Holiday rentals with a hot tub in Wintergreen Resort

A welcoming living area features two leather couches arranged around a wooden coffee table, which is complemented by a patterned rug. Large windows allow natural light to illuminate the space, offering views of the surrounding trees. Sliding glass doors provide access to an outdoor deck.

4.99 out of 5 average rating, 140 reviews

Close to skiing! | King Beds | Fireplace | Hot Tub

Welcome to Blackrock Escape! Dog friendly, 2BR/2.5BA mountain home in prime location at Wintergreen Resort. 3-min drive to the Mountain Inn. Walk to hiking trails–the Plunge Trail/Blackrock Park is only a 2-min walk. Two BRs on first floor - both with King-size Helix mattresses, smart TVs, and en suite bathrooms. Wood burning fireplace, games, puzzles, 65” smart TV in living room. Two decks w/gas grill and hot tub. Keurig K-Duo coffee maker and dishwasher in kitchen. Full-sized washer and dryer.

Holiday home in Lovingston

The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.

4.96 out of 5 average rating, 226 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!

A spacious bedroom features a high, wood-beamed ceiling and a large window providing natural light. The bed is dressed in navy bedding with a plaid blanket draped across it. A wooden dresser and lamp complement the rustic decor, and a mounted TV is positioned above.

4.98 out of 5 average rating, 206 reviews

Hottub Ski In/Ski Out Renovated Chalet 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.

A modern living area features a sleek leather sectional sofa adorned with patterned cushions, accompanied by a wooden coffee table. Large windows offer views of the surrounding trees, while natural light enhances the inviting space. A floor lamp adds illumination next to the sofa.

4.96 out of 5 average rating, 112 reviews

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

Charming 3-bedroom mountain retreat at the top of Wintergreen Resort. Peaceful and private location. Relax in front of the gas fireplace, soak in the hot tub, or sit on the deck and enjoy the views. Spend your day hiking a nearby trail and enjoy visiting local restaurants, breweries, and wineries. Kitchen is fully stocked and there is a new gas grill on deck. Kids will love the upstairs twin bedroom, complete with a play area with books & toys. Separate den with TV and workspace on lower level

4.92 out of 5 average rating, 609 reviews

Farm stay in Nellysford

The Cottage at Spindle Hill: an Artist’s Farm

Relax and unwind in this fabulous handcrafted cottage— every detail has been considered! Beautiful mountain setting on small, historical farm just off Blue Ridge Parkway, the heart of Virginia wine country. Deep, hand-built cedar hot-tub. Minutes to the Appalachian Trail and Wintergreen resort. An easy walk to public trails, Devil's Backbone Brewery and Bold Rock Cidery. Beautiful gardens, hammocks, featured in design blogs. High-speed fiber internet. Library. Hens. Miniature Goats. EV Charger.

Villa in Wintergreen Resort

A spacious living area is highlighted by large floor-to-ceiling windows, offering views of the surrounding trees. A comfortable gray sofa and a round glass coffee table are present, along with a wooden dining table that seats six. An electric fireplace adds warmth to the space.

4.95 out of 5 average rating, 111 reviews

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!

5 out of 5 average rating, 215 reviews

Home in Greenwood

Gorgeous Modern Mountain Home + Blue Ridge Views

GREENWOOD VISTA - Escape to our modern mountain retreat nestled along the Blue Ridge mountains. Whether you want to explore Shenandoah National Park, visit wineries, or relax in our hot tub with stunning mountain views, this gorgeous A-Frame home is the perfect place for you. We have thoughtfully appointed our home with everything you need to be comfortable. From a luxurious master suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.

4.97 out of 5 average rating, 148 reviews

The image showcases a cozy front porch featuring two rocking chairs, perfect for enjoying mountain views. The living area displays a comfortable couch and a stylish coffee table. A private hot tub is visible on the rear deck, complemented by scenic outdoor seating arrangements.

Cottage in Afton

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

Welcome to Towler Cottage, a getaway in the heart of Route 151 in Afton. The cottage is within minutes from the best wineries and breweries, great local trails, and the Blue Ridge Parkway! Relax in the hot tub on the rear deck, or sit out by the fire pit and gaze at the stars. Enjoy great mountain views from the front porch rocking chairs. With one bedroom with a queen bed, plus a pull-out couch in the living room, the cottage is perfect for couples. Located 25 minutes from Charlottesville.

5 out of 5 average rating, 947 reviews

A serene landscape showcases rolling hills adorned with autumn foliage. In the foreground, tall grass and scattered trees lead to a cozy house perched on a hillside, surrounded by vibrant fall colors. The distant mountains create a peaceful backdrop.

Yurt in Afton

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!

A spacious living area features a stone fireplace as the focal point, framed by large windows that offer views of the surrounding trees. A comfortable sectional sofa is arranged around a coffee table, with a television positioned on a media console to the side.

4.96 out of 5 average rating, 106 reviews

Cozy 5-bedroom home for large gatherings.

Within the Wintergreen Resort, this 4-season mountain home is perfect for a large gathering with friends and family. A generously stocked home for all your needs and occasions. A clean, comfortable, and relaxing home with many amenities and accessible to many outdoor adventures. Wintergreen Resort provides a great skiing experience. Being near the scenic Blue Ridge Parkway, Skyline Drive and the Appalachian Trail, you will wish to return every season to get away from your busy schedules.

4.98 out of 5 average rating, 103 reviews

Amazing Views! Hot Tub • Billiards • 2 Fireplaces

The Rockstar Ridge is a spacious retreat tucked away in the serene and scenic Wintergreen Resort. This 3300 sq. ft. cabin features 5 bedrooms, 3.5 bathrooms, & comfortably accommodates up to 12 guests. It boasts 2 wood-burning fireplaces, gazebo, hot tub, pool table, foosball table, multicade arcade game, gas grill, Victrola music player w/albums, CDs, cassettes, & washer & dryer. Relax on 3 decks furnished with Polywood furniture, and enjoy the stunning mountain views.

4.96 out of 5 average rating, 148 reviews

The exterior of a lakeside log cabin showcases a large, sloped roof with wooden beams and expansive windows. A spacious deck is visible, featuring various seating options. The structure combines natural stone and wood elements, reflecting a rustic yet modern aesthetic.

Cabin in Faber

Hot Tub@ Lakefront Cabin w Stunning Curated Decor

✨ A Marvelous Night for a Moondance Awaits ✨ Welcome to Moondance—a lakeside log cabin with serious style and mountain soul. Designer interiors, cozy fireplaces, an après-ski game room, and dreamy views set the stage. Whether you're sipping wine on the deck or roasting s’mores under string lights, this is where memories are made. Minutes to wineries, Wintergreen, and the Blue Ridge Parkway. Relax, reconnect, and maybe do nothing at all. We support that.

Popular amenities for Wintergreen Resort hot tub accommodation

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

A warm and inviting living space features a stone fireplace with a fire glowing inside. A comfortable chair with patterned fabric sits beside a small glass coffee table. Natural light enters through large windows, creating a cozy atmosphere.

4.94 out of 5 average rating, 33 reviews

Hot Tub! Wintergreen Resort!

An outdoor deck features a cozy fire pit surrounded by comfortable seating. The scene is tranquil with trees in the background, and a colorful sunset sky enhances the atmosphere. Soft lighting along the railing adds a welcoming touch.

5 out of 5 average rating, 35 reviews

4.98 out of 5 average rating, 167 reviews

A Cape Cod-style home is set on a spacious green lawn, framed by trees showing autumn colors. The wrap-around porch is visible, with steps leading to the entrance. Soft morning light illuminates the house, highlighting its architectural details.

Home in Afton

The Inn at Blue Mountain Brewery

4.97 out of 5 average rating, 208 reviews

A charming white home features dark shutters and a bright yellow front door, framed by colorful foliage. Flags are displayed at the entrance, and a well-maintained lawn enhances the welcoming appearance. The path and landscaping lead to a warm invitation for guests.

Home in Crozet

Heart of Crozet+ Firepit+ Hotub +Wine & Beer

The open living area showcases a high ceiling with a fan and large windows that allow natural light to fill the space. A dining area features a round table surrounded by chairs, while comfortable seating is arranged near a wooden accent wall. A stylish archway leads to an organized kitchen.

5 out of 5 average rating, 40 reviews

Wintergreen Mountain Retreat

A cozy living area is presented with a large sectional sofa in rich brown tones, complemented by a light-toned accent chair. A flat-screen television is mounted above a modern stone fireplace. Natural light filters through blinds on the windows, enhancing the warm ambiance.

4.86 out of 5 average rating, 36 reviews

Mountain retreat with hot tub

The outdoor deck showcases a six-person hot tub, with surrounding seating for relaxation. A stunning view of the mountains and trees with autumn foliage forms an inviting backdrop, enhancing the outdoor living experience.

4.97 out of 5 average rating, 35 reviews

VIEWS! | EV Charger | Hot Tub | Walk to Ski Slopes

4.89 out of 5 average rating, 148 reviews

Ski season is coming! Time to book your trip! SNOW

Cabin rentals with a hot tub

4.93 out of 5 average rating, 238 reviews

An open-concept living area features high vaulted ceilings with exposed wooden beams. A cozy seating arrangement is positioned around a fireplace, with a contemporary dining table nearby. Large windows allow natural light to fill the space, showcasing views of the surrounding outdoor landscape.

Cabin in Faber

Modern cabin, hot tub, mtn views, fireplace

The exterior of the mountain home showcases a mid-century modern design, with large windows surrounded by trees displaying autumn colors. A spacious deck features seating areas and a fire pit, inviting gatherings. Soft lighting highlights the outdoor space, enhancing the connection with nature.

4.93 out of 5 average rating, 89 reviews

Hot Tub & Views | Mid Century Modern Wonder

The cabin's exterior is framed by snow-covered trees, showcasing a rustic facade constructed from reclaimed logs. A wooden walkway leads to the main entrance, highlighting large windows that invite natural light. The roofline is gently sloped, and a stone chimney adds character.

4.92 out of 5 average rating, 26 reviews

Historic Cabin Hot Tub 3 min toSki Mntn View DogOK

5 out of 5 average rating, 19 reviews

A charming log cabin is nestled among tall trees, featuring a spacious porch adorned with string lights. A fire pit surrounded by several black chairs is positioned on the ground, while a hot tub and an American flag enhance the outdoor setting.

Cabin in Afton

Quiet w/Hot Tub and 6 wineries within 10 mins.

An outdoor seating area features a sectional couch adorned with cushions, positioned around a fire table. The space is surrounded by trees, with a patterned area rug underneath. A small table holds a potted plant and a bottle, creating a relaxed ambiance.

4.91 out of 5 average rating, 93 reviews

Modern Cabin with Hot tub and Sauna

Superhost

New place to stay

The Honey Den - Your Family's Fall Retreat

4.89 out of 5 average rating, 28 reviews

A cabin exterior is surrounded by lush greenery and flowering plants. The inviting entrance is highlighted by a light green door, with warm light visible through the windows, signaling a welcoming atmosphere. A gravel path leads up to the front steps.

Cabin in Lyndhurst

Three Ridges Cabin-kitchen, fireplace, jetted tub

A spacious living area features two leather sofas, accented with decorative cushions. A wooden coffee table is centered on a light rug. High ceilings are enhanced by large windows that invite natural light, while a ceiling fan circulates air above. A staircase leads to the upper level.

4.97 out of 5 average rating, 37 reviews

Blackwood Chalet: Hot Tub + 0.3 mile from Slopes

Other holiday rentals with a spa

A bright and airy living space features tall windows allowing natural light to fill the room. A cozy seating arrangement faces a stone fireplace, accented by wooden beams overhead. A vibrant yellow wall complements a comfortable bedroom adorned with colorful bedding. An outdoor area displays a large table and seating, with a hot tub providing relaxation options.

4.94 out of 5 average rating, 33 reviews

Ski & Soak | Hot Tub • Sauna • Fire Pit • Gameroom

Chalet in Wintergreen Resort

Bright and airy living room features a high wooden ceiling and large windows allowing natural light. A stone fireplace is centered against a textured wall, surrounded by comfortable seating. A plush area rug adds comfort, while decorative plants add a touch of greenery.

4.79 out of 5 average rating, 53 reviews

Wintergreen Escape: Ski Slopes, Trails & Hot Tub

Guesthouse in Massies Mill

Lush green grass stretches across the foreground, leading to a scenic vista dominated by rolling hills and misty mountains. The trees display varying shades of green, indicating the freshness of spring, with a backdrop of soft clouds partially covering the peaks.

4.99 out of 5 average rating, 93 reviews

Solar-powered Guesthouse at Peak Time Property

The exterior of a two-story house is shown, featuring a combination of stone and wood paneling. Surrounding trees provide natural shade. A set of steps leads to the entrance, which is framed by a covered porch. A pathway and deck are visible on the side.

5 out of 5 average rating, 18 reviews

Mountain View Charm

Townhouse in Wintergreen Resort

A hot tub is positioned on a wooden deck surrounded by lush greenery and misty trees. Steps lead up to the hot tub, inviting relaxation while enjoying serene nature views.

4.93 out of 5 average rating, 86 reviews

4BR (3 KING)+ Shuffleboard + Hot Tub + EV Outlet

5 out of 5 average rating, 53 reviews

A clear, winding river is surrounded by lush greenery and trees, reflecting the blue sky above. Sunlight dances on the water's surface, while the vibrant foliage frames the scene, creating a peaceful natural setting.

Home in Massies Mill

Country retreat w. mountain views + river access

4.97 out of 5 average rating, 100 reviews

A vast expanse of green grass stretches across the foreground, framed by lush orchard trees. Rolling hills covered with foliage rise in the background, under a clear blue sky dotted with soft white clouds, creating a serene rural atmosphere.

Home in Afton

Perfect getaway among the orchards of Batesville