Book Holiday Homes in Wingina

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Featured Holiday Homes in Wingina

Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail

Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail

Nellysford VA
The price is NZ$1,485 per night from 1 Mar to 2 Mar
NZ$1,485
1 Mar - 2 Mar
includes taxes & fees
Stay at this holiday home in Nellysford. Enjoy laundry facilities, balconies and an in-room coffee maker. Popular attractions Wintergreen Resort and Hill Top ...
Opens in a new windowPickleball | 2 Homes | Sleeps 20 | 151 Brew Trail
2min to Ski Hot Tub EV Charger Mountain View DogOK

2min to Ski Hot Tub EV Charger Mountain View DogOK

Wintergreen Resort VA
Stay at this ski holiday home in Wintergreen. Enjoy free Wi-Fi, 2 outdoor pickleball courts and a fitness centre. Popular attractions Wintergreen Resort and ...
Opens in a new window2min to Ski Hot Tub EV Charger Mountain View DogOK
Clean family-friendly 5BR in the HEART of Virginia's Wine Country -- Amazing views, basement game room, new outdoor patio

Clean family-friendly 5BR in the HEART of Virginia's Wine Country -- Amazing views, basement game room, new outdoor patio

Afton VA
Stay at this family-friendly holiday home in Afton. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Wintergreen Resort and Flying Fox ...
Opens in a new windowClean family-friendly 5BR in the HEART of Virginia's Wine Country -- Amazing views, basement game room, new outdoor patio
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Mountain Views, Hot Tub, Impeccable Design

Mountain Views, Hot Tub, Impeccable Design

Wintergreen Resort VA
Stay at this holiday home in Wintergreen. Enjoy free Wi-Fi, laundry facilities and a pool table. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...
Opens in a new windowMountain Views, Hot Tub, Impeccable Design
Large and Luxurious Exec 5BR Chalet

Large and Luxurious Exec 5BR Chalet

Wintergreen Resort VA
Stay at this ski holiday home in Wintergreen. Enjoy laundry facilities, tennis courts and ski-in/ski-out access. Popular attractions Wintergreen Resort and Raven's ...
Opens in a new windowLarge and Luxurious Exec 5BR Chalet
Modern Ski-In/Ski-Out Retreat – 3BR/2BA, Step-Free Entry

Modern Ski-In/Ski-Out Retreat – 3BR/2BA, Step-Free Entry

2 out of 5
Wintergreen Resort VA
Stay at this ski holiday home in Wintergreen. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions Wintergreen Resort and Raven's Roost ...
Opens in a new windowModern Ski-In/Ski-Out Retreat – 3BR/2BA, Step-Free Entry
The newest and largest edition to the Wintergreen Retreat portfolio!

The newest and largest edition to the Wintergreen Retreat portfolio!

Wintergreen Resort VA
Stay at this golf holiday home in Wintergreen. Enjoy free Wi-Fi, laundry facilities and a pool table. Popular attractions Wintergreen Resort and Raven's Roost ...
Opens in a new windowThe newest and largest edition to the Wintergreen Retreat portfolio!
Hiker’s paradise!  Come relax this summer!!!

Hiker’s paradise! Come relax this summer!!!

Roseland VA
Stay at this family-friendly holiday home in Wintergreen. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions Wintergreen Resort and ...
Opens in a new windowHiker’s paradise! Come relax this summer!!!
Cozy Cabin w/ Hot Tub | State Park | Near Lake

Cozy Cabin w/ Hot Tub | State Park | Near Lake

Appomattox VA
The price is NZ$381 per night from 17 Feb to 18 Feb
NZ$381
17 Feb - 18 Feb
includes taxes & fees
Stay at this holiday home in Appomattox. Enjoy laundry facilities, balconies and an in-room coffee maker. Popular attraction Holliday Lake State Park is located ...
Opens in a new windowCozy Cabin w/ Hot Tub | State Park | Near Lake
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Wingina Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Wingina vacation homes are the perfect way for you to wing it.

Holiday houses in Wingina let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Wingina in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Wingina adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Wingina with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Wingina vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Wingina Holiday Homes essential information

Accommodation
324 Holiday Homes
Lowest Price
NZ$195
Highest Price
NZ$1,485
Popular accommodation
Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail, 2min to Ski Hot Tub EV Charger Mountain View DogOK, Clean family-friendly 5BR in the HEART of Virginia's Wine Country -- Amazing views, basement game room, new outdoor patio, Mountain Views, Hot Tub, Impeccable Design, Large and Luxurious Exec 5BR Chalet, Modern Ski-In/Ski-Out Retreat – 3BR/2BA, Step-Free Entry, The newest and largest edition to the Wintergreen Retreat portfolio!, Hiker’s paradise! Come relax this summer!!!, Cozy Cabin w/ Hot Tub | State Park | Near Lake

Top trending hotels in Wingina

RNF Virginia's hottest destination getaway!!! Robbin's Nest Farm!!!

RNF Virginia's hottest destination getaway!!! Robbin's Nest Farm!!!

Wingina VA
Stay at this cabin in Wingina. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attraction James River State Park is located nearby.
Opens in a new windowRNF Virginia's hottest destination getaway!!! Robbin's Nest Farm!!!
Appomattox Inn and Suites

Appomattox Inn and Suites

2.5 out of 5
447 Old Courthouse Road Appomattox VA
Fully refundableReserve now, pay when you stay
The price is NZ$195 per night from 15 Feb to 16 Feb
NZ$195
15 Feb - 16 Feb
includes taxes & fees
Stay at this business-friendly hotel in Appomattox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowAppomattox Inn and Suites
Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

3 out of 5
45 Royal Oaks Ln Montebello VA
The price is NZ$330 per night from 16 Feb to 17 Feb
NZ$330
16 Feb - 17 Feb
includes taxes & fees
Stay at this cabin in Montebello. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Wintergreen Resort and Sherando Lake Recreation Area are located ...
Opens in a new windowLove Ridge Mountain Lodging
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2br/2ba:  Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Roseland VA
The price is NZ$422 per night from 19 Feb to 20 Feb
NZ$422
19 Feb - 20 Feb
includes taxes & fees
Stay at this condo in Wintergreen. Enjoy a water park, laundry facilities and tennis courts. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...
Opens in a new window2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Don't see what you're looking for?
See all available properties in Wingina
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.