Ski-in/Ski-out holiday rentals in East Troy

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Top-rated ski-in/out rentals in East Troy

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Guest favourite

Barn in Waukesha

4.99 out of 5 average rating, 69 reviews

Willow Springs Loft @ Wern Valley

Looking for that beautiful once in a lifetime opportunity to sleep in the hay loft? Look no further. No expense has been spared in the space. It is beyond beautiful with every rustic feel you can think of, yet extremely classy. Railings made from cattle stanchions, shower heads that are watering cans and sinks from wash tubs. The evening view of deer and turkeys in the valley from your 30 foot deck is priceless. Ride your ATV to Wern Valley Sportsmen’s Club for a pheasant hunt or clays shooting.

Superhost

Home in Fox Lake

5 out of 5 average rating, 6 reviews

Sunset Lakefront Cottage in Fox Lake w/ Boat Pier

Come relax at this tranquil lakeside retreat. This spacious ranch-style cottage features a large, west-facing, fenced-in lawn that’s perfect for games and over-the-water sunsets. Three bedrooms make the space comfortable enough for the whole family, or even larger groups. Swim off the dock in a no-wake zone, or take the kayaks or paddleboard out for a paddle around the bay. Come see for yourself what it’s like to live the lake life! Bring Your boat and fishing poles. Enjoy our lakeside firepit.

Private room in Albion

4.47 out of 5 average rating, 75 reviews

Beachkonong gr8 sunrise n shine

The place is right on Olson's Bay w/great lake frontage sandy beach, restaurants, live music, family-friendly activities, and nightlife. My place is good for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets). Singles and groups 2-16 can be accommodated, single private room with shared access to Kitchen Bathroom, living room and deck, yard and beach. If your party is greater than 16, we can open “End of the road lake house”and ad 8 more.

Guest favourite

Home in Slinger

4.93 out of 5 average rating, 200 reviews

Founders House - view the slopes of Little Switz

Walk to the slopes of Little Switzerland Ski Area in the Founder's House located at the base of the hill. Recently renovated and designed to maximize beds, this is the perfect place for your ski weekend. Located just 12 miles from Erin Hills and seconds from the Slinger Speedway. This is an occasional use home free from any clothing and other items. This property is owned and operated by Little Switzerland. For lift tickets, rentals and lessons, book in advance and save at LittleSwitz.com

Superhost

Flat in Lake Geneva

The Eastpoint Suite 2| Walk to the Lake & Town

The Eastpoint offers meticulously designed rooms that showcase a stunning mid-century modern aesthetic, blending timeless elegance with modern comforts. Located within walking distance of both the lake and downtown Lake Geneva, our boutique lodging invites you to be among the first to enjoy while we continue to build out a destination that will soon be recognized as Lake Geneva's newest and most exciting hotel experience. Room 2 features a King bed, cozy seating area and spacious bathroom.

Guest favourite

Boat in Racine

4.87 out of 5 average rating, 86 reviews

Vessel: "Me Time" - 28 Carver @ Reef Point E1-31

Enjoy Marina life at Reefpoint Marina. Close to the beach and on the water. The “Me Time” can sleep 4, however we encourage no more than 2 guests for a nice romantic getaway. 1 Stateroom- Sleeps 2, Dinette converts to a double and sleeper and sofa converts to a twin in the salon - Enjoy beautiful sunsets and sunrises, a cool lake breeze and star gazing at night. Amenities include a heated pool (seasonal) with two hot tubs, gas grills and patio, a ships store, and laundry facilities.

Guest suite in Edgerton

4.69 out of 5 average rating, 97 reviews

End of the road Lake House/ Super Quiet.

Best sunrises west of the Atlantic. Close to Madison (30mins), Milwaukee (85mins) and Chicago (120mins) Rustic cabin feel, Vaulted ceilings, Single over Full Bunk bed, queen, full and leather couch and room for air mattresses. Perfect for 1 to 8 guests. Super large shared backyard leads to the lake with a sandy beach. (unique property comprised of a 2br/1ba cottage and a house 2br/2ba joined together by a Great Room built to seamlessly connect the two)

Guest favourite

Home in Slinger

4.9 out of 5 average rating, 143 reviews

Aprés House - On the slopes of Little Switzerland

Walk to the slopes of Little Switzerland Ski Area in the Aprés House located near the base of the hill. Recently renovated and designed to maximize beds, this is the perfect place for your ski vacation. Located just 12 miles from Erin Hills and seconds from the Slinger Speedway. This is an occasional use home free from any clothing and other items. This property is owned and operated by Little Switzerland.