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

Hudson Valley & Catskill Mountain Views • Hot Tub

Stunning luxury home with pool

MODERN FARMHOUSE in the WOODS

Family Lodge at Jiminy Peak - Pools & Adventure

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

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

Hudson River views with pool and hot tub

Curl Up & Relax, Stylish Stay nr Woodstock
Condo rentals with a pool

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

Mount Snow Ski Chalet

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

Mt Snow Ski In/Out at Seasons

Winter Dream! The Handle Lodge at Snowtree Condos

Peaceful 1BR Condo with Pond View

Walk to Mt. Snow-Spa-Summer Pool

Wyndham Bentley Brook
Other vacation rentals with a pool

Haddock + Cotter - Chic Farmhouse and Barn w/ Pool

The Nest at Birdland

Cozy Ski Retreat

Berkshire Mountain home views, pool, Queechy Lake

Sweet Dreams Retreat

Charming cottage w/ fireplace, privacy & views

Hilltop: Panoramic Views w/ Pool near Catamount

All-Season Condo at Jiminy Peak (Berkshires)
Quick stats about vacation rentals with a pool in Lanesborough
Total rentals
130 properties
Nightly prices starting at
€ 51 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
- Plainview Vacation rentals
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- Rentals with a fire pit Lanesborough
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- Rentals with a fireplace Lanesborough
- Rentals with an EV charger Lanesborough
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- Family-friendly rentals Lanesborough
- House rentals Lanesborough
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- Rentals with a hot tub Lanesborough
- Pet-friendly rentals Lanesborough
- Rentals with pools Berkshire County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Stratton Mountain
- Six Flags New England
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Catamount Mountain Ski Resort
- Mount Greylock Ski Club
- Saratoga Spa State Park
- Norman Rockwell Museum
- Taconic State Park
- Stratton Mountain Resort
- Mount Sugarloaf State Reservation
- Mohawk Mountain Ski Area
- Mount Tom State Reservation
- Beartown State Forest
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Bright Nights at Forest Park
- Albany Center Gallery
- Berkshire Botanical Garden
- Hildene, The Lincoln Family Home