
Holiday rentals with a pool in Shenandoah Valley
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Top-rated rentals with a pool in Shenandoah Valley
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Farm Stay in a luxury tiny home with hot tub
Welcome to “Horsefeathers” a tiny home on an historic property where you will be immersed in a farm experience! Although tiny, this house is equipped with all top of the line luxuries to include a personal hot tub, an automatic cappuccino maker, a king nectar mattress-just to name a few. Only minutes to Winchester the location is convenient to restaurants and shopping yet you’ll feel like you have been transported back in time to a working homestead where you can interact with all the animals.
5.0 out of 5 average rating, 172 reviews
Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Experience the epitome of luxury in our breathtaking A-frame cabin, nestled amidst the serene woods. This modern retreat offers lavish amenities and a stunning open living space with floor-to-ceiling windows, immersing you in nature's beauty. Indulge in the private hot tub, relax by the fire pit, and unleash your culinary skills in our fully equipped kitchen. The large screened porch provides a tranquil oasis, while nearby hiking trails, golf courses, and a spa offer an unforgettable getaway!
4.95 out of 5 average rating, 192 reviews
Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trai
4 unique rentals available (click our profile)! Unwind at this Central VA Country Paradise! Stay in a converted Barn & Silo w/ private natural swim pond and waterfall tucked into the woods on 140 Acres! Your own Oasis awaits, step out on your porch for coffee/drinks with the farm animals. Take a hike around the Lake on the 5+ miles of trails before cooling off in the pond while you gaze up at the stars. Sheep, Dwarf Fainting goats(next to silo 10' away), Chickens, Ducks, Bunnies, & Turkeys.
4.99 out of 5 average rating, 148 reviews
Yurt*FARM*horses*goats*woods*STARS*Hotub*Hiking
Come experience living in a round structure filled with amenities-fully equipped kitchen, deep tub, heating and AC, hot tub and in-ground pool. Great for couples, friends, and families. A 10 minute hike gets you into Shenandoah National Park, explore our 58 acres on numerous walking trails, visit Charlottesville, historical sites, caves, or play in rivers. Child friendly- no pets.( PRIVATE hot tub Nov 20- March 1.) Check out Cair Paravel Farmstead on FB/the web to see all we have to offer.
4.96 out of 5 average rating, 1302 reviews
Farm Studio with Blue Ridge views 15 mins from SNP
The Carriage House Studio is perfect for a romantic getaway or quiet escape. Enjoy stunning mountain views from the deck. Hike our private trails. Fish in pond or South River. Enjoy pool. Delight in farm animals including our miniature horses. Less than 20 mins from Shenandoah National Park and Appalachian Trail. Located 2 hours southwest of Washington, DC; 1 1/2 hours east of Richmond; and 25 minutes north of Charlottesville, VA. Near wineries; Monticello, Montpelier, Ash Lawn, and UVA.
4.95 out of 5 average rating, 306 reviews
One Of A Kind Home in VA Wine Country on 50 acres
Welcome to Lumusa Lodge. Leave your cares behind as you turn onto the windy road that leads you to this beautiful 50-acre retreat. We are proud to share our home and hope your time here is rejuvenating. Designed/built by a Hollywood actor and situated in wine country, this home is an hour from Dulles, 45 minutes from Charlottesville & 15 minutes from Culpeper. We have an adjacent farmhouse if you need additional space. Great venue for weddings, bachelorettes, and other special events.
4.93 out of 5 average rating, 261 reviews
Secluded Lakefront | Private Pool | Dock | Hot Tub
**Discover Ultimate Luxury at LesLee at the Lake: a Deep Water Lakefront Haven with Private Inground Pool, Hot Tub, and Dock** Nestled on the public side of Lake Anna, this picturesque 2.63-acre secluded property offers stunning waterfront views, a boat house for easy water access, and a lakefront fire pit. Our expansive and luxurious 9,000 sq. ft. home with game room, spacious kitchen, and movie theater, is ideal for an unforgettable escape and perfect for accommodating large groups.
4.9 out of 5 average rating, 107 reviews
Cozy Secluded A-Frame Cabin Retreat
Visit us on IG @almostheavenwvcabin for the latest photos and cabin moments! Welcome to Almost Heaven Cabin, our beloved A-frame escape tucked away on a private, wooded acre in the heart of the Sleepy Creek Wildlife Management area. Surrounded by 23,000 acres of protected wilderness, this cabin was created as a peaceful family retreat from city life-yet it's just a scenic 1.5-hour drive from DC and Baltimore. Expect quiet mornings, fresh mountain air, and a true West Virginia getaway.
4.99 out of 5 average rating, 139 reviews
Luxury Hot Tub Movie Nights Walk Lake Laura
Soak in a luxury saltwater hot tub while watching a movie under the stars. The Tortoise & The Bear BNB is a cozy 2-bedroom retreat in Basye, VA, perfect for couples, minutes from Bryce Resort & a short walk from Lake Laura. Spend your days skiing, mountain biking, swimming, golfing, or hiking nearby George Washington Forest trails. Return home to relax in the hot tub, stream a movie outdoors, and enjoy the peace of the mountains. Featuring premium beds and 1 Gbps fiber internet.
4.87 out of 5 average rating, 165 reviews
Ebenezer Cabin - Hot Tub - Private - BBQ - Views
Disconnect, reset & recharge in this countryside cabin escape with hot tub & bird watching. ★ "Clean, stylish, private, and authentic cabin experience." ☞ Backyard w/ fire pit + wood ☞ Front porch w/ rocking chairs ☞ Patio w/ BBQ Grill + propane ☞ Fully equipped + stocked kitchen ☞ Parking → driveway (4 cars) ☞ Books + board games ☞ La-Z-Boy loveseat ☞ 250 Mbps wifi 20 mins → DT Franklin (cafes, dining, shopping) 48 mins → Nelson Rocks 30 mins → Reddish Knob (360 view)
4.98 out of 5 average rating, 334 reviews
Beaverdam Falls, Earlehurst Cottage
Built for $500.00 dollars "back-in-the-day," the Earlehurst Cottage was inhabited by The Carters, a humble, cute old country couple. Here, they raised two daughters. Today, the house is tastefully appointed where expected - & comfortable to modern standards - yet, it has been left as charming, rustic & cozy as it had always been: with elements of the original decor, windows, plaster walls, etc., being preserved. Pets stay for free!
4.94 out of 5 average rating, 302 reviews
Hidden in Shenandoah Valley|Pool|Pets|Fire Pit
Hidden in the Valley sits on 30 private, wooded acres adjoining the George Washington National Forest. This remote property offers a pool, fire pit and foot trails throughout, perfect for your furry companions! If you’re looking for a true escape to nature, surrounded by Virginia’s best hiking trails, wildlife and clear, starry night skies, Hidden in the Valley is the getaway for you!
4.98 out of 5 average rating, 147 reviewsPopular amenities for Shenandoah Valley rentals with a pool
House rentals with a pool

Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites
4.98 out of 5 average rating, 144 reviews
Spacious retreat: Game Room, Hot Tub & Fire Pit
5.0 out of 5 average rating, 113 reviews
Cedar Creek Wayside Castle
4.77 out of 5 average rating, 307 reviews
KinStay Family Cabin:Relax with Space & Epic Views
4.98 out of 5 average rating, 181 reviews
151Escape | 5 Group Fun! Game Room/Bar/Deck/4kTVs
4.99 out of 5 average rating, 173 reviews
2nd floor, 4 bedroom space with a pool & fire pit
4.82 out of 5 average rating, 137 reviews
Cliffs Edge - It’s Pumpkin Spice Time!
4.97 out of 5 average rating, 130 reviews
Clean 5BR w Heated Pool, Spa - Horse, Wine Country
4.94 out of 5 average rating, 147 reviewsApartment rentals with a pool

King Bed Slope Side Retreat in Village Central
4.99 out of 5 average rating, 153 reviews
Panoramic Sunsets Mountain Views Pool $99 Midweek
4.99 out of 5 average rating, 276 reviews
1 bedroom condo, close to hikes & breweries & pool
4.92 out of 5 average rating, 216 reviews
Renovated Ski in/out, pool/hot tub, slps 6, #1105
4.98 out of 5 average rating, 177 reviews
3 BR 3 BA, 2 story condo in Highlands
4.99 out of 5 average rating, 185 reviews
Bike,Hike,Relax in Lux! at Bryce Resort
4.85 out of 5 average rating, 114 reviews
Ski-In Ski-Out ~ Mtn Views ~ King Suite
4.95 out of 5 average rating, 180 reviews
Panoramic Peak: Wintergreen Condo with Views
4.9 out of 5 average rating, 156 reviewsOther holiday rentals with a pool

Private Studio Apt Retreat
4.92 out of 5 average rating, 611 reviews
Cozy Log Home, (szn)Heated Pool/6 Bedrooms
5.0 out of 5 average rating, 110 reviews
Frog Hollow · A-Frame Cabin, Hot Tub & Cold Plunge
5.0 out of 5 average rating, 107 reviews
Luxe 5BR Cabin Heatd Pool, HotTub, Game Rm, 9 Beds
4.95 out of 5 average rating, 109 reviews
Honeysuckle Hideaway: hot tub, king bed, log cabin
4.93 out of 5 average rating, 263 reviews
4BR Treetop Hex, Indoor FirePit, 360degTV, Hot Tub
4.93 out of 5 average rating, 166 reviews
Our Lovely Lake Retreat
5.0 out of 5 average rating, 111 reviews
The Onyx at Luray | Private Heated Indoor Pool
5.0 out of 5 average rating, 25 reviewsDestinations to explore
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