
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

Sunset Vista Villa, Mountain Views-Close to Slopes
Welcome to Sunset Vista Villa, Mountain Views & Close to Slopes (on the shuttle route) This beautiful, 2 bedroom, 2 bath, first-floor-unit with top story mountain views, is near all amenities the Wintergreen Resort has to offer. It comfortably sleeps five and with its western vistas, sunsets are a thing to behold! Whether you spend your days hiking, skiing or enjoying the wineries and breweries, SVV will enhance your stay. Book today & come enjoy the Wintergreen Resort and Blue Ridge Mountains!

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.

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

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!

Cozy Condo - Sleeps 4
A wonderful weekend escape no matter the time of year. Condo has been completely renovated in the heart of Wintergreen Resort. Fully equipped condo for guests to come and enjoy the slopes. Within walking distance to the ski lift and all the amenities that the area has to offer. We are the only condo complex that also has a pool it's own pool for condo owners only. **the pool is for the condo complex and is shared with the other units.
Popular amenities for Nelson County rentals with a pool
House rentals with a pool

Cozy 5-bedroom home for large gatherings.

Cliffs Edge -A Contemporary Mountain Home

Pine Lake Lodge

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

Seasonal Private Pool - All Year Hot Tub

Peaceful 3-BR Mountain home w/Fireplace + Hot tub

Bear's Mountain Escape

Hottub Ski InOut Renovated Chalet Lower Tyro Slope
Apartment rentals with a pool

Wintergreen Ski Retreat, Cozy Condo Near Slopes

Wintergreen! Dog friendly, cozy and comfortable

Wintergreen Mountain Views - Diamond in the Slopes

Buena Vista Panoramic Retreat: Million Dollar View

Nature’s Haven 1 Bedroom Condo Wintergreen Resort

Love of mountains oh fill my cup

Happy hour on the 18th Hole

The Perch in Wintergreen Laurelwood
Other holiday rentals with a pool

Stunning Views, Hot Tub, Impeccable Design

Hot Tub! Wintergreen Resort!

Hot Tub + Game Room in Wintergreen for ski & fun

Weller’s Retreat at Stone Ridge

On the mountain, pet and child friendly

Casa Perfecta

The Captain’s Quarters

Airy farm cabin beneath the mountains
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- 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
- James Madison University
- University of Virginia
- Monticello
- John Paul Jones Arena
- White Lotus Eco Spa Retreat
- Virginia Horse Center
- James River State Park
- Appomattox Court House National Historical Park
- Percival's Island Natural Area
- Natural Bridge State Park
- The Rotunda
- IX Art Park
- Massanutten Indoor WaterPark
- Things to do Nelson County
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- Nature and outdoors Virginia
- Food and drink Virginia
- Tours Virginia
- Sightseeing Virginia
- Art and culture Virginia
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