Vacation rentals in Wintergreen Resort, VA

50 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Wintergreen Resort, VA

Wintergreen Condo w/ Pool: Near Hike & Market! - Wintergreen Resort, VA
10 ★ 2 reviews

Wintergreen Condo w/ Pool: Near Hike & Market!

Apartment, Wintergreen Resort

Wintergreen Condo w/ Pool: Near Hike & Market! is a apartment in Wintergreen Resort, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Wintergreen Condo w/ Pool: Near Hike & Market!

Wintergreen Condo w/ Pool: Near Hike & Market! is a apartment in Wintergreen Resort, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, kitchen, and with kitchen.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,100.

From$115/night
Show
Wintergreen Ski Resort Condo w/ Golf Access! - Wintergreen Resort, VA
10 ★ 2 reviews

Wintergreen Ski Resort Condo w/ Golf Access!

Apartment, Wintergreen Resort

Wintergreen Ski Resort Condo w/ Golf Access! is a apartment in Wintergreen Resort, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access! is a apartment in Wintergreen Resort, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, kitchen, with kitchen, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,304.

From$144/night
Show
Wintergreen Resort Condo: Walk to Ski Lift! - Wintergreen Resort, VA
10 ★ 2 reviews

Wintergreen Resort Condo: Walk to Ski Lift!

Apartment, Wintergreen Resort

Wintergreen Resort Condo: Walk to Ski Lift! is a apartment in Wintergreen Resort, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Wintergreen Resort Condo: Walk to Ski Lift!

Wintergreen Resort Condo: Walk to Ski Lift! is a apartment in Wintergreen Resort, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, kitchen, and with kitchen.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,684.

From$193/night
Show
All-season Fun! Wintergreen Resort Condo w/ Views - Wintergreen Resort, VA
10 ★ 2 reviews

All-season Fun! Wintergreen Resort Condo w/ Views

Apartment, Wintergreen Resort

All-season Fun! Wintergreen Resort Condo w/ Views is a apartment in Wintergreen Resort, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About All-season Fun! Wintergreen Resort Condo w/ Views

All-season Fun! Wintergreen Resort Condo w/ Views is a apartment in Wintergreen Resort, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, kitchen, and with kitchen.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $2,335.

From$258/night
Show

Family-friendly vacation rentals in Wintergreen Resort, VA

Plan a trip with stays that give families more room to spread out.

Wintergreen Home w/ Hot Tub, Deck & Mountain Views - Wintergreen Resort, VA
10 ★ 1 reviews

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Cottage, Wintergreen Resort

Wintergreen Home w/ Hot Tub, Deck & Mountain Views is a cottage in Wintergreen Resort, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Wintergreen Home w/ Hot Tub, Deck & Mountain Views is a cottage in Wintergreen Resort, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, kitchen, with kitchen, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $3,038.

From$347/night
Show
Afton Mountain Inn - Wintergreen Resort, VA
9.6 ★ 90 reviews

Afton Mountain Inn

Guest House, Wintergreen Resort

Afton Mountain Inn is a guest house in Wintergreen Resort, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Afton Mountain Inn

Afton Mountain Inn is a guest house in Wintergreen Resort, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free parking, family friendly, and game room.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,793.

From$221/night
Show
Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit - Wintergreen Resort, VA
9 ★ 2 reviews

Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit

Cottage, Wintergreen Resort

Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit is a cottage in Wintergreen Resort, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit

Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit is a cottage in Wintergreen Resort, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free parking, kitchen, and with kitchen.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $2,305.

From$267/night
Show
Bluebird Cottage - Wintergreen Resort, VA

Bluebird Cottage

Cottage, Wintergreen Resort

Bluebird Cottage is a cottage in Wintergreen Resort, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Bluebird Cottage

Bluebird Cottage is a cottage in Wintergreen Resort, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free parking, free wifi, and internet.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,265.

From$143/night
Show

Pet-friendly vacation rentals in Wintergreen Resort, VA

Bring your pet along with stays that welcome four-legged travelers.

Wintergreen Resort Vacation Rental w/ Pool Access! - Wintergreen Resort, VA

Wintergreen Resort Vacation Rental w/ Pool Access!

Holiday Home, Wintergreen Resort

Wintergreen Resort Vacation Rental w/ Pool Access! is a holiday home in Wintergreen Resort, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base…

Read more

About Wintergreen Resort Vacation Rental w/ Pool Access!

Wintergreen Resort Vacation Rental w/ Pool Access! is a holiday home in Wintergreen Resort, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, pet friendly, and pets friendly.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,455.

From$124/night
Show
Wintergreen Resort Retreat w/ Skiing Access! - Wintergreen Resort, VA

Wintergreen Resort Retreat w/ Skiing Access!

Holiday Home, Wintergreen Resort

Wintergreen Resort Retreat w/ Skiing Access! is a holiday home in Wintergreen Resort, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable base…

Read more

About Wintergreen Resort Retreat w/ Skiing Access!

Wintergreen Resort Retreat w/ Skiing Access! is a holiday home in Wintergreen Resort, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, pet friendly, pets friendly, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,882.

From$183/night
Show
Artisan's Cottage - Wintergreen Resort, VA

Artisan's Cottage

Cottage, Wintergreen Resort

Artisan's Cottage is a cottage in Wintergreen Resort, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Artisan's Cottage

Artisan's Cottage is a cottage in Wintergreen Resort, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free parking, pet friendly, pets friendly, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,596.

From$185/night
Show
All-Season Fun! Wintergreen Resort Condo w/ Views - Wintergreen Resort, VA

All-Season Fun! Wintergreen Resort Condo w/ Views

Holiday Home, Wintergreen Resort

All-Season Fun! Wintergreen Resort Condo w/ Views is a holiday home in Wintergreen Resort, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base…

Read more

About All-Season Fun! Wintergreen Resort Condo w/ Views

All-Season Fun! Wintergreen Resort Condo w/ Views is a holiday home in Wintergreen Resort, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, pet friendly, and pets friendly.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $2,248.

From$221/night
Show

Vacation rentals with a pool in Wintergreen Resort, VA

Add a pool to the search when you want an easy place to cool off between outings.

Wintergreen Resort Condo: Walk to Ski Lift! - Wintergreen Resort, VA

Wintergreen Resort Condo: Walk to Ski Lift!

Holiday Home, Wintergreen Resort

Wintergreen Resort Condo: Walk to Ski Lift! is a holiday home in Wintergreen Resort, with pool access and parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Wintergreen Resort Condo: Walk to Ski Lift!

Wintergreen Resort Condo: Walk to Ski Lift! is a holiday home in Wintergreen Resort, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,623.

From$159/night
Show
Wintergreen Resort Home w/ 2 Decks + Ski Access! - Wintergreen Resort, VA

Wintergreen Resort Home w/ 2 Decks + Ski Access!

Holiday Home, Wintergreen Resort

Wintergreen Resort Home w/ 2 Decks + Ski Access! is a holiday home in Wintergreen Resort, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for…

Read more

About Wintergreen Resort Home w/ 2 Decks + Ski Access!

Wintergreen Resort Home w/ 2 Decks + Ski Access! is a holiday home in Wintergreen Resort, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,719.

From$162/night
Show
Wintergreen Resort Vacation Rental w/ Pool Access! - Wintergreen Resort, VA

Wintergreen Resort Vacation Rental w/ Pool Access!

Apartment, Wintergreen Resort

Wintergreen Resort Vacation Rental w/ Pool Access! is a apartment in Wintergreen Resort, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Wintergreen Resort Vacation Rental w/ Pool Access!

Wintergreen Resort Vacation Rental w/ Pool Access! is a apartment in Wintergreen Resort, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, kitchen, and with kitchen.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,507.

From$157/night
Show
Panoramic Peak - Wintergreen Resort, VA

Panoramic Peak

Condo, Wintergreen Resort

Panoramic Peak is a condo in Wintergreen Resort, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About Panoramic Peak

Panoramic Peak is a condo in Wintergreen Resort, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free parking, internet, and condominium.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,660.

From$198/night
Show

Vacation rentals with parking in Wintergreen Resort, VA

Find vacation rentals that make arriving by car easier.

Groups Welcome! Condo ~ 1 Mi to Wintergreen Resort - Wintergreen Resort, VA
6 ★ 1 reviews

Groups Welcome! Condo ~ 1 Mi to Wintergreen Resort

Apartment, Wintergreen Resort

Groups Welcome! Condo ~ 1 Mi to Wintergreen Resort is a apartment in Wintergreen Resort, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Groups Welcome! Condo ~ 1 Mi to Wintergreen Resort

Groups Welcome! Condo ~ 1 Mi to Wintergreen Resort is a apartment in Wintergreen Resort, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, kitchen, with kitchen, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $2,621.

From$309/night
Show
Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort - Wintergreen Resort, VA

Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort

Apartment, Wintergreen Resort

Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort is a apartment in Wintergreen Resort, with pool access and parking. This stay gives travelers a comfortable base…

Read more

About Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort

Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort is a apartment in Wintergreen Resort, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,865.

From$221/night
Show
1 Mi to Wintergreen Resort: Mtn-view Condo! - Wintergreen Resort, VA

1 Mi to Wintergreen Resort: Mtn-view Condo!

Apartment, Wintergreen Resort

1 Mi to Wintergreen Resort: Mtn-view Condo! is a apartment in Wintergreen Resort, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About 1 Mi to Wintergreen Resort: Mtn-view Condo!

1 Mi to Wintergreen Resort: Mtn-view Condo! is a apartment in Wintergreen Resort, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, kitchen, with kitchen, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,535.

From$173/night
Show
Firefly on The Ridge - Wintergreen Resort, VA

Firefly on The Ridge

Condo, Wintergreen Resort

Firefly on The Ridge is a condo in Wintergreen Resort, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Firefly on The Ridge

Firefly on The Ridge is a condo in Wintergreen Resort, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free parking, free wifi, internet, and condominium.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $2,153.

From$256/night
Show

Vacation rentals with a kitchen in Wintergreen Resort, VA

Compare stays with kitchen access for longer trips and easier meals.

Love Ridge Mountain Lodging - Wintergreen Resort, VA

Love Ridge Mountain Lodging

Holiday Home, Wintergreen Resort

Love Ridge Mountain Lodging is a holiday home in Wintergreen Resort, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Love Ridge Mountain Lodging

Love Ridge Mountain Lodging is a holiday home in Wintergreen Resort, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free parking, kitchen, with kitchen, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,808.

From$219/night
Show
Stunning Wintergreen Resort Home: Ski & Golf! - Wintergreen Resort, VA

Stunning Wintergreen Resort Home: Ski & Golf!

Cottage, Wintergreen Resort

Stunning Wintergreen Resort Home: Ski & Golf! is a cottage in Wintergreen Resort, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Stunning Wintergreen Resort Home: Ski & Golf!

Stunning Wintergreen Resort Home: Ski & Golf! is a cottage in Wintergreen Resort, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, kitchen, and with kitchen.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $3,003.

From$334/night
Show
Modern Townhome at Wintergreen Resort - Wintergreen Resort, VA

Modern Townhome at Wintergreen Resort

Apartment, Wintergreen Resort

Modern Townhome at Wintergreen Resort is a apartment in Wintergreen Resort, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Modern Townhome at Wintergreen Resort

Modern Townhome at Wintergreen Resort is a apartment in Wintergreen Resort, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, kitchen, with kitchen, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $3,123.

From$365/night
Show
Luxe Wintergreen Resort Escape w/ Hot Tub! - Wintergreen Resort, VA

Luxe Wintergreen Resort Escape w/ Hot Tub!

Cottage, Wintergreen Resort

Luxe Wintergreen Resort Escape w/ Hot Tub! is a cottage in Wintergreen Resort, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Luxe Wintergreen Resort Escape w/ Hot Tub!

Luxe Wintergreen Resort Escape w/ Hot Tub! is a cottage in Wintergreen Resort, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, kitchen, with kitchen, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $4,077.

From$473/night
Show