Holiday rentals with a hot tub in Wintergreen Resort

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Top-rated rentals with a hot tub in Wintergreen Resort

Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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Guest favourite

Holiday home in Lovingston

4.97 out of 5 average rating, 177 reviews

Ultimate cabin in the mountains

This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

Guest favourite

Home in Wintergreen Resort

4.97 out of 5 average rating, 190 reviews

Ski-In/Ski-Out Renovated Chalet on Lower Tyro

Completely renovated, 3 BR/2BA chalet, located on Lower Tyro slope, just below Tequila. Rustic decor, fully stocked kitchen, high end appliances, granite counters. Open floor plan, walls of windows, mtn views. Beautiful stone fireplace, ample comfortable seating. 2 main floor Masters, each w/King bed, TV, luxurious bedding. Loft is a dedicated kids space: 2 sets of bunks, daybed w/trundle, TV & PS4. Gas grill, 6 person hot tub. Perfect ski home to host 2 Families, or a romantic couple's getaway.

Superhost

Home in Roseland

4.88 out of 5 average rating, 142 reviews

Ski season coming up Soon Book Hiker’s paradise!

Wintergreen mountain house located yards from the Blue Ridge Parkway & Appalachian Trail! The house is 3 stories with several porches, 3 of them are private. It has a lighted circular driveway. The top floor has two bedrooms & one large bathroom. The main living area is on the second floor with a master bedroom. The bottom floor has another master bedroom, & additional bunk room. The kitchen has a 10-seat kitchen table. After a long day enjoying the outdoors, relax by the fireplace or hot-tub!

Guest favourite

Home in Afton

4.99 out of 5 average rating, 149 reviews

Clean family-friendly 5br for wine country getaway

Come to Sunnyside! A new 5 bedroom home with game room, hot tub, and space for 12 people on 4 acres on a private farm road. Just off the infamous Route 151, or "Brew Ridge Trail", you are RIGHT in the middle of the action: 7 minutes to 10 wineries / breweries, 5 minutes to the nearest family farm or golf course, 10 minutes to Skyline Drive with PLENTY of places to hike, and 25 minutes to skiing at Wintergreen. You are surrounded by jaw-dropping mountain views/sunsets that surprise every guest.

Guest favourite

Yurt in Afton

5 out of 5 average rating, 885 reviews

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

Experience glamping, Blue Ridge style. Our luxury yurt is located at the top of a small hill, in the center of a 70 acre farmstead surrounded by natural beauty. Night Archer Farm is located off a quiet country road in Afton, Nelson County. It is private, but not remote. You are close to the Brew Ridge trail, wineries, breweries, skiing at Wintergreen, Blue Mountain Brewery, Devil's Backbone, golf, hiking, or driving the Blue Ridge Parkway. Hike directly from the Yurt up into the mountains!

Superhost

Home in Wintergreen Resort

4.85 out of 5 average rating, 103 reviews

Walk to Ski! HotTub PoolTable Shuffleboard Dogs OK

Sweeping views year round. Retreats, romantic weekends or adventurous getaways. Close to wineries, breweries, farmers market, and walking distance to three great hiking trails. Sleeps 16: K, K, Q, 2 DBL,4 twin, 1PO ★Dogs OK ★2,714sqft ★HOT TUB for 7 ★Sound system ★2-Story vaulted ceiling, gas fireplace, 60"TV ★Dining table for 6 + breakfast bar ★Workspace w/ FAST Wi-Fi ★Shuffleboard ★Pool table Seasonal pool/tennis. Resort access not included. Pet fee $150. 8min walk or 3min drive to ski.

Guest favourite

Home in Lovingston

4.96 out of 5 average rating, 204 reviews

Cottage on the Knoll ~ (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.

Guest favourite

Guest house in Schuyler

4.91 out of 5 average rating, 380 reviews

Homestead at HeartRock

Welcome to HeartRock Homestead. Our sweet spot offers rustic charm and modern comfort. Come for a private grownup nature camp! A getaway for couples, friends and families. Really, there is something for everyone. AND we have great check in and check out times to maximize your stay! Have you ever heard the whippoorwill sing while watching the stars or grazed organic cut flowers amongst the morning dew or felt a seasoned sunset kiss your heart? We hope to see you soon!

Guest favourite

Chalet in Vesuvius

4.94 out of 5 average rating, 211 reviews

Luxury Mountain Lodge w/ Hot Tub & Stunning Views!

Welcome to Harvest Moon Lodge & Retreat, where adventure and serenity meet. Nestled high on 9.2 acres in the heart of the Blue Ridge Mountains, this one-of-a-kind getaway offers breathtaking panoramic views and a perfect blend of luxury, comfort, and entertainment. Whether you’re unwinding on one of the two massive wraparound porches, soaking in the seven-person hot tub, or gathering around the fire pit under a star-filled sky, your mountain retreat awaits.

Guest favourite

Barn in North Garden

4.89 out of 5 average rating, 162 reviews

Mountain Views & Hot tub! Pets Welcome!

Beautiful views off route 29, approximately 10 minutes to UVA, nestled near the area's BEST wineries and attractions. This barndominium has 1 bedroom, 1 bathroom, open living area with a pull-out sofa bed and cot for additional guests. Relax and enjoy the breathtaking scenery and sunsets outside on the patio complete with a hot tub, firepit, and lounge chairs. This cozy barn has all you need and more for a great quality stay. Pet's welcome!

Guest favourite

Home in Wintergreen Resort

5 out of 5 average rating, 23 reviews

5-star Luxury 4BR/4BA Lodge w/ HotTub!

Rustic, 5-star lodge great for a Guys or Gals weekend, weddings and family gatherings. Well-appointed with 4 cozy bedrooms each with their own private en suite bathroom. Unleash your inner chef in the gourmet kitchen w/ sun-filled dining area. Spread out in the 2-story family room with gas fireplace. Head outside to the expansive deck overlooking the 14th hole on Devils Knob golf course and enjoy the hot tub and firepit.

Superhost

Guest suite in Lowesville

4.9 out of 5 average rating, 145 reviews

Cozy Suite+Hot Tub+River near Breweries & Wineries

Built in 1869 and perfectly situated amongst the beautiful mountains and minutes from HWY 151 is a peaceful riverfront retreat on the National Register of Historic Places. Fish or relax in the Piney River which runs through our back yard or roast marshmallows in the fire pit. Take a hike, see a waterfall or visit the plentiful nearby wineries, breweries and cideries and Wintergreen Ski Resort.