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

Mountain Cottage, Ski Wintergreen, Nelson 151
Wake to gorgeous Mountain views & rolling green meadows bordering the Rockfish River on our family estate. Private attached unit with built in pool (mid April-mid Sept)in the Blue Ridge mountains of Nelson County Virginia on the center of the 151 Brew Ridge Trail. Much preparation has gone into making your stay beautiful, convenient and comfy. No need to physically interact if that’s your desire. Enjoy swimming, hiking, kayaking, horse back riding, skiing, snowboarding, and more! 3 nite minimum

Cozy Lux Condo at Wintergreen Resort
The perfect little getaway nestled into the hillside and centrally located within Wintergreen Resort. Our place serves as a launch pad to explore the numerous, year round activities and attractions in the area or a quiet retreat designed for wine, movies, and a fire. With a full kitchen, large flat screen tvs, WiFi, fireplace, washer/dryer, and other everyday comforts you will feel right at home. A queen size blow up mattress is available for extra sleeping options in addition to the couch.

Five Minute Walk to Everything!
**Pet friendly** two bedroom, two bath, loft style condo centrally located at Wintergreen Resort. Ski check-in/lifts, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within a 5 minute walk! This is a two-story unit with loft style bedroom and en suite bath, and first floor bedroom with hall bath. Parking, pool access, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps 5.

The Modern Mountain Condo
Conveniently located within the 4-season Wintergreen Resort, this recently renovated condo offers a quiet and cozy stay while you take in the mountain views and enjoy endless outdoor activities, wineries, breweries, restaurants, and antique shops. Rest and recharge while you enjoy the light-filled, open floor plan with a wood-burning fireplace, a kitchen with plenty of cabinet space, and full-sized appliances for cooking. Private patio and community pool access are located outside the unit.

2-min drive to slopes, stair-free/free firewood!
Peaceful, recently renovated mountain-top retreat. Relax or work from home. End your day with a hike or spa treatment around the corner—linger with a glass of wine at sunset. It’s all only a 2 minute walk from the front door. Welcome to our mountain home! 2-3 min drive from ski lifts/resort, hiking Free firewood (seasonal) Family games & smart TVs (no cable) for movie night (must sign into your own subscriptions) Smartlock entry Stair-free entry *outdoor HOA pools CLOSED for season

Eight Minute Walk to Everything
This one-bedroom, one-bath condo is centrally located. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within an 8 minute walk. It's a one-story, downstairs unit that includes a back porch with just a few steps down to the ground. Perfect for taking the dog outside in the pet-friendly space. Full kitchen and dishes, wood-burning fireplace, balcony, and all towels and linens are provided for your convenience. Sleeps 3.

1 bedroom condo, walk to the slopes !
Cozy 1BR Wintergreen condo ⛷️❄️ 5-minute walk to the ski slopes, resort village, and mountain-too market, with snow tubing only minutes away. Enjoy a fully stocked kitchen, premium coffee and teas, cooking oils and spices. Relax by the wood burning fire and enjoy a smart TV, fast WiFi and games. Comfortable queen bed in the bedroom plus new queen sleeper sofa in the living room. Private furnished patio with peaceful wooded views and close access to the village for après-ski.

Blue Ridge Bliss - For family & friends to enjoy!
Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from Fire & Frost eatery and the Wintergreen Spa, this is an ideal location.

Mountain View Getaway Yurt
Come enjoy country living in beautiful western Albemarle county. Our yurt is on a 13 acre property on a quiet country road. (My husband and I also have our home about 200 ft away from yurt). The yurt features a relaxing outdoor claw foot tub/shower with beautiful country views. The private bathroom is situated on the deck of the yurt. The pool is a shared space directly behind our home. The wooded part of the property is private with a beautiful walking trail for you to enjoy.

Mountain View Nest
From the moment you walk in, this condo offers endless opportunities to relax and retreat. The sweeping mountain views over the back deck provide the ideal setting for a romantic getaway, a girls weekend, or much needed time to recharge. This one bedroom/bathroom unit with a king sized bed, fully stocked kitchen, and artistic decor is located on the third floor of the Ledges. It is the perfect location for those who ski, hike, golf, or taste the flavors from local wineries.

Ski-In Ski-Out ~ Mtn Views ~ King Suite
Just steps from Wintergreen Resort’s slopes, Slope Side Gem offers the perfect mountain escape! Located in the heart of Mountain Village next to the Mountain Inn, you’re just a short walk to Starbucks, The Market, shops, and three restaurants and bars. Whether you’re skiing, hiking, golfing, or enjoying a local brewery or winery, adventure is at your doorstep. After an exciting day, unwind on the private balcony and take in the breathtaking mountain views!

Mountain View Condo at Wintergreen, Fireplace
Breathe in the crisp mountain air, cozy up by the fireplace, and soak in sweeping views of the Blue Ridge Mountains. This clean, comfortable 2-bedroom condo at Wintergreen Resort features two king beds, two full bathrooms, and a sleeper sofa—perfect for up to 6 guests. Enjoy panoramic windows overlooking the mountains,, a fully stocked kitchen, in-unit washer/dryer, central heat/AC, and free parking. The shuttle to the ski lodge is just steps away!
Popular amenities for Nelson County rentals with a pool
House rentals with a pool

Stunning Views, Hot Tub, Impeccable Design

Cozy 5-bedroom home for large gatherings.

Hot Tub! Wintergreen Resort!

Luxury|Hot Tub|Sauna|Cold Plunge|Game Room|Views

Pine Lake Lodge

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

Farmhouse on Working Vineyard

Perfect house
Condo rentals with a pool

Buena Vista Panoramic Retreat: Million Dollar View

Tips Up: Cozy Slopeside Retreat w/ Fireplace

Nature’s Haven 1 Bedroom Condo Wintergreen Resort

Cozy, clean, quiet mountain condo- King bed

3 Ridges 3 min walk to slopes,besides inn,King bed

Overlook 180 degree views w/Peloton!

Love of mountains oh fill my cup

Happy hour on the 18th Hole
Other holiday rentals with a pool

Laurelwood Hollow: Walk to Ski & Swim

Weller’s Retreat at Stone Ridge

Wintergreen Ski Retreat, Cozy Condo Near Slopes

Wintergreen Mountain Views - Diamond in the Slopes

The Captain’s Quarters

Family and dog friendly with views and pools!

The Bear Dance Cabin at Wintergreen Resort

Airy farm cabin beneath the mountains
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- University of Virginia
- Downtown Mall
- James Monroe's Highland
- Amazement Square
- Frontier Culture Museum
- Wintergreen Resort
- Blenheim Vineyards
- Liberty Mountain Snowflex Centre
- National D-Day Memorial
- Cardinal Point Winery
- Glass House Winery
- Devils Backbone Brewing Co Basecamp
- Monticello
- James Madison University
- Appomattox Court House National Historical Park
- Percival's Island Natural Area
- IX Art Park
- John Paul Jones Arena
- Natural Bridge State Park
- The Rotunda
- Virginia Horse Center
- James River State Park
- White Lotus Eco Spa Retreat
- Grand Caverns
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