Lenox Holiday Homes
Condo
10.0(150 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
Fireplace/Heating
Kitchen
Parking
Air Conditioner
US $346/Night
7 Nights - US $2,424
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
12916.69 ft²
- Parking
- Air Conditioner
Internet
Child Friendly
US $405/Night
7 Nights - US $2,835
Apartment
10.0(37 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $260/Night
7 Nights - US $1,820
House
9.8(5 Reviews)
4 Bedrooms
2 Baths
4 Guests
1291.67 ft²
Skiing- Fireplace/Heating
Balcony/Terrace
Pet Friendly
US $399/Night
7 Nights - US $2,793
House
10.0(33 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $357/Night
7 Nights - US $2,502
House
9.6(9 Reviews)
3 Bedrooms
3 Baths
6 Guests
1905.21 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $217/Night
7 Nights - US $1,519
Apartment
10.0(27 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $271/Night
7 Nights - US $1,899
Bed & Breakfast
9.5(23 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
View- Parking
US $320/Night
7 Nights - US $2,240
Apartment
10.0(24 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $246/Night
7 Nights - US $1,720
Bed & Breakfast
9.4(572 Reviews)
28 Bedrooms
8 Baths
17 Guests
256.99 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
Breakfast
US $389/Night
7 Nights - US $2,723
Apartment
10.0(19 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $589/Night
7 Nights - US $4,120
Why Choose Rent By Owner for your Lenox Holiday Homes?
What makes our Holiday Homes special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Lenox
How to Book Your Lenox Holiday Homes
What's our booking process?
Our platform allows you to browse a curated selection of holiday homes. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Lenox
Common Holiday Homes Amenities
What amenities can you expect?
Our Holiday Homes are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Lenox, MA
The Mount
Cranwell Golf Club
Frelinghuysen Morris House and Studio
Shakespeare and Company
Tanglewood Music Center
Ventfort Hall Mansion and Gilded Age Museum
Lenox Library
The Bookstore
B.J. Faulkner Gallery
Pleasant Valley Wilderness Sanctuary
Kennedy Park
Lenox Holiday Homes Frequently Asked Questions
1. What are the top Holiday Homes in Lenox?
There are a lot of options in Lenox. If you plan on staying in the Lenox area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Holiday Homes in Lenox:
- An Elegant Time Capsule in Downtown Lenox
- 5 STAR CASUAL ELEGANCE for 5 STAR GUESTS
- Enjoy comfortable elegance in this secluded grand home located in town
- Luxury Berkshires Retreat in Lenox - Main House
- Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood
- Luxury Berkshires Retreat in Lenox - Main House & Studio
- Chic Modern Farmhouse 1 Mile to Downtown Lenox
- NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN.
- Lenox Gem with AC!
- The best of both worlds, Country and Culture
2. How many Holiday Homes are available in Lenox?
Currently, the total number of properties listed by RBO in 2026 is over 151 in the Lenox area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Holiday Homes in Lenox.
More Rentals You May Like Near Lenox
Bed & Breakfast
9.0(52 Reviews)
15 Bedrooms
15 Baths
37 Guests
334.45 ft²
- Skiing
- Fireplace/Heating
Pool- Balcony/Terrace
US $518/Night
7 Nights - US $3,626
Apartment
10.0(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $555/Night
7 Nights - US $3,887
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $397/Night
7 Nights - US $2,776
House
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $446/Night
7 Nights - US $3,119
Apartment
10.0(1 Review)
1 Bedroom
2 Baths
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $342/Night
7 Nights - US $2,391
Apartment
9.8(74 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Child Friendly
US $488/Night
7 Nights - US $3,414
House
9.8(57 Reviews)
2 Bedrooms
3 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $420/Night
7 Nights - US $2,943
Apartment
9.8(36 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $264/Night
7 Nights - US $1,851
Apartment
8.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $662/Night
7 Nights - US $4,637
Bed & Breakfast
1 Bedroom
1 Bath
3 Guests
414 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $595/Night
7 Nights - US $4,167
Bed & Breakfast
1 Bedroom
1 Bath
3 Guests
220 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Child Friendly
US $579/Night
7 Nights - US $4,050
Bed & Breakfast
1 Bedroom
1 Bath
3 Guests
216 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Child Friendly
US $516/Night
7 Nights - US $3,614
