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Lee, MA vacation rentals
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Best Vacation rentals and Airbnb offers in Lee, MA

Best Lee, MA vacation rentals with a balcony

St Anne`s Manor | Walk To Downtown!  Sleeps 8 - Lee, MA
10 127 reviews

St Anne`s Manor | Walk To Downtown! Sleeps 8

apartment, Lenox
This five-bedroom, three-bathroom Victorian home in downtown Lenox, Massachusetts, is a three-block walk from the bus station and within walking distance of numerous restaurants and shops.
This spacious rental boasts a well-equipped eat-in kitchen, a private backyard with a terrace and gas grill, and parking for three cars (shared driveway, plus street parking April 1st-November 1st), comfortably accommodating larger groups near Kennedy Park, Ventfort Hall, The Mount, and Arrowhead.
Imagine Being Lakeside, Kayaks/fishing/ev Charger - Lee, MA
9.6 23 reviews

Imagine Being Lakeside, Kayaks/fishing/ev Charger

apartment, Lenox
This Lenox vacation home is near the beach, a 15-minute walk from Wyndhurst Golf & Club and The Mount, and within 3 miles of Shakespeare & Company and Ventfort Hall Mansion.
This 1890-square-foot property boasts four bedrooms, two bathrooms, and accommodates up to ten guests, featuring a fully equipped kitchen, a terrace, a garden, parking, and a DVD player, perfect for families or groups exploring Lenox's attractions.
Stunning Post & Beam Home Minutes From Lenox, Stockbridge And Tanglewood! - Lee, MA
10 99 reviews

Stunning Post & Beam Home Minutes From Lenox, Stockbridge And Tanglewood!

apartment, Lee
This vacation home in Lee is located close to a lake, within a mile of Greenock Country Club and the Housatonic River, offering a peaceful escape near local attractions. It has received excellent user ratings, making it a popular choice for travelers.
The home features five bedrooms, four bathrooms, and can comfortably accommodate up to 14 guests in its 2800 square feet of space. Amenities include a fully equipped kitchen, a fireplace, a fitness center, a spa, a garden, a terrace, and parking, ensuring a comfortable and enjoyable stay.
Lakefront, Kayaks Included, Come Unwind In Lenox! - Lee, MA
10 1 review

Lakefront, Kayaks Included, Come Unwind In Lenox!

apartment, Lenox
This newly renovated lakefront residence is located on Laurel Lake in Lenox, offering direct lakefront access and is within walking distance to The Mount (Edith Wharton's Home) and Shakespeare & Company, and a short drive to Tanglewood.
This 2150 square foot home features 4 bedrooms and 3 bathrooms, accommodating up to 10 guests with amenities including a chef's kitchen, wood-burning fireplace, enclosed 3-season porch with a foosball table, and a private dock for water activities.

Popular Family Vacation Rentals in Lee, MA

Lee, MA family-friendly vacation rentals provide a perfect base for outdoor adventure.

Spacious Lenox Farmhouse | Retreat Near Tanglewood - Lee, MA
10 20 reviews

Spacious Lenox Farmhouse | Retreat Near Tanglewood

apartment, Lenox
This Berkshires farmhouse rental near Lenox, Massachusetts, is conveniently located nine minutes from Tanglewood and a short drive from Stockbridge.
The 2,000+ square-foot property boasts three bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, a fitness center, and outdoor space with a fire pit and grill.
Spacious 5-bedroom House In Charming Lee With Wifi - Lee, MA
8.6 4 reviews

Spacious 5-bedroom House In Charming Lee With Wifi

apartment, Lee
Lee Manor, a five-bedroom, four-bathroom house in Lee, Massachusetts, is conveniently located five minutes from Lee Premium Outlets and High Lawn Farm, and within walking distance of downtown Lee and Joe's Diner.
This 15-guest home rental boasts a fully equipped kitchen, Wi-Fi, and proximity to Tanglewood, the Norman Rockwell Museum, and numerous Berkshires attractions, making it perfect for families and groups exploring the area.
General Williams Estate House Lenox/stockbridge - Lee, MA
9.8 120 reviews

General Williams Estate House Lenox/stockbridge

apartment, Stockbridge
This spacious Stockbridge estate, two miles from Stockbridge Center and five miles from Lenox Center, offers easy access to the Mass Pike and Berkshire attractions.
The 5,500-square-foot home boasts six bedrooms, six bathrooms, and accommodates up to sixteen guests, featuring two kitchens, a pool, a spa, and ample outdoor space perfect for family gatherings or group retreats.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Lee, MA
No reviews

Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Lenox
This Lenox, Massachusetts condo rental is conveniently located in the Berkshires, a short drive from The Mount (2.9 miles), Norman Rockwell Museum (7.2 miles), and Tanglewood (4.3 miles).
This two-bedroom, three-bathroom vacation home sleeps six guests and boasts a fully equipped kitchen, private deck with scenic pond views, access to resort amenities including indoor/outdoor pools, a fitness center, and a sauna.

Frequently Asked Questions about vacation rentals in Lee, MA

Popular destinations

Best Lee, MA vacation rentals with a fireplace

Lenox Grand Colonial With Pool By Evergreen Home - Lee, MA
10 3 reviews

Lenox Grand Colonial With Pool By Evergreen Home

apartment, Lenox
This Lenox vacation home is situated in a rural setting, two miles from the Housatonic River, Arrowhead Museum, and Herman Melville's Arrowhead.
This 3,020-square-foot house features four bedrooms, three bathrooms, sleeps eight guests, and includes a private pool, fully equipped kitchen, and free Wi-Fi.
Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature - Lee, MA
10 1 review

Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature

cabin, Tyringham
Stonebridge Cabin, located in Lee, Massachusetts, offers easy access to attractions like Tanglewood (9 miles) and the Norman Rockwell Museum (under 10 miles).
This 1510-square-foot vacation home features four bedrooms, two bathrooms, sleeps eight, and includes a fully equipped kitchen, Jacuzzi, fireplace, and free Wi-Fi.
Stoneridge Landing | Hot Tub  Fire Pit - Lee, MA
10 1 review

Stoneridge Landing | Hot Tub Fire Pit

apartment, Tyringham
This rural apartment in Lee is a short walk from Goose Pond Reservation and a 9-minute drive from Lee Premium Outlets.
This family-friendly rental offers 4 bedrooms, 2.5 bathrooms, a full kitchen, air conditioning, Wi-Fi, a hot tub, and a garden, with recreational amenities like table tennis and proximity to outdoor activities.
Historic South Lee Apt 2 Mi To Main Street - Lee, MA
No reviews

Historic South Lee Apt 2 Mi To Main Street

apartment, Lee
This apartment is located in South Lee, a 5-minute walk from the Housatonic River and a 5-minute drive from the Naumkeag historical house.
This 1500 sq ft dwelling accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring air conditioning, a fireplace, on-site parking, and in-unit laundry.

Neighborhoods and points of interest in Lee, MA

Best Lee, MA vacation rentals with a sauna

Peaceful 1br Condo With Pond View - Lee, MA
8.0 2 reviews

Peaceful 1br Condo With Pond View

apartment, Lenox
This Lenox condo, near The Mount and Frelinghuysen Morris House & Studio museums and Pleasant Valley Wildlife Sanctuary, offers a peaceful retreat for exploring Berkshire County's cultural and natural attractions.
This one-bedroom, two-bathroom apartment sleeps four and features pond views, providing a tranquil setting for a relaxing getaway near the Bookstore and Berkshire Scenic Railway Museum.
Tranquil Lakeside Escape In The Berkshires - Lee, MA
10 1 review

Tranquil Lakeside Escape In The Berkshires

apartment, Lenox
This Lenox condo is conveniently located near Edith Wharton's The Mount (a 4-minute drive) and the Housatonic River (a 6-minute drive), offering easy access to Lenox's cultural attractions. This two-bedroom, three-bathroom apartment sleeps six and boasts a fully equipped kitchen, in-unit laundry, a swimming pool, sauna, and on-site parking.
Built For A Us Secretary Of State 13k Sf In Lenox - Lee, MA
10 69 reviews

Built For A Us Secretary Of State 13k Sf In Lenox

house, Lenox
This family-friendly villa is located in a peaceful rural area of Lenox, just a short walk from Ventfort Hall Mansion and Gilded Age Museum, The Bookstore, and Shakespeare and Company, with Tanglewood Music Center a short drive away. The property has received excellent ratings for user experience, location, and cleanliness.
The spacious home spans 15,000 square feet and features 13 bedrooms, a fully equipped kitchen, a fitness center, a sauna, a tennis court, a garden, and a terrace. Guests can enjoy a range of activities, including exploring the nearby cultural landmarks, relaxing in the peaceful surroundings, or enjoying a game of tennis.

Guest-Favorite Luxury Vacation Rentals in Lee, MA

For a top-tier experience, choose a luxury vacation rental in Lee, MA that delivers on every front.

Welcome To The Berkshire Weekender - Lee, MA
No reviews

Welcome To The Berkshire Weekender

apartment, Lee

Top-Rated Pet-Friendly Vacation Rentals in Lee, MA

These dog-friendly vacation rentals and Airbnbs in Lee, MA offer wide-open spaces and easy access to local pet-friendly hiking trails.

Comfy Cabin With Scenic Views In The Berkshires - Lee, MA
9.8 142 reviews

Comfy Cabin With Scenic Views In The Berkshires

cabin, Lee
Whistler's Inn/the Garden Room (#9) - Lee, MA
9.8 17 reviews

Whistler's Inn/the Garden Room (#9)

apartment, Lenox
Lenox Cottage 1 Mile From Town Center 2 Bed 2 Bath - Lee, MA
No reviews

Lenox Cottage 1 Mile From Town Center 2 Bed 2 Bath

apartment, Lenox
Cordelia By Avantstay - Lee, MA
8.3 3 reviews

Cordelia By Avantstay

house, Lee

Compare Vacation Rentals with a Pool in Lee, MA

Relax after an active day with a refreshing dip at one of these vacation rentals with a pool in Lee, MA.

Amore Estate -  Beautiful Room With Many Places To Explore And Relax In. - Lee, MA
9.2 40 reviews

Amore Estate - Beautiful Room With Many Places To Explore And Relax In.

apartment, Lenox
Spacious 4br Central-berkshires Home With Pool! - Lee, MA
10 3 reviews

Spacious 4br Central-berkshires Home With Pool!

apartment, Lee

Check Out Vacation Rentals with a Hot Tub in Lee, MA

Soak in a private hot tub with great views for the ultimate finishing touch to your vacation in Lee, MA.

Butterfly Cottage: Nature Framed Deck W/hot Tub | Scenic Beauty - Lee, MA
No reviews

Butterfly Cottage: Nature Framed Deck W/hot Tub | Scenic Beauty

house, Lee
Stonebridge Cabin: Modern Amenities, Enjoy Nature! - Lee, MA
9.8 114 reviews

Stonebridge Cabin: Modern Amenities, Enjoy Nature!

apartment, Tyringham
Butterfly Cottage: Nature Framed Deck W/hot Tub | - Lee, MA
10 11 reviews

Butterfly Cottage: Nature Framed Deck W/hot Tub |

apartment, Lee
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