Vacation rentals in Westport

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Top-rated vacation rentals in Westport

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Guest favorite

Home in Muscoda

4.96 out of 5 average rating, 263 reviews

Century Old Charming Farmhouse Atop Rolling Hills

All Season fun! A place to get out in the fresh air, sit by the campfire, & gaze at the stars. Fish the many TROUT streams nearby. Hike, bike, and horseback trails at Ash Creek Forest. WI River-4 miles away. Wild Hills Winery - right next door! Drive-in theatre, Pine River Trails & Kayaking, beautiful parks, aquatic center, 18 hole disc golf course, coffee house, Ocooch Books & Libations, & FLW-A.D. German Warehouse, Richland Center- 6 miles. Eagle Cave is an awesome, brief, tour -10 miles away.

Jul 29 – Aug 5

R1,962 ZAR per night

Guest favorite

Cabin in Richland Center

4.92 out of 5 average rating, 132 reviews

The Water Villa - NEW! @MillCreekCabinsWI

Overlooking a small pond and Mill Creek in the valley below, The Water Villa offers guests beautiful views of the countryside. Near the entrance of Mill Creek Cabins, The Water Villa is shielded by a large privacy fence. A sliding door opens up to reveal a pathway to the two-story cabin. A short path from the patio leads to the small pond below where wildlife often gathers. This secluded space is the perfect place to relax in the woods on our private 200 acre property surrounded by the outdoors.

Apr 18 – 25

R3,491 ZAR per night

Guest favorite

Farm stay in Viola

4.99 out of 5 average rating, 167 reviews

Guesthouse at Griff Run - Tiny House, Sleeps 2

This former post office is a well-appointed tiny house (230 SF) and farmstay in the Driftless Region of SW Wisconsin. You'll appreciate amazing views of our century-old hobby farm from the Guesthouse. Nestled in a secluded valley on 13 acres, this property offers utmost privacy along with conveniences like fiber optic Wifi. Griff Run is 18 mins to Richland Center or 25 mins to Viroqua. Additional accommodations on the farm include the Farmhouse Suite at Griff Run and Eunice the Airstream.

Apr 12 – 19

R2,033 ZAR per night

Guest favorite

Bungalow in Richland Center

5.0 out of 5 average rating, 255 reviews

GloryView Ridgetop Bungalow

Farmhouse Bungalow sits on top of a ridge in the Southwest WI driftless area, boasting spectacular views. A site that works for anyone from a relaxing retreat to a great spot for adventures. Fall photography dream, cyclists paradise, star gazing/campfire, hiking, kayaking, canoeing, fly fishing, Frank Lloyd Wright, WI Dells and other local attractions. The home was completely renovated with all the modern conveniences but the Farmhouse charm. A sleeping loft adds additional functionality.

Jul 21 – 28

R2,732 ZAR per night

Guest favorite

Cabin in Avoca

4.99 out of 5 average rating, 149 reviews

Cool quiet country cabin on boulders and 120 acres

Funky, tidy 23 year old country cabin on 120 acres of farmland & woods in a private, quiet rural setting. It's cozy, 950 sq ft, built with stone and wood. Open concept with a two story fireplace, porch fireplace, firepit, and open loft for sleeping (1 bed), with spiral stairs, lots of windows, walnut floors and trim, oak beams and pine kitchen tops. Shower is big and open, with doors opening to a back deck for outdoor showering. Beautiful covered porch overlooking rolling meadows and woods.

Dec 29 – Jan 5

R4,401 ZAR per night

Guest favorite

Cottage in Clayton

4.97 out of 5 average rating, 101 reviews

2-Bedroom Creekside Cottage Near the Mississippi

Get away and relax at this creekside cottage tucked away in the bluffs of the Mississippi. The cottage has a peaceful bubbling creek running beside it, sip your morning coffee on the screened in porch, enjoy nature and unwind. The Mighty Mississippi is .2 miles from the cottage. The tiny town of Clayton, Iowa has 2 restaurants that are open on the weekends. Nearby towns are filled with fun, unique shops. Many hiking trails and fishing spots are nearby! Pikes Peak is 8 miles from the cabin!

Jul 12 – 19

R2,112 ZAR per night

Guest favorite

Tiny home in Darlington

4.98 out of 5 average rating, 593 reviews

Arbor Crest Cottage- Peaceful farm stay getaway.

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. Our farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

Oct 14 – 21

R1,977 ZAR per night

Guest favorite

Home in Richland Center

4.94 out of 5 average rating, 214 reviews

Gramps Getaway

Gramps Getaway is a spacious 3 bedroom 2 Bath home five minutes from Richland Center, Featuring a new Amish made kitchen and lots of open spaces. Located on a quiet Lane, enjoy hiking, bicycling, or simply enjoy the quietness of country life. Gramps Getaway is a family friendly, all on one level home, You will enjoy the comfy gas fireplace in the Sun Room We have a gas grill on the back deck, lots of yard to roam and a life size Checker board and fire pit area for your enjoyment!

Oct 3 – 10

R2,318 ZAR per night

Guest favorite

Cabin in La Farge

4.97 out of 5 average rating, 172 reviews

Back Roads Cabin Retreat

Enjoy a weekend off the grid in our rustic cabin on 30 acres of wooded serenity. Watch the sunset on the covered porch, or relax around a campfire. Feel free to explore the woods taking a hike on the network of trails. Nearby you can visit winery's, Wildcat Mountain State Park, the Kickapoo Valley Reserve and more. The driftless region is known for great fishing, scenic drives through the hills and biking. Contact us about additional camp sites on the property for larger groups.

Sep 12 – 19

R1,413 ZAR per night

Guest favorite

Cabin in Lone Rock

4.98 out of 5 average rating, 112 reviews

✧Driftless Chalet✧ Secluded cabin on 5 acres

Welcome to Driftless Chalet! The wonders of the Driftless Area lie just outside your window. Located on 5 wooded acres just past Spring Green, make this cozy cabin (with fast wifi, heat and A/C!) your HQ as you explore American Players Theater, House on the Rock, Taliesin, state parks, the WI River, wineries and more. Watch for deer and birds while sipping coffee on the porch, roast marshmallows over the campfire, bust out the board games and make lifelong memories!

Apr 21 – 28

R3,496 ZAR per night

Guest favorite

Cottage in Gays Mills

4.98 out of 5 average rating, 271 reviews

Remote Driftless Gem Stream and Sauna near Viroqua

Settle into this pristine farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region, southwest Wisconsin. Start your day with a cup of coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen to our record collection or visit Viroqua (25 minute drive) for a farm-to-table 5-star dinner. Build a warm fire indoors or out, or go for a sauna by the babbling stream.

Mar 4 – 11

R3,568 ZAR per night

Guest favorite

Cottage in Muscoda

4.96 out of 5 average rating, 160 reviews

River's Edge Cabin, LLC

We welcome you to be our guest in our comfy, warm cabin nestled on the lower Wisconsin River. We are close to many area attractions including Frank Lloyd Wright's Taliesin, House on the Rock, American Players Theater, Wisconsin Dells, and much more! Activities include canoeing, fishing, hunting, shopping in quaint villages, or just relaxing watching the river... Our cabin is easy to get to and close to area villages but in a private setting.

Apr 18 – 25

R2,991 ZAR per night