
Holiday rentals with a pool in Virginia
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Top-rated rentals with a pool in Virginia
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

The Barn at Pond Point - Riverfront Home
The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.

Wooded Wonderland Miniature Golf Hot tub Pool
Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

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.

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.

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.

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.

Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites
🔥Huge game room; ping pong, Ms. Pac Man, Simpsons, Pop-A-Shot basketball, dartboard & exercise bike 🔥4 bedrooms including dual king master bedrooms with ensuites (1 on main floor, 1 on lower level) 🔥Sparkling hot tub & sauna on private deck 🔥Summer access to community shared pool 🔥2 family rooms; Infinity game table (electronic board games for all ages!), 65" smart TVs, board games, fireplaces 🔥Fully loaded kitchen 🔥Dual bunk room with kids toys 🔥WIFI 🔥2 min to water park

Walkout suite, private pool, i81,VT, RU,Aquatic
Welcome to our little 💎 Enjoy 1500 sq ft of private space! Our Boles Mountain View Suite has keyless entry, 2 queen bed rooms , 2 air mattresses, corner couch and futon, full kitchen, 1 full bath, private pool. Towels and linens provided. Laundry available for guests with a 3 night stay or more. Minutes away from local restaurants, shopping centers, Virginia Tech, University of Radford and the Aquatic Center and only 3 miles from I81 entrance!! We provide WiFi, and 2 Smart TVs.

18th Century Cabin Retreat
Come enjoy our 18th century cabin! They don't make them like this anymore. One side built in 1750, the other in 1825. Sit under the giant white oak and enjoy the country air. This is a wonderful retreat to kick back and relax. Enjoy the pool, horseshoes, and fire pit. In the winter months, cozy up by the wood stove or fire place with gas logs. NO PETS!!! Please do not bring your pets. Owners live on site, so if you are in need of anything, please ask!

Cozy Fall Retreat - Creek Views & Fire Pits
A cozy waterfront escape tucked into 10 wooded acres above Bland Creek. Perfect for crisp fall days and peaceful evenings. - Elevated screened porch with colorful water and wooded views - Creekside fire pits for crisp fall nights - Dock, kayaks, fishing, and direct water access - Outdoor dining and hammocks beneath the trees - Immaculately clean and thoughtfully stocked for a seamless stay - Just 15 minutes from downtown Gloucester

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!
Popular amenities for Virginia rentals with a pool
House rentals with a pool

Waterfront, 3 Beaches, Dock+Kayaks, Potomac, 7 ppl

Blue Heron WaterSide

Pine Lake Lodge

Farm Cottage w. Blue Ridge views 15 mins from SNP

Sunset Ranch: Hot Tub! Mountain Views! Pool

Secluded • Firepit • Games • 800Mbps • PetsOK • WD

Windy Knoll Adventure | River Front | Hot Tub!

Ocean Pearl- Canal View and Minutes to the beach
Apartment rentals with a pool

Fun Lake Getaway with Breathtaking Views

Lake Lover's Paradise

1 bedroom condo, close to hikes & breweries & pool

BEST Fall Views @ Bernards Landing BOOK NOW

Dock Holiday at Bernard's Landing

Panoramic Peak: Wintergreen Condo with Views

Panoramic Sunsets Mountain Views Pool $99 Midweek

Ski-In Ski-Out ~ Mtn Views ~ King Suite
Other holiday rentals with a pool

Muse Vineyards Farmhouse, w Seasonal Pool!

The Laughing King Retreat Honeymoon Island Cottage

Rustic Blue Ridge Cabins

Have it All, Heated Pool, Hot Tub & Secluded Lake!

The Onyx at Luray | Private Heated Indoor Pool

Shenandoah Oasis Island in the Sky*Pool*Hot Tub

The Oasis

NEW Luxury Retreat w/ Pool, Sauna, Gym & Game Room
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