Home Vacation Rentals By Owner In Roseland, VA

Showing 20 Of 596 Vacation Rentals
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$667.06

/ Nightly
Private Vacation Home

Relaxing House in the mountain/Fireplace/Pet Friendly/Close to slopes

Roseland, Virginia, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(17)

$264.08

/ Nightly
Condo

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

Wintergreen Resort, Virginia, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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$247.65

/ Nightly
Apartment

Swoopside Perch: Gather+Relax+Explore w/ Mtn Views

Wintergreen Resort, Virginia, United States

Bed 3

Bed

Bath 4

Bath

Sleep 7

Sleeps
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Exceptional(22)

$429.89

/ Nightly
Private Vacation Home

Fire pit with MTN views! Book for fall! Nelson 151!

Roseland, Virginia, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$226.4

/ Nightly
Condo

Cozy Condo in Peaceful Wintergreen Resort

Wintergreen Resort, Virginia, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$418.32

/ Nightly
Private Vacation Home

Charming Wintergreen A-Frame-Walk to Slopes & Trails-Fireplace, Deck + Sleeps 8

Wintergreen Resort, Virginia, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$2068.01

/ Nightly
Lodge

Black Diamond Lodge at Wintergreen, 7bed, 10ba

Wintergreen Resort, Virginia, United States

Bed 7

Bed

Bath 10

Bath

Sleep 14

Sleeps
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$623.1

/ Nightly
Private Vacation Home

The Retreat - Luxury Mountain Home

Roseland, Virginia, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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$335.78

/ Nightly
Condo

Newly Renovated Condo at Ski Wintergreen Resort

Wintergreen Resort, Virginia, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$590.53

/ Nightly
Private Vacation Home

Merryland with Wintergreen Advantage

Wintergreen, Virginia, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$331.28

/ Nightly
Private Vacation Home

True Ski-in / Ski-Out, Slopeside House

Wintergreen Resort, Virginia, United States

Bed 3

Bed

Bath 2

Bath
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Exceptional(93)

$424.5

/ Nightly
Private Vacation Home

Recent improvements, walk to events, trails and slopes

Wintergreen, Virginia, United States

Bed 3

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$955.68

/ Nightly
Private Vacation Home

Blackrock Canopy: Walk to Ski + 2 Living Spaces

Wintergreen Resort, Virginia, United States

Bed 6

Bed

Bath 2

Bath

Sleep 13

Sleeps
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$448.64

/ Nightly
Condo

Slopeside Wintergreen - Modern Luxury Ski-In / Ski-Out Condo - Sleeps 8

Wintergreen Resort, Virginia, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(76)

$482.91

/ Nightly
Condo

Top of the Mountain Views, 2 Fireplaces

Roseland, Virginia, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(13)

$630.75

/ Nightly
Private Vacation Home

Woolly Bull-Cozy Newly Redecorated 2-Story Townhouse. <0.3 Mile Walk to slopes!

Wintergreen Resort, Virginia, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$351.08

/ Nightly
Private Vacation Home

Tales from a Treehouse: Relax, Gather, Explore

Wintergreen Resort, Virginia, United States

Bed 4

Bed

Bath 3

Bath

Sleep 11

Sleeps
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Exceptional(6)

$1307.92

/ Nightly
Private Vacation Home

Oh Deer NEW LUXURY-renovated, hot tub/sauna, views

Wintergreen Resort, Virginia, United States

Bed 6

Bed

Bath 5

Bath

Sleep 18

Sleeps
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Exceptional(6)

$340.6

/ Nightly
Condo

Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails

Wintergreen Resort, Virginia, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(36)

$261.65

/ Nightly
Condo

Tips Up: Cozy Slopeside Retreat w/ Fireplace (~100 Yards From The Slopes!)

Wintergreen Resort, Virginia, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Roseland

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Exceptional(36)

$720.41

/ Nightly
Private vacation home

Luxe Wintergreen Resort Escape w/ Hot Tub!

Roseland, Virginia, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(36)

$667.45

/ Nightly
Condo

Overlook 45 with Wintergreen Advantage

Wintergreen, Virginia, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(36)

$669.14

/ Nightly
Chalet

Opulent Retreat Amidst Blue Ridge`s Serenity * Dog Friendly * Hot Tub

Nellysford, Virginia, United States

Bed 4

Bed

Bath 4

Bath

Sleep 18

Sleeps
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Exceptional(36)

$670.44

/ Nightly
Private vacation home

Spacious Mountain Family Retreat-Hot Tub & Game Room

Wintergreen Resort, Virginia, United States

Bed 5

Bed

Bath 3

Bath

Sleep 14

Sleeps
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Exceptional(36)

$675.86

/ Nightly
Cabin

Blue Ridge Cabin · 3 Levels · 3 Scenic Decks · Music Game Room · Hot Tub· Arcade

Wintergreen Resort, Virginia, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(36)

$683.72

/ Nightly
Private vacation home

Luxury Designer Home, Dome and Top amenities

Roseland, Virginia, United States

Bed 6

Bed

Bath 3

Bath

Sleep 16

Sleeps
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Exceptional(36)

$691.77

/ Nightly
Private vacation home

Art & Soul: Sauna/Hot Tub & EV Charger/Hammocks

Wintergreen Resort, Virginia, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(36)

$707.86

/ Nightly
Private vacation home

Cozy House at Wintergreen with hot tub/firepit/fireplace & all amenities included and pool access!

Wintergreen Resort, Virginia, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(36)

$716.10

/ Nightly
Condo

Brand-New Listing! Newly Updated 4BR/4BA Condo with Stunning Mountain Views

Wintergreen Resort, Virginia, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(36)

$745.80

/ Nightly
Private vacation home

Serendipity with Wintergreen Advantage

Wintergreen, Virginia, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps

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