Vacation 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.

BathroomOutdoor spacesLayout

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.

Hot tubOutdoor spacesCheckout

A modern mountain home is showcased amidst a snowy landscape, surrounded by trees. A deck extends from the front entrance, providing views of the valley below. Soft white snow covers the ground, complementing the neutral tones of the house.

4.83 out of 5 average rating, 142 reviews

5 min to Ski! MntnView Hot Tub PoolTable MovieRoom

5min drive to ski. Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Close to wineries, breweries, farmers market, and hiking. ★Sleep 16: K,K,K,Q,Qx2,bunkx2,sofa bed ★3,500sqft on 3 floors ★Hot tub ★Bluetooth sound system ★Vaulted ceiling, gas fireplace, 55” TV ★Movie room: 65” TV, pool table, wet bar, wine fridge ★Dining table for 10 ★Workspace ★Roku TV every bedroom ★Park 6 cars Seasonal outdoor pools/tennis access included.

Outdoor spacesBathroomParking

Vacation 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, 279 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!

Hot tubBathroomGetting around

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, 151 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!

Outdoor spacesHot tubView

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 tubBathroomGetting around

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, 102 reviews

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.

BathroomHot tubCheckout

5.0 out of 5 average rating, 242 reviews

Home in Greenwood

Gorgeous Modern Mountain Home + Blue Ridge Views

GREENWOOD VISTA - Escape to our modern mountain home 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.

BathroomHot tubValue

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!

Outdoor spacesBathroomLaundry

4.92 out of 5 average rating, 643 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 spacesBathroomValue

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, 101 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!

BathroomOutdoor spacesHeating

4.94 out of 5 average rating, 109 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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Popular amenities for Wintergreen Resort hot tub rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

5.0 out of 5 average rating, 113 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

Hot tubOutdoor spacesDecor

Superhost

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.

4.84 out of 5 average rating, 146 reviews

Walk to Ski! Hot Tub Pool Table EV Charger Dogs OK

Hot tubOutdoor spacesSleep quality

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

BathroomHot tubView

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!

Outdoor spacesHot tubHospitality

4.97 out of 5 average rating, 109 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

BathroomOutdoor spacesDecor

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, 193 reviews

Clean family-friendly 5br for wine country getaway

Hot tubOutdoor spacesFamily

4.9 out of 5 average rating, 106 reviews

Home in Faber

Oasis on 151 • Hot Tub • Pool Table • Huge Home

Hot tubOutdoor spacesLayout

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.

4.98 out of 5 average rating, 179 reviews

The Inn at Blue Mountain Brewery

Outdoor spacesHot tubFamily

Cabin rentals with a hot tub

4.93 out of 5 average rating, 148 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

BathroomHot tubCheckout

4.94 out of 5 average rating, 262 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

BathroomHot tubCleanliness

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, 115 reviews

Modern Cabin with Hot tub and Sauna

BathroomOutdoor spacesDecor

4.95 out of 5 average rating, 185 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

BathroomOutdoor spacesView

5.0 out of 5 average rating, 11 reviews

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

BathroomHot tubFamily

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.

4.99 out of 5 average rating, 67 reviews

Blackwood Chalet: Hot Tub + 0.3 mile from Slopes

Outdoor spacesBathroomAir conditioning

Superhost

4.86 out of 5 average rating, 44 reviews

Fall Retreat: Hot Tub, Sauna, Hike, & Golf

Hot tubOutdoor spacesHospitality

5.0 out of 5 average rating, 28 reviews

Buck's Cabin: Hot Tub Fireplace PacMan Swing Dogs

Outdoor spacesHot tubAccuracy

Other vacation rentals with a hot tub

Luxe

Chalet in Wintergreen Resort

5.0 out of 5 average rating, 9 reviews

Wintergreen Luxury, Best Views in VA!

Hot tubBathroomView

An expansive deck is illuminated by string lights, featuring a central firepit surrounded by four wooden chairs. In the background, a warm glow reflects off a salt-water hot tub, creating a cozy outdoor atmosphere.

5.0 out of 5 average rating, 54 reviews

Fall Selling Out-Book Now! Hot Tub•Fire Pit•4BR/BA

BathroomOutdoor spacesIndoor spaces

4.98 out of 5 average rating, 47 reviews

Wintergreen 5BR | Hot Tub | Sauna | Firepit

Outdoor spacesBathroomGetting around

5.0 out of 5 average rating, 37 reviews

White Wolf Chalet at Wintergreen

Hot tubBathroomAmenities

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

Hot tubBathroomQuiet

5.0 out of 5 average rating, 52 reviews

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.

Home in Roseland

Wintergreen Mountain Retreat

Hot tubBathroomCleanliness

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, 86 reviews

4 min to Ski: Whispering Creek Hot Tub King Beds

BathroomOutdoor spacesWalkability

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.