Holiday rentals in Eastman

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Top-rated holiday rentals in Eastman

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Top guest favourite
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, 145 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 favourite
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.
Flat in McGregor
4.96 out of 5 average rating, 313 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.

Guest favourite
A quaint blue house is shown from the side, surrounded by lush green grass. A wooden fence partially outlines the property, with a few flowering plants positioned along the edge. Clear skies and sunlight illuminate the exterior, highlighting its welcoming presence.
Home in Prairie du Chien
4.98 out of 5 average rating, 156 reviews

Ohio Street Retreat- hot tub, massage chair, pool

After a fun day in The Driftless Area, come relax and unwind in Prairie du Chien. Beautifully decorated 2 bedroom home with a spacious kitchen, large island, dishwasher, washer/dryer & 5' walk in shower. We supply all cooking/baking items/utensils. High-speed internet with smart TVs in both bedrooms and living room. Outdoor pool (seasonal), hot tub and massage chair. We love dogs too, so we provide a dog run (there is a pet fee). For our fishermen- there is off street parking for your boats.

Top guest favourite
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, 362 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, 446 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.

Top guest favourite
The Victorian home features a charming architectural design with a turret and expansive wrap-around porch. Large windows are adorned with decorative trim and flower boxes, surrounded by neatly landscaped gardens and lush greenery.
Home in McGregor
4.94 out of 5 average rating, 217 reviews

McGregor Manor Victorian Getaway

Welcome to our beautiful Victorian home located in the quaint town of McGregor, Iowa. Our 2,800 sq. ft. home was built during McGregor's early years as a Mississippi River boom town. Attractions include antiquing, biking, fishing, hunting, hiking and boating! We're a short drive from Pike's Peak, Effigy Mounds and Prairie du Chien. All four bedrooms include a private bath, providing comfort and privacy for each member of your group. Fully furnished and decorated. See below for more details.

Top guest favourite
A welcoming exterior of a single-story house is showcased, featuring a subtle brick facade and a gabled roof. An American flag is prominently displayed at the entrance. Lush greenery surrounds the steps leading to the front door, providing a well-maintained appearance.
Home in Prairie du Chien
4.93 out of 5 average rating, 174 reviews

The Bunk House

Book your stay with The Bunk House! Great for large groups, cozy weekends or family getaways. Features include free WiFi, TV/DVD player/DVDs and board games available, fully furnished kitchen, bathrooms, extra makeup stations and free laundry. The Bunk House is conveniently located within walking distance of beautiful downtown Prairie Du Chien~Great bars, restaurants, shopping, farmers/flea markets, water fun, historical sites and so much more. I’d love to help make your stay a memorable one!

Top guest favourite
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, 260 reviews

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If you’re looking for peace & quiet, beautiful sunsets, watching wildlife or barges cruise this is your place. Only 20 minutes from Wyalusing or pikes peak state park, The Effigy Mounds (Indian Burial Grounds)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 spacious deck offers a relaxing outdoor seating area with four chairs and a table, set against the backdrop of the Mississippi River and rolling hills. The sky is filled with clouds, reflecting various shades as the sun sets over the water.
Cabin in Lynxville
4.91 out of 5 average rating, 125 reviews

River Run Ridge - HOT TUB- river view - sleeps 14

Come enjoy the breathtaking views all around the living and dining area of this beautiful home located in Lynxville. This upgraded home with 5 bedrooms and 3 baths, can accommodate up to 14 people . Spacious dining/living area for family gatherings, bonus projector room in lower level and large deck to sit and enjoy the view of the Mississippi, be it day or night while grilling out in a summer night. Fully stocked for your getaway. Close proximity to many local attractions and boat ramp.

Top guest favourite
The exterior of a modern cottage is shown, featuring blue siding and large windows. A patio area with several outdoor chairs is visible, along with a staircase leading to the entrance. Lush green grass surrounds the house, complemented by trees and a partly cloudy sky.
Cottage in Prairie du Chien
4.96 out of 5 average rating, 254 reviews

Modern Cottage on the Mississippi River

Modern, private cottage with hardwood floors, new furniture and an opportunity to disconnect from everyday life. A quiet oasis located on the Mississippi River with direct access to the river for boating, swimming, fishing, bird watching and leaf looking. Open concept kitchen with new appliances and a 3-season porch perfect for watching the sunrise/sunset. The property has a private beach, boat dock, kayaks and a canoe for your use. There is a fire pit, fireplace and air conditioning.

Superhost
A covered deck area features wooden railings and a serene view of a sunset lighting up the horizon. The space includes rocking chairs, adding to the tranquil ambiance. The golden hues of dusk create a peaceful atmosphere on this outdoor setting.
Farm stay in Eastman
4.86 out of 5 average rating, 100 reviews

Wrangler Outlaw Suite! Horses! Hydro-Massage Tub!

Enjoy morning coffee and sunsets on your covered deck. Cook your Cowboy Breakfast outside on the flat top griddle and grill. Come for a taste of Wisconsin's rolling green hills, bright blue skies, and fresh, crisp countryside air. Cody's Ranch is located on a ridgetop in beautiful Driftless Region of SW Wisconsin. Experience the rustic cowboy suite with a private entrance on the upper level on this lodge with a property manager on site.

Top guest favourite
The exterior of a stone cottage is presented, featuring a front porch with a wooden overhang supported by triangular beams. Lush greenery surrounds the entrance, complemented by colorful flower boxes and well-maintained landscaping. The warm tones of the stone create a rustic and inviting appearance.
Cottage in Woodman
5 out of 5 average rating, 104 reviews

The Cottage at Streamwalk

Located off the beaten path in a beautiful pristine valley, this 1 bed, 1 ½ bath cottage offers high end furnishings with a vintage flair modeled after a true english stone cottage. The cottage offers miles of private walking trails on 100 private acres along the renowned Big Green trout stream. Our small highland cow herd roams the pastures, making it feel like you truly are in the Scottish Highlands.

Popular amenities for Eastman holiday rentals

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