Holiday rentals near The Woodrow Wilson Presidential Library
We found 830 holiday rentals — enter your dates for availability
Choose the right holiday rental that's near The Woodrow Wilson Presidential Library. Holiday homes provide the best amenities for your family, friends or furry companion, such as a fireplace and a washer and dryer. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - The Woodrow Wilson Presidential Library
Showing deals for:10 Oct - 17 Oct
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 AU$15,293
AU$15,293
AU$2,185 per night
includes taxes & fees
Image gallery for Golden Tee 60"TV Fireplace Deck Grill Pool Tennis
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Golden Tee 60"TV Fireplace Deck Grill Pool Tennis
Roseland, VA
8% off
Price is AU$9,521
AU$9,521
AU$1,360 per night
includes taxes & fees
Image gallery for The Cottage @ Afton Mountain- Close to Wineries!
1010 out of 10 rating
Exceptional
(13 reviews)
The Cottage @ Afton Mountain- Close to Wineries!
Afton, VA
12% off
Price is AU$4,502
AU$4,502
AU$643 per night
includes taxes & fees
Image gallery for Luxury Designer Home, Dome and Top amenities
1010 out of 10 rating
Exceptional
(9 reviews)
Luxury Designer Home, Dome and Top amenities
Nellysford, VA
8% off
Price is AU$11,854
AU$11,854
AU$1,693 per night
includes taxes & fees
Image gallery for Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!
1010 out of 10 rating
Exceptional
(5 reviews)
Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!
Afton, VA
8% off
Price is AU$9,323
AU$9,323
AU$1,332 per night
includes taxes & fees
Image gallery for Amazing Views! Pool - Hiking - Gazebo - Hot Tub - Pool Table - Multicade - Grill
1010 out of 10 rating
Exceptional
(16 reviews)
Amazing Views! Pool - Hiking - Gazebo - Hot Tub - Pool Table - Multicade - Grill
Nellysford, VA
8% off
Price is AU$13,290
AU$13,290
AU$1,899 per night
includes taxes & fees
Image gallery for Luxury mountain home Ski- in-Ski out
1010 out of 10 rating
Exceptional
(19 reviews)
Luxury mountain home Ski- in-Ski out
Wintergreen, VA
12% off
Price is AU$9,196
AU$9,196
AU$1,314 per night
includes taxes & fees
Image gallery for Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14
1010 out of 10 rating
Exceptional
(50 reviews)
Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14
Nellysford, VA
8% off
Price is AU$7,220
AU$7,220
AU$1,031 per night
includes taxes & fees
Image gallery for Modern Wintergreen Cabin with Hot Tub, Sauna
1010 out of 10 rating
Exceptional
(25 reviews)
Modern Wintergreen Cabin with Hot Tub, Sauna
Roseland, VA
8% off
Price is AU$6,360
AU$6,360
AU$909 per night
includes taxes & fees
Image gallery for 4 BR cabin mins to trails & breweries pets welcome
9.89.8 out of 10 rating
Exceptional
(24 reviews)
4 BR cabin mins to trails & breweries pets welcome
Nellysford, VA
23% off
Price is AU$7,050
AU$7,050
AU$1,007 per night
includes taxes & fees
Image gallery for King Meadow Manor
1010 out of 10 rating
Exceptional
(9 reviews)
King Meadow Manor
Weyers Cave, VA
8% off
Price is AU$6,609
AU$6,609
AU$944 per night
includes taxes & fees
Image gallery for Family-favorite rental nestled in the woods at the top of the Wintergreen Resort
1010 out of 10 rating
Exceptional
(5 reviews)
Family-favorite rental nestled in the woods at the top of the Wintergreen Resort
Nellysford, VA
8% off
Price is AU$5,463
AU$5,463
AU$780 per night
includes taxes & fees
Image gallery for Jade Dragon Guest House - Deerfield, VA. - Hamilton Branch River
8.08.0 out of 10 rating
Very good
(5 reviews)
Jade Dragon Guest House - Deerfield, VA. - Hamilton Branch River
Deerfield, VA
8% off
Price is AU$1,561
AU$1,561
AU$223 per night
includes taxes & fees
Image gallery for Modern Mountain Retreat: Hot Tub, Chef's Kitchen, Game Room & Ski Access
1010 out of 10 rating
Exceptional
(130 reviews)
Modern Mountain Retreat: Hot Tub, Chef's Kitchen, Game Room & Ski Access
Wintergreen, VA
8% off
Price is AU$8,327
AU$8,327
AU$1,190 per night
includes taxes & fees
Image gallery for The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!
1010 out of 10 rating
Exceptional
(19 reviews)
The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!
Staunton, VA
8% off
Price is AU$3,420
AU$3,420
AU$489 per night
includes taxes & fees
Image gallery for Escape to the Blue Ridge Mountains at Wine-tergreen!
9.89.8 out of 10 rating
Exceptional
(115 reviews)
Escape to the Blue Ridge Mountains at Wine-tergreen!
Nellysford, VA
7% off
Price is AU$1,668
AU$1,668
AU$238 per night
includes taxes & fees
Image gallery for Queen City Twin 2 of Staunton VA
1010 out of 10 rating
Exceptional
(21 reviews)
Queen City Twin 2 of Staunton VA
Staunton, VA
7% off
Price is AU$1,654
AU$1,654
AU$236 per night
includes taxes & fees
Image gallery for Afton Farmhouse - Mountain Views off Route 151
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Afton Farmhouse - Mountain Views off Route 151
Afton, VA
8% off
Price is AU$7,809
AU$7,809
AU$1,116 per night
includes taxes & fees
Image gallery for Escape to the Mountains! 4BR/4BA Retreat Perfect for Families, Adventure Awaits!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Escape to the Mountains! 4BR/4BA Retreat Perfect for Families, Adventure Awaits!
Wintergreen, VA
8% off
Price is AU$8,761
AU$8,761
AU$1,252 per night
includes taxes & fees
Image gallery for Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
1010 out of 10 rating
Exceptional
(117 reviews)
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Nellysford, VA
8% off
Price is AU$4,564
AU$4,564
AU$652 per night
includes taxes & fees
Image gallery for Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck
9.89.8 out of 10 rating
Exceptional
(106 reviews)
Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck
Nellysford, VA
12% off
Price is AU$3,002
AU$3,002
AU$429 per night
includes taxes & fees
Image gallery for Find peace at Dove's Landing at Wintergreen resort - family- and pet-friendly!
1010 out of 10 rating
Exceptional
(47 reviews)
Find peace at Dove's Landing at Wintergreen resort - family- and pet-friendly!
Roseland, VA
12% off
Price is AU$5,234
AU$5,234
AU$748 per night
includes taxes & fees
Image gallery for Golf Course Views Golden Tee Pool Tennis Golf Hike
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Golf Course Views Golden Tee Pool Tennis Golf Hike
Roseland, VA
7% off
Price is AU$4,108
AU$4,108
AU$587 per night
includes taxes & fees
Image gallery for Beautiful, Remodeled Cottage in the Heart of Afton
1010 out of 10 rating
Exceptional
(64 reviews)
Beautiful, Remodeled Cottage in the Heart of Afton
Afton, VA
11% off
Price is AU$1,904
AU$1,904
AU$272 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Woodrow Wilson Presidential Library
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Sleeps 11 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
308 reviews(308 reviews)
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
283 reviews(283 reviews)
Afton Mountain Vineyards
Sleeps 2 · 1 bedroom
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Sleeps 4 · 1 bedroom · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
128 reviews(128 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