Holiday houses in Rollingstone

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Top-rated holiday rentals in Rollingstone

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Guest favourite

Home in Minnesota City

4.98 out of 5 average rating, 274 reviews

✨Vintage Lustron Home✨

Enjoy a stay in this vintage Lustron Home. It is a unique home. It has two bedrooms, and a sofa sleeper in the living room. The master bedroom has a queen size bed. The second bedroom has two twin beds. This home offers a washer and dryer for your convenience. It has a large fenced yard to enjoy during your stay. Off street parking and Wi-Fi included. This home is in a very peaceful neighborhood. Located close to Winona State University and St. Mary's University. There are State Parks close also

15–22 May

$195 NZD per night

Guest favourite

Tiny home in Black River Falls

4.98 out of 5 average rating, 339 reviews

Tiny on the River

According to Forbes, Escape makes "the most beautiful tiny houses in the world". Ours is perched near our home above the Black River. It's a quiet neighborhood just minutes from the interstate, parks, trails, and our vibrant downtown with cafés, shops, and great restaurants. Enjoy privacy and breathtaking views from the enormous windows or the cozy daybed on the porch! Deer, beaver, eagles, and more make frequent cameos as the seasons paint shifting riverscapes and astonishing sunsets. *No Pets

10–17 Dec

$292 NZD per night

Guest favourite

Farm stay in Dakota

4.93 out of 5 average rating, 248 reviews

The Bungalow at Heart and Soil Ridge

Welcome to Heart and Soil Ridge! Come experience life on a Minnesota farm nestled in the rolling hills of the Driftless region. Relax out on the deck, swing in a hammock among the trees, or enjoy a walk through our beautiful cover crop fields. This is a working farm and depending on the season, you are welcome to help collect eggs, observe the farm animals, learn about regenerative agriculture, and visit our Fox Red labradors. We want your experience at our farm to be relaxing and refreshing!

28 Nov – 5 Dec

$168 NZD per night

Guest favourite

Cottage in Rushford

4.96 out of 5 average rating, 171 reviews

Relax, Recharge and Reconnect at The Hiding Place!

Nestled in the beautiful bluff country of SE Mn. THE HIDING PLACE COTTAGE is the perfect retreat when you want to relax, reconnect & recharge! This private cottage sits on a 43 acre property, has a King sz. bed, fireplace, kitchenette, large deck, fire pit and more! Enjoy the onsite wooded hiking trails, golf across the highway at Ferndale Golf Club, enjoy the SE Mn. biking trail or tube/canoe/kayak the Root River- both only 2 miles away. Snowmobilers-jump right on the trail from the property!

15–22 Jan

$245 NZD per night

Guest favourite

Home in Rushford

4.89 out of 5 average rating, 174 reviews

Country Cottage in SE Minnesota Bluff Country

Experience the beauty SE Minnesota and the Driftless Region. We are located in the beautiful and secluded Wiscoy Valley which straddles the boundaries of Rushford and Winona, MN. Surrounding area includes small towns, rolling valleys, sparkling creeks, and short drives to the Mississippi and Root rivers. Located 53 miles from Rochester, MN, 12 from Winona, MN, and 30 from LaCrosse, WI. *This is a non-smoking space that involves (three) stairs to access the first floor. Limited cell reception.*

20–27 Dec

$204 NZD per night

Guest favourite

Loft in Winona

4.99 out of 5 average rating, 578 reviews

Penthouse Retreat-Near Downtown Winona!

Hi! This beautiful loft is conveniently located in the heart of Winona MN! Only a few blocks from the downtown and in close proximity to many other attractions Winona has to offer such as: Coffee, restaurants, a wine bar, Winona State University, Mississippi River, Lake Winona, hiking trails, Shakespeare Festival, Minnesota Marine Art Museum, and much more! Please allow us to make your next extended stay in beautiful Winona a memorable one! * MUST CLIMB STAIRS TO UNIT- LOCATED ON THE 3RD LEVEL

8–15 Feb

$182 NZD per night

Guest favourite

Bungalow in Winona

4.99 out of 5 average rating, 161 reviews

*Prairie Island Bungalow with Water Access*

Welcome to Prairie Island Bungalow (PIB)! Located on Prairie Island in Winona, this home provides the perfect, quiet getaway for work or play, and is your gateway to outdoor adventure in the Winona area. River access is available on our private dock next door! With thoughtful amenities including a fully-stocked kitchen (with coffee and tea!), plush linens, Smart TVs, games and books, a fire pit, snowshoes, and kayak and canoe rentals; we invite you to simply show up and enjoy your stay at PIB!

12–19 Nov

$323 NZD per night

Guest favourite

Apartment in Winona

4.94 out of 5 average rating, 143 reviews

Cozy & Bright 2nd Floor Apt - 7 Blocks from WSU

Our newly-remodeled one-bedroom apartment is the perfect getaway for two guests. * Spacious bedroom with queen size bed, couch and workspace * Hardwood floors throughout * Full kitchen with oven, refrigerator, microwave + coffee/tea station * Walking distance to WSU and Cotter * Located on the 2nd floor with off-street parking * Your own washer dryer in the apartment * Easy self-check-in process We want you to love your time in Winona and are here to make your stay as pleasant as possible.

19–26 Dec

$174 NZD per night

Guest favourite

Home in Fountain City

4.95 out of 5 average rating, 101 reviews

River Road Abode: breathtaking river views

Entire 2 bedroom home with amazing views of the Mississippi from every room in the house. 3 unique decks to watch birds, barges, boats, bluffs and trains. Out front you can wave at people passing by on the Great River Road. Located near WI and MN state parks, wineries, breweries, and restaurants. Adventure outdoors or stay in and watch all the Mississippi has to offer from the private patio and decks. Trains pass by property day & night. Home is well insulated & ear plugs are provided.

2–9 Sep

$332 NZD per night

Guest favourite

Tiny home in Winona

4.99 out of 5 average rating, 118 reviews

Potluck String Lodge (PSL)

Potluck String Lodge (PSL) is situated within Prairie Island Campground along the Mississippi River. With cottony sheets, coffee & towels, paddle sport equipment & bikes, and an outdoor fire ring, you can simply show-up, relax, reconnect, and recreate. This tiny house tells a story about the Boats and Bluegrass music festival and one of the campground picking circles hosted by the Potluck String Band.

9–16 Oct

$300 NZD per night

Guest favourite

Home in Winona

4.96 out of 5 average rating, 111 reviews

Beautiful Views of the Mississippi river

This spacious 6300 sf home sits on 18 wooded acres and overlooks the Mississippi and is ideal for large groups. We can accommodate up to 14 guests. 5 bedrooms with 10 total beds. 2 kings, 3 queens, 5 twins. There’s also a pull out couch and additional mattresses. Large, fully stocked kitchen. 2 refrigerators and 3 large living rooms. Coffee maker and coffee. Sorry, No pets.

19–26 Oct

$715 NZD per night

Guest favourite

Loft in Arcadia

4.98 out of 5 average rating, 121 reviews

Tamarack Point Homestead

Tamarack Point Homestead is located between Arcadia, WI and Centerville, WI in the beautiful valley of Tamarack. This scenic 150 year old homestead has an outbuilding loft that allows you to enjoy the country lifestyle and experience the best that Trempealeau County has to offer. Certified to operate by the Trempealeau County Health Department.

25 Sep – 2 Oct

$176 NZD per night