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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, 148 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.

Guest favorite
A private hot tub is situated on a wooden deck, surrounded by natural greenery and rolling hills. The bubbling water is visible in the sunlight, offering a serene relaxation spot. Wooden posts and railings provide a rustic frame, enhancing the peaceful outdoor setting.
Cabin in Gays Mills
4.95 out of 5 average rating, 66 reviews

Dwelling Place - Shalom Cabin w/ private hot tub

Relax in this peaceful Amish-built cabin in Wisconsin’s Driftless Region. Whether you seek quiet rest, local adventure, or a romantic escape, The Shalom Cabin is your perfect year-round spa-like oasis! What You’ll Love: • Private hot tub under the stars w/ robes included • Peaceful porch swing for morning coffee or tea • Wood stove for cozy nights in • Nearby fishing areas • Minutes from Apple Orchards Private outdoor spa coming fall 2026: sauna, cold plunge & lush landscaping to each cabin.

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, 380 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, 455 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 $30 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 favorite
The exterior of a two-story apartment building features a covered balcony with patio furniture, accessible from the upper level. A pathway leads to the entrance, bordered by well-maintained landscaping and stone accents. Trees display a range of autumn colors in the background.
Loft in Marquette
4.95 out of 5 average rating, 42 reviews

Eagles Overlook

This charming one-bedroom apartment offers everything you need for a great getaway! Enjoy cozy furnishings and a private balcony with views of main street and a local winery. Beautiful in every season, this quaint river town invites you to return time and again. Discover the beauty of the Driftless Area, featuring the Mississippi River, Pikes Peak State Park, Effigy Mounds and Yellow River Forest. Plus, enjoy a variety of shopping, dining, and entertainment options, including a nearby casino!

Top 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
4.86 out of 5 average rating, 272 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.

Top 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, 164 reviews

Summer special-book 5 nights-6th night free

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.)

Top guest favorite
The A-frame cabin is surrounded by tall pine trees, showcasing a red exterior with large windows. A spacious porch, furnished with chairs, extends across the front, inviting relaxation in the natural setting. The lawn is lush and well-maintained, enhancing the cabin's serene atmosphere.
Cabin in Steuben
4.97 out of 5 average rating, 61 reviews

Peaceful Driftless A-Frame

Nestled among two acres in the rolling hills and lush greenery of the Driftless Area, this A-frame cabin stands as a serene retreat, blending harmoniously with its natural surroundings. The decor is a blend of modern comforts and rustic elements, with comfortable furnishings. Seated in the heart of the Kickapoo valley, there's no shortage of class 1 trout streams near by, public hunting easements, UTV trails, hiking, canoeing and easy access to all of the wonderful amenities the area offers.

Top guest favorite
A park model home is positioned on a stone terrace, surrounded by lush greenery. Large windows offer expansive views of the surrounding landscape. A wooden deck with seating is visible, extending the living space outdoors, with a tranquil atmosphere conveyed by the scenic backdrop.
Cabin in De Soto
4.96 out of 5 average rating, 140 reviews

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region.

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
4.85 out of 5 average rating, 109 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.

Superhost
The exterior of a log cabin is shown, featuring a warm wooden facade and a peaked roof. A large window allows natural light to enter, while a porch is visible, framed by a rustic wooden beam. Surrounding greenery complements the natural setting.
Cabin in Harpers Ferry
4.83 out of 5 average rating, 198 reviews

Andy Mountain Cabin #4

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
Cabin in Boscobel
4.84 out of 5 average rating, 93 reviews

Crooked Creek - Rustic Cabin

Rustic Cabin – Driftless Wisconsin Getaway 🏞️🔥 Discover a charming Amish-style cabin tucked into a quiet valley of Wisconsin’s scenic Driftless Region. Surrounded by tree-lined bluffs, a meandering creek, and open green spaces, this cabin is perfect for couples seeking a romantic escape or outdoor adventurers looking for a comfortable base for hiking, kayaking, fishing, or scenic motorcycling.

Popular amenities for Eastman vacation rentals

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