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
Dec 2 – 9
Home in Boston
4.97 out of 5 average rating, 117 reviewsPeacefield - Blue Ridge views near Culpeper
May 31 – Jun 7
Home in Charlottesville
4.98 out of 5 average rating, 250 reviewsA Modern Mountain Guesthouse
Aug 3 – 10
Home in Lovingston
4.95 out of 5 average rating, 174 reviewsCottage on The Knoll *heated pool open May 17*
Sep 12 – 19
Home in New Market
4.96 out of 5 average rating, 114 reviewsPeaceful Shenandoah Valley Getaway
May 28 – Jun 4
Home in Charlottesville
4.94 out of 5 average rating, 198 reviewsPine Lake Lodge
Jan 12 – 19
Home in Harpers Ferry
4.97 out of 5 average rating, 154 reviewsHarpers Ferry Farmhouse, Heated Year Round Pool
Mar 9 – 16
Home in Oakland
4.95 out of 5 average rating, 192 reviewsPrivate|LAKE&Waterfalls|Firewood|Comm. Pool|HotTub
Mar 28 – Apr 4
Condo rentals with a pool
Condo in Wintergreen Resort
4.91 out of 5 average rating, 178 reviewsA True Mountain Getaway! Ski in/Ski out!
Sep 16 – 23
Condo in Wintergreen Resort
4.99 out of 5 average rating, 175 reviewsCozy getaway w/ heated floors, dog friendly
Jun 7 – 14
Condo in Wintergreen Resort
4.94 out of 5 average rating, 224 reviewsCozy, clean mountain condo- King bed, dog friendly
Apr 19 – 26
Condo in Wintergreen Resort
4.95 out of 5 average rating, 173 reviewsNew Construction! 1 Bed/2 Bath, pet friendly
Jan 22 – 29
Condo in Wintergreen Resort
5.0 out of 5 average rating, 165 reviewsWintergreen: Mountain View for Miles Sunset Vista
Sep 7 – 14
Condo in Wintergreen Resort
4.96 out of 5 average rating, 153 reviewsThe Modern Mountain Condo
May 19 – 26
Condo in Wintergreen Resort
4.9 out of 5 average rating, 191 reviewsLight Filled Awe-Inspiring Views from Every Window
Dec 2 – 9
Condo in Wintergreen Resort
4.91 out of 5 average rating, 100 reviewsTips Up: Cozy Slopeside Retreat w/ Fireplace
Jul 12 – 19
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