Holiday rentals in Bosstown

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Top-rated holiday rentals in Bosstown

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Guest favourite

Cabin in New Lisbon

4.93 out of 5 average rating, 135 reviews

Cozy, dog friendly, cabin, Castle Rock Lake area.

*Escape to Our Cozy Log Cabin* Discover the perfect blend of tranquility and adventure at our charming log cabin, nestled on 4 beautifully wooded acres on a quiet, dead-end road. Whether you're seeking peace and quiet or looking to explore the vibrant surroundings, our cabin is ideally located for a memorable getaway. Whether you're hitting the snowmobile trails, enjoying ice fishing, or simply relaxing in the cozy comforts of our log cabin, you'll find everything you need for a perfect stay.

Guest favourite

Home in New Lisbon

5 out of 5 average rating, 30 reviews

Retreat on the Beach! EV Friendly! Hot tub!

Escape the craziness of life in this new construction home. This Beach Cottage home is perfect for your family to enjoy all Wisconsin seasons. Beach Lake is a clear Six acre private lake with a sandy bottom located near Buckhorn State Park, Castle Rock Lake, lots restaurants, and is only a 30-minute drive to the Wisconsin Dells. Our home has 4-bedrooms and 2 full baths, Full Kitchen, huge basement, patio, deck, private beach, insulated/heated garage with a EV charger. Hot tub October 2023.

Superhost

Home in La Valle

4.83 out of 5 average rating, 23 reviews

Lake Redstone - Wisconsin Dells, Boat Rental

Easy Access to Wisconsin Dells Rent this beautiful property adjacent to Lake Redstone. Bring your boat or rent a Bayliner E16 to use during your stay. Home rental includes trampoline and bounce house for the kids, two inflatable kayaks, charcoal grill, bonfire pit and play set. Public boat launch is five minutes away, the Wisconsin Dells and water parks are twenty one miles away. The property also has a screened in porch and fire table to enjoy. Hunt, ATV or fish / ice fish in the winter.

Guest favourite

Bungalow in Richland Center

5 out of 5 average rating, 281 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.

Guest favourite

Cabin in New Lisbon

4.98 out of 5 average rating, 324 reviews

Log Cabin Near Castle Rock Lake

This is a real Amish built log cabin located in Central, WI. Located 30 min from WI Dells and 10 min to Castle Rock Lake/Petenwell Lake area. Close to State Parks and State bike trails. Close to Neceedah wildlife refuge. Renting year-round. Discounted weekly rate. Very private. Great reviews! One bedroom with 2 queen beds, strict 4 guests max! We only welcome responsible renters to share our family's treasured cabin, no party situations. Please be honest about # of guests to avoid eviction.

Guest favourite

Cottage in Harpers Ferry

4.89 out of 5 average rating, 165 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 favourite

Home in Spring Green

4.94 out of 5 average rating, 69 reviews

Hot Tub/$0 Cleaning Fee/Golf Course/The Hemlock

Our 4 bedroom, 2.5 bath home in downtown Spring Green, Home to Frank Lloyd Wright’s Taliesin, American Players Theater, the House on the Rock, and Tower Hill State Park, the vibrant village of Spring Green is a place where nature and art meet. Just 45 minutes from Madison, And the Dells Waterpark. Do You enjoy Golfing Or snow mobile Riding? Relax with the whole family at this peaceful place to stay. walk to downtown or the Rec Park with soft ball diamond and skate board Park.

Superhost

Chalet in La Crosse

4.79 out of 5 average rating, 193 reviews

Bayfront Chalet on Richmond Bay

Waterfront Property- 3 bedrooms, 2 full bath home - You will be amazed at the views from this extravagant French Island house on Richmond Bay. It features JennAir stainless steel appliances including dishwasher, laundry, central air, free Wifi, large deck and use of a nice sized dock for boating, kayaking or jet skiing. These items (boat,kayak,water crafts)are not included with . Airbnb. Fireplace is for aesthetics. Less than a 10 minute drive to the La Crosse Center.

Guest favourite

Cabin in Bagley

4.91 out of 5 average rating, 176 reviews

**Cozy & Dog Friendly** Rustic Cabin Retreat

Relax and recharge at this country getaway which is tucked amongst trees and the rolling hills. Surround yourself with nature while also having easy in and out access! This makes it a breeze to come and go as you please and explore all southwest Wisconsin has to offer! Ready for the whole family to enjoy, along with their furry friends. *9 minute drive to Wyalusing State Park *10 minute drive to Bagley / Wyalusing Public Beach *16 minute drive to Prairie du Chien

Guest favourite

Home in Lynxville

4.84 out of 5 average rating, 208 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.

Guest favourite

Flat in Viroqua

4.98 out of 5 average rating, 129 reviews

Two Bedroom upstairs airy modern apartment

This upper level apartment has beautiful natural light, a combined living/dining space, two well-appointed bedrooms with built-in desks, a fully furnished vintage kitchen, a full bath, and a private deck. It is available at a discounted price for longer stays. This apartment is part of three apartments in an older home but has a private indoor and outdoor access point. Two queen beds, one single bed and one sleeper sofa. Reserved parking by the entry door.

Superhost

Cottage in New Lisbon

4.79 out of 5 average rating, 39 reviews

A’s Cozy Cottage

Welcome to A's Cozy Cottage. This charming property is the perfect retreat for your next getaway. Located in a quiet neighborhood, this cozy cottage offers a peaceful escape while being just minutes away from local attractions and 30 minutes from the Wisconsin Dells. Enjoy the fully equipped kitchen, comfortable living spaces, and outdoor patio area. Experience the convenience and comfort of A's Cozy Cottage during your stay!