
Holiday rentals with a pool in Lenox
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lenox
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Lenox rentals with a pool
House rentals with a pool

Bluestone Escape - Where everyone is at home.

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

4Br Mountain Brook House on 130 acres w/ trails

5BR close to Village | Diamond Mills | HITS | Pool

Red Rock Summit: Mtn Escape w/ Pool, Pond + Views

Berkshire Vacation Home in Lee

Sunbeam Lodge: Pool+Hot Tub, 50 Acres, ‘70s Oasis

Hudson River views with pool and hot tub
Condo rentals with a pool

Condo Resort at Jiminy Peak Ski Mountain's Base

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Unique - Country suite @ Jiminy Peak

Jiminy Peak Apartment

Jiminy Peak Country Inn 1 Bedroom Suite

Peaceful 1BR Condo with Pond View

Wyndham Bentley Brook

Jiminy Peak Country Inn - ski in/out condo MT view
Other holiday rentals with a pool

Stunning horse farm apt, hot tub

Red House on the Hudson

Historic Stockbridge Villa on 25 acres sleeps 16

Artsy loft surrounded by fall foliage with hot tub

Hillsdale Escape | Pool, Hot Tub, Game Room

The Cabbage ~ A place to create/relax/restore.

Villa with Access to Various Amenities

Sweet Dreams Retreat
Quick stats about holiday rentals with a pool in Lenox
Total rentals
40 properties
Nightly prices starting at
$256 NZD before taxes and fees
Total number of reviews
960 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
40 properties include access to Wi-Fi
Destinations to explore
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- Rentals with pools Berkshire County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Hunter Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Mount Greylock Ski Club
- Wintonbury Hills Golf Course
- Norman Rockwell Museum
- Windham Mountain
- Taconic State Park
- Mount Sugarloaf State Reservation
- Mount Tom State Reservation
- Opus 40
- Mohawk Mountain Ski Area
- Beartown State Forest
- Talcott Mountain State Park
- Bright Nights at Forest Park
- Albany Center Gallery
- Hunter Mountain Resort
- Bousquet Mountain Ski Area