Lenox, MA Vacation Rentals

Choose from 135 vacation rentals located in Lenox, Massachusetts. Top filters in Lenox include Internet / Wifi, Air conditioner, and Parking. Prices range from $56 to $3,575 per night. Our most popular vacation rental types near Lenox are Hotel and RV.

Top vacation rentals in Lenox

5.0

Outstanding(118 Reviews)

House

in Lenox

'Village View'- Elegant, Comfortable, Historic Home in Downtown Lenox

8 guests · 5 bedrooms · 3 baths

Garden · Pool · Kitchen / Kitchenette

Looking for the perfect place to call home during your trip to Lenox? This House offers a comfort and style with top-notch amenities, including Dishwasher, Fireplace and Internet / Wifi, and more.

$$$$

View deal

5.0

Outstanding(126 Reviews)

Condo

in Lenox

Unique Condo, Quiet Neighborhood, Walk to Town.

4 guests · 2 bedrooms · 2 baths

Garden · Kitchen / Kitchenette · Air conditioner

Experience vacation in Lenox with our Condo, Unique Condo, Quiet Neighborhood, Walk to Town.. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$

View deal

4.2

Excellent(948 Reviews)

Hotel

in Lenox

3star

The Yankee, Trademark Collection by Wyndham

Pool · Kitchen / Kitchenette · Air conditioner

Most favorited

Looking for the perfect place to call home during your trip to Lenox? This Hotel offers a comfort and style with top-notch amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$

View deal

4.7

Outstanding(35 Reviews)

Inn

in Lenox

33 Main

Internet / Wifi · Parking · TV

Looking for a Inn in Lenox, this Inn for $245 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$

View deal

Search by property type

Search by amenity

Explore vacation rentals with the most popular amenities in Lenox

Vacation rentals with internet & wifi in Lenox

5.0

Outstanding(58 Reviews)

Condo

in Lenox

Heart of Lenox!! - renovated downtown apartment

6 guests · 2 bedrooms · 1 bath

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for a Condo in Lenox, this Condo for $515 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$

View deal

5.0

Outstanding(65 Reviews)

House

in Lenox

5 STAR CASUAL ELEGANCE for 5 STAR GUESTS

6 guests · 3 bedrooms · 3 baths

Garden · Kitchen / Kitchenette · Air conditioner

Looking for a memorable stay in Lenox? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.

$$$$

View deal

5.0

Outstanding(87 Reviews)

House

in Pittsfield

Modern 4 bedroom lakefront house in The Berkshires.

8 guests · 4 bedrooms · 4 baths

Garden · Kitchen / Kitchenette · Air conditioner

Looking for a House in Lenox, this House for $629 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$

View deal

3.1

Average(205 Reviews)

Motel

in Lenox

Wagon Wheel Inn

Garden · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our Motel in Lenox has everything you need for a rejuvenating stay. Treat yourself to Wagon Wheel Inn's exceptional amenities, such as Air conditioner, Internet / Wifi and Hot Tub / Spa.

$$$$

View deal

Lenox

Lenox travel guide

Let us help you plan your perfect Lenox vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Lenox, and more.