Vacation rentals near Reids Gap Trailhead
We found 1,008 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Reids Gap Trailhead, scroll through and discover private vacation rentals to find the perfect one for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll find the amenities you need and want, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Reids Gap Trailhead
Showing deals for:Nov 14 - Nov 21
Image gallery for Wintergreen Resort: Weeping Rock Retreat
1010 out of 10 rating
Exceptional
(5 reviews)
Wintergreen Resort: Weeping Rock Retreat
Nellysford, VA
20% off
Price is CA $228
CA $228
CA $2,302 total
CA $2,302 total
includes taxes & fees
Image gallery for Historical Dogtrot Chestnut Log Cabin.
1010 out of 10 rating
Exceptional
(77 reviews)
Historical Dogtrot Chestnut Log Cabin.
Amherst, VA
15% off
Price is CA $187
CA $187
CA $1,746 total
CA $1,746 total
includes taxes & fees
Image gallery for Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
9.89.8 out of 10 rating
Exceptional
(136 reviews)
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
Roseland, VA
10% off
Price is CA $372
CA $372
CA $3,339 total
CA $3,339 total
includes taxes & fees
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
10% off
Price is CA $1,623
CA $1,623
CA $13,879 total
CA $13,879 total
includes taxes & fees
Image gallery for Farmhouse at the foot of the Blue Ridge Mountains
1010 out of 10 rating
Exceptional
(24 reviews)
Farmhouse at the foot of the Blue Ridge Mountains
Waynesboro, VA
20% off
Price is CA $279
CA $279
CA $2,415 total
CA $2,415 total
includes taxes & fees
Image gallery for Bud's Place, Southern Charm in the Shenandoah Valley of Virginia
1010 out of 10 rating
Exceptional
(33 reviews)
Bud's Place, Southern Charm in the Shenandoah Valley of Virginia
Fairfield, VA
10% off
Price is CA $310
CA $310
CA $3,094 total
CA $3,094 total
includes taxes & fees
Image gallery for Sip 'n Dip: Hot Tub Foosball Pool Table Ping Pong
8.88.8 out of 10 rating
Excellent
(8 reviews)
Sip 'n Dip: Hot Tub Foosball Pool Table Ping Pong
Nellysford, VA
10% off
Price is CA $312
CA $312
CA $3,272 total
CA $3,272 total
includes taxes & fees
Image gallery for Three Ridges Haven- Devils Backbone Brewing Company
9.49.4 out of 10 rating
Exceptional
(72 reviews)
Three Ridges Haven- Devils Backbone Brewing Company
Roseland, VA
30% off
Price is CA $747
CA $747
CA $6,714 total
CA $6,714 total
includes taxes & fees
Image gallery for Panoramic mountain views and creekside walks in the beautiful Shenanodah Valley.
1010 out of 10 rating
Exceptional
(5 reviews)
Panoramic mountain views and creekside walks in the beautiful Shenanodah Valley.
Raphine, VA
10% off
Price is CA $432
CA $432
CA $4,086 total
CA $4,086 total
includes taxes & fees
Image gallery for Charming 4-bedroom home with WiFi, game room and more near Wintergreen Resort!
1010 out of 10 rating
Exceptional
(6 reviews)
Charming 4-bedroom home with WiFi, game room and more near Wintergreen Resort!
Nellysford, VA
15% off
Price is CA $274
CA $274
CA $2,735 total
CA $2,735 total
includes taxes & fees
Image gallery for Panoramic Views by Vineyards 4000 sf new home on 40 acs
1010 out of 10 rating
Exceptional
(16 reviews)
Panoramic Views by Vineyards 4000 sf new home on 40 acs
Afton, VA
15% off
Price is CA $768
CA $768
CA $7,132 total
CA $7,132 total
includes taxes & fees
Image gallery for Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only
1010 out of 10 rating
Exceptional
(14 reviews)
Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only
Rockfish, VA
10% off
Price is CA $273
CA $273
CA $2,471 total
CA $2,471 total
includes taxes & fees
Image gallery for The Getaway at Wintergreen Resort
1010 out of 10 rating
Exceptional
(8 reviews)
The Getaway at Wintergreen Resort
Roseland, VA
10% off
Price is CA $826
CA $826
CA $7,688 total
CA $7,688 total
includes taxes & fees
Image gallery for Afton Cottage w/ Hot Tub, Firepit, Mountain Views
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton, VA
10% off
Price is CA $261
CA $261
CA $2,437 total
CA $2,437 total
includes taxes & fees
Image gallery for Blue Ridge, Tye River, C-Ville, Crabtree, Wintergreen, Sweet Briar, Farm
9.89.8 out of 10 rating
Exceptional
(65 reviews)
Blue Ridge, Tye River, C-Ville, Crabtree, Wintergreen, Sweet Briar, Farm
Arrington, VA
10% off
Price is CA $372
CA $372
CA $3,499 total
CA $3,499 total
includes taxes & fees
Image gallery for Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!
1010 out of 10 rating
Exceptional
(6 reviews)
Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!
Afton, VA
10% off
Price is CA $590
CA $590
CA $5,559 total
CA $5,559 total
includes taxes & fees
Image gallery for 4 BR cabin mins to trails & breweries pets welcome
9.69.6 out of 10 rating
Exceptional
(26 reviews)
4 BR cabin mins to trails & breweries pets welcome
Nellysford, VA
28% off
Price is CA $326
CA $326
CA $3,248 total
CA $3,248 total
includes taxes & fees
Image gallery for Total Privacy - H’Owl at the Moon Farm & Cabin
1010 out of 10 rating
Exceptional
(172 reviews)
Total Privacy - H’Owl at the Moon Farm & Cabin
Schuyler, VA
19% off
Price is CA $368
CA $368
CA $3,402 total
CA $3,402 total
includes taxes & fees
Image gallery for Amazing Views From 3 Decks! Hot Tub - Pool Table - Games - Grill - Gazebo - WIFI
1010 out of 10 rating
Exceptional
(18 reviews)
Amazing Views From 3 Decks! Hot Tub - Pool Table - Games - Grill - Gazebo - WIFI
Nellysford, VA
10% off
Price is CA $540
CA $540
CA $5,176 total
CA $5,176 total
includes taxes & fees
Image gallery for Charming large farmhouse, farm animals, 27 acre, close wineries, hiking, history
9.69.6 out of 10 rating
Exceptional
(42 reviews)
Charming large farmhouse, farm animals, 27 acre, close wineries, hiking, history
Afton, VA
10% off
Price is CA $341
CA $341
CA $3,027 total
CA $3,027 total
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
10% off
Price is CA $534
CA $534
CA $5,223 total
CA $5,223 total
includes taxes & fees
Image gallery for Berry Hill Lake - Cabin w/ NEW Infinity Pool - Pet Friendly - Private Lake
1010 out of 10 rating
Exceptional
(105 reviews)
Berry Hill Lake - Cabin w/ NEW Infinity Pool - Pet Friendly - Private Lake
Nellysford, VA
10% off
Price is CA $1,091
CA $1,091
CA $9,816 total
CA $9,816 total
includes taxes & fees
Image gallery for Beautiful Farmhouse On 11 Heavenly Acres
9.89.8 out of 10 rating
Exceptional
(91 reviews)
Beautiful Farmhouse On 11 Heavenly Acres
Nellysford, VA
20% off
Price is CA $306
CA $306
CA $2,628 total
CA $2,628 total
includes taxes & fees
Image gallery for Cabin By The Falls
1010 out of 10 rating
Exceptional
(46 reviews)
Cabin By The Falls
Tyro, VA
30% off
Price is CA $654
CA $654
CA $6,153 total
CA $6,153 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Reids Gap Trailhead
Love Ridge Mountain Lodging
Sleeps 4 · 1 bedroom
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
August Special 💲155 Fri-Sat Pets ok
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
211 reviews(211 reviews)
Premiere Two bedroom getaway Slope Side Wintergreen Resort Condo
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Book for Summer! Nelson 151, MTN views!
Sleeps 10 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Luxury Tiny Home by Breweries Wine Wintergreen
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Wintergreen Resort Studio w/ Deck & Ski-Out Access
Sleeps 3 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
Top rated rentals - Reids Gap Trailhead
Stunning, convenient and amazing service
1010 out of 10
Exceptionalexceptional
295 reviews(295 reviews)
This place has everything you need when you go to a mountain retreat! Everything was clean and neat
Ilia M.
Stayed Feb 2025
Peace and Quiet
1010 out of 10
Exceptionalexceptional
163 reviews(163 reviews)
A little house that provides a delightful space to enjoy the sounds of silence and the beauty of nature. Nothing but bird song. The cabin has everything you could possible need/want and the hostess is beyond helpful. Highly recommended.
Judy P.
Stayed Jun 2024
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, yards and more
More for lessMore space, more privacy, more amenities — more value