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.

5 out of 5 average rating, 108 reviews

Cozy Chalet | 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.

Vacation home in Lovingston

The cabin exterior is illuminated by warm lights, showcasing a hot tub on a wooden deck surrounded by snow-covered ground. Tall trees stand in the background under a twilight sky, enhancing the serene ambiance of the secluded mountain setting.

4.97 out of 5 average rating, 195 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, 197 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.

Superhost

A spacious open living area features large windows offering natural light and views of the outdoors. The area includes a comfortable sofa, dining space with chairs, and a modern kitchen equipped with a stylish island and fixtures, enhancing the room's contemporary rustic feel.

4.79 out of 5 average rating, 104 reviews

Mntn View Hot Tub Pool Table Pool Tennis Golf

Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Close to wineries, breweries, farmers market, and hiking. 5min drive to slopes. ★3,500sqft on 3 floors ★Hot tub for 8 people ★Sound system ★2-Story vaulted ceiling, gas fireplace, 55” TV ★Movie room: 65” TV, pool table, wet bar, wine fridge ★Dining table seats 10 ★Desk and FAST WiFi ★Roku TV in every bedroom ★Park 6 cars Seasonal outdoor pool/tennis. Resort access not included.

Chalet in Wintergreen Resort

The main living area features a local stone fireplace framed by large windows that allow natural light to fill the space. A comfortable couch and wooden coffee table create a welcoming atmosphere, complemented by decorative pillows and a small potted plant on the table.

4.91 out of 5 average rating, 104 reviews

Summer Pool+Walk to Ski *Hot Tub* Mtn Vibe

Welcome to The Brown Bear Lodge located at Wintergreen Resort nestled in the Blue Ridge Mountains. Enjoy this completely renovated 3 bed 2.5 bath house within walking distance to the main Wintergreen resort areas. All finishes and furnishings were thoughtfully curated to ensure a comfortable and relaxing stay. The main living area and bunk room are equipped with smart TVs logged into streaming services including YoutubeTV. We hope you enjoy your stay at our mountain getaway as much as we do!

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, 106 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, 581 reviews

A charming cottage is set against a backdrop of rolling hills and a clear blue sky. The building features a metal roof and a bright yellow door, surrounded by budding plants and trees. The landscape reflects an inviting, serene environment.

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.

5 out of 5 average rating, 198 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 plenty of games.

Cabin in Wintergreen Resort

A warm living area features wood-panelled walls and a stone fireplace, complemented by a cozy sofa draped with a patterned throw. Two framed artworks hang by windows that invite natural light, while a mounted television is positioned above the fireplace, contributing to the room's inviting atmosphere.

4.95 out of 5 average rating, 109 reviews

Hot Tub DogsOK Grill Fireplace Pac Man Pool Tennis

Activities are endless: apple picking, breweries/wineries, hiking, lake, horseback riding, golf, tennis, skiing... Take a peaceful morning walk on path across the street from the cabin. One mile to Founder's Overlook and amazing sunrises! 3min drive to ski, walk to trails. ★Comfortably sleeps 7: Q, Q, Q, single sofa ★Great Room with gas fireplace ★Hot Tub ★FAST Wi-Fi ★Smart TVs ★Ms. PAC-MAN arcade ★Deck ★Grill ★Pack 'n Play ★Highchair Happy dog fee $150. Outdoor pool/tennis access included.

5 out of 5 average rating, 913 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!

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.

4.86 out of 5 average rating, 107 reviews

Hot Tub Pool Table Dog OK Tennis Golf Shuffleboard

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 $150. 8min walk or 3min drive to ski.

4.96 out of 5 average rating, 209 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

Cottage on the Knoll ~ Prvt Pool & Hot Tub OPEN

Experience the Blue Ridge Mountains and country life of central Virginia and enjoy everything Nelson County has to offer. The Cottage on the Knoll is a comfortable 3br/2bth that’s centrally located in Nelson County, offering the perfect mix of modern comfort and country charm. The Nelson 29 and Nelson 151 craft beverage trails await you, while plenty of hiking, fishing, and mountain views will appease any outdoor recreation lover or nature enthusiast, making it the perfect getaway.

Vacation rentals for every style

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Kick off your hiking boots at these rustic lodgings

Popular amenities for Wintergreen Resort hot tub rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

4.97 out of 5 average rating, 158 reviews

Home in Afton

The Inn at Blue Mountain Brewery

JessicaRating, 5 stars1 week ago

The Inn was the best place to prepare for and stay during our daughter’s wedding weekend. We had everything we needed; the house was beautiful and clean; the beds were comfy. We enjoyed relaxing in the hot tub and around the fire after the festivities. We received 20% off the brewery restaurant and the food was extremely tasty. We highly recommend the Inn!

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, 14 reviews

Mountain View Charm

KennedyRating, 5 stars1 month ago

Very clean house, the kitchen was well stocked which I really appreciate. The hot tub was amazing! We had a great time!

4.95 out of 5 average rating, 43 reviews

An outdoor deck is presented, featuring a spacious dining table set for eight, surrounded by comfortable chairs. A hot tub is located under a gazebo, while string lights create a warm ambiance above. A fire pit with seating adds to the inviting setting.

Home in Roseland

Family-Friendly Meets Luxury

MichelleRating, 5 stars1 month ago

The only disappointment was that my daughter really wanted to see a bear. We did see a herd of deer walk past every night!

4.98 out of 5 average rating, 107 reviews

A hot tub is seen on a wooden deck, surrounded by trees and open greenery. Steam rises gently from the surface of the water, suggesting warmth. The sky is partly cloudy, with sunlight illuminating the scene.

Home in Afton

Hot Tub, Firepit, Foosball, Walk to Coffee & Park!

MadalynRating, 5 stars1 day ago

This was the perfect place for our long weekend getaway with friends! The hot tub was so relaxing, the property was peaceful, and Ashley made the whole process super smooth and easy! Great, cozy space with large kitchen - highly recommend!!

4.98 out of 5 average rating, 154 reviews

A newly constructed house presents a modern facade with blue siding and white trim. A covered porch offers seating, surrounded by manicured shrubbery and flowers. The driveway leads to a spacious garage, while lush green grass enhances the inviting exterior setting.

Home in Charlottesville

UVa, Stadium, Downtown , Wineries & The Corner

PaytonRating, 5 stars2 weeks ago

I had my bachelorette party here and it was everything I could have expected! The house was beautiful and my girls and I had a great time! I recommend anyone who visits Charlottesville, VA to stay here!

4.97 out of 5 average rating, 200 reviews

A charming white home features dark shutters and a bright yellow front door, framed by colorful foliage. Flags are displayed at the entrance, and a well-maintained lawn enhances the welcoming appearance. The path and landscaping lead to a warm invitation for guests.

Home in Crozet

Crozet Casa w/ Hot-Tub & Firepit in wine country

KristenRating, 5 stars4 weeks ago

Stayed here for a bachelorette party. The house was perfect for our group. Bev was so nice and helpful - anything we needed she helped us out! The location is also great if you’re wanting to do a bit of everything - wineries, downtown shopping and dining out, breweries, etc! The yard is amazing and it feels like you’re in the middle of nowhere when you’re outside on the deck. Highly recommend!

4.99 out of 5 average rating, 102 reviews

A spacious two-story mountain house is surrounded by tall trees, showcasing a welcoming wooden deck that extends across the front. Stacked firewood is visible beneath the deck, and a set of stairs leads up to the main entrance.

Home in Nellysford

Mountain Season Lodge

CarolynRating, 5 stars3 months ago

My family had a wonderful time staying at this beautiful house. It was a perfect fit for us. There was plenty of room for everyone and we had a great time playing cards in the evening and watching movies. My 4 and 2 year old grandsons looked forward to going to bed at night so they could take a bath in the jacuzzi tub. The house had everything you could possibly want. The hot tub was a hit with my grown children. We look forward to returning in the future.

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, 59 reviews

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

ChristineRating, 5 stars1 month ago

The house was awesome! Clean, comfortable, parking, beautifully decorated. Bed rooms, kitchen and bathrooms were amazing and stocked well. The views were amazing! Loved the covered seating area outside. Beautiful. Highly recommend the house!

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Cabin rentals with a hot tub

5 out of 5 average rating, 57 reviews

A spacious retreat is nestled among the trees, featuring a green metal roof and a large deck extending toward the water. Reflections of the cabin and surrounding autumn foliage can be seen on the calm pond, creating a serene outdoor setting.

Cabin in Montebello

Roudy’s Retreat: Secluded Mtn Cabin -Hot Tub -Pond

VictoriaRating, 5 stars4 weeks ago

What a gorgeous setting for a restful retreat. All of the necessary extra items such as snacks and handy items were in place for us and Jaclyn was a responsive host. The beds were nice and comfortable and we felt right at home. We will book again!

Cabin in Wintergreen Resort

4.93 out of 5 average rating, 76 reviews

Modern Cabin with Hot tub and Sauna

JillRating, 5 stars1 week ago

This was a great home for our large family to gather as a central location. Thank you for creating such an amazing space, we so appreciated the big table for meals!

Cabin in Wintergreen Resort

The cabin is nestled among lush green trees, showcasing a multi-level structure with wooden balconies and a roof. A warm sunset casts a colorful glow over the exterior, highlighting its welcoming design and natural surroundings.

4.98 out of 5 average rating, 87 reviews

Amazing Views! Hiking, Gazebo, Hot Tub, Grill

AlmaRating, 5 stars3 weeks ago

This place was as described. We loved the layout of the house and the decor. Everything in the house is labeled (so you don’t have to guess which light switch to use), wonderful view, and private. The host is very responsive and proactive! The directions to the property were clear and all instructions were laid out in advance. Thank you for a great stay - we will definitely be back.

5 out of 5 average rating, 9 reviews

A wide view of rolling hills is captured at sunset, with vibrant colors dispersing across the sky. In the foreground, a solitary tree stands on lush green grass, with a winding path leading through the landscape.

Cabin in Lovingston

Blue Ridge Cabin

JimRating, 5 stars1 month ago

Exceeded our expectations! This is a beautiful, comfortable, relaxing and fun place to be. Clean, fully equipped, inviting, and the location is literally a breath of fresh air. The pool and hot tub were highlights for our entire family. The bathrooms and kitchen were pristine. The bedrooms were comfortable and everything was simple to use. All of the little details (linens, artwork, soaps, welcome note, etc.) made the experience feel personal. Thank You.

4.9 out of 5 average rating, 78 reviews

Cabin in Tyro

Cabin By The Falls

MeaghanRating, 5 stars1 month ago

This place is absolutely gorgeous! My friends and I loved the hot tub and pool while listening to the sounds of the creek running close by. Such a cool fun place.

4.88 out of 5 average rating, 26 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

BrysonRating, 5 stars4 months ago

had a blast wintergreen was 20 minutes away and super fun nice jetted tube and very peaceful place host was very quick to respond and very helpful told us good information aswell perfect place to visit and get away

4.94 out of 5 average rating, 18 reviews

The cabin is viewed from above, showcasing its modern design and expansive outdoor deck. Multiple seating areas are visible, including a dining table and lounge furniture. Floor-to-ceiling windows allow natural light to highlight the interior, surrounded by lush greenery.

Cabin in Nellysford

Modern Nellysford Getaway w/ View: Deck & Fire Pit

JenniferRating, 5 stars1 month ago

This house is beautiful! We celebrated my sisters bachelorette weekend here and it was the perfect place. We made homemade pizzas in the amazing kitchen, took advantage of the hot tub, and crashed out in the super comfy beds. It was not too far from the wineries we visited too. It felt like the most special weekend escape. I would love to come back. Thanks for helping us celebrate!