Holiday rentals in Bosstown

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Top-rated holiday rentals in Bosstown

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Guest favourite

Cabin

4.93 out of 5 average rating, 54 reviews

Paradise Point sleeps 4 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. New workout center for all our guest to use.

Guest favourite

Home

4.93 out of 5 average rating, 230 reviews

Charmed Lodge. Sauna. Games & lots of charm

Timber Lodge Escape! Wisconsin Dells premier vacation rental! Sleeps 16! 5 minutes from Noah's Ark, 7 minutes to downtown Wisconsin Dells, less than 10 minutes to all major resorts and Dells attractions! Plenty Of Amenities! Fireplace in living room, large deck, outdoor fire pit, Jacuzzi in basement + games. 3 levels. Plenty of space for large family gatherings and groups! Very peaceful and quiet. Newly updated Golf/waterpark/Dells Trolley tickets available at a discounted rate!

Guest favourite

Home

5 out of 5 average rating, 28 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.

Guest favourite

Bungalow

5 out of 5 average rating, 279 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

Cottage

4.89 out of 5 average rating, 163 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.

Superhost

Cabin

4.8 out of 5 average rating, 5 reviews

Luxury Cabin by Castle Rock Lake

Experience the beauty of nature at your doorstep as you enjoy the Coziest, most perfect oasis to get away from it all. This luxury cabin has been described as Heaven Surrounded by Castle Rock Lake, WI River, scenic parks, trails, the best fishing, great golfing, snowmobiling, ATVs, hunting, amazing restaurants a foodie paradise, 35 mins from Wisconsin Dells. State and local parks, serene lake where you have some of the best fishing on the 14,000 acre Lake. Roof-2022, AC 2021 Washer/Dryer.

Superhost

Home

4.79 out of 5 average rating, 86 reviews

Destination Dells Vacation Home @ Tamarack Resort

Upgrade to our Noah's Ark package after booking! This Destination Dells property is located in the Tamarack and Mirror Lake Resort. It has tons of amenities to keep travelers of all ages busy and is conveniently located close to all of the attractions the Wisconsin Dells is known for. The condo is clean and includes a well-equipped kitchen, comfortable beds, and Roku TV's. Great for families, couples, or that golf trip you and your friends take each year! We welcome young adults.

Guest favourite

Cabin

4.97 out of 5 average rating, 96 reviews

Stunning Views! - Pettinger @HighPointRetreats

Perched in the solitude of nature, our ridge top cabin offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this luxury cabin in the woods. Pettinger cabin is named after Petting Summit located just east of the cabin. Pettinger sleeps four and is non-smoking. Get your front row sunset seats on the private patio and relax by the fire. Immerse yourself in the tranquility and come stay us.

Guest favourite

Home

4.94 out of 5 average rating, 67 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

4.79 out of 5 average rating, 191 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

4.91 out of 5 average rating, 174 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

Superhost

Cottage

4.79 out of 5 average rating, 38 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!