Villas and Holiday homes in Lenox, MA

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Lenox, MA holiday homes
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54 Villa rentals in Lenox, MA

Best Lenox, MA villas and holiday homes with a pool

Among the 54 accommodations in Lenox, MA, here are the 1 best villas and holiday homes with a pool

Lakefront, Kayaks Included, Come Unwind In Lenox! - Lenox, MA
Lenox, MA
22/09 – 25/09
£436/nighttotal: Â£1308 (3 )

Lakefront, Kayaks Included, Come Unwind In Lenox!

4 2
house , Lenox
This lakeside detached house in Lenox is located 2.7 kilometres from Cranwell Spa & Golf Club and 5.9 kilometres from Tanglewood Musical Center.
This detached house offers 200 square metres of floor area, features a kitchen, air conditioning, a terrace, a garden, free WiFi, private parking, and includes kayaks for guests exploring the lake.

Best Lenox, MA villas and holiday homes with a kitchen

Light-filled Carpenter's Cottage - Lenox, MA
Lenox, MA
22/09 – 25/09
£306/nighttotal: Â£918 (3 )

Light-filled Carpenter's Cottage

1 2
cottage , Stockbridge
This one-bedroom lodge is located in Stockbridge, offering proximity to Wyndhurst Golf & Club and Greenock Country Club, as well as the Berkshire Botanical Garden and Lenox Arts Center.
This property provides air conditioning, Wi-Fi, a kitchen with a fridge and microwave, and parking, with a terrace and garden ideal for two guests.
Beautiful House In The Woods, Huge Yard, Hot Tub - Lenox, MA
10 1 review
Lenox, MA
03/07 – 05/07
£1858/nighttotal: Â£3716 (2 )

Beautiful House In The Woods, Huge Yard, Hot Tub

4 8
house , Great Barrington
This Great Barrington house, located in a secluded wooded area offering easy access to the town centre, provides a tranquil retreat near local attractions.
Sleeping up to 15 guests, this self-catering property boasts a fully equipped kitchen, four bathrooms, a hot tub, private garden, and free Wi-Fi; nearby hiking trails and Great Barrington's cultural offerings provide ample entertainment options.
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys! - Lenox, MA
9.6 15 reviews
Lenox, MA
22/09 – 25/09
£214/nighttotal: Â£642 (3 )

Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

2 2
farm , Lenox
This Lenox farmhouse, a family-friendly self-catering holiday home, is situated on a mountainside within 3km of the Housatonic River, Arrowhead, and Herman Melville's Arrowhead.
Sleeping six guests in two bedrooms and one bathroom, this smoke-free property boasts a garden, parking, air conditioning, Wi-Fi, and a kitchen equipped with a fridge and microwave; nearby attractions include Guido's Marketplace and the Pleasant Valley Wilderness Sanctuary.
The Kemble- Built By A Us Secretary Of State In Lenox - Lenox, MA
10 65 reviews
Lenox, MA
13/07 – 16/07
£1424/nighttotal: Â£4272 (3 )

The Kemble- Built By A Us Secretary Of State In Lenox

1 2
house , Lenox
This family-friendly villa is situated in a peaceful rural setting in Lenox, just 1.6 km from Ventfort Hall Mansion and Gilded Age Museum, The Bookstore, and Shakespeare and Company. The property has received excellent ratings for user experience, location, and cleanliness.
This spacious 1,394 square metre property offers 13 bedrooms and 13.5 bathrooms. Enjoy the convenience of a fully equipped kitchen, a fitness centre, a sauna, a tennis court, and a garden with barbecue facilities.

Frequently asked questions about villa rentals in Lenox, MA

  • What are the must-see attractions in and around Lenox, MA?

    Lenox is brimming with cultural gems! You can't miss the Tanglewood Music Center, a world-renowned summer music festival. The Edith Wharton's The Mount is a must-visit for its stunning architecture and gardens. And if you're a nature lover, the Pleasant Valley Wildlife Sanctuary offers hiking trails and scenic views.
  • What are the best holiday homes in Lenox, MA?

  • What types of wildlife can travelers expect to see in the area of Lenox, MA?

    The Berkshires are home to a variety of wildlife. You might spot deer, squirrels, chipmunks, and even the occasional black bear in the forests around Lenox. Keep an eye out for birds like cardinals, blue jays, and woodpeckers too.
  • What are the best holiday homes with a pool in Lenox, MA?

  • What is the best time to visit Lenox, MA?

    Summer is the most popular time to visit Lenox, thanks to the Tanglewood Music Festival and the pleasant weather. However, autumn is a magical time with vibrant foliage and cooler temperatures. Spring is also lovely with blossoming flowers and fewer crowds.
  • What are the best holiday homes with a jacuzzi in Lenox, MA?

  • When is it easiest to book a villa rental in Lenox, MA?

    Booking a villa rental in the shoulder seasons, like spring or autumn, often offers more availability and better rates than peak season. You can find some great deals if you're flexible with your dates.
  • What are the best holiday homes for families and kids in Lenox, MA?

  • What are the top hiking trails near Lenox, MA?

    The area around Lenox is a hiker's paradise! The Appalachian Trail runs through the Berkshires, offering challenging climbs and breathtaking views. For a shorter hike, try the scenic loop around the Hopkins Memorial Forest or the trails at the Pleasant Valley Wildlife Sanctuary.
  • What are the best pet friendly holiday homes in Lenox, MA?

  • What are the advantages of renting a house or a villa in Lenox, MA

    Renting a house or villa gives you more space and privacy compared to a hotel. You can cook your own meals, relax in your own private outdoor space, and enjoy the freedom of coming and going as you please.
  • What are the best holiday homes with parking in Lenox, MA?

  • Are there popular destinations near Lenox, MA?

    Absolutely! You can easily visit nearby towns like Stockbridge, known for its Norman Rockwell Museum, and Great Barrington, with its charming shops and restaurants. For a day trip, head to the vibrant city of Boston, about a two-hour drive away.

Destinations nearby

Best Lenox, MA villas and holiday homes with a fireplace

Beautiful Lenox Home, 3 Mi To Shakespeare And Co! - Lenox, MA
9.3 111 reviews
Lenox, MA
22/09 – 25/09
£313/nighttotal: Â£939 (3 )

Beautiful Lenox Home, 3 Mi To Shakespeare And Co!

3 2
house , Lenox
This Lenox property is located just six kilometres from both Cranwell Spa & Golf Club and Tanglewood Musical Center, making it a convenient base for exploring the area's cultural and leisure attractions. The house has received excellent ratings for cleanliness and user experience, and a very good rating for its location.
The three-bedroom house offers 228 square metres of space and can comfortably accommodate up to six guests. The property features a fully equipped kitchen, air conditioning, a garden, a spa, parking, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Justice's Birthplace: King Bed, Hearths, Gardens - Lenox, MA
9.8 81 reviews
Lenox, MA
04/07 – 05/07
£840/nightfor 1 night

Justice's Birthplace: King Bed, Hearths, Gardens

2 3
house , Lee
This charming house in Stockbridge is just a short drive from Lee Premium Outlets, Lenox Center, and Canyon Ranch, placing you near a range of attractions and shopping opportunities. The house has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The property offers a private entrance and separate living space for up to four guests. It features a fully equipped kitchen, modern appliances, a private porch, and a garden, making it a comfortable and convenient option for your stay.
Spacious Historic Home In The Berkshires! - Lenox, MA
9.0 1 review
Lenox, MA
22/09 – 25/09
£376/nighttotal: Â£1128 (3 )

Spacious Historic Home In The Berkshires!

5 2
house , Pittsfield
This spacious five-bedroom house is situated in Pittsfield, Massachusetts, just 12.2 kilometres from Tanglewood and 12.6 kilometres from Cranwell Spa & Golf Club.
The 307 square metre property offers ample space for up to 17 guests, with modern amenities such as air conditioning, Wi-Fi, a fully equipped kitchen, and a balcony.
Classic Stockbridge Cottage - Lenox, MA
Lenox, MA
22/09 – 25/09
£477/nighttotal: Â£1431 (3 )

Classic Stockbridge Cottage

4 2
house , Stockbridge
This Stockbridge cottage, a 19-minute walk from the Norman Rockwell Museum and 9.7km from Tanglewood, offers a peaceful setting near popular attractions.
The 257 square metre property sleeps eight guests in four bedrooms and three bathrooms, boasting a fully equipped kitchen, Wi-Fi, a garden, parking and air conditioning.

Compare Holiday Homes with a Hot Tub in Lenox, MA

A holiday home with a hot tub in Lenox, MA is designed for a restorative soak amidst stunning scenery.

Beautiful House In The Woods, Huge Yard, Hot Tub - Lenox, MA
10 1 review
Lenox, MA
03/07 – 05/07
£1858/nighttotal: Â£3716 (2 )

Beautiful House In The Woods, Huge Yard, Hot Tub

4 8
house , Great Barrington
This Great Barrington house, located in a secluded wooded area offering easy access to the town centre, provides a tranquil retreat near local attractions.
Sleeping up to 15 guests, this self-catering property boasts a fully equipped kitchen, four bathrooms, a hot tub, private garden, and free Wi-Fi; nearby hiking trails and Great Barrington's cultural offerings provide ample entertainment options.
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