Vacation rentals in Readstown

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Top-rated vacation rentals in Readstown

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Guest favorite

Tiny home in Viroqua

5.0 out of 5 average rating, 129 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!

Mar 6 – 13

G$21,876 GYD per night

Guest favorite

Bungalow in Richland Center

5.0 out of 5 average rating, 254 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.

Oct 9 – 16

G$27,302 GYD per night

Guest favorite

Farm stay in Viola

4.99 out of 5 average rating, 166 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.

Mar 4 – 11

G$21,844 GYD per night

Guest favorite

Guesthouse in Viroqua

4.87 out of 5 average rating, 224 reviews

The Country Loft

Enjoy the country life with great views and a peaceful setting. Fully furnished, full kitchen and bath. Great area for fishing, hunting, biking, horse back riding, hiking, snowmobiling, shoe shoeing, shopping, site seeing, and relaxing! Not far from Westby, LaFarge, Viola, Richland Center, & LaCrosse. A close drive to Kickapoo Valley Reserve, Wild Cat Mountain, and Duck Egg. * This is upstairs only. The bottom of the rental is storage. Note: I do have a weekly discount.

Aug 3 – 10

G$20,650 GYD per night

Guest favorite

Cabin in Viroqua

4.96 out of 5 average rating, 112 reviews

Squirrel Ridge Log Cabin

A cozy cabin nestled in the country side of southwest Wisconsin. This cabin is located on the corner of our 28 acre organic maple sap farm. The Amish built log cabin is located in a wooded area with its own driveway that offers privacy for a perfect getaway week or weekend. Comfortably sleeps 4 adults, which includes a queen size bed in master bedroom, 2 single beds in the loft, and a queen size pullout sleeper in the main room. Centrally located in the Ocooch Area Wi.

Aug 9 – 16

G$28,271 GYD per night

Guest favorite

Apartment in Viroqua

4.94 out of 5 average rating, 324 reviews

Sunny & Historic 1 Bedroom Haven- Main St, Viroqua

Located *truly* steps away from everything on bustling Main Street, Viroqua, make yourself at home in our sunny 2nd floor one bedroom apartment. In the morning feel free brew yourself coffee or grab a vintage basket and stroll down to the local Shops. In case you'd like to eat out, you're conveniently located within two blocks of several different hot spots in our sweet town. (Our favorites are Driftless Cafe, Maybe Lately’s, Tangled Hickory & Wonder State Coffee Cafe.)

Oct 5 – 12

G$18,731 GYD per night

Guest favorite

Apartment in Viroqua

4.92 out of 5 average rating, 99 reviews

Bright two bedroom rental in the heart of downtown

Enjoy a comfortable experience at this centrally-located rental, just steps away from downtown Viroqua. Grab a coffee at Wonderstate Cafe before heading over to the farmers market right next door. Explore the thriving art scene and local shops, before finishing off the evening with a dinner at the Driftless Cafe. This will also make a great homebase for hiking, biking, fishing, and paddling out in the great Driftless area. We love our little town, and hope you do too!

Sep 30 – Oct 7

G$20,403 GYD per night

Guest favorite

Cabin in Readstown

4.9 out of 5 average rating, 195 reviews

Driftless Cabin Acreage, valley stream & pond

Modern Amish built cabin secluded on a hillside. Comforts+rustic charm, nestled in a ruggedly beautiful Driftless valley 10 mi. to Viroqua. Deck & patio overlooking pond, stream and natural springs; surrounded by steep ridges. *Freezing temperatures make slick conditions possible throughout the property.* 5 queen beds +sleeper sofa & 2 full bathrooms. Basement makes for a good “suite” w/ Couch or air mattress. AC & furnace, wood stove, stocked kitchen & good WiFi.

Sep 5 – 12

G$52,558 GYD per night

Guest favorite

Guest suite in Viroqua

4.98 out of 5 average rating, 123 reviews

Maple Ridge Guest Apartment

This new apartment was added to the back of our detached garage. Low or no VOC products were used throughout construction. Brand new appliances installed with an oven big enough to cook the biggest turkey I’ve ever dreamed of. Spectacular ridge top views and beautiful starry nights. Hiking and cross country ski trails on the property of about 75 acres. Pick hazelnuts in the fall, collect and boil your own maple sap in the spring and pick blueberries in the summer.

Jun 10 – 17

G$20,248 GYD per night

Guest favorite

Guesthouse in Viroqua

4.98 out of 5 average rating, 122 reviews

stylish guesthouse minutes from viroqua

Experience for yourself everything the Driftless has to offer during your stay in this stylish, timber-framed, eco-friendly guesthouse on our 8-acre rural retreat. Completed in 2021, you'll love this bright, clean, private, and peaceful space. Fish nearby trout streams, go for a bike ride, explore great state and county parks, or shop and dine in Viroqua (7 miles away) and Westby (3 miles).

Sep 26 – Oct 3

G$31,428 GYD per night

Superhost

Cabin in Viroqua

4.89 out of 5 average rating, 114 reviews

Bishop Creek Cabin - Fly Fishing in Driftless Area

A setting like no other! Enjoying the coziness of our cabin while being able to witness nature at its best is priceless! Sitting on the deck is so relaxing, seeing the eagles soar over the cabin, and listening to the bubbling of Bishop Branch while having picnics is a true escape from reality and a tiny home away from home.

Sep 20 – 27

G$29,185 GYD per night

Guest favorite

Apartment in Viroqua

4.94 out of 5 average rating, 160 reviews

Bright airy 2 bedroom apartment - Yellow Door

Newly remodeled second floor apartment came available in 2020. Great light with country feel right in Viroqua. Private outdoor entrance with deck. Keyless entry. Fully stocked kitchen. This is a wonderful place to get away and is available for longer stays. Pets are allowed but we do like to know about them.

Oct 9 – 16

G$18,227 GYD per night