Photo by Emi Lou
Holiday rentals near Raven's Roost Overlook
We found 1,029 holiday rentals — enter your dates for availability
Choose the right holiday rental within close proximity to Raven's Roost Overlook. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a pool. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Raven's Roost Overlook
Showing deals for:1 Aug - 8 Aug
Image gallery for Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
1010 out of 10 rating
Exceptional
(6 reviews)
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Waynesboro, VA
8% off
Price is S$14,464
S$14,464
S$2,066 per night
includes taxes & fees
Image gallery for Hot tub+Game Room+Fire Pit+Views+King beds in spacious family-friendly house
1010 out of 10 rating
Exceptional
(11 reviews)
Hot tub+Game Room+Fire Pit+Views+King beds in spacious family-friendly house
Nellysford, VA
8% off
Price is S$5,641
S$5,641
S$806 per night
includes taxes & fees
Image gallery for 180 Degree Breathtaking Views
1010 out of 10 rating
Exceptional
(14 reviews)
180 Degree Breathtaking Views
Nellysford, VA
24% off
Price is S$3,351
S$3,351
S$479 per night
includes taxes & fees
Image gallery for Modern Wintergreen Cabin with Hot Tub, Sauna
1010 out of 10 rating
Exceptional
(23 reviews)
Modern Wintergreen Cabin with Hot Tub, Sauna
Roseland, VA
8% off
Price is S$6,059
S$6,059
S$866 per night
includes taxes & fees
Image gallery for *Having cabin fever at home?* Come stay at our cabin!
9.89.8 out of 10 rating
Exceptional
(18 reviews)
*Having cabin fever at home?* Come stay at our cabin!
Roseland, VA
15% off
Price is S$2,102
S$2,102
S$300 per night
includes taxes & fees
Image gallery for Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa
1010 out of 10 rating
Exceptional
(80 reviews)
Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa
North Garden, VA
8% off
Price is S$2,566
S$2,566
S$367 per night
includes taxes & fees
Image gallery for Total Privacy - H’Owl at the Moon Farm & Cabin
1010 out of 10 rating
Exceptional
(167 reviews)
Total Privacy - H’Owl at the Moon Farm & Cabin
Schuyler, VA
8% off
Price is S$3,518
S$3,518
S$503 per night
includes taxes & fees
Image gallery for Luxe Private Getaway in the Heart of Wintergreen!
8.48.4 out of 10 rating
Very good
(8 reviews)
Luxe Private Getaway in the Heart of Wintergreen!
Nellysford, VA
7% off
Price is S$6,091
S$6,091
S$870 per night
includes taxes & fees
Image gallery for Luxury Chalet, Best Views in Virginia
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Luxury Chalet, Best Views in Virginia
Wintergreen, VA
8% off
Price is S$14,784
S$14,784
S$2,112 per night
includes taxes & fees
Image gallery for Green House on the Hill - near route 151
1010 out of 10 rating
Exceptional
(31 reviews)
Green House on the Hill - near route 151
Faber, VA
11% off
Price is S$2,898
S$2,898
S$414 per night
includes taxes & fees
Image gallery for Blue Ridge Mountain Views - Heart of VA Wine Country
1010 out of 10 rating
Exceptional
(7 reviews)
Blue Ridge Mountain Views - Heart of VA Wine Country
Afton, VA
8% off
Price is S$3,648
S$3,648
S$521 per night
includes taxes & fees
Image gallery for - NEW - Spruce Creek Retreat
1010 out of 10 rating
Exceptional
(13 reviews)
- NEW - Spruce Creek Retreat
Nellysford, VA
7% off
Price is S$1,735
S$1,735
S$248 per night
includes taxes & fees
Image gallery for Beautiful, Remodeled Cottage in the Heart of Afton
1010 out of 10 rating
Exceptional
(61 reviews)
Beautiful, Remodeled Cottage in the Heart of Afton
Afton, VA
11% off
Price is S$1,623
S$1,623
S$232 per night
includes taxes & fees
Image gallery for Blue Ridge Retreat: Your Cozy Mountain Getaway
1010 out of 10 rating
Exceptional
(22 reviews)
Blue Ridge Retreat: Your Cozy Mountain Getaway
Nellysford, VA
11% off
Price is S$1,482
S$1,482
S$212 per night
includes taxes & fees
Image gallery for Mountain Mama- Amazing Views! + Hot Tub!
1010 out of 10 rating
Exceptional
(22 reviews)
Mountain Mama- Amazing Views! + Hot Tub!
Afton, VA
8% off
Price is S$6,086
S$6,086
S$869 per night
includes taxes & fees
Image gallery for Beautiful Mountain House Close to the Slopes
1010 out of 10 rating
Exceptional
(22 reviews)
Beautiful Mountain House Close to the Slopes
Nellysford, VA
8% off
Price is S$4,934
S$4,934
S$705 per night
includes taxes & fees
Image gallery for Blue Ridge Mountains, Hiking, Skiing, Fishing, Mountain Air, Breweries, Wineries
1010 out of 10 rating
Exceptional
(107 reviews)
Blue Ridge Mountains, Hiking, Skiing, Fishing, Mountain Air, Breweries, Wineries
Roseland, VA
8% off
Price is S$1,807
S$1,807
S$258 per night
includes taxes & fees
Image gallery for Luxurious Family Friendly Mountain Home! Great Location on Devils Knob
1010 out of 10 rating
Exceptional
(94 reviews)
Luxurious Family Friendly Mountain Home! Great Location on Devils Knob
Nellysford, VA
8% off
Price is S$3,273
S$3,273
S$468 per night
includes taxes & fees
Image gallery for Clean and cozy loft! Right at Mountain Inn!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Clean and cozy loft! Right at Mountain Inn!
Nellysford, VA
6% off
Price is S$1,313
S$1,313
S$188 per night
includes taxes & fees
Image gallery for "The Sparrow" at Historic Downtown Staunton
9.89.8 out of 10 rating
Exceptional
(14 reviews)
"The Sparrow" at Historic Downtown Staunton
Staunton, VA
8% off
Price is S$2,893
S$2,893
S$413 per night
includes taxes & fees
Image gallery for 2-Level Modern Home on 25 Wooded Acres with Amazing Mountain Views
1010 out of 10 rating
Exceptional
(48 reviews)
2-Level Modern Home on 25 Wooded Acres with Amazing Mountain Views
Afton, VA
8% off
Price is S$4,340
S$4,340
S$620 per night
includes taxes & fees
Image gallery for New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
9.29.2 out of 10 rating
Wonderful
(5 reviews)
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Montebello, VA
12% off
Price is S$1,505
S$1,505
S$215 per night
includes taxes & fees
Image gallery for Cozy 5-bedroom home for large gatherings.
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy 5-bedroom home for large gatherings.
Roseland, VA
12% off
Price is S$8,039
S$8,039
S$1,148 per night
includes taxes & fees
Image gallery for Wintergreen Resort Home, @ top of mountain with shuttle acces to Ski Lifts
9.89.8 out of 10 rating
Exceptional
(58 reviews)
Wintergreen Resort Home, @ top of mountain with shuttle acces to Ski Lifts
Nellysford, VA
11% off
Price is S$2,532
S$2,532
S$362 per night
includes taxes & fees
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Find the best place to stay - Raven's Roost Overlook
Stoneridge 82 with Wintergreen Advantage
Sleeps 6 · 3 bedrooms · 3 bathrooms
Overlook 43 with Wintergreen Advantage
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Cliffs 07 with Wintergreen Advantage
Sleeps 4 · 2 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
Modern , farmhouse basement, suite, queen bed, efficiency , dogs welcome.
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!
Sleeps 14 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
High Lonesome Cabin...Elevate Your Soul! Peaceful Seclusion
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
434 reviews(434 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value