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
Get the amount of space that is right for you
Popular amenities for Shenandoah Valley rentals with a pool
House rentals with a pool
Home in Lost City
5.0 out of 5 average rating, 110 reviewsMountain Retreat-Stunning Views/Pool/Hot tub
Home in Lovingston
4.95 out of 5 average rating, 179 reviewsCottage on The Knoll w/ private pool and hot tub
Home in Robertson
4.93 out of 5 average rating, 190 reviewsOne Of A Kind Home in VA Wine Country on 50 acres
Home in Hyndman
4.98 out of 5 average rating, 132 reviewsWills Mountain Ranch
Home in Charlottesville
4.94 out of 5 average rating, 199 reviewsPine Lake Lodge
Home in Charlottesville
4.98 out of 5 average rating, 253 reviewsA Modern Mountain Guesthouse
Home in Boston
4.97 out of 5 average rating, 121 reviewsPeacefield - Blue Ridge views near Culpeper
Home in Wintergreen Resort
4.97 out of 5 average rating, 158 reviewsSki-In/Ski-Out Renovated Chalet on Lower Tyro
Condo rentals with a pool
Condo in Wintergreen Resort
4.9 out of 5 average rating, 182 reviewsA True Mountain Getaway! Ski in/Ski out!
Condo in Wintergreen Resort
4.94 out of 5 average rating, 227 reviewsCozy, clean mountain condo- King bed, dog friendly
Condo in Wintergreen Resort
4.96 out of 5 average rating, 158 reviewsThe Modern Mountain Condo
Condo in Wintergreen Resort
5.0 out of 5 average rating, 170 reviewsWintergreen: Mountain View for Miles Sunset Vista
Condo in Wintergreen Resort
4.95 out of 5 average rating, 175 reviewsNew Construction! 1 Bed/2 Bath, pet friendly
Condo in Mount Jackson
4.93 out of 5 average rating, 128 reviewsSki and Golf Condo Aspen East Condos Unit 212
Condo in Wintergreen Resort
4.9 out of 5 average rating, 195 reviewsLight Filled Awe-Inspiring Views from Every Window
Condo in Wintergreen Resort
4.9 out of 5 average rating, 110 reviewsPanoramic Peak: Wintergreen Condo with Views
Destinations to explore
- Rentals with pools United States
- Rentals with pools Virginia
- Rentals with pools Southern United States
- Condo rentals Shenandoah Valley
- Barn rentals Shenandoah Valley
- Kid-friendly rentals Shenandoah Valley
- Serviced apartment rentals Shenandoah Valley
- Vacation home rentals Shenandoah Valley
- Wheelchair accessible rentals Shenandoah Valley
- Townhouse rentals Shenandoah Valley
- Monthly Rentals Shenandoah Valley
- Guesthouse rentals Shenandoah Valley
- Family-friendly rentals Shenandoah Valley
- Rentals with a washer and dryer Shenandoah Valley
- Apartment rentals Shenandoah Valley
- House rentals Shenandoah Valley
- Ski-in/ski-out rentals Shenandoah Valley
- Rentals with beach access Shenandoah Valley
- Nature eco lodge rentals Shenandoah Valley
- Boutique hotel rentals Shenandoah Valley
- Rentals with a kayak Shenandoah Valley
- Cabin rentals Shenandoah Valley
- Rentals with a hot tub Shenandoah Valley
- Campsite rentals Shenandoah Valley
- Rentals with outdoor seating Shenandoah Valley
- Farmstay rentals Shenandoah Valley
- Rentals with a sauna Shenandoah Valley
- Chalet rentals Shenandoah Valley
- Cottage rentals Shenandoah Valley
- Rentals with an EV charger Shenandoah Valley
- Rentals with a fire pit Shenandoah Valley
- Rentals with a home theater Shenandoah Valley
- Bed and breakfasts Shenandoah Valley
- Yurt rentals Shenandoah Valley
- Rentals with an accessible height toilet Shenandoah Valley
- Smoking-friendly rentals Shenandoah Valley
- Rentals with breakfast Shenandoah Valley
- Pet-friendly rentals Shenandoah Valley
- Loft rentals Shenandoah Valley
- Tiny house rentals Shenandoah Valley
- Rentals with lake access Shenandoah Valley
- Rentals with a patio Shenandoah Valley
- Beachfront rentals Shenandoah Valley
- Private suite rentals Shenandoah Valley
- Waterfront rentals Shenandoah Valley
- Hotel rentals Shenandoah Valley
- Rentals with a fireplace Shenandoah Valley
- Villa rentals Shenandoah Valley
- Fitness-friendly rentals Shenandoah Valley
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes