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Lee, MA place to stay
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447 Lodgings in Lee, MA

Best family friendly Lee, MA lodging

Among the 447 accommodations in Lee, MA, here are the 4 best for families

Stylish Mid-century Modern Berkshires Cape - Lee, MA
9.9 145 reviews

Stylish Mid-century Modern Berkshires Cape

apartment, Lee
This house is located on a lake in Lee, within 2 kilometres of Greenock Country Club, Lee Library, and Animagic Museum of Animation, offering a peaceful retreat in a convenient location. The property has received excellent ratings for user experience, location, and cleanliness.
The property has 4 bedrooms and can accommodate up to 8 guests, providing ample space for families or groups. It features a fully equipped kitchen, a terrace, a garden, and a washing machine, along with air conditioning, internet access, and a Smart TV for entertainment.
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 1815 apartment is located in a National Register of Historic Places district in South Lee, offering proximity to local galleries and forest trails, with the town centre approximately 1.5 kilometers away.
This pet-friendly, single-level flat accommodates up to four guests, featuring two bedrooms, one bathroom, a full kitchen including a dishwasher, air conditioning, and private driveway parking for two vehicles, with the nearest shops 500 meters from the entrance.
Spacious Lenox Farmhouse | Retreat Near Tanglewood - Lee, MA
10 20 reviews

Spacious Lenox Farmhouse | Retreat Near Tanglewood

apartment, Lenox
This Berkshires farmhouse, near Lenox, Massachusetts, is situated 14.5km from Tanglewood and a short drive from Stockbridge.
The 2000+ sq ft property boasts three bedrooms, two bathrooms, sleeping seven guests, and features a large open-plan living area, a fully equipped kitchen including a dishwasher, and outdoor amenities such as a BBQ and fire pit.
Historic Rectory Retreat In Stockbridge  Getaway For 8-12 Guests - Lee, MA
10 12 reviews

Historic Rectory Retreat In Stockbridge Getaway For 8-12 Guests

apartment, Stockbridge
This Stockbridge holiday home enjoys a central location, within 1.6km of Schantz Galleries, the Housatonic River, and Mission House, and under 1.6km from the Berkshire Theatre Festival and Naumkeag Museum.
This five-bedroom, two-bathroom property sleeps twelve guests and boasts a fully equipped kitchen, free Wi-Fi, a fireplace, and a washing machine; housekeeping is available on request.

Best Lee, MA accommodations with a fireplace

4bdr Elegant Berkshires Escape | Beaver Creek - Lee, MA
10 11 reviews

4bdr Elegant Berkshires Escape | Beaver Creek

apartment, Stockbridge
This four-bedroom detached house in Stockbridge is situated a short distance from Stockbridge Bowl and Tanglewood, offering views of the surrounding forest and mountains.
This family-friendly property can accommodate up to ten guests and features a fully equipped kitchen, a wood-burning fireplace, and outdoor amenities including a barbecue and picnic area, with AvantStay's concierge services available.
Peaceful 1br Condo With Pond View - Lee, MA
9.5 12 reviews

Peaceful 1br Condo With Pond View

apartment, Lee
This apartment is located in The Ponds at Foxhollow Resort in Lee, Massachusetts, just a short distance from the picturesque Berkshire Mountains. The resort is situated near a tranquil pond, offering scenic views and a peaceful atmosphere.
This comfortable apartment, suitable for up to four guests, features a master bedroom with a king-size bed, a master bathroom with a jacuzzi, a fully equipped kitchen, a dining area, and a living area with a double sleeper sofa. The apartment benefits from a range of amenities including a swimming pool, jacuzzi, sauna, fitness centre, and free Wi-Fi, alongside a variety of activities such as tennis courts, a putting green, and access to bicycles for exploring the surrounding area.
St Anne's Manor | Walk To Downtown!  Sleeps 8 - Lee, MA
9.8 39 reviews

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

apartment, Lenox
This five-bedroom Victorian house, situated in Lenox's town centre, offers easy access to local shops, restaurants, and cultural attractions.
The 325-square-metre property boasts three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, garden, spa, parking, and excellent user reviews.
Amazing Backyard Escape, 10 Minutes From Stockbridge | Cordelia By Avantstay - Lee, MA
9.4 25 reviews

Amazing Backyard Escape, 10 Minutes From Stockbridge | Cordelia By Avantstay

apartment, Lee
This charming cottage-style apartment is located in Lee, Massachusetts, just a short distance from the Berkshires' natural beauty and cultural attractions. It has received excellent user ratings, making it a popular choice for travellers. This spacious home offers five bedrooms and three bathrooms, comfortably accommodating up to twelve guests. The apartment comes with a fully equipped kitchen, a garden, a balcony, parking, and pet-friendly features, making it perfect for families or groups looking for a relaxing getaway in the Berkshires.

Frequently asked questions about accommodations in Lee, MA

  • What outdoor activities can visitors enjoy in and around Lee, MA?

    Lee is a paradise for outdoor enthusiasts. You can hike the scenic trails of the Mount Greylock State Reservation, go kayaking on the Housatonic River, or cycle along the scenic roads in the Berkshires. There's also excellent fishing in the area.
  • When is the ideal time to plan a trip to Lee, MA?

    The best time to visit Lee is during the autumn, when the leaves are changing colour and the air is crisp. The summer months are also pleasant, with warm temperatures and plenty of sunshine. Spring can be unpredictable, but the area is beautiful when the flowers are in bloom.
  • What are the best walking or cycling routes in Lee, MA?

    The scenic route along the Housatonic River is a popular choice for both walkers and cyclists. For a more challenging hike, try the Mount Greylock Trail, which leads to the highest point in Massachusetts. The Taconic Crest Trail is also a great option for experienced hikers.
  • What nearby towns or cities can be explored from Lee, MA?

    There are several charming towns and cities within easy reach of Lee. You can visit the vibrant town of Lenox, explore the historic streets of Stockbridge, or head to the bustling city of Pittsfield for shopping and dining.
  • What amenities can travelers expect from accommodations in Lee, MA?

    Lee offers a range of accommodation options, from cozy bed and breakfasts to comfortable hotels. Most accommodations provide basic amenities like Wi-Fi and parking. Some also offer breakfast, swimming pools, and other recreational facilities.

Popular destinations

Best Lee, MA accommodations 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
Village View, a ten-room Victorian house in downtown Lenox, Massachusetts, is a three-block walk (approximately 0.24 km) from the bus stop and within easy reach of restaurants, shops, and historic sites such as Ventfort Hall and The Mount.
This five-bedroom, three-bathroom property offers guests a fully equipped kitchen, a jetted tub, parking for up to three cars, and a secluded backyard with a gas grill; it comfortably accommodates larger groups and is ideal for exploring Lenox's attractions, including Kennedy Park and Pleasant Valley Bird Sanctuary.
Lake View Berkshires Retreat - Private & Minutes To Lenox - Lee, MA
10 30 reviews

Lake View Berkshires Retreat - Private & Minutes To Lenox

apartment, Lee
This Lee lakeside property, within 3.2km of the Berkshire Mountain Country Store, Housatonic River, Greenock Country Club, and Wyndhurst Golf & Club, offers serene water views and convenient access to local attractions.
This five-bedroom, four-bathroom holiday home boasts 294 square metres of space, comfortably accommodating up to 14 guests with amenities including a jacuzzi, spa, tennis court, and fully equipped kitchen; enjoy on-site water access and explore nearby Animagic Museum of Animation.
Stockbridge Home: Walk To Town Beach! - Lee, MA
9.8 53 reviews

Stockbridge Home: Walk To Town Beach!

house, Stockbridge
This Stockbridge house is located just 3.4 kilometres from Tanglewood, a renowned music venue, and 3.8 kilometres from the town beach, offering a peaceful setting close to cultural and natural attractions. The property has consistently received excellent ratings for location, cleanliness, and user experience.
The three-bedroom house spans 97 square metres and comfortably accommodates up to six guests. Amenities include a fully equipped kitchen, air conditioning, a terrace, a spa, parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Imagine Being Lakeside, Kayaks/fishing/ev Charger - Lee, MA
9.6 23 reviews

Imagine Being Lakeside, Kayaks/fishing/ev Charger

apartment, Lenox
This Lenox holiday home, near the beach and a 2.4km walk from Wyndhurst Golf & Club and The Mount, offers easy access to local attractions including Shakespeare and Company and Ventfort Hall Mansion within 5km.
The 176 square metre property boasts four bedrooms, two bathrooms, sleeping up to ten guests, and features a fully equipped kitchen, private balcony, garden, parking, and internet access.

Best Lee, MA accommodations with a kitchen

Pond House At Middle Way Farm  Sunset Views - Lee, MA
10 3 reviews

Pond House At Middle Way Farm Sunset Views

apartment, Lee
This renovated cottage, located in the Berkshires, is a short drive from Lee, Lenox, Stockbridge, Tanglewood, Jacob's Pillow, Kripalu, and The Mount.
This 3-bedroom, 2-bathroom property accommodates up to 4 guests and offers a private 20-acre estate with a pond, gardens, meditation cabin, outdoor soaking tub, and a fire circle, all fully renovated in 2026 with a new kitchen and in-unit laundry.
Spectacular Berkshire Retreat On Private Lake - Lee, MA
9.9 87 reviews

Spectacular Berkshire Retreat On Private Lake

apartment, Lee
This Berkshire holiday home boasts a tranquil setting on 36 private acres, including a 2.5-acre private lake, less than 8km from Stockbridge and Lee, and under 16km from Lenox, offering easy access to Tanglewood, Shakespeare & Company, and the Norman Rockwell Museum.
The 2500 sq ft property features three bedrooms, three bathrooms, sleeping up to eight guests, and includes a fully equipped kitchen, hot tub, fire pit, and extensive grounds perfect for hiking, sledding, and other outdoor pursuits.
Hike, Fish & Ski: Riverside Barn Loft In Lee - Lee, MA
No reviews

Hike, Fish & Ski: Riverside Barn Loft In Lee

apartment, Lee
This historic 1815 barn, listed on the Historic Registry, offers a studio apartment in Lee, Massachusetts, with direct access to the Appalachian Trail and stunning mountain and river views, located approximately 1.6 kilometres from Goose Pond and the Housatonic River.
This pet-friendly two-level loft apartment accommodates up to four guests, featuring a king bed, futon, kitchenette with a fridge and microwave oven, air conditioning, internet, and parking, with shared yard space for enjoying the surrounding natural beauty.
Center Of Lenox, Cozy Apartment 2-bedroom - Lee, MA
10 35 reviews

Center Of Lenox, Cozy Apartment 2-bedroom

apartment, Lenox
This Lenox apartment is less than 0.3km from the town centre, offering easy access to restaurants such as the Heritage Tavern and Lenox Coffee Shop.
The two-bedroom, two-storey flat sleeps four guests and includes a fully equipped kitchen with stainless steel appliances, a bathroom with washer/dryer, and a living room with a smart TV; Lee Premium Outlets are 8km away.
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