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, 148 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, 238 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.

4.97 out of 5 average rating, 214 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.

The cabin exterior features warm wood siding and multiple balconies overlooking the surrounding snow-dusted trees. A staircase leads from the deck to the ground level, providing easy access. The serene setting is enhanced by a gentle snowfall, creating a tranquil winter atmosphere.

4.98 out of 5 average rating, 107 reviews

Skiing! Views • 2 Fireplaces • Hot Tub • Arcade

The Rockstar Ridge is a spacious 3300 sq ft retreat in the serene & scenic Wintergreen Resort area - just a 6 minute drive to the slopes. This inviting cabin has 5 bedrooms, 3.5 baths, & sleeps 12. Amenities include 2 wood-burning fireplaces, hot tub, gazebo, pool table, foosball, arcade game, gas grill, Victrola with albums, CDs, cassettes, washer & dryer, plus 3 decks with Polywood furniture & stunning mountain views. Relax & unwind as you enjoy the peaceful surroundings & mountain air.

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.

4.97 out of 5 average rating, 118 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, 613 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.

4.96 out of 5 average rating, 123 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, 221 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 bedroom 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, 106 reviews

Home in Roseland

Stargazing on 12 Acres: Hot Tub 55"TV Fire Pit

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

4.96 out of 5 average rating, 156 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, 963 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 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.

4.92 out of 5 average rating, 100 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!

Popular amenities for rentals with a hot tub in Wintergreen Resort

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

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.

4.98 out of 5 average rating, 49 reviews

Stunning Views, Hot Tub, Impeccable Design

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, 45 reviews

4.98 out of 5 average rating, 171 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

4.96 out of 5 average rating, 229 reviews

A private in-ground swimming pool is surrounded by a wooden deck and sun loungers. Shade is provided by a canopy, and lush greenery is visible in the background, highlighting the calming outdoor setting. The pool features a net for recreational activities.

Home in Lovingston

Seasonal Private Pool - All Year Hot Tub

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, 30 reviews

White Wolf Chalet at Wintergreen

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, 73 reviews

4 min to Ski: Whispering Creek Hot Tub King Beds

An inviting outdoor space features a hot tub, a gas fire pit, and comfortable seating arrangements. The area is designed for relaxation, showcasing smooth wooden decking and views of the surrounding trees. Sliding glass doors provide access to the interior of the home.

5 out of 5 average rating, 72 reviews

Luxe Modern Retreat: Steps to Ski & Hike! Views!

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 out of 5 average rating, 32 reviews

Ridge Retreat @ Wintergreen!

Cabin rentals with a hot tub

4.96 out of 5 average rating, 28 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.

5 out of 5 average rating, 5 reviews

Cabin in Lyndhurst

New Luxury Retreat w/ Mountain Views & Hot Tub

5 out of 5 average rating, 19 reviews

Cabin in Lovingston

Blue Ridge Cabin

Superhost

5 out of 5 average rating, 3 reviews

The Honey Den - Your Family's Fall Retreat

4.88 out of 5 average rating, 32 reviews

Cabin in Nellysford

Modern Nellysford Getaway w/ View: Deck & Fire Pit

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, 46 reviews

Blackwood Chalet: Hot Tub + 0.3 mile from Slopes

Superhost

The exterior of a cozy cabin is presented, featuring a light green front door and a wooden deck with steps leading up. Surrounding the cabin are vibrant autumn leaves, creating a warm and inviting atmosphere. Soft lighting is visible from the window.

Cabin in Lyndhurst

4.79 out of 5 average rating, 38 reviews

Meadow Mountain Cabin 1BR, Jacuzzi Tub

4.92 out of 5 average rating, 25 reviews

Wintergreen Ski Resort: Hot Tub, Sauna, & Arcades

Other holiday 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.

4.92 out of 5 average rating, 39 reviews

Wren Time

Chalet in Wintergreen Resort

4.88 out of 5 average rating, 25 reviews

2 min toSki Hot Tub EV Charger Mountain View DogOK

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.

4.82 out of 5 average rating, 60 reviews

Wintergreen Escape: Ski Slopes, Trails & Hot Tub

Guest house 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, 98 reviews

Solar-powered Guesthouse at Peak Time Property

A spacious outdoor deck is surrounded by lush greenery, featuring a cozy seating area arranged around a fire pit. A private hot tub is visible on a raised platform, while the cabin showcases multiple levels of decks under a canopy of trees.

4.91 out of 5 average rating, 44 reviews

Hike. Soak. Play. | Hot Tub, Sauna & Fire Pit

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, 88 reviews

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

5 out of 5 average rating, 10 reviews

Hilltop Hideaway - Wintergreen 5BR with Hot Tub