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, 181 reviews

Close to hiking! | 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.

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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.

4.97 out of 5 average rating, 238 reviews

Hottub Ski InOut Renovated Chalet Lower Tyro Slope

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.

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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.

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!

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4.96 out of 5 average rating, 276 reviews

A serene view of the Blue Ridge Mountains is presented, showcasing rolling hills blanketed in mist during sunrise. The sky is painted with soft pastel shades of orange and pink, highlighting the natural beauty of the surrounding landscape.

4.98 out of 5 average rating, 133 reviews

Mountain Mama- Amazing Views! + Hot Tub!

MOUNTAIN MAMA - The home for gorgeous Blue Ridge Mountain views : ) Situated on a graceful 26 acres minutes off Rt. 151, our mountainside home is nestled within the beautiful Rockfish Valley and offers incredible views from every window in a truly unique and newly renovated home. Enjoy sunsets over 3600’ Humpback Mountain due west and sunrises lighting up the valley ridges. If you need time to be inspired by nature’s beauty, this home offers a rare breath of fresh air! Book your stay today!

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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.

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!

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4.96 out of 5 average rating, 149 reviews

4.97 out of 5 average rating, 119 reviews

3 Levels · 3 Scenic Decks · Game Room · Hot Tub

Wake up to Blue Ridge views and start the day with coffee on the deck. Rockstar Ridge sleeps 12 across 3 levels, with 5 bedrooms, 3.5 baths, and 2 wood-burning fireplaces for cozy evenings. Soak in the private hot tub, fire up the gas grill, and gather in the music-themed game room with a pool table, foosball, arcade, and a Victrola music player. You'll also find a fully stocked kitchen, a wine and coffee bar, a washer and dryer, and a workspace. Wintergreen Resort is just 6 minutes away.

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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.

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

Enjoy the beautiful Blue Ridge/Wintergreen Resort area in spacious 2,445 sqft, 3 level townhome. 2 min. drive to lodge area or ~5 min walk to expert slopes! ★Private deck w/ Hot Tub ★Shuffleboard, ping pong table ★3 King Bedrooms, Double Bunkroom ★Fully stocked kitchen ★Private workspace ★(5) Smart TVs ★ NEMA 14-50 outlet Follow & tag us on IG @wintergreengetaway Home is on shuttle path (weekends only, not directly ski in/out.) Outdoor pool/tennis access included. Resort access not included.

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4.92 out of 5 average rating, 102 reviews

4.88 out of 5 average rating, 153 reviews

Home in Roseland

Blue Ridge Mt retreat steps off Appalachian Trail

Escape to this stunning 3-story Wintergreen mountain retreat, steps from the Blue Ridge Parkway and Appalachian Trail. Featuring a lighted circular driveway and three private porches, it offers ample space for relaxation. The top floor includes two bedrooms and a large bath. The main level boasts a den, kitchen, master bedroom, and a fully stocked kitchen with a 10-seat dining table. The bottom floor features another master bedroom and a bunk room. Unwind by the cozy fireplace or hot tub!

Hot tubBathroomWi-Fi

4.92 out of 5 average rating, 641 reviews

Farm stay in Nellysford

Spindle Hill Cottage: an Artist’s Farm, Hot Tub

A handcrafted cottage on an artists' small, historic farm, built of salvaged materials and sustainably forested Virginia timber — featured in design blogs, stocked with genuine care, and unlike anything else you'll find: Cedar hot tub. Record player. Fresh eggs. Homemade granola. Beautiful gardens, hammocks, and a 200-year-old White Oak. Minutes to Devils Backbone, Bold Rock, the Blue Ridge Parkway, and the Appalachian Trail. High-speed fiber. Library. Hens. Miniature Goats. EV Charger.

Outdoor spacesHot tubComfort

The exterior of the cabin is surrounded by trees, featuring multiple levels of outdoor decks. Large windows and sliding glass doors invite natural light into the interior. A cozy seating area is visible on the lower deck, providing a serene outdoor space.

4.92 out of 5 average rating, 100 reviews

Serene Wintergreen Retreat, Nestled in the Trees

Welcome to our cozy Wintergreen cabin in the trees! You'll truly feel at peace with nature on the three levels of decks and great privacy. The interior has been fully renovated with modern finishes. The light-drenched living room with a wall of windows brings the sense of nature inside. Outside, enjoy the hot tub, covered dining for 10, firepit, and grill/pizza oven area. We are close to skiing and some of the best hiking trails, wineries, and breweries in Virginia. Plus, pet friendly!

Outdoor spacesBathroomWi-Fi

4.94 out of 5 average rating, 105 reviews

Designer Home w/ Incredible Views, Sleeps 16

Welcome to Highlands Overlook, a designer-decorated home in the heart of Wintergreen. The deck is second-to-none, complete with hot tub, cedar barrel sauna, fire table, dining for 10, grill, smoker, pizza oven, and views everywhere. The light-drenched interior is equally impressive. With 6 bedrooms plus a private game room with pullout sofa, the home sleeps 16 comfortably. Plus, pet friendly! Managed by Chris at New School Hosting- click on his profile below to see more reviews.

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4.95 out of 5 average rating, 184 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

Lakefront Cabin w Stunning Curated Decor & Hot Tub

✨ 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.

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Popular amenities for Wintergreen Resort hot tub accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

An inviting outdoor space features a hot tub surrounded by a spacious deck, with mountain views in the background. A large dining table with wooden chairs is positioned indoors, complemented by a fully-equipped kitchen visible in the adjacent area. A cozy fire pit with adirondack chairs provides a warm setting.

4.99 out of 5 average rating, 156 reviews

Hot Tub, Firepit, Mtn Views, Walk to Coffee & Park

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Superhost

A spacious living area features a large sectional sofa adorned with colorful throw pillows. High, wooden ceilings are complemented by large windows that bring in natural light. A dining table and rustic décor are visible, creating a comfortable gathering space.

4.83 out of 5 average rating, 144 reviews

Hot Tub EV Charger Pool Table Dogs OK Tennis Golf

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5.0 out of 5 average rating, 241 reviews

Home in Greenwood

Gorgeous Modern Mountain Home + Blue Ridge Views

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4.97 out of 5 average rating, 108 reviews

A spacious dining area features a large wooden table set for twelve, surrounded by black chairs. A decorative light fixture hangs above, and a green accent wall complements the room. Shelving displays decorative items, adding character to the inviting space.

Home in Nellysford

Twin Ponds | King Beds, Hot tub, Game Room, 75" TV

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5.0 out of 5 average rating, 112 reviews

A hot tub bubbles invitingly on a concrete pad in a spacious yard. Surrounding the tub is a well-maintained green lawn, with majestic mountains visible in the background. White Adirondack chairs are positioned nearby for relaxing moments outdoors.

Home in Nellysford

Spacious retreat: Game Room, Hot Tub & Fire Pit

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The two-story house features a white exterior with dark shutters and a welcoming front porch. A gently sloped lawn surrounds the home, leading to mature trees and a scenic backdrop. The roof is accented with three gabled dormer windows, adding character to the facade.

4.98 out of 5 average rating, 192 reviews

Clean family-friendly 5br for wine country getaway

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A spacious deck features a hot tub and a dining area set for six. Scenic views of a vibrant sunset and surrounding landscape create a calming atmosphere, while the wooden decking enhances the connection to nature.

4.95 out of 5 average rating, 145 reviews

Sycamore Shade: 151 House, HOT TUB, Mountain Views

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A spacious living area is showcased, featuring a large kitchen island with dark cabinetry. Large windows invite natural light, revealing views of surrounding trees. Comfortable seating areas are arranged nearby, emphasizing an open-concept design that connects kitchen and lounge spaces.

5.0 out of 5 average rating, 58 reviews

Top of the Mountain Hideaway with Hot Tub!

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Cabin rentals with a hot tub

4.93 out of 5 average rating, 147 reviews

A rustic cabin is nestled among tall trees, with a wooden porch featuring natural wooden railings. The sun is seen setting through a light mist, casting a warm glow, while a gravel path leads to the driveway visible in the background.

Cabin in Nellysford

Cedar Base Camp

Hot tubOutdoor spacesLaundry

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, 114 reviews

Modern Cabin with Hot tub and Sauna

Outdoor spacesHot tubHiking

4.93 out of 5 average rating, 260 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

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5.0 out of 5 average rating, 8 reviews

The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs

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Superhost

4.86 out of 5 average rating, 44 reviews

Wintergreen Resort: Hot Tub, Sauna, & Pool

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5.0 out of 5 average rating, 27 reviews

Buck's Cabin: Hot Tub Fireplace PacMan Swing Dogs

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An inviting open living space features large windows that allow natural light to fill the room, showcasing scenic mountain views. The wooden walls and flooring create warmth, while a mix of seating options can be seen. A dining table is placed near the kitchen area.

4.86 out of 5 average rating, 50 reviews

Historic Cabin Hot Tub Mntn View Dogs OK King Bed

Hot tubBathroomSleep quality

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.

4.98 out of 5 average rating, 66 reviews

Blackwood Chalet: Hot Tub + 0.3 mile from Slopes

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Other holiday rentals with a spa

Chalet in Wintergreen Resort

Lux Wellness|FamilyFun|HotTub Sauna Massage

BathroomOutdoor spacesSkiing

5.0 out of 5 average rating, 48 reviews

Chalet in Wintergreen Resort

Wintergreen Luxury, Best Views in VA!

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5.0 out of 5 average rating, 8 reviews

A spacious living area features a neutral color palette, with a large sectional sofa adorned with patterned cushions, a wooden coffee table at its center, and stylish accent chairs. High ceilings and large windows allow natural light to fill the space, enhancing the inviting atmosphere.

5.0 out of 5 average rating, 42 reviews

Ridge Retreat @ Wintergreen!

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Chalet in Wintergreen Resort

Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

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4.9 out of 5 average rating, 40 reviews

4.92 out of 5 average rating, 48 reviews

Mid-Century Escape • Sleeps 12 • Breweries

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The exterior of the cabin is presented, showcasing a two-story structure surrounded by trees. A welcoming porch with two chairs is visible at the entrance, and wide steps lead up to the front door. Natural light highlights the exterior's neutral tones.

5.0 out of 5 average rating, 12 reviews

The SnowHouse HotTub Dogs OK Firepit Creek PacMan

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4.98 out of 5 average rating, 46 reviews

Wintergreen 5BR | Hot Tub | Sauna | Firepit

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