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  • Check prices for these dates

    Check prices for these dates, 12 – 13 December 2026

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    Our top choices for South Lee holiday rentals

    1. Secluded Family Home in Serene Stockbridge Woods

    A covered porch with string lights, a ceiling fan, and outdoor seating.

    2. Berkshire Mountain Lodge

    A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

    3. Vacation Village in the Berkshires

    Indoor pool

    4. Cozy 1-bedroom studio in serene Great Barrington with AC

    A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

    5. Walk into town, soak up sun on enclosed porch & steps away from nature trails!

    A two-story house with a front porch, surrounded by a garden with various plants and rocks.

    6. A Cozy Berkshire Escape l Close to the Slopes

    A picnic table in a grassy yard with trees and a fence in the background.

    7. Sweet Cozy Victorian in Housatonic. Close to everything.

    A kitchen with white shelves containing various kitchenware, a kettle, and a window with a view of trees and a building outside.

    8. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

    A sandy beach with a lake and forest in the background.

    9. Sun Filled Lenox Retreat - Minutes to Tanglewood!

    A rustic wooden building with a chimney, surrounded by lush greenery and flowering plants.

    10. NEW RENO - Chalet-style farm loft near Tanglewood

    A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

    11. 1800s Carriage house in Berkshires / Hudson Valley

    A gazebo with a stone floor and a grassy area with trees in the background.

    12. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

    A hot tub with a string of lights above it, set against a dark night sky.

    13. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

    A bedroom with a wooden bed frame, a large window, and a painting of mountains on the wall.

    14. Real Estate: Therapy - Lake, Laundry, Love it

    A spacious living room with a wooden staircase, a dining area, and a television.

    15. Home in Great Barrington

    A cabin with a wooden deck and a stone pathway leading to the entrance.

    16. Berkshires Apartment at the Stephentown Hotel

    A porch with two Adirondack chairs, a welcome mat, and a door labeled "Apartment 2".

    17. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

    A fire pit with chairs, a ski lift, and a building with a sign that reads "Mountain Resort".

    18. Cozy Camper tucked into the woods

    A rural property with a wooden barn, a white fence, and a mobile home.

    19. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

    A triangular-shaped building with a balcony and a wooden picnic table in front.

    20. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

    A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

    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.

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    Top South Lee Hotel Reviews

    Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

    A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

    The Black Swan Lee - Lenox, an Ascend Collection Hotel

    A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

    The Inn at Stockbridge

    Front of property

    The Red Lion Inn

    An aerial view of a residential area with a prominent white building with a dark roof, surrounded by autumn-colored trees.

    Quality Inn Lee - Lenox South

    A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

    Holiday Inn Express Hotel & Suites Great Barrington by IHG

    An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

    Shaker Mill Inn

    A red building with a sign reading "Shaker Mill Inn".

    Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

    A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

    Courtyard by Marriott Lenox Berkshires

    An outdoor patio area with a circular fire pit surrounded by wicker furniture and a stone fire table.

    The Yankee Inn

    Two Adirondack chairs facing a river with a forested hill in the background.

    Monument Mountain Motel

    A neatly made bed with white linens, two bedside lamps, a nightstand with a telephone, and a painting on the wall.

    Granville House

    A dining table with pastries, a coffee pot, and a vase of sunflowers.

    The Cornell Inn, Lenox & The Berkshires

    A snow-covered outdoor area with a patio, seating, and a covered dining area.

    Brook Farm Inn

    A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

    Find out more about South Lee

    Everything you need to know about South Lee holiday rentals

    Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Lee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Lee holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    South Lee holiday rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in South Lee. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

    Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Lee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of South Lee holiday rentals we have selected for you start as low as £75 per night. Entering your travel dates in the search wizard you might find even better deals!

    How to find incredible deals on South Lee rentals

    At Expedia, we put the best South Lee holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top South Lee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Lee holiday.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Lee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Are there holiday rentals in South Lee?

    Yes, there are holiday rentals close to the most popular sights in South Lee, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say South Lee has a good selection of restaurants and the local cheese shops. Make sure you have time to check out the ski areas and shopping during your trip.

    What are some of the best holiday rentals that South Lee has to offer?

    Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of South Lee is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

    How many holiday rentals are there in South Lee?

    Choose from 7 Expedia holiday rentals in South Lee for a memorable holiday.

    What’s there to see and do in South Lee?

    While exploring the area, visit family-friendly sights like Bousquet Ski Area, or get outside and enjoy nature at Housatonic River. Chesterwood and National Shrine of the Divine Mercy are a couple of places you'll find in the wider area.

    What’s a holiday rental in South Lee like?

    Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Lee. Holiday rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.