Holiday rentals with a pool in Pioneer Valley
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pioneer Valley
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Pioneer Valley rentals with a pool
House rentals with a pool
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 166 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Guest favourite
Home in Keene
4.93 out of 5 average rating, 185 reviewsThe Brick House on Washington Street
Guest favourite
Home in Woodstock
4.93 out of 5 average rating, 213 reviewsCedar Ridge
Guest favourite
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
Guest favourite
Home in Wilmington
4.9 out of 5 average rating, 132 reviews4 bedroom Ski House 15 min to Mount Snow
Guest favourite
Home in Chesterfield
4.98 out of 5 average rating, 45 reviewsHigh Field Farm
Guest favourite
Home in Amherst
5.0 out of 5 average rating, 25 reviewsCalm Post+Beam Retreat
Guest favourite
Home in Shelburne Falls
4.95 out of 5 average rating, 19 reviewsBeautiful home for a cozy family getaway! W/pool !
Apartment rentals with a pool
Guest favourite
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Guest favourite
Apartment in Dover
4.99 out of 5 average rating, 100 reviewsWinter Dream! The Handle Lodge at Snowtree Condos
Guest favourite
Apartment in Dover
4.99 out of 5 average rating, 105 reviews*Summer Mountain Oasis: Base of Mount Snow Retreat
Guest favourite
Apartment in Dover
4.88 out of 5 average rating, 146 reviewsCozy condo with great views of Mt. Snow
Guest favourite
Apartment in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Guest favourite
Apartment in Dover
4.96 out of 5 average rating, 24 reviewsSki in Ski out condo great location
Superhost
Apartment in Dover
4.94 out of 5 average rating, 53 reviewsMt. Snow Dream Mtn View+Fireplace!
Guest favourite
Apartment in Dover
5.0 out of 5 average rating, 37 reviewsFour Seasons Slope-side Getaway at Mount Snow
Destinations to explore
- Rentals with pools United States
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