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, 180 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.

Hot tubOutdoor spacesFamily

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, 274 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!

Outdoor spacesBathroomTV

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.

Outdoor spacesBathroomKitchen

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.

Hot tubOutdoor spacesLayout

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.

4.96 out of 5 average rating, 147 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!

BathroomOutdoor spacesQuiet

4.99 out of 5 average rating, 155 reviews

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.

Home in Afton

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

Welcome to Creekside! Just minutes from the best wineries and breweries, it’s the perfect getaway to explore the 151 Brew Trail, Wintergreen Resort and the Blue Ridge Parkway. Enjoy mountain views and privacy in the hot tub. Roast marshmallows around the huge fire pit. Cozy up on the sectional sofa in front of the 65" 4K TV. Cooks will enjoy the spacious and fully equipped kitchen! All beds have premium memory foam mattresses. Fast Wi-Fi for remote work! Level 2 EV charger located in driveway.

Outdoor spacesHot tubFamily

4.97 out of 5 average rating, 136 reviews

Home in Roseland

Stargaze on 12 Acres: Hot Tub 55"TV Fire Pit Grill

Relax with the family on 12 private acres at our peaceful, brand new construction farmhouse. We're just 12 miles to Wintergreen Ski Resort and Stoney Creek Golf, breweries, and wineries. Sleeps 8: K, K, Q + daybed w/ trundle. ★Amazing mountain views ★Hot tub for 6 people ★Outdoor shower ★Rockers, Adirondacks chairs for idle stargazing ★Gas grill ★Teak dining table seats 6 ★Indoor/outdoor gas fireplaces ★View 55” TV from comfy leather sofa/kitchen ★Pack 'n Play/Bassinet/High chair ★Mud room

BathroomOutdoor spacesComfort

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 tubBathroomFamily

4.92 out of 5 average rating, 639 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.

Hot tubOutdoor spacesComfort

5 out of 5 average rating, 111 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

Game Room+Screen Porch+Hot Tub+Fire Pit on 151

Gather family & friends for a memorable getaway at The Myrtle at Wintergreen. This spacious golf-course retreat combines luxury, comfort and exceptional amenities minutes from Nelson 151 wineries, breweries, hiking, golf and Wintergreen Resort. 💦 Hot tub 🎱 Game room with pool, ping pong, foosball & air hockey 🛏️ Sleeps 10 with 2 Kings, 1 Queen & 2 Full (each with TV) 🔥 Screened porch, fire pit, BBQ ⚡ EV charger 🏊 Community pool, tennis & pickleball 🚗 40 minutes to Charlott

BathroomOutdoor spacesAmenities

4.94 out of 5 average rating, 104 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.

BathroomHot tubHospitality

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, 113 reviews

Modern Cabin with Hot tub and Sauna

Welcome to Blue Ridge Hollow! This designer-decorated cabin in the heart of Wintergreen has one of the best outdoor spaces in the area. Relax in the hot tub or cedar barrel sauna, then enjoy a meal at the oversized outdoor table or sip wine around the firepit. The updated kitchen is fully stocked and open to the living room and sun-drenched dining room. 3 bedrooms are masters, the others share a bathroom, and the downstairs game room can be a 6th bedroom. Plus, pet friendly!

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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

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.

4.93 out of 5 average rating, 44 reviews

Wren Time

Outdoor spacesBathroomWalkability

5 out of 5 average rating, 20 reviews

Mountain View | Hot tub | Sleeps 14

Hot tubBathroomBackyard

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.

4.97 out of 5 average rating, 61 reviews

Outdoor spacesBathroomSkiing

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, 26 reviews

Mountain View Charm

Hot tubBathroomTV

5 out of 5 average rating, 15 reviews

Cool Mountain Breezes W/ New Hot Tub & Sauna

BathroomHot tubFamily

4.98 out of 5 average rating, 131 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.

Home in Afton

Mountain Mama- Amazing Views! + Hot Tub!

Outdoor spacesBathroomWi-Fi

4.95 out of 5 average rating, 144 reviews

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.

Home in Afton

Sycamore Shade: 151 House, HOT TUB, Mountain Views

Hot tubOutdoor spacesLaundry

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 out of 5 average rating, 58 reviews

Top of the Mountain Hideaway with Hot Tub!

Outdoor spacesBathroomView

Cabin rentals with a hot tub

4.93 out of 5 average rating, 258 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

Hot tubBathroomAir conditioning

Cabin in Schuyler

4.71 out of 5 average rating, 21 reviews

Cabin House Retreat/ Nature Getaway with Hot-tub

Outdoor spacesBathroomBarbecue

4.96 out of 5 average rating, 49 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.

Hot tubBathroomHospitality

5 out of 5 average rating, 28 reviews

Cabin in Lyndhurst

New Luxury Retreat | Mtn Views, Firepit, & Hot Tub

BathroomHot tubNearby

5 out of 5 average rating, 7 reviews

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

Hot tubBathroomLayout

4.91 out of 5 average rating, 34 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

Hot tubViewGetting around

4.91 out of 5 average rating, 44 reviews

Cabin in Nellysford

Modern Nellysford Getaway w/ View: Deck & Fire Pit

Hot tubOutdoor spacesComfort

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, 65 reviews

Blackwood Chalet: Hot Tub + 0.3 mile from Slopes

BathroomOutdoor spacesLaundry

Other holiday rentals with a spa

5 out of 5 average rating, 21 reviews

Oak Haven - Peaceful Chalet minutes to the slopes

Hot tubBathroomComfort

An outdoor deck is equipped with a propane firepit surrounded by a dark block, offering a cozy gathering space. Comfortable, upholstered seating is arranged for relaxation, with expansive views of trees and hills in the background, showcasing the natural beauty of the mountainous landscape.

4.99 out of 5 average rating, 68 reviews

Stunning Views, Hot Tub, Impeccable Design

Hot tubBathroomCheckout

4.88 out of 5 average rating, 50 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!

Hot tubBathroomValue

4.91 out of 5 average rating, 58 reviews

Cabin · Hot Tub + Sauna · Arcade · Game Porch

Outdoor spacesHot tubSkiing

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.

4.92 out of 5 average rating, 101 reviews

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

BathroomHot tubLayout

5 out of 5 average rating, 37 reviews

White Wolf Chalet at Wintergreen

Outdoor spacesHot tubAccuracy

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 out of 5 average rating, 12 reviews

The SnowHouse HotTub Dogs OK Firepit Creek PacMan

BathroomOutdoor spacesHospitality