Best Vacation Rentals in Wintergreen

Top Vacation Rentals in Wintergreen

Plan your perfect getaway with our selection of vacation rentals in Wintergreen. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in Wintergreen
Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort
Apartment
929 Diamond Hill, Wintergreen, VA, VA 22967, USA

Both free Wifi and parking on-site are accessible at Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort free of charge. The apartment offers an outdoor swimming pool and free shuttle service. Offering a balcony and mountain views, the spacious apartment includes 2 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 2 bathrooms with a bath and a shower. Towels and bed linen are offered in the apartment. There's also a seating area and a fireplace. A mini-market is available at the apartment. Skiing and cycling can be enjoyed nearby, while ski-to-door access and ski storage space are also available on-site. Shenandoah Valley Regional Airport is 42 miles from the property.

Guest Reviews:

- "Overall beautiful condo, well thought out accommodations, loved the massage chair!" - "Strongly recommended" - "beautiful apartment with great views of the mountains and close to several wineries" - "What a beautiful, luxurious place to stay and relax and recharge. Thank you!" - "Perfect selection for a romantic anniversary getaway!" - "Would definetly come back again" - "Quiet location for a quick getaway!"

Vacation Rentals in Wintergreen
Snug Wintergreen Resort Studio: Ski In & Out!
Apartment
181 Mountain Inn Loop, Nellysford, VA, 22967, USA

Just a short distance from skiing, this smoke-free apartment lets you experience it all. There's convenient onsite parking, so you can leave your vehicle behind and head out to Wintergreen Resort and George Washington National Forest, just a short walk away.

This vacation rental features a living room and air conditioning. Connect to the free WiFi, or get cozy in front of the TV. The kitchen is equipped with an oven and a stovetop, as well as an ice maker, a microwave, and cookware.

Guest Reviews:

- "Spacious condo, plenty of room for family of 4. Nice amenities. We had a bit of trouble logging into WiFi, but property manager went above and beyond to help us and fix it. Would definitely stay here again!" - "The location was great. Adequate for the base price. The place itself was comfortable but could really use some updates, particularly in the kitchen. It was disappointing that for such a high property fee, you did not get access to any of the amenities at the aquatic and fitness center. "

Vacation Rentals in Wintergreen
Ski-inski-out, Pet-ok Condo, Walk To Wintergreen
House
224 Timbers,, Roseland, VA, 22967, USA

This property offers access to a balcony, free private parking, and free Wifi. Offering a terrace and mountain views, the spacious vacation home includes 7 bedrooms, a living room, TV, an equipped kitchen, and 2 bathrooms with a bath. Towels and bed linen are featured in the vacation home. The accommodation is non-smoking. Ski-to-door access is available on-site and skiing can be enjoyed close to Ski-inski-out, Pet-ok Condo, Walk To Wintergreen. Shenandoah Valley Regional Airport is 42 miles away.

Amenities:

Smoking • Pet Friendly • Parking • Fireplace/Heating • Guest Services • Skiing • Air Conditioner • Other • Sports/Activities • Security/Safety • Balcony/Terrace • Internet

Vacation Rentals in Wintergreen
Wintergreen Resort Mountain Condo w/Pool Access!
Apartment
714 Laurelwood, Nellysford, VA, 22967, USA

Located in Nellysford, this welcoming apartment brings it all within your reach. Wintergreen Resort and George Washington National Forest are just a short walk away, so leave your car at the property, which offers onsite parking.

A living room, a fireplace, and air conditioning are featured at this 2-bedroom, 2-bathroom rental. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a dishwasher, as well as a microwave, cookware, and spices. Other amenities include bed sheets, an ironing board, and heating.

Guest Reviews:

- "Very nice, quiet, and vintage " - "The condo was very homey and comfortable. Was clean and Had everything we needed to enjoy our stay." - "Everything about this property was great! It is very comfortable and the location is ideal!! Two suggestions, getting rid of dead leaves on the patio would cut down on pesky mosquitoes and the notebook in the condo could use updating. There are brochures in the folder that are no longer in operation. Enjoyed my stay and would return!!"

Vacation Rentals in Wintergreen
Wintergreen Resort Getaway with Deck, Mountain View!
House
Roseland, VA, USA

Featuring a spa and wellness center, Wintergreen Resort Getaway with Deck, Mountain View! features accommodations in Roseland. Guests staying at this vacation home have access to a patio. There's an outdoor pool and guests have access to free Wifi and parking on-site. The air-conditioned vacation home consists of 4 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 4 bathrooms with a bath and a hair dryer. Be it watching television, playing video games, or simply taking in the surrounding views from the balcony, there are plenty of ways to unwind in the vacation home. The accommodation has a fireplace. There is an on-site bar. Guests at the vacation home will be able to enjoy activities in and around Roseland, like skiing. Shenandoah Valley Regional Airport is 42 miles from the property.

Amenities:

Pool • Parking • Spa • Other • Security/Safety • Sports/Activities • Bar • Skiing • Accessibility • Internet • Business Services • Pet Friendly

Vacation Rentals in Wintergreen
Hike, Bike & Explore: Wintergreen Resort Condo
Apartment
39 Mountain Inn Loop, Unit 167, Nellysford, VA, 22967, USA

Located in Wintergreen, this welcoming apartment brings it all within your reach. There's convenient onsite parking, so you can leave your vehicle behind and head out to Wintergreen Resort and George Washington National Forest, just a short walk away.

This 1-bedroom, 1-bathroom rental features a living room and air conditioning. Be sure to check out the kitchen, stocked with a microwave, cookware, and paper towels. Other amenities include bed sheets, an ironing board, and heating.

Guest Reviews:

- "We had a great time! We will try to always stay here and thank you so much to the owners. this was a great place for us to stay!" - "Close to everything we needed for a nice ski getaway. The property was clean and as described. We would love this place again with friends " - "Check in was difficult… private ower .. resort didnot know what I was talking about when I was at checkin..took a while to figure it out.. could not contact anyone at Experia… virtual check in could not help.. was at front desk for almost an hour until I found old email"

Vacation Rentals in Wintergreen
Mountain Inn Lodge 77 with Wintergreen Advantage
House
Wintergreen, VA, USA

This vacation home provides air-conditioned accommodations with free Wifi. Featuring mountain views, the spacious vacation home is composed of 1 bedroom and 1 bathroom with a hair dryer and free toiletries. There is a seating area, a dining area, and a kitchenette complete with a microwave, a toaster, and a fridge. Guests at Mountain Inn Lodge 77 with Wintergreen Advantage can enjoy skiing nearby, or make the most of the outdoor pool. Shenandoah Valley Regional Airport is 42 miles away.

Amenities:

Wellness Facilities • Parking • Skiing • Internet • Pool • Child Friendly

Vacation Rentals in Wintergreen
Wintergreen Resort Studio w/Deck & Ski-out Access
Apartment
234 Timbers, Unit 234, Nellysford, VA, 22967, USA

Just a short distance from skiing, this smoke-free apartment lets you experience it all. Wintergreen Resort and George Washington National Forest are just a short walk away, so leave your car at the property, which offers onsite parking.

The kitchen is equipped with an oven and a stovetop, as well as a microwave, cookware, and a blender. Connect to the free WiFi, or get cozy in front of the TV.

Guest Reviews:

- "Wonderful communication with property owner, great little place right on the slope, didn't realize it would have a locker for equipment, which was super cool and convenient. Great price, have already recommend this place to friends!"

Vacation Rentals in Wintergreen
Timbers Lodge 31 with Wintergreen Advantage
House
Wintergreen, VA, USA

Guests staying at this vacation home have access to free Wifi and a patio. Outdoor seating is also available at Timbers Lodge 31 with Wintergreen Advantage. The air-conditioned vacation home is composed of 1 separate bedroom, a fully equipped kitchenette with a dishwasher and an oven, and 1 bathroom. Towels and bed linen are available in the vacation home. The accommodation is non-smoking. Guests at the vacation home can enjoy skiing nearby, or make the most of the outdoor pool. Shenandoah Valley Regional Airport is 42 miles from the property.

Amenities:

Child Friendly • Wellness Facilities • Security/Safety • Pool • Parking • Internet • Skiing

Vacation Rentals in Wintergreen
Cozy Wintergreen Cabin Near Mountain Inn & Slopes!
Cottage
519 Blackrock Circle, Nellysford, VA, 22967, USA

Located in Nellysford, this welcoming cottage lets you experience it all. You're conveniently located within a 5-minute walk of Wintergreen Resort and George Washington National Forest.

As you settle into this 3-bedroom rental, you'll find a BBQ grill, a fireplace, air conditioning, and a ceiling fan. Enjoy the free WiFi and TV. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as a microwave, cookware, and a coffee grinder. Other amenities include bed sheets and heating.

Amenities:

Other • Barbecue/Outdoor Cooking • Kitchen • Tv • Security/Safety • Internet • Air Conditioner • Fireplace/Heating • Child Friendly

Vacation Rentals in Wintergreen
Eagles Court 42 With Wintergreen Advantage
House
Roseland, VA, USA

Offering massage services, Eagles Court 42 With Wintergreen Advantage provides accommodations in Roseland. Among the facilities of this property are a restaurant, a 24-hour front desk, and free shuttle service, along with free Wifi. The vacation home features parking on-site, a sauna, and a mini-market. Featuring a balcony with mountain views, this vacation home also comes with a cable TV, a well-equipped kitchen with an oven, a microwave, and a toaster, as well as 2 bathrooms. There's also a seating area and a fireplace. The vacation home also offers an indoor pool and a fitness room for guests to relax in. Guests at Eagles Court 42 With Wintergreen Advantage can enjoy skiing nearby, or make the most of the outdoor pool. Shenandoah Valley Regional Airport is 34 miles from the property.

Amenities:

Internet • Child Friendly • Wellness Facilities • Guest Services • Pool • Private Pool • Restaurant • Security/Safety • Parking • Other • Transportation/Shuttle • Skiing

Vacation Rentals in Wintergreen
Ski-in Ski-out Wintergreen Condo w/Balcony
Apartment
219 Timbers, Nellysford, VA, 22967, USA

Located in Nellysford, this welcoming apartment brings it all within your reach. Wintergreen Resort and George Washington National Forest are just a short walk away, so leave your car at the property, which offers onsite parking.

Relax by the outdoor pool or sip a drink on the balcony of this apartment. For a change of scenery, come inside and enjoy the free WiFi.

This 1-bedroom rental features a living room and air conditioning. The kitchen is equipped with an oven and a stovetop, as well as a microwave, cookware, and spices.

Amenities:

Internet • Parking • Security/Safety • Balcony/Terrace • Laundry • Fireplace/Heating • Other • Kitchen • Pool • Child Friendly • Air Conditioner

Vacation Rentals in Wintergreen
Cozy Wintergreen Resort Condo Walk to Ski Lifts!
Apartment
Lyndhurst, VA, USA

Both parking on-site and free Wifi are available at Cozy Wintergreen Resort Condo Walk to Ski Lifts!. The air-conditioned apartment is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are provided in the apartment. The property has an outdoor dining area. Guests at the apartment will be able to enjoy activities in and around Lyndhurst, like skiing. Shenandoah Valley Regional Airport is 42 miles away.

Guest Reviews:

- "Wonderful relaxing getaway" - "We could not enjoy using the master bedroom with the larger bed because of musty smell."

Vacation Rentals in Wintergreen
Wintergreen Resort Home w/2 Decks + Ski Access!
Cottage
115 Tyro Ln, Nellysford, VA, 22967, USA

Close to skiing, this smoke-free cottage brings it all within reach. There's convenient onsite parking, so you can leave your vehicle behind and head out to Wintergreen Resort and George Washington National Forest, just a short walk away.

Relax by the outdoor pool or sip a drink in the garden of this cottage, which also features a porch or lanai and a firepit. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

This 3-bedroom, 2-bathroom rental features a living room, a fireplace, and a desk. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as a coffee maker, an ice maker, and a microwave.

Amenities:

Other • Child Friendly • Fireplace/Heating • Sports/Activities • Balcony/Terrace • Tv • Parking • Laundry • Pool • Entertainment • Kitchen • Security/Safety

Vacation Rentals in Wintergreen
Second-Floor Condo with Community Pool Access!
Apartment
Lyndhurst, VA, USA

Guests staying at this apartment have access to free Wifi and a balcony. The air-conditioned apartment consists of 1 bedroom, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are provided in the apartment. The accommodation has a fireplace. Guests at Second-Floor Condo with Community Pool Access! will be able to enjoy activities in and around Lyndhurst, like skiing. Shenandoah Valley Regional Airport is 42 miles away.

Guest Reviews:

- "We had a beautiful week, no complaints!" - "It was peaceful and quiet stay,enjoyed stay!"

Vacation Rentals in Wintergreen
Wintergreen Home w/Hot Tub, Deck & Mountain Views
Cottage
26 Shagbark Lane, Nellysford, VA, 22967, USA

Close to skiing, this family-friendly cottage brings it all within reach. There's convenient onsite parking, so you can leave your vehicle behind and head out to Wintergreen Resort and George Washington National Forest, just a short walk away.

This 3-bedroom, 2-bathroom rental features a computer station, a BBQ grill, a fireplace, and air conditioning. Connect to the free WiFi, or get cozy in front of the flat-screen TV; there's also a video-game console and a DVD player. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as an ice maker, a microwave, and cookware. And you won't have to pack extra clothes, because you'll also have a washing machine. Other amenities include bed sheets, an ironing board, a ceiling fan, and heating.

Amenities:

Fireplace/Heating • Entertainment • Tv • Security/Safety • Kitchen • Internet • Sports/Activities • Laundry • Business Services • Other • Child Friendly • Air Conditioner

Vacation Rentals in Wintergreen
Wintergreen Resort Condo with Deck, 0 3 Mi to Slopes
Apartment
Lyndhurst, VA, USA

There's an outdoor pool and guests have access to free Wifi and parking on-site. The air-conditioned apartment consists of 1 bedroom, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a bath and a hair dryer. Towels and bed linen are featured in the apartment. The accommodation has a fireplace. Shenandoah Valley Regional Airport is 42 miles away.

Guest Reviews:

- "It was a terrific place. Greatlocation for Wineries."

Vacation Rentals in Wintergreen
Wintergreen Resort Home: Close to Slopes & Trails
Cottage
76 Pedlars Point, Nellysford, VA, 22958, USA

Located in Nellysford, this welcoming cottage lets you experience it all. Wintergreen Resort and George Washington National Forest are just a short walk away, so leave your car at the property, which offers onsite parking.

This 4-bedroom, 3-bathroom rental features a living room, a BBQ grill, a fireplace, and air conditioning. Try your hand at billiards, or enjoy the free WiFi and TV. Be sure to check out the kitchen, stocked cookware and paper towels. Other amenities include bed sheets, a ceiling fan, and heating.

Amenities:

Air Conditioner • Other • Kitchen • Fireplace/Heating • Child Friendly • Parking • Security/Safety • Internet • Barbecue/Outdoor Cooking • Tv

Vacation Rentals in Wintergreen
Hike, Bike and Explore Wintergreen Resort Condo
Apartment
VA, USA

Both parking on-site and free Wifi are accessible at Hike, Bike and Explore Wintergreen Resort Condo. The air-conditioned apartment is composed of 1 separate bedroom, a living room, a fully equipped kitchen with a microwave and toaster, and 1 bathroom. Towels and bed linen are offered in the apartment. For added privacy, the accommodation features a private entrance. Shenandoah Valley Regional Airport is 42 miles from the property.

Guest Reviews:

- "Lovely condo at the Wintergreen Resort!"

Vacation Rentals in Wintergreen
Designer Home w\/ Fire Pit ~ 70 Steps to Slopes!
Cottage
749 Pedlars Edge Dr, Nellysford, VA, 22967, USA

Just a short distance from ski lifts, this smoke-free cottage lets you experience it all. There's convenient onsite parking, so you can leave your vehicle behind and head out to Wintergreen Resort and George Washington National Forest, just a short walk away.

As you settle into this 5-bedroom, 4.5-bathroom rental, you'll find a fireplace and air conditioning. Enjoy the free WiFi and TV. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a dishwasher, as well as an ice maker, a microwave, and cookware. Other amenities include bed sheets, an ironing board, housekeeping, and heating.

Amenities:

Security/Safety • Accessibility • Wheelchair Accessible • Bedding/Linens • Air Conditioner • Guest Services • Kitchen • Fireplace/Heating • Pool • Tv • Child Friendly • Other

Wintergreen Family Friendly Vacation rentals

Wintergreen Vacation rentals with Parking

Wintergreen Vacation rentals with Entertainment

Wintergreen Pet Friendly Vacation rentals

Wintergreen Vacation rentals with Spa

Wintergreen Vacation rentals with Private Pool

Wintergreen Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Wintergreen – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort 929 Diamond Hill, Wintergreen, VA, VA 22967, USA 668 4.0 9.6 7 Click here
Snug Wintergreen Resort Studio: Ski In & Out! 181 Mountain Inn Loop, Nellysford, VA, 22967, USA 151 3.0 8.8 6 Click here
Ski-inski-out, Pet-ok Condo, Walk To Wintergreen 224 Timbers,, Roseland, VA, 22967, USA 203 4.0 10.0 1 Click here
Wintergreen Resort Mountain Condo w/Pool Access! 714 Laurelwood, Nellysford, VA, 22967, USA 174 3.0 10.0 6 Click here
Wintergreen Resort Getaway with Deck, Mountain View! Roseland, VA, USA 476 4.0 3.0 1 Click here
Hike, Bike & Explore: Wintergreen Resort Condo 39 Mountain Inn Loop, Unit 167, Nellysford, VA, 22967, USA 218 3.0 9.0 4 Click here
Mountain Inn Lodge 77 with Wintergreen Advantage Wintergreen, VA, USA 372 4.0 1 Click here
Wintergreen Resort Studio w/Deck & Ski-out Access 234 Timbers, Unit 234, Nellysford, VA, 22967, USA 113 3.0 6.0 2 Click here
Timbers Lodge 31 with Wintergreen Advantage Wintergreen, VA, USA 378 4.0 1 Click here
Cozy Wintergreen Cabin Near Mountain Inn & Slopes! 519 Blackrock Circle, Nellysford, VA, 22967, USA 189 3.0 10.0 1 Click here
Eagles Court 42 With Wintergreen Advantage Roseland, VA, USA 602 4.0 1 Click here
Ski-in Ski-out Wintergreen Condo w/Balcony 219 Timbers, Nellysford, VA, 22967, USA 145 3.0 1 Click here
Cozy Wintergreen Resort Condo Walk to Ski Lifts! Lyndhurst, VA, USA 199 3.0 7.2 5 Click here
Wintergreen Resort Home w/2 Decks + Ski Access! 115 Tyro Ln, Nellysford, VA, 22967, USA 279 3.0 1 Click here
Second-Floor Condo with Community Pool Access! Lyndhurst, VA, USA 124 3.0 9.7 3 Click here
Wintergreen Home w/Hot Tub, Deck & Mountain Views 26 Shagbark Lane, Nellysford, VA, 22967, USA 366 3.0 1 Click here
Wintergreen Resort Condo with Deck, 0 3 Mi to Slopes Lyndhurst, VA, USA 164 3.0 9.7 3 Click here
Wintergreen Resort Home: Close to Slopes & Trails 76 Pedlars Point, Nellysford, VA, 22958, USA 390 3.0 1 Click here
Hike, Bike and Explore Wintergreen Resort Condo VA, USA 219 3.0 8.7 3 Click here
Designer Home w\/ Fire Pit ~ 70 Steps to Slopes! 749 Pedlars Edge Dr, Nellysford, VA, 22967, USA 756 3.0 1 Click here

Note: The prices for each Vacation-Rentals in Wintergreen do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in Wintergreen that include a pool include:

  • Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort.- Review Count: 7, Rating: 9.6
  • Wintergreen Resort Mountain Condo w/Pool Access!.- Review Count: 6, Rating: 10.0
  • Wintergreen Resort Getaway with Deck, Mountain View!.- Review Count: 1, Rating: 3.0

Vacation rentals in Wintergreen offering shuttle or transport options include:

  • Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort.- Review Count: 7, Rating: 9.6
  • Eagles Court 42 With Wintergreen Advantage.- Review Count: 0, Rating: 0.0
  • Wintergreen Resort Condo with Deck, 0 3 Mi to Slopes.- Review Count: 3, Rating: 9.7

These vacation rentals in Wintergreen provide spa or wellness access:

  • Wintergreen Resort Getaway with Deck, Mountain View!.- Review Count: 1, Rating: 3.0
  • Blackwood Chalet.- Review Count: 3, Rating: 10.0
  • Ski-in out Mountain Home-jacuzzi Sauna Wintergreen.- Review Count: 1, Rating: 8.0

Family-friendly vacation rentals in Wintergreen include:

  • Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort.- Review Count: 7, Rating: 9.6
  • Snug Wintergreen Resort Studio: Ski In & Out!.- Review Count: 6, Rating: 8.8
  • Ski-inski-out, Pet-ok Condo, Walk To Wintergreen.- Review Count: 1, Rating: 10.0

Pet-friendly vacation rentals in Wintergreen include:

  • Ski-inski-out, Pet-ok Condo, Walk To Wintergreen.- Review Count: 1, Rating: 10.0
  • Wintergreen Resort Mountain Condo w/Pool Access!.- Review Count: 6, Rating: 10.0
  • Wintergreen Resort Getaway with Deck, Mountain View!.- Review Count: 1, Rating: 3.0

Vacation rentals in Wintergreen with private or on-site parking include:

  • Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort.- Review Count: 7, Rating: 9.6
  • Snug Wintergreen Resort Studio: Ski In & Out!.- Review Count: 6, Rating: 8.8
  • Ski-inski-out, Pet-ok Condo, Walk To Wintergreen.- Review Count: 1, Rating: 10.0

Some of the best Vacation Rentals in Wintergreen are:

  • Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort.- Review Count: 7, Rating: 9.6
  • Ski-inski-out, Pet-ok Condo, Walk To Wintergreen.- Review Count: 1, Rating: 10.0
  • Wintergreen Resort Getaway with Deck, Mountain View!.- Review Count: 1, Rating: 3.0

Some of the popular Vacation Rentals in Wintergreen are:

  • Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes.- Review Count: 335, Rating: 10.0
  • Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly..- Review Count: 146, Rating: 10.0
  • New listing- Five minute walk to slopes and village!.- Review Count: 78, Rating: 10.0