Plan your trip

A sunset over a mountainous landscape with rocky outcrops and dense forest.

Search Winhall Cottage Rentals from CA $415

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Sign in

  • Be picky

    Search almost a million properties worldwide

  • Find vacation rentals that suit your style

    Cabins

    Apartments

    Aparthotels

    Chalets

    Condos

    Cottages

    Villas

    Check prices for these dates

    Check prices for these dates, December 14–15, 2026

    View in a map

    Our top choices for Winhall cottages

    1. Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

    Terrace/patio

    2. Game Room, Fire Pit & Views! Spacious Ludlow Home

    A wooden deck with two chairs and a small table, overlooking a green landscape.

    3. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

    A green wooden house with a sloped roof and a front porch.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

    View all properties

    Learn more about Winhall

    Check out the local area in Winhall—home to attractions like Stratton Mountain Golf Course and Green Mountain National Forest.

    See all hotels in Winhall

    A sunset over a mountainous landscape with rocky outcrops and dense forest.

    Top reviews in Winhall

    Bromley View Inn

    A deck with white railings overlooking a forested area and a mountain in the distance.

    The Manchester View

    A green building with a wooden deck, a small porch, and a sign that reads 'Motel.'

    The Inn at Manchester

    A large, snow-covered house with multiple windows and a well-lit porch.

    Sun Lodge near Manchester VT, Ascend Collection Hotel

    An outdoor deck with wooden tables and chairs, a blue canopy, and string lights.

    The Reluctant Panther Inn and Restaurant

    A two-story building with a porch, American flag, and two white rocking chairs.

    Brittany Motel

    A lodge with a paved driveway, a large tree, and outdoor seating.

    Toll Road Inn

    A modern building with a glass facade, a brick exterior, and a metal roof.

    Inn At Mount Snow

    A large building with a symmetrical facade, a central entrance with a glass door, and two smaller structures on either side.

    The Olympia Lodge

    A traditional chalet with a sloped roof, flower boxes on the balcony, and a star-shaped emblem.

    The Inn at Ormsby Hill

    A two-story house with a snow-covered roof and yard, featuring multiple lit windows and a visible chimney.

    The Upper Pass Lodge at Magic Mountain

    A two-story building with a red facade, a balcony on the second floor, and a parking lot in front.

    Explore a world of travel with Expedia