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, 141 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, 228 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, 610 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.

4.99 out of 5 average rating, 130 reviews

An historic log cabin is framed by lush greenery, showcasing its rustic wooden exterior with large windows adorned with shutters. A pathway lined with stones leads to the entrance, while a vibrant garden flourishes in front, enhancing the tranquil mountain setting.

Cabin in Montebello

Pre-Civil War Log Cabin w Sauna, Hot tub & Firepit

3 Sisters Cabin is an historic, pre-Civil War log cabin; one of only a few surviving 2-story log cabins along Virginia's scenic Blue Ridge Parkway. 3 Sisters is the only VA property featured in "The Top 100 Most Beautiful Rustic Vacation Properties in North America". We invite you to relax and recharge in the cabin, sauna and hot tub because you deserve it! Lay in the comfy QUEEN sized bed to stargaze at the beautifully lit sky through the skylight. Two TWIN beds as well. Sleeps 4.

4.97 out of 5 average rating, 149 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, 949 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!

An inviting exterior of a two-story home is presented, featuring a blend of wood and stone accents. Large glass windows provide natural light, and snow blankets the ground, creating a serene winter atmosphere. A sloped driveway leads to the entrance, surrounded by trees.

4.85 out of 5 average rating, 124 reviews

Walk to Ski! HotTub PoolTable Shuffleboard Dogs OK

8min walk or 3min drive to ski. 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 $187.

4.98 out of 5 average rating, 104 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.

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 deck area is shown, featuring comfortable seating arrangements and a coffee table. Lush greenery surrounds the space, with expansive views of the distant Blue Ridge Mountains under a clear blue sky, creating a serene outdoor retreat.

4.91 out of 5 average rating, 33 reviews

Wren Time

4.94 out of 5 average rating, 34 reviews

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.

Home in Roseland

Hot Tub! Wintergreen Resort!

4.98 out of 5 average rating, 169 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

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

5 out of 5 average rating, 14 reviews

2 min to Slopes: Hot Tub, Gameroom, 3 King Beds

A spacious outdoor living area features a modern hot tub with glowing blue water, surrounded by a custom-built bar. Soft lighting from overhead lanterns adds a cozy ambiance, while a large screen TV is mounted nearby, overlooking the tranquil wooded surroundings.

5 out of 5 average rating, 44 reviews

Luxury Oasis|Family&Pets|Outdoor-Lounge|Fire pit

Superhost

A cozy living area is highlighted by a wood-burning stove with a green brick surround. An inviting sectional sofa is positioned around a coffee table, while a mounted television above the fireplace allows for entertainment. Natural light filters through multiple windows adorned with white shutters.

Home in Waynesboro

4.78 out of 5 average rating, 152 reviews

Hot Tub - Fire Pit - Game Room

4.96 out of 5 average rating, 57 reviews

A spacious deck features two lounge chairs and two wooden rocking chairs, offering a setting for relaxation. The surrounding area showcases lush green mountains under a clear blue sky, with expansive views of the valley below.

Home in Afton

Mountain Homestead - Hottub, King, Dogs, Gameroom

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, 90 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.

4.93 out of 5 average rating, 27 reviews

Historic Cabin Hot Tub 3 min toSki Mntn View DogOK

5 out of 5 average rating, 20 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, 94 reviews

Modern Cabin with Hot tub and Sauna

4.91 out of 5 average rating, 87 reviews

The cabin is situated among lush greenery, seen from the flowing Tye River. Water cascades over rocks in the foreground, while the wooden structure is nestled in the trees. A spacious deck extends from the cabin, blending seamlessly with the natural landscape.

Cabin in Montebello

Cabin By The Falls

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, 39 reviews

Blackwood Chalet: Hot Tub + 0.3 mile from Slopes

Other holiday rentals with a spa

4.92 out of 5 average rating, 12 reviews

The image showcases various areas of Rockfish Tiny Home. The modern kitchen is visible, along with a cozy living area featuring a seating arrangement. A basket swing on the porch invites relaxation. A hot tub offers a view of the surrounding greenery, and a fire pit with seating is set outdoors.

Tiny home in Schuyler

Rockfish Tiny Home: Hot Tub/Fire Pit/Hiking

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

Chalet in Wintergreen Resort

4.88 out of 5 average rating, 24 reviews

2 min toSki Hot Tub EV Charger Mountain View DogOK

4.93 out of 5 average rating, 15 reviews

Home in Roseland

Mountain Views, Hot Tub, Impeccable Design

A two-story mountain home is surrounded by a wooded landscape, showcasing a large front deck supported by wooden beams. The exterior features light-colored siding and stone accents, with a gravel pathway leading to the entrance.

5 out of 5 average rating, 24 reviews

White Wolf Chalet at Wintergreen

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

A spacious house is set amidst a serene winter landscape, surrounded by trees and blanketed in snow. The wooden deck extends around the house, offering ample outdoor space. Large windows allow for natural light, enhancing the connection with the surrounding nature.

4.93 out of 5 average rating, 68 reviews

4 min to Ski: Whispering Creek Hot Tub King Beds