
Vacation rentals with a pool in Nelson County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Nelson County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Tips Up: Cozy Slopeside Retreat w/ Fireplace
The mountains are calling and you must go. Well, you don't have to, but we think it's a good idea. Make Tips Up your home while you're away. With slopeside views, a cozy and comfortable ambiance, and close proximity to skiing (only 100 yards from the slopes!) and hiking, this 1B/1BA condo is the perfect getaway for outdoor enthusiasts seeking a mountain escape. Relax at nearby breweries and wineries with unbeatable views, and return to your condo to enjoy the amenities of Wintergreen Resort.

Mountain Cottage, Pool , Views, Wine / Brew Trail
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

Bear's Mountain Escape
Dog friendly, 3 BR, 2 BA, loft style condo located in the heart of the Wintergreen Resort. Ski check-in, restaurants, the mountaintop market, & The Mountain Inn are all right across the street! 2-story unit with a main floor primary BR & hall bath. Main floor bonus room with single & trundle. The loft contains 2 twin beds and the 2nd full bath. Parking, pool, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps up to six.

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
We had to create a new listing for this property. Previous listing had 70+ reviews with a 4.8 Star rating. Same great host and same great house, just a new listing. Screenshots of old listing in additional photos. Stay at this luxurious 4-bedroom, 3-full bath vacation rental home for 10 in Wintergreen, within minutes of top-notch golf courses, skiing / snow boarding at the Mountain Inn, and dozens of hiking trails . In addition to the unbeatable location, the property offers a private hot tub!

2 bdrm/2 full bath Best Views of Blue Ridge Mtns.
Best View of the Blue Ridge Mountains! Panoramic window views from the great room, dining area and kitchen. If you want to get a closer look step out on the observation deck to see the beautiful mountains and ski slopes (seasonal). Patio furniture is on the deck to enjoy morning sunrises and evening sunsets. All new stainless steel appliances in kitchen, Freshly painted throughout. 2 bedroom 2 bath Lots of activities to do at the Wintergreen Resort all year long. Year round resort activities.

151Escape | 5☆ Group Fun! Game Room/Bar/Deck/4kTVs
Enjoy mountain adventures with friends & family at this beautiful & newly renovated 5 bedroom mountain house ideally located in Virginia Wine Country at Wintergreen Resort’s Stoney Creek valley area. This amazing home features: - 75” & 55” 4k TVs - Fully equipped, live edge wet bar & bar countertop - Professional Ping Pong table - Deck with views, firepit & grill Just minutes from skiing, golf, hiking, wineries, breweries, apple-picking and other adventures the area offers all year long!

3 BR 3 BA, 2 story condo in Highlands
Newly renovated condo! You can't beat the view from up here. Top floor/vaulted ceilings, next to the Highlands Lift. Just steps from the expert slopes and on the Wintergreen shuttle route. Enjoy hiking, skiing, snowboarding, tubing, outdoor pool time or a local brewery. This condo has 2 master's with king beds, 1 bunk bed (twin over full), a single twin bed and a pull out twin sleeper sofa. The king beds have new high quality mattresses and luxury bedding and a 60" HDTV in living room

Cliffs Edge- It's Pumpkin Spice Time!
An open floor plan with high ceilings and large skylights, this amazingly engineered home will stun you with its incredible mountain views! This spacious home, with its cantilevered decks, makes this perfect for any family. The large upstairs loft, adjacent to the upstairs bedrooms, offers movies, games, puzzles, and comfortable seating. Wi-Fi, Netflix, and Samsung Smart hub give plenty of entertainment options. The spacious living area and dining room have abundant seating for all.

All-Year Heated Covered Private Pool / Hot Tub
Experience the Blue Ridge Mountains and country life of central Virginia and enjoy everything Nelson County has to offer. The Cottage on the Knoll is a comfortable 3br/2bth that’s centrally located in Nelson County, offering the perfect mix of modern comfort and country charm. The Nelson 29 and Nelson 151 craft beverage trails await you, while plenty of hiking, fishing, and mountain views will appease any outdoor recreation lover or nature enthusiast, making it the perfect getaway.

Sunset Vista Mountain Views “Skies for Miles”
Welcome to Sunset Vista Villa, where you enjoy, “Skies for Miles.” This beautiful, 2 bedroom, 2 bath, first-floor-unit with second 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!

1 bedroom condo, hiking, breweries, wineries
Enjoy the mountains in the spring & summer enjoy hiking or a swim in the heapool! 1BR 1BA centrally located in Wintergreen 5 minute walk to Wintergreen resort Close to many hiking trails Enjoy the many breweries & wineries in the area Mountaintop Market is across the street 1 Bedroom 1 Bath & New queen sleeper sofa Stocked kitchen, cookware, spices & cooking oils Premium coffee & assorted tea Private furnished patio Wood burning fireplace, all you need for a quiet getaway

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.
Popular amenities for Nelson County rentals with a pool
House rentals with a pool

Cozy 5-bedroom home for large gatherings.

Pine Lake Lodge

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

Farmhouse on Working Vineyard

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

Hottub Ski In/Ski Out Renovated Chalet Lower Tyro

Misty Mountain Cabin w/spa

5 min toSki! Mntn View HotTub Pool Table MovieRoom
Condo rentals with a pool

On the mountain, pet and child friendly

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

Overlook 180 degree views w/Peloton!

Love of mountains oh fill my cup

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

Hot Tub! Wintergreen Resort!

Hot Tub & Game Room mins from Wineries + Breweries

Casa Perfecta

4 min to Ski! Mntn View Hot Tub EV Charger Grill

Airy farm cabin beneath the mountains

Cabin By The Falls

Mountain Bauhaus | Sleeps 8 | Amenities | Grill

Your Favorite Getaway. EV charger- Walk to trails
Destinations to explore
- Farmstay rentals Nelson County
- Rentals with a fire pit Nelson County
- Rentals with a patio Nelson County
- Rentals with a hot tub Nelson County
- Bed and breakfasts Nelson County
- Rentals with a fireplace Nelson County
- Pet-friendly rentals Nelson County
- Rentals with outdoor seating Nelson County
- Cottage rentals Nelson County
- Family-friendly rentals Nelson County
- Apartment rentals Nelson County
- Ski-in/ski-out rentals Nelson County
- Condo rentals Nelson County
- House rentals Nelson County
- Boutique hotel rentals Nelson County
- Cabin rentals Nelson County
- Private suite rentals Nelson County
- Rentals with a kayak Nelson County
- Rentals with a washer and dryer Nelson County
- Rentals with lake access Nelson County
- Townhouse rentals Nelson County
- Rentals with breakfast Nelson County
- Rentals with pools Virginia
- Rentals with pools United States
- Massanutten Resort
- Boonsboro Country Club
- Amazement Square
- Ash Lawn-Highland
- Chisholm Vineyards at Adventure Farm
- Massanutten Ski Resort
- Frontier Culture Museum
- Spring Creek Golf Club
- National D-Day Memorial
- Liberty Mountain Snowflex Centre
- The Plunge Snow Tubing Park
- Wintergreen Resort
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Glass House Winery
- Meriwether Springs Vineyard and Brewery
- Cardinal Point Winery
- Burnley Vineyards
- Things to do Nelson County
- Things to do Virginia
- Sightseeing Virginia
- Tours Virginia
- Nature and outdoors Virginia
- Food and drink Virginia
- Sports activities Virginia
- Art and culture Virginia
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Wellness United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States