Vacation rentals in Dripping Rock, VA

26 available vacation rental offers

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Best vacation rentals and Airbnb offers in Dripping Rock, VA

Cozy Wintergreen Resort Condo: Walk to Ski Lifts! - Dripping Rock, VA
10 ★ 5 reviews

Cozy Wintergreen Resort Condo: Walk to Ski Lifts!

Apartment, Dripping Rock

Cozy Wintergreen Resort Condo: Walk to Ski Lifts! is a apartment in Dripping Rock, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy Wintergreen Resort Condo: Walk to Ski Lifts!

Cozy Wintergreen Resort Condo: Walk to Ski Lifts! is a apartment in Dripping Rock, with 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 wifi, kitchen, with kitchen, and fireplace.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,552.

From$180/night
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Blackwood Chalet - Dripping Rock, VA
10 ★ 3 reviews

Blackwood Chalet

Cabin, Dripping Rock

Blackwood Chalet is a cabin in Dripping Rock, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Blackwood Chalet

Blackwood Chalet is a cabin in Dripping Rock, 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: hot tub, free wifi, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,985.

From$224/night
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Afton Mountain Inn - Dripping Rock, VA
9.6 ★ 82 reviews

Afton Mountain Inn

Guest House, Dripping Rock

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

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About Afton Mountain Inn

Afton Mountain Inn is a guest house in Dripping Rock, 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, parking, free parking, family friendly, and game room.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,686.

From$207/night
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Idyllic Wintergreen Condo w/ Resort Amenities - Dripping Rock, VA
9.4 ★ 3 reviews

Idyllic Wintergreen Condo w/ Resort Amenities

Apartment, Dripping Rock

Idyllic Wintergreen Condo w/ Resort Amenities is a apartment in Dripping Rock, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Idyllic Wintergreen Condo w/ Resort Amenities

Idyllic Wintergreen Condo w/ Resort Amenities is a apartment in Dripping Rock, with pool 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, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,084.

From$120/night
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Family-friendly vacation rentals in Dripping Rock, VA

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

Grand Chalet w/ Hot Tub - Near Wintergreen Resort - Dripping Rock, VA
10 ★ 1 reviews

Grand Chalet w/ Hot Tub - Near Wintergreen Resort

Cottage, Dripping Rock

Grand Chalet w/ Hot Tub - Near Wintergreen Resort is a cottage in Dripping Rock, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Grand Chalet w/ Hot Tub - Near Wintergreen Resort

Grand Chalet w/ Hot Tub - Near Wintergreen Resort is a cottage in Dripping Rock, with pool access 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 wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $5,597.

From$670/night
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Serene Roseland Retreat Near Wintergreen Resort! - Dripping Rock, VA

Serene Roseland Retreat Near Wintergreen Resort!

Cottage, Dripping Rock

Serene Roseland Retreat Near Wintergreen Resort! is a cottage in Dripping Rock, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About Serene Roseland Retreat Near Wintergreen Resort!

Serene Roseland Retreat Near Wintergreen Resort! is a cottage in Dripping Rock, with pet-friendly space, kitchen access, 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 wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,613.

From$183/night
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Wintergreen Resort Cabin: Near the Slopes! - Dripping Rock, VA

Wintergreen Resort Cabin: Near the Slopes!

Cottage, Dripping Rock

Wintergreen Resort Cabin: Near the Slopes! is a cottage in Dripping Rock, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Wintergreen Resort Cabin: Near the Slopes!

Wintergreen Resort Cabin: Near the Slopes! is a cottage in Dripping Rock, with pool access 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 wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,041.

From$219/night
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Serene Hideaway With Views, 1 Mi to Hike & Ski! - Dripping Rock, VA

Serene Hideaway With Views, 1 Mi to Hike & Ski!

Cottage, Dripping Rock

Serene Hideaway With Views, 1 Mi to Hike & Ski! is a cottage in Dripping Rock, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Serene Hideaway With Views, 1 Mi to Hike & Ski!

Serene Hideaway With Views, 1 Mi to Hike & Ski! is a cottage in Dripping Rock, with pool access 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 wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,589.

From$301/night
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Vacation rentals with a pool in Dripping Rock, VA

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

Wintergreen Resort Home w/ 2 Decks + Ski Access! - Dripping Rock, VA

Wintergreen Resort Home w/ 2 Decks + Ski Access!

Holiday Home, Dripping Rock

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

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

Wintergreen Resort Home w/ 2 Decks + Ski Access! is a holiday home in Dripping Rock, 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 wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,020.

From$201/night
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Stunning Wintergreen Resort Home: Ski & Golf! - Dripping Rock, VA

Stunning Wintergreen Resort Home: Ski & Golf!

Holiday Home, Dripping Rock

Stunning Wintergreen Resort Home: Ski & Golf! is a holiday home in Dripping Rock, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Stunning Wintergreen Resort Home: Ski & Golf!

Stunning Wintergreen Resort Home: Ski & Golf! is a holiday home in Dripping Rock, with pool 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, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,979.

From$306/night
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Stunning Wintergreen Resort Home: Ski & Golf! - Dripping Rock, VA

Stunning Wintergreen Resort Home: Ski & Golf!

Cottage, Dripping Rock

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

Read more

About Stunning Wintergreen Resort Home: Ski & Golf!

Stunning Wintergreen Resort Home: Ski & Golf! is a cottage in Dripping Rock, with pool access 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 wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,091.

From$345/night
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Stoney Creek Cottage Wintergreen w EV Charger - Dripping Rock, VA

Stoney Creek Cottage Wintergreen w EV Charger

Apartment, Dripping Rock

Stoney Creek Cottage Wintergreen w EV Charger is a apartment in Dripping Rock, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Stoney Creek Cottage Wintergreen w EV Charger

Stoney Creek Cottage Wintergreen w EV Charger is a apartment in Dripping Rock, 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 wifi, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,114.

From$353/night
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Vacation rentals with parking in Dripping Rock, VA

Find vacation rentals that make arriving by car easier.

Fishersville Oasis - Dripping Rock, VA
4 ★ 1 reviews

Fishersville Oasis

Apartment, Dripping Rock

Fishersville Oasis is a apartment in Dripping Rock, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Fishersville Oasis

Fishersville Oasis is a apartment in Dripping Rock, 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 wifi, parking, free parking, and internet.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,636.

From$199/night
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Serene Hideaway with Views, 1 Mi to Hike & Ski! - Dripping Rock, VA

Serene Hideaway with Views, 1 Mi to Hike & Ski!

Holiday Home, Dripping Rock

Serene Hideaway with Views, 1 Mi to Hike & Ski! is a holiday home in Dripping Rock, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Serene Hideaway with Views, 1 Mi to Hike & Ski!

Serene Hideaway with Views, 1 Mi to Hike & Ski! is a holiday home in Dripping Rock, 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 cancellation, free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,495.

From$263/night
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Spacious Faber Home w/ Yard, Steps to Winery! - Dripping Rock, VA

Spacious Faber Home w/ Yard, Steps to Winery!

Holiday Home, Dripping Rock

Spacious Faber Home w/ Yard, Steps to Winery! is a holiday home in Dripping Rock, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Spacious Faber Home w/ Yard, Steps to Winery!

Spacious Faber Home w/ Yard, Steps to Winery! is a holiday home in Dripping Rock, 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 cancellation, free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,349.

From$501/night
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Modern Townhome at Wintergreen Resort - Dripping Rock, VA

Modern Townhome at Wintergreen Resort

Apartment, Dripping Rock

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

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About Modern Townhome at Wintergreen Resort

Modern Townhome at Wintergreen Resort is a apartment in Dripping Rock, 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 wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,123.

From$365/night
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