Deep Gap Vacation Homes

A mountainous landscape with dense forests and a clear sky.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Deep Gap holiday homes

A small wooden cabin with a deck, situated on a dirt ground with sparse vegetation.

1. A View for Two: Tiny House with BIG VIEWS

Fleetwood

Kayce S.

HK$1,122 total

includes taxes & fees

8 Nov - 9 Nov

A wooden cabin interior with a kitchen area, wooden staircase, and a visible bathroom.

2. Tiny House on Top of a Hill: SPECTACULAR VIEWS!

Fleetwood

Richard

HK$1,175 total

includes taxes & fees

28 Oct - 29 Oct

A wooden bench in a forested area with a hammock and wooden beams.

3. Serene & Cozy · Peaceful View · Creek · Firepit

Fleetwood

Kasia T.

HK$2,434 total

includes taxes & fees

18 Nov - 19 Nov

A large, white, multi-story house with a symmetrical roofline and multiple chimneys, surrounded by snow-covered trees and a small gazebo.

4. "Garden Gate Barn Loft" - Luxurious Couple's Getaway on the New River

Fleetwood

Stephanie J.

HK$2,111 total

includes taxes & fees

22 Oct - 23 Oct

A living room with a stone fireplace, wooden ceiling, and a sofa.

5. 3BR / 2 BA Cottage: Blue Mountain Retreat

Blowing Rock

Jeanne C.

A covered outdoor patio with a wooden table, chairs, and a dining set.

6. Mountain Retreat ~ Sunset Views ~ Private & Quiet

Fleetwood

HK$6,268 total

includes taxes & fees

26 Oct - 27 Oct

7. "French Country Barn Loft" Luxurious Couple's Escape on the New River

Fleetwood

Gene

HK$2,197 total

includes taxes & fees

22 Oct - 23 Oct

A red cabin with a deck overlooking a stream, surrounded by autumn foliage.

8. Creekside Cottage in Boone • 5 mil. to dtwn • with Fire Pit!

Boone

Cristi J.

HK$2,106 total

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a bed, a window, a wall with a tree mural, and a nightstand with a lamp.

9. Long Range Sunrise Mountain View 1-bedroom home in charming Blowing Rock

Blowing Rock

"Dwayne was a great host! He was 'on it' right away for every question we had. His place was so beautiful and comfortable. The serene view from every window and the porch added to the charm. It was hard to leave that view during the day in case we'd miss a new light or cloud formation over the country side. It was like an ever-changing pastel painting. Trust me.... that space has everything you need in terms of comfort, amenities and snacks!! It is however, up a couple of steep hills and you...

Elizabeth B.

HK$2,451 total

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with chairs and a grill, surrounded by lush greenery.

10. Tiny Container Home Retreat with Hot Tub, Fire Table, Dining Area, and Views!

Todd

Abigail D.

HK$3,247 total

includes taxes & fees

26 Oct - 27 Oct

A room with a wooden interior, a small table with chairs, and a window with a view of trees.

11. Hot Tub, Views, Outdoor Oasis

Todd

Brittany L.

HK$3,467 total

includes taxes & fees

26 Oct - 27 Oct

A spacious kitchen with wooden cabinets, a central island, and a dining area with a long table and chairs.

12. Pet Friendly One Level 5-Bed/2-Bath Home with a Hot Tub, Deck/Fire Pits in Boone

Boone

Lee W.

HK$4,925 total

includes taxes & fees

26 Oct - 27 Oct

A wooden deck with two green Adirondack chairs and a wooden railing.

13. Tiny Home II, Pet Friendly, Free Cancellations

Boone

HK$1,956 total

includes taxes & fees

16 Nov - 17 Nov

A living room with two armchairs, a small table, and a couch. There is a window with curtains, a lamp, and a framed picture on the wall.

14. Appaltree Bungalow: Two bedrooms in town

Boone

Jon W.

HK$2,862 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a checkered floor, a bed with a purple bedspread, a wooden headboard, a glass coffee table, and a leather armchair.

15. 1 bedroom house right on King Street in the heart of downtown Boone

Boone

Mary Beth E.

HK$2,097 total

includes taxes & fees

8 Nov - 9 Nov

A two-story wooden house with a balcony, situated on a grassy hill with a pond in front.

16. Cabin #14 The Sky Retreat - Off the Blue Ridge Parkway

Purlear

HK$5,501 total

includes taxes & fees

25 Oct - 26 Oct

A two-story log cabin with a balcony, multiple windows, and a fire pit in the yard.

17. Rustic Log Cabin TH | Spacious King Suite | Views | Fire Pit | Walk Downtown WJ

West Jefferson

David M.

HK$2,954 total

includes taxes & fees

4 Nov - 5 Nov

A two-story wooden cabin with string lights, large windows, and a picnic table.

18. 2 King Suites | Mtn Views | Walk Downtown

West Jefferson

Karen G.

HK$2,954 total

includes taxes & fees

4 Nov - 5 Nov

A wooden interior hallway with a blue door, a welcome sign, and a view to an outdoor deck.

19. 3BR/3BA Log Cabin TH | Mtn Views | Walk Downtown

West Jefferson

Susan W.

HK$2,963 total

includes taxes & fees

3 Nov - 4 Nov

A rocky riverbank with a large boulder in the foreground, surrounded by trees and a wooden structure in the background.

20. On the New River-Pets welcome-Hot tub-Fire pit

Blowing Rock

aimee j.

HK$3,400 total

includes taxes & fees

16 Nov - 17 Nov

View all properties

Find holiday rentals that suit your style

Cabins

Cottages

Save an average of 15% on thousands of hotels when you're signed in

Top Deep Gap Hotel Reviews

Graystone Lodge, an Ascend Collection Hotel

10/10 Excellent

"Wonderful property… staff was most hospitable and helpful…room was comfortable and breakfast was well prepared, tasteful and nutritious…. And the location was perfect !!"

BRAND NEW JACUZZI HOT TUB Real Log Cabin, Beautiful Rushing Trout Stream, Wifi.

10/10 Excellent

"A stunning place to retreat, with a bubbly stream meandering through the property.Lovely, homey cabin.. One large cozy room. Would have liked to check out at 11:00 am rather than 10:00 am.(For the cost)"

Find out more about Deep Gap