Vacation Rentals in Lenox, MA
PRICE PER NIGHT
ACCOMMODATION TYPES
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
9.5
Excellent
·
Lenox
·
3 br
·
Sleeps 6
·
Garden · Ceiling Fan · Toiletries ·
From
$172/nightProperty
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Toiletries
Tv
Cable
Microwave
Lake
Walk In Closets
Central Heat
Other spaces
Garden, Kitchen
Heart of Lenox. Bishop Estates....Walk to Town, Tanglewood, Jacobs Pillow
No reviews
·
Lenox
·
4 br
·
Sleeps 8
·
Balcony · Fitness Center · Ski In Ski Out ·
From
$600/nightProperty
House · 4 Beds · 4 baths
Amenities
Fitness Center
Ski In Ski Out
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Balcony, Workspace, Kitchen
Lenox House with Screened Patio and Mountain View
No reviews
·
Lenox
·
1 br
·
Sleeps 2
·
Pool · Free Parking · Dishwasher ·
From
$235/nightProperty
Apartment · 1 Bed · 2 baths
Amenities
Pool
Free Parking
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
Charming Lenox Home View of October Mountain
No reviews
·
Lenox
·
3 br
·
Sleeps 5
·
Balcony · Pool · Free Parking ·
From
$407/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Pool
Free Parking
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Balcony, Kitchen
Lovely Home In Heart Of Lenox ( 1250 sq feet )
9.8
Excellent
·
Lenox
·
2 br
·
Sleeps 4
·
Fireplace · Dishwasher · In Unit Laundry ·
From
$250/nightProperty
House · 2 Beds · 2 baths
Amenities
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Unique Condo, Quiet Neighborhood, Walk to Town.
9.9
Excellent
·
Lenox
·
2 br
·
Sleeps 4
·
Fitness Center · Ski In Ski Out · On Site Laundry ·
From
$160/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Fitness Center
Ski In Ski Out
On Site Laundry
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
Private Guest House in Dtwn Lenox, Walk to Dining!
9.6
Excellent
·
Lenox
·
3 br
·
Sleeps 6
·
Toiletries · Tv · Cable ·
From
$184/nightProperty
House · 3 Beds · 3 baths
Amenities
Toiletries
Tv
Cable
Microwave
Assigned Parking
Walk In Closets
Central Heat
Free Parking
Other spaces
Kitchen
The Whitlock
8.1
Very good
·
Lenox
·
1 br
·
Sleeps 4
·
Carpet · Assigned Parking · Ski In Ski Out ·
From
$206/nightProperty
Hotel · 1 Bed
Amenities
Carpet
Assigned Parking
Ski In Ski Out
On Site Laundry
Free Parking
Fireplace
Air Conditioning
Furnished
The best of Zumper, delivered
Be the first to hear about new listings matching your search.
Life House, Berkshires
8
Very good
·
Lenox
·
1 br
·
Sleeps 4
·
Assigned Parking · On Site Laundry · Free Parking ·
From
$196/nightProperty
Hotel · 1 Bed
Amenities
Assigned Parking
On Site Laundry
Free Parking
Air Conditioning
Furnished
Wifi
Wheelchair Accessible
Residents Lounge
Other spaces
Workspace
The Yankee, Trademark Collection by Wyndham
8.3
Very good
·
Lenox
·
1 br
·
Sleeps 5
·
Smoking Allowed · Carpet · Hot Tub ·
From
$88/nightProperty
Hotel · 1 Bed
Amenities
Smoking Allowed
Carpet
Hot Tub
Pool
Ski In Ski Out
On Site Laundry
Free Parking
Air Conditioning
Other spaces
Workspace
The Lenox House. In the center of Lenox and the Berkshires
No reviews
·
Lenox
·
4 br
·
Sleeps 7
·
Balcony · Fitness Center · Dishwasher ·
From
$295/nightProperty
House · 4 Beds · 3 baths
Amenities
Fitness Center
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Balcony, Kitchen
NEW! Charming Lenox Home: View of October Mountain
No reviews
·
Lenox
·
3 br
·
Sleeps 5
·
Garden · Ceiling Fan · Toiletries ·
From
$300/nightProperty
House · 3 Beds · 3 baths
Amenities
Ceiling Fan
Toiletries
Tv
Cable
Microwave
Assigned Parking
Walk In Closets
Central Heat
Other spaces
Garden, Balcony, Kitchen
The Kemble- Built by a US Secretary of State in Lenox
9.8
Excellent
·
Lenox
·
13 br
·
Sleeps 35
·
Workspace · Fireplace · Dishwasher ·
From
$3,267/nightProperty
Apartment · 13 Beds · 14 baths
Amenities
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Wheelchair Accessible
Other spaces
Workspace, Kitchen
Enjoy comfortable elegance in this secluded grand home located in Lenox town
9.9
Excellent
·
Lenox
·
5 br
·
Sleeps 11
·
Outdoor Space · Fireplace · Dishwasher ·
From
$684/nightProperty
House · 5 Beds · 2 baths
Amenities
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Lenox, private setting, close to Tanglewood rents by month
9.5
Excellent
·
Lenox
·
3 br
·
Sleeps 6
·
Hardwood Floor · Fitness Center · Ski In Ski Out ·
From
$206/nightProperty
House · 3 Beds · 2 baths
Amenities
Hardwood Floor
Fitness Center
Ski In Ski Out
On Site Laundry
Fireplace
Dishwasher
In Unit Laundry
Oven
Other spaces
Workspace, Kitchen
NEW! Lenox House w/ Screened Patio & Mountain View
10
Excellent
·
Lenox
·
1 br
·
Sleeps 2
·
Private Pool · Central Heat · Pool ·
From
$162/nightProperty
House · 1 Bed · 2 baths
Amenities
Private Pool
Central Heat
Pool
On Site Laundry
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Other spaces
Kitchen
NEW! Lenox House w/ Screened Patio & Mountain View
No reviews
·
Lenox
·
1 br
·
Sleeps 2
·
Garden · Ceiling Fan · Toiletries ·
From
$150/nightProperty
House · 1 Bed · 2 baths
Amenities
Ceiling Fan
Toiletries
Tv
Cable
Microwave
Assigned Parking
Central Heat
Mountains
Other spaces
Garden, Kitchen
Huge Designer House on 2 acres property, minutes to restaurants, museums
No reviews
·
Lenox
·
3 br
·
Private Pool · Pool · Fireplace ·
From
$258/nightProperty
House · 3 Beds · 2 baths
Amenities
Private Pool
Pool
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
Main Street Delight 1bedroom
10
Excellent
·
Lenox
·
Studio
·
Sleeps 4
·
Central Heat · Dishwasher · In Unit Laundry ·
From
$264/nightProperty
Apartment · Studio · 1 bath
Amenities
Central Heat
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Sophisticated Lenox Retreat, Minutes to Downtown
10
Excellent
·
Lenox
·
4 br
·
Sleeps 8
·
Waterfront · Lake · Fitness Center ·
From
$408/nightProperty
House · 4 Beds · 3 baths
Amenities
Waterfront
Lake
Fitness Center
Mountains
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Other spaces
Workspace, Kitchen
Staycation Lenox House -7- mins walk to downtown
9.1
Excellent
·
Lenox
·
3 br
·
Waterfront · Lake · Ski In Ski Out ·
From
$235/nightProperty
House · 3 Beds · 2 baths
Amenities
Waterfront
Lake
Ski In Ski Out
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Other spaces
Kitchen
Large Lenox Home w Pool; Ideal Berkshire Location!
No reviews
·
Lenox
·
4 br
·
Sleeps 8
·
Hardwood Floor · Walk In Closets · Pool ·
From
$395/nightProperty
House · 4 Beds · 3 baths
Amenities
Hardwood Floor
Walk In Closets
Pool
On Site Laundry
Fireplace
Dishwasher
In Unit Laundry
Oven
Other spaces
Workspace, Kitchen
Heart of Lenox!! - renovated downtown apartment
9.9
Excellent
·
Lenox
·
2 br
·
Sleeps 6
·
Central Heat · Ski In Ski Out · Dishwasher ·
From
$408/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Central Heat
Ski In Ski Out
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Private Guest House in Dtwn Lenox, Walk to Dining!
9.3
Excellent
·
Lenox
·
3 br
·
Sleeps 6
·
Ceiling Fan · Hardwood Floor · Central Heat ·
From
$229/nightProperty
House · 3 Beds · 3 baths
Amenities
Ceiling Fan
Hardwood Floor
Central Heat
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
'Village View'- Elegant, Comfortable, Historic Home in Downtown Lenox
10
Excellent
·
Lenox
·
5 br
·
Sleeps 8
·
Hot Tub · Fitness Center · Mountains ·
From
$667/nightProperty
House · 5 Beds · 3 baths
Amenities
Hot Tub
Fitness Center
Mountains
Fireplace
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Kitchen
Hampton Inn & Suites Berkshires-Lenox
8.6
Very good
·
Lenox
·
1 br
·
Sleeps 5
·
Smoking Allowed · Carpet · Mountains ·
From
$97/nightProperty
Hotel · 1 Bed
Amenities
Smoking Allowed
Carpet
Mountains
Pool
Ski In Ski Out
On Site Laundry
Free Parking
Air Conditioning
Other spaces
Workspace
Howard Johnson by Wyndham Lenox
7
Very good
·
Lenox
·
1 br
·
Sleeps 4
·
Pool · Ski In Ski Out · On Site Laundry ·
From
$55/nightProperty
Hotel · 1 Bed
Amenities
Pool
Ski In Ski Out
On Site Laundry
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Workspace
Wheatleigh
9.9
Excellent
·
Lenox
·
1 br
·
Sleeps 2
·
Pool · On Site Laundry · Free Parking ·
From
$853/nightProperty
Hotel · 1 Bed
Amenities
Pool
On Site Laundry
Free Parking
Air Conditioning
Furnished
Wifi
Concierge Service
Fitness Center
Other spaces
Workspace
Courtyard by Marriott Lenox Berkshires
8.8
Very good
·
Lenox
·
1 br
·
Sleeps 5
·
Hot Tub · Assigned Parking · On Site Laundry ·
From
$105/nightProperty
Hotel · 1 Bed
Amenities
Hot Tub
Assigned Parking
On Site Laundry
Free Parking
Fireplace
Air Conditioning
Furnished
Wifi
Other spaces
Workspace
NEW! Charming Lenox Home: View of October Mountain
10
Excellent
·
Lenox
·
3 br
·
Sleeps 5
·
Private Pool · Walk In Closets · Balcony ·
From
$324/nightProperty
House · 3 Beds · 3 baths
Amenities
Private Pool
Walk In Closets
Central Heat
Pool
On Site Laundry
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
Enjoy a renovated private home right in downtown Lenox
10
Excellent
·
Lenox
·
3 br
·
Sleeps 6
·
Fireplace · Dishwasher · In Unit Laundry ·
From
$471/nightProperty
House · 3 Beds · 2 baths
Amenities
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Garage Parking
Other spaces
Kitchen
Beautiful, secluded, private resort in the heart of the Berkshires in Lenox, MA
9.3
Excellent
·
Lenox
·
2 br
·
Sleeps 6
·
Hot Tub · Balcony · Pool ·
From
$225/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Hot Tub
Pool
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
Luxury Fox Hollow Estate Home on Laurel Lake-Dream Location, Hot Tub, Grill
9.2
Excellent
·
Lenox
·
5 br
·
Sleeps 14
·
Deck · Waterfront · Lake ·
From
$395/nightProperty
House · 5 Beds · 3 baths
Amenities
Waterfront
Lake
Hot Tub
Fitness Center
Pool
Ski In Ski Out
Fireplace
Dishwasher
Other spaces
Deck, Workspace, Kitchen
One Bedroom Luxury Cottage at Blantyre, Relais & Châteaux
No reviews
·
Lenox
·
1 br
·
Sleeps 2
·
Mountains · In Unit Laundry · Oven ·
From
$385/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Mountains
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Onsite Management
Concierge Service
Other spaces
Kitchen
Two Bedroom Luxury Cottage at Blantyre, Relais & Châteaux
No reviews
·
Lenox
·
2 br
·
Sleeps 4
·
Walk In Closets · Mountains · Fireplace ·
From
$465/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Walk In Closets
Mountains
Fireplace
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Two Bedroom Luxury Cottage at Blantyre, Relais & Châteaux
No reviews
·
Lenox
·
2 br
·
Sleeps 4
·
Balcony · Mountains · Outdoor Space ·
From
$540/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Mountains
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Balcony, Kitchen
The best of both worlds, Country and Culture
10
Excellent
·
Lenox
·
5 br
·
Sleeps 8
·
Beach · Fitness Center · Mountains ·
From
$475/nightProperty
House · 5 Beds · 3 baths
Amenities
Beach
Fitness Center
Mountains
Ski In Ski Out
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Other spaces
Workspace, Kitchen
A walk to Tanglewood and Main Street!
No reviews
·
Lenox
·
3 br
·
Sleeps 6
·
Mountains · Ski In Ski Out · In Unit Laundry ·
From
$500/nightProperty
House · 3 Beds · 2 baths
Amenities
Mountains
Ski In Ski Out
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Renovated Lenox Haus close to downtown
10
Excellent
·
Lenox
·
4 br
·
Sleeps 6
·
Fitness Center · On Site Laundry · Outdoor Space ·
From
$695/nightProperty
House · 4 Beds · 3 baths
Amenities
Fitness Center
On Site Laundry
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
Charming Berkshire Getaway in a Modern Comfortable House
No reviews
·
Lenox
·
3 br
·
Sleeps 6
·
Mountains · Ski In Ski Out · Workspace ·
From
$150/nightProperty
House · 3 Beds · 2 baths
Amenities
Mountains
Ski In Ski Out
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
Beautiful Lenox Home, 3 Mi to Shakespeare and Co!
10
Excellent
·
Lenox
·
3 br
·
Sleeps 6
·
Free Parking · Fireplace · Dishwasher ·
From
$253/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Free Parking
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Private Guest House in Dtwn Lenox, Walk to Dining!
9
Excellent
·
Lenox
·
3 br
·
Sleeps 6
·
Free Parking · Dishwasher · In Unit Laundry ·
From
$217/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Free Parking
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Restored 1881 Farm House
9.7
Excellent
·
Lenox
·
2 br
·
Sleeps 4
·
Deck · Hardwood Floor · Balcony ·
From
$399/nightProperty
House · 2 Beds · 3 baths
Amenities
Hardwood Floor
Ski In Ski Out
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Deck, Balcony, Kitchen
Modern, Comfortable Classic House- Downtown Lenox
8.4
Very good
·
Lenox
·
4 br
·
Sleeps 9
·
Waterfront · Lake · On Site Laundry ·
From
$247/nightProperty
House · 4 Beds · 2 baths
Amenities
Waterfront
Lake
On Site Laundry
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
BRAND NEW! Warm Welcome Lenox
10
Excellent
·
Lenox
·
3 br
·
Sleeps 8
·
Workspace · Fireplace · Dishwasher ·
From
$650/nightProperty
House · 3 Beds · 4 baths
Amenities
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Garage Parking
Other spaces
Workspace, Kitchen
Heart of Lenox Walk to Town Cozy Cottage!
10
Excellent
·
Lenox
·
2 br
·
Sleeps 4
·
Outdoor Space · Fireplace · Dishwasher ·
From
$327/nightProperty
House · 2 Beds · 1 bath
Amenities
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Restored Lenox Farmhouse Near Tanglewood, Including Rescued Mini Donkeys!
10
Excellent
·
Lenox
·
2 br
·
Sleeps 6
·
Coffee Tea Maker · Mountains · Workspace ·
From
$265/nightProperty
House · 2 Beds · 1 bath
Amenities
Coffee Tea Maker
Mountains
In Unit Laundry
Air Conditioning
Furnished
Wifi
Other spaces
Workspace, Kitchen
NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN.
9.8
Excellent
·
Lenox
·
3 br
·
Sleeps 6
·
Deck · Hardwood Floor · Fitness Center ·
From
$372/nightProperty
House · 3 Beds · 2 baths
Amenities
Hardwood Floor
Fitness Center
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Deck, Kitchen
5 STAR CASUAL ELEGANCE for 5 STAR GUESTS
10
Excellent
·
Lenox
·
3 br
·
On Site Laundry · Outdoor Space · Dishwasher ·
From
$400/nightProperty
House · 3 Beds · 3 baths
Amenities
On Site Laundry
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Come vacation in beautiful Lenox- the heart of the Berkshires!
No reviews
·
Lenox
·
4 br
·
Sleeps 10
·
Fireplace · Dishwasher · In Unit Laundry ·
From
$370/nightProperty
House · 4 Beds · 4 baths
Amenities
Fireplace
Dishwasher
In Unit Laundry
Oven
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Showing 1 - 50 of 68 results
Updated: March 25, 2023
Learn about vacation rentals in
Lenox
Explore 68 vacation rentals near Lenox, Massachusetts. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Lenox, you can see photos of Lenox vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Lenox vacation rentals in specific areas. Whether you’re looking for a Lenox staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Lenox is $55 per night and the highest price is $3,267 per night.
9 of the vacation rentals near Lenox are
apartments or condos. The average bathroom count for this property type is 2. The median price for these vacation
units is $244 per night. There are
currently 4 vacation units under this
price. 46 of the vacation rentals near Lenox are houses.
The average bathroom count for a vacation house near Lenox is
3. The average price for vacation houses near Lenox is $353 per night. There are 23 vacation homes under this price. The most common
amenities for vacation rentals near Lenox are: furnished, wifi, and air conditioning. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
14 available
2 bed rentals
13 available
3 bed rentals
20 available
4+ bed rentals
19 available
Getting around Lenox
Walking
3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Car
10/10
Commuting is easy with multiple accessible routes and plenty of parking.
Transit
0/10
FYI, there are little to no public transit options within walking distance.
Points of interest in Lenox
Groceries
6/10
At least one grocery store within a 15-minute walk
Shopping
3/10
Some shops within walking distance
Cafes
4/10
Some cafés within walking distance
Restaurants
4/10
Some restaurants within walking distance
Nightlife
3/10
Few or no bars within walking distance
Vacation Rentals in Lenox, MA FAQ
How many vacation rentals in Lenox are available?
There are currently 68 vacation rentals in Lenox available. Our vacation rentals in Lenox include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.
Are there any pet friendly vacation rentals in Lenox?
Yes, right now there are 23 pet friendly vacation rentals in Lenox. A pet friendly vacation rental in Lenox means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.
Are there any vacation rentals in Lenox with a pool?
Yes there are vacation rentals with a pool available in Lenox, MA. View more detailed vacation spots on Vacations by Zumper.
Are there any vacation rentals in Lenox with internet access?
As of March 25, 2023, there are vacation rentals with internet access available in Lenox, Massachusetts. Check out more enjoyable destinations on Vacations by Zumper.
More Options
Compare over 500K vacation listings
Search in one place
Our marketplace is populated with rentals from trusted partners like Vrbo, Booking.com, and more, so you can search a wide selection on a single platform.
