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 4 – 11
Home in Boston
4.97 out of 5 average rating, 118 reviewsPeacefield - Blue Ridge views near Culpeper
Sep 22 – 29
Home in Charlottesville
4.98 out of 5 average rating, 250 reviewsA Modern Mountain Guesthouse
Sep 5 – 12
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
Oct 11 – 18
Home in New Market
4.97 out of 5 average rating, 115 reviewsPeaceful Shenandoah Valley Getaway
Jul 31 – Aug 7
Home in Oakland
4.95 out of 5 average rating, 192 reviewsPrivate|LAKE&Waterfalls|Firewood|PoolAccess|HotTub
Dec 15 – 22
Home in Wintergreen Resort
4.97 out of 5 average rating, 153 reviewsSki-In/Ski-Out Renovated Chalet on Lower Tyro
Apr 9 – 16
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!
Jan 2 – 9
Condo in Wintergreen Resort
5.0 out of 5 average rating, 166 reviewsWintergreen: Mountain View for Miles Sunset Vista
Jul 11 – 18
Condo in Wintergreen Resort
4.94 out of 5 average rating, 225 reviewsCozy, clean mountain condo- King bed, dog friendly
Feb 25 – Mar 4
Condo in Wintergreen Resort
4.9 out of 5 average rating, 101 reviewsTips Up: Cozy Slopeside Retreat w/ Fireplace
Jun 14 – 21
Condo in Wintergreen Resort
4.99 out of 5 average rating, 175 reviewsCozy getaway w/ heated floors, dog friendly
Aug 7 – 14
Condo in Wintergreen Resort
4.95 out of 5 average rating, 173 reviewsNew Construction! 1 Bed/2 Bath, pet friendly
Mar 5 – 12
Condo in Mount Jackson
4.93 out of 5 average rating, 127 reviewsSki and Golf Condo Aspen East Condos Unit 212
Aug 17 – 24
Condo in Wintergreen Resort
4.96 out of 5 average rating, 154 reviewsThe Modern Mountain Condo
Aug 24 – 31
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