Vacation rentals with a pool in Shenandoah Valley
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Shenandoah Valley
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Shenandoah Valley rentals with a pool
House rentals with a pool
Home in Stanardsville
4.98 out of 5 average rating, 135 reviewsCharming Carrie's Cottage at Fairhill Farm
Jan 3 – 10
Home in Boston
4.97 out of 5 average rating, 118 reviewsPeacefield - Blue Ridge views near Culpeper
Oct 10 – 17
Home in Charlottesville
4.98 out of 5 average rating, 250 reviewsA Modern Mountain Guesthouse
Aug 8 – 15
Home in New Market
4.97 out of 5 average rating, 115 reviewsPeaceful Shenandoah Valley Getaway
Dec 2 – 9
Home in Lovingston
4.95 out of 5 average rating, 175 reviewsCottage on The Knoll *heated pool open May 17*
Oct 20 – 27
Home in Charlottesville
4.94 out of 5 average rating, 198 reviewsPine Lake Lodge
Sep 16 – 23
Home in Oakland
4.95 out of 5 average rating, 192 reviewsLAKE&Waterfalls|Private|Firewood|PoolAccess|HotTub
Mar 31 – Apr 7
Home in Harpers Ferry
4.97 out of 5 average rating, 155 reviewsHarpers Ferry Farmhouse, Heated Year Round Pool
Apr 22 – 29
Condo rentals with a pool
Condo in Wintergreen Resort
4.91 out of 5 average rating, 179 reviewsA True Mountain Getaway! Ski in/Ski out!
Jun 28 – Jul 5
Condo in Wintergreen Resort
4.94 out of 5 average rating, 225 reviewsCozy, clean mountain condo- King bed, dog friendly
Sep 6 – 13
Condo in Wintergreen Resort
5.0 out of 5 average rating, 166 reviewsWintergreen: Mountain View for Miles Sunset Vista
Jul 16 – 23
Condo in Wintergreen Resort
4.95 out of 5 average rating, 173 reviewsNew Construction! 1 Bed/2 Bath, pet friendly
Apr 23 – 30
Condo in Wintergreen Resort
4.99 out of 5 average rating, 175 reviewsCozy getaway w/ heated floors, dog friendly
Aug 5 – 12
Condo in Mount Jackson
4.93 out of 5 average rating, 127 reviewsSki and Golf Condo Aspen East Condos Unit 212
Aug 16 – 23
Condo in Wintergreen Resort
4.96 out of 5 average rating, 154 reviewsThe Modern Mountain Condo
Aug 24 – 31
Condo in Wintergreen Resort
4.96 out of 5 average rating, 236 reviewsFive Minute Walk to Everything!
Dec 26 – Jan 2
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