center in Houston, MN

Houston

"The loft apartment above the International Owl Center was beautiful, spacious, well furnished and very comfortable.Just 3 blocks from the start point of the Root River bike trail, and a short scenic drive away from a variety of outdoor recreation activities and dining options. We had a lovely weekend stay, and were very well supported by the owner. I highly recommend this place for a relaxing or invigorating stay!"

Richard C.

AED 1,064 total

includes taxes & fees

12 Nov - 13 Nov

A kitchen with a large island, wooden walls, and pendant lighting.

14. Warm and Cozy Upstairs Apartment

Caledonia

Heidi P.

AED 616 total

includes taxes & fees

26 Nov - 27 Nov

A modern apartment with a staircase, a dining area, and a living space.

15. Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

Winona

Nicole H.

AED 1,058 total

includes taxes & fees

11 Nov - 12 Nov

A living room with a television, sofa, coffee table, and shelves with decorative items.

16. Vintage Lustron Home Piece of History

Minnesota City

Jocelyn R.

AED 720 total

includes taxes & fees

18 Nov - 19 Nov

A modern living room with a black door, a grey armchair, a sofa, and a lamp.

17. Parkside Pet Friendly Bungalow

Winona

Mary T.

AED 910 total

includes taxes & fees

30 Nov - 1 Dec

A round glass table with two wicker chairs, a bottle, and two glasses of red wine on a metal tray.

18. Village House Inn A Charming Brick Farmhouse with a Touch of Elegance -Winona MN

Winona

Ruth S.

AED 1,609 total

includes taxes & fees

10 Nov - 11 Nov

A two-story house with a balcony, surrounded by a grassy field and trees, with a forested hill in the background.

19. The Chateau on Butterfly Trail - 6 Bdrm Retreat

Fountain City

Kathy P.

AED 1,790 total

includes taxes & fees

10 Nov - 11 Nov

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Find vacation rentals that suit your style

Top Dakota Hotel Reviews

A poolside area with lounge chairs, a 'NO DIVING' sign, and a pool.

Hampton Inn & Suites La Crosse Downtown

Historic Downtown La Crosse

10/10 Excellent

Sara

A restaurant setting with round tables, chairs, and empty wine glasses.

Best Western Plus LaCrescent / LaCrosse

La Crescent

10/10 Excellent

Courtney

An outdoor patio with green chairs and a grill.

Home2 Suites by Hilton La Crosse

Historic Downtown La Crosse

10/10 Excellent

Kimberly

A Fairfield by Marriott hotel with a modern design, featuring a covered entrance, multiple floors, and a landscaped area with trees and shrubs.

Fairfield Inn & Suites by Marriott La Crosse Downtown

Historic Downtown La Crosse

10/10 Excellent

Scott A

An indoor swimming pool with a tiled floor, metal railings, and a seating area with chairs and tables.

Holiday Inn Express & Suites Onalaska La Crosse Area by IHG

Onalaska

10/10 Excellent

Loretta

A spacious living area with a fireplace, comfortable seating, and a modern kitchen in the background.

GrandStay Hotel & Suites

Historic Downtown La Crosse

10/10 Excellent

Tim

A living room with a fireplace, a television, and a kitchen area with a refrigerator and coffee maker.

Prairie Inn and Suites Holmen/La Cross

Holmen

10/10 Excellent

Quiet and easy access to La Crosse, City of Onalaska, and the Village of Holmen. Left DC at 6 am and had my first meeting in the Village of Holmen at 11 am. By 4 pm I was hot, tired, and wore out. Came here met a cheerful and very accomudating staff. Walked in my room, AC and partial lighting was on. Room looked great. I felt like a VIP and that rarely happens when I travel. Definitely will be back -- a great price if u stay 3 nights or more. Paul

Anonymous traveler

Gundersen Hotel & Suites

Powell-Poage-Hamilton

10/10 Excellent

Judie

A park with picnic tables and chairs, a large tree, and a lake in the background.

Little Bluff Inn

Downtown Trempealeau

10/10 Excellent

Sue

An indoor swimming pool with a stone wall, wooden beams, and a stone fireplace.

Stoney Creek Hotel La Crosse - Onalaska

Onalaska

10/10 Excellent

Amanda

A hotel with a prominent sign, multiple windows, and a well-lit entrance.

Candlewood Suites La Crosse N by IHG

Lower Northside

10/10 Excellent

Anonymous traveler

A modern lobby with a wooden bench, a seating area, a refrigerator, and a large window.

Spark by Hilton La Crosse Onalaska

Onalaska

10/10 Excellent

Kristin

A garden with a small stream, lush greenery, and a wooden cabin.

Rainbow Ridge Farms Bed and Breakfast Onalaska/La Crosse

Onalaska

10/10 Excellent

I think that the title of this review speaks for itself. However, I just have to say that this is the BEST place I have ever stayed. The entire experience was beyond what I expected. The house is fantastic, the room was a place I never want to leave, and Donna and Cindy made me feel like I was part of their family. Now go outside....It was like a movie. As I sat on the back porch in the pitch dark, fireflies lit the pond and landed on my hand just long enough for me to get a good look at their...

Trish

Frequently Asked Questions

Are there vacation rentals in Dakota?

Yes, we give you a choice of vacation rentals close to top sights in Dakota, or you can choose a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Dakota has to offer?

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion: This vacation home rental near Dakota offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Dakota?

While exploring the area, visit family-friendly sights like Shenanigans Entertainment Center & Sports Bar, or get outside and enjoy nature at Mississippi River. In the larger area, you’ll find Great River Bluffs State Park and Great River Trail.

What’s a vacation rental in Dakota like?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Dakota. Vacation rentals feature extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family trip.

Dakota Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Dakota vacation rentals

1. Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

2. Hokah Ohana House| 2BR Near La Crosse WI

3. French Island w/Hot Tub, Kayak, Lake View, EV

4. Modern Downtown La Crosse Apartment

5. Modern Flat in Downtown La Crosse

6. Downtown La Crosse Apartment: Modern, Spacious & Central!

7. Riverfront Twin Home

8. Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9. Tamarack Point Homestead

10. Stylish 1 bedroom cottage along the Mississippi River

11. 1950s Charm | Walk to UW-La Crosse

12. Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons

13. Spacious 2-bedroom loft above the International Owl Center in Houston, MN

14. Warm and Cozy Upstairs Apartment

15. Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

16. Vintage Lustron Home Piece of History

17. Parkside Pet Friendly Bungalow

18. Village House Inn A Charming Brick Farmhouse with a Touch of Elegance -Winona MN

19. The Chateau on Butterfly Trail - 6 Bdrm Retreat

Find vacation rentals that suit your style

Top Dakota Hotel Reviews

Hampton Inn & Suites La Crosse Downtown

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Dakota?

What are some of the best vacation rentals that Dakota has to offer?

What’s there to see and do in Dakota?

What’s a vacation rental in Dakota like?