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Vacation rentals in Eastman

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Top-rated vacation rentals in Eastman

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The A-frame cabin is nestled among lush greenery, showcasing a wooden exterior and an inviting deck. A winding driveway leads up to the entrance, framed by trees. Flower boxes adorn the front windows, enhancing the cabin's natural surroundings.
Cabin in Eastman
4.97 out of 5 average rating, 139 reviews

TranquiliTree Cabin- Secluded and Relaxing

Are you looking for a cozy, and quiet get-away spot to rest & relax? Our little Tree house Cabin is the perfect spot! Located between Prairie Du Chien, WI and Ferryville, WI- this little A-frame cabin gets you within 5 min. from the river, but allows you to be tucked in a quiet wooded area. It is 900 sq. ft of pure relaxation & nature! Enjoy your morning coffee in the outdoor room or relax nightly by the fire pit. Disconnect 2 Reconnect. TranquiliTree Cabin is a great place to escape and unwind.

Top guest favorite
A cozy sleeping area features a queen bed with a brown coverlet and contrasting pillows. A small dining table with two chairs is positioned nearby. Natural light enters through a window adorned with curtains, while exposed brick adds character to the room.
Apartment in McGregor
4.96 out of 5 average rating, 305 reviews

Cave Courtyard Guest Studio

The Cave Courtyard Guest Studio. A relaxing getaway located on the ground floor of an 1848 historic building just 1 block from the Mississippi River and unique shops and eateries. Sleeps 4 with a queen bed and daybed with pull out trundle, private entrance, private bath with shower, kitchenette with microwave and mini fridge, internet, cable tv and air-conditioning. There is also a private courtyard located below unique cliff side caves. Some food items are also supplied. Adults only-no pets.

Top guest favorite
A grassy area leads to a wooden deck surrounded by lush greenery and wildflowers under a clear blue sky. The trees and underbrush create a natural backdrop, enhancing the peaceful outdoor setting.
Tiny home in Viroqua
4.99 out of 5 average rating, 174 reviews

Little House on the Pretty! Tiny Home in Woods

Little House on the Pretty(LHP) is part of Sittin Pretty Farm. LHP is tucked into the woods giving a place to retreat and restore. The home is finely crafted embodying a simple elegance and character of the Driftless locale. Once inside, a sense of marvel and serenity are sure make heartfelt memories. We are six miles from Viroqua and nestled among Amish Paradise with several neighboring Amish farms. In season the Amish have roadside vegetable stands where you can purchase veggies and pie!

Top guest favorite
A charming farmhouse is nestled among lush greenery, surrounded by tall trees. The two-story structure features a gabled roof and a covered front porch. Natural landscaping, including shrubs and grass, frames the house, creating a serene and private atmosphere amidst the forested hills.
Cabin in Gays Mills
4.98 out of 5 average rating, 346 reviews

Driftless Region Cabin/ Stream and Sauna

Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.

Superhost
A secluded cabin is prominently featured, constructed of natural logs and showcasing a spacious covered porch. The structure is complemented by large windows, and a hot tub is visible on the deck. The surrounding landscape consists of lush grassy areas and wooded terrain.
Cabin in Wauzeka
4.8 out of 5 average rating, 437 reviews

Larsen Rustic Secluded Log Cabin W/Outdoor Hot Tub

Secluded cabin hike the trails to the cave and ponds. Close to trout fishing stream or Mississippi for fishing. Bring you UTV and ride the private trails $25 per driver and 10 per passenger or rent an UTV 300.00 per day Approx 15 miles from Priarie Du Chein, close to canoe outposts for the Kickapoo, Wisconsin river. Has a gas ,charcoal grill,fire pit, pool table, fooseball, ping pong table. Smart TV Private UTV trails are closed Oct 15th thru mid Jan for hunting. Access to public UTV trails.

Guest favorite
A spacious living area showcases high vaulted ceilings with exposed wooden beams. Large windows allow natural light to fill the space, highlighting the comfortable seating area and dining table set for a meal. A staircase leads to an upper loft area, enhancing the openness of the layout.
Cottage in Eastman
4.97 out of 5 average rating, 157 reviews

Hypoint Loft-Rural SW Wisconsin Mississippi River

Newly Constructed, (2018) Family Owned Loft House in a quiet, relaxing, 2 acre country setting overlooking the Mississippi River! 2500 sq. ft. Just 4 miles from Gatherings on the Ridge, 20 minutes from Historic Downtown Prairie Du Chien and a short jaunt to the river. Sleeps 8-10, master bedroom with a queen, 2 queens & queen sofa sleeper in loft, queen in basement , 2 baths, master bath has jetted tub, full kitchen (pots, pans, dishes, toaster, keurig, coffee pot, coffee, waffle iron, etc.)

Guest favorite
Home in Richland Center
4.9 out of 5 average rating, 125 reviews

The Sweet Suite

The Sweet Suite is an upper duplex unit. We are located in the middle of the Driftless Area known for its scenic beauty and charm. A comfortable country atmosphere ideal for relaxation. We welcome traveling nurses! Feel free to inquire about a longer stay. The distance is: 8 miles to Richland Hospital in Richland Center 19 miles to Muscoda Health Center in Muscoda 24 miles to Gundersen St Joseph's Hospital in Hillsboro The location is also ideal for hunters and other sports enthusiasts.

Superhost
A screened-in porch features a round dining table surrounded by four chairs, positioned against expansive glass windows that showcase sweeping river views. The ceiling fan adds a functional touch, while the tranquil water can be seen in the background.
Cottage in Harpers Ferry
4.84 out of 5 average rating, 193 reviews

Harpers Slough Cottage w/ Hot tub

Stunning inside and out with amazing river views! 80 feet of riverfront with private covered dock. Updated 3 bedroom and 2 bath home with views from balcony or the screened in porch with access from the master bedroom. Covered balcony and concrete beneath the entire property for lounging or activities. 30 mins from Lansing, Prairie Du Chien, Marquette, and Waukon. Also including the parks Pikes Peak, Spook Cave, and Yellow River Forest. Awesome for boating, fishing, and duck/goose hunting.

Guest favorite
The two-story home is positioned beside a quiet road, featuring a light-colored exterior with a sloped roof. A spacious garage is integrated into the design, and an American flag is displayed on a nearby building. Lush greenery surrounds the property.
Home in Waterville
4.87 out of 5 average rating, 117 reviews

Paint Creek Place

Stay next to beautiful Paint Creek in the heart of Iowa's Driftless Region. Guests can choose from a queen bed or double futon upstairs in the main living area. We also have a queen air mattress available. Enjoy the scenic view of one of Iowa's best trout streams from the house or adjacent green space. Take a 5 minute drive to Yellow River State Forest, and enjoy close access to other public hunting and fishing areas, Effigy Mounds, Pike's Peak, and the Mississippi River.

Guest favorite
A serene view of the Mighty Mississippi River is captured during sunset. Soft hues of orange and purple fill the sky, while the landscape is framed by lush green trees and gentle mists rising from the water, creating a tranquil atmosphere.
Home in Lynxville
4.85 out of 5 average rating, 246 reviews

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If your looking for peace, quiet, and beautiful sunsets this is your place. Only 20 minutes from Wyalusing state park, The Effigy Mounds (sacred Indian Burial Grounds) Pikes Peak and Historic Villa Louis. This beautiful cabin centers you 30 miles from amazing hiking, fishing, hunting and nature for a weekend of disconnecting from busy life.

Superhost
A log cabin features a warm wooden exterior with a pitched roof. Large windows provide light to the interior, framed by natural stone landscaping. The surrounding grassy area is bordered by trees, enhancing the cabin's natural setting.
Cabin in Harpers Ferry
4.84 out of 5 average rating, 246 reviews

Andy Mountain Cabin #2

Whether you are….. Camping, Gathering with family or friends, Hunting the Yellow River State Forest, Fishing and Boating on the Mississippi River or Snowmobiling ……Andy Mountain Cabins is the perfect Home Base for intimate or large groups. Andy Mountain Cabins, LLC is the prime log cabin choice for lodging or motels in Northeast Iowa, Allamakee County, Harpers Ferry Ia, Prairie du Chien WI or McGregor Iowa.

Guest favorite
A secluded cabin is set amidst lush green grass and trees, featuring a brown wooden exterior and a stone chimney. The front yard showcases colorful flower beds and large windows that invite natural light into the welcoming interior.
Cabin in Steuben
4.97 out of 5 average rating, 123 reviews

3BR 2B Cabin Retreat in Beautiful Crawford County

The Cocorico Cabin is a three-bedroom, two-bath secluded cabin on over 9 acres of wooded land just 10 minutes from the Mississippi River. You'll have loads of yard space for games, or you can enjoy sitting on the deck watching birds or staring at the stars. The quarter-mile walking path through the woods leads to an outdoor bar and stage with a basketball hoop. A perfect getaway from your busy life.

Popular amenities for Eastman vacation rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Crawford County
  5. Eastman