Holiday houses in Fleetwood

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Top-rated holiday rentals in Fleetwood

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Top Guest favourite
A spacious living area features wooden flooring and a ceiling with natural wood panels. A comfortable seating arrangement includes a dark couch and an accent chair beside large windows. A coffee table sits atop a patterned rug, complemented by shelves and artwork on the walls.
Cabin in Boone
4.97 out of 5 average rating, 181 reviews

The Wood Shop @ Boone Retreat

Converted wood working shop, spent time as cabinet shop, picture frame shop and most recently artist’s loft. Think New York Loft Meets Mountain Cabin, complete with glass door wood stove!! Now, makes for very unique space. Enter through spacious 2 car garage to original shop, lay out updated for unique mountain LOFT getaway. Think..rustic, raw, real, back to basic, with a Modern Twist! 2 zone mini-split heat/ac! Heat good down to around 30 degrees, wall heater in Bath/Gas heater in Living Room

Guest favourite
Home in Fleetwood
4.96 out of 5 average rating, 203 reviews

Charming 1930s Farmhouse near Boone-WestJefferson!

“Worth's Place" is located in the breathtaking Appalachian Mountains of Ashe County, North Carolina. This charming 1930's farmhouse sits in the locale of a "retired" 180+ acre dairy farm and is roughly 15-20 minutes away from Boone/Jefferson. If you enjoy mountain scenery, hiking trails, or any outdoor activities, Ashe County is the place to visit! NOTE: The farmhouse only has ONE BATHROOM and it is located INSIDE BEDROOM #1 (bathroom is not accessible via any other rooms besides bedroom #1).

Guest favourite
The cabin is nestled among tall trees in a serene woodland setting. Its log-sided exterior and expansive deck are visible above lush green undergrowth, providing a natural and tranquil atmosphere. The surrounding foliage emphasizes the cabin's secluded and peaceful location.
Cabin in Fleetwood
4.91 out of 5 average rating, 156 reviews

Cozy & Serene - Peaceful View - Creek- Firepit

This Charming Comfy log-sided getaway in a peaceful setting with a creek is located in Fleetwood, NC, between Boone and West Jefferson (15-20 minutes!) and the Blue Ridge Parkway. Feel like you are in a tree house with all the comforts of home. Surrounded by trees and mountain wildlife, with a state-maintained gravel road. Nearby activities include New River fishing, Blue Ridge Parkway hiking, public golf, and visiting agri-tourism farms with Christmas trees, apples, pumpkins, honey, and more.

Top Guest favourite
Home in Blowing Rock
5 out of 5 average rating, 137 reviews

Glass House Of Cross Creek Farms

Kick back and relax in this Luxurious mountain contemporary home located in the poplar subdivision of Cross Creek Farms, Blowing Rock NC. This home sits on a 2 acre lot with plenty of privacy and has an abundance of windows allowing the sunlight shine through and for you to enjoy the beauty of the forest that surrounds you. This home features an open concept with vaulted living area, large kitchen, expansive bedroom with spa like bathroom. A short drive miles to either Boone or Blowing Rock.

Guest favourite
Guest suite in Fleetwood
4.94 out of 5 average rating, 170 reviews

Rest, Rejuvenate & Play in the NC High Country

Designed for you to rest, rejuvenate, and to play! Located high above a peaceful valley in the heart of the North Carolina High Country. Enjoy a good nights rest, and a steamy cup of morning coffee on your private deck overlooking the stunning view. The cozy private suite is the lower level of a mountain home where the owners reside, when they are in town. You will have private access to your space, deck, and hot tub. Nearby: Blue Ridge Parkway: 8 min. Boone, Todd, & West Jefferson: 20 min.

Guest favourite
The glamping cabin is constructed with textured wooden siding, featuring large windows that allow for natural light. A set of stairs leads to a covered porch area, surrounded by greenery and a bamboo fence, enhancing the cabin's rustic charm.
Tiny home in West Jefferson
4.93 out of 5 average rating, 444 reviews

Mayapple loft - Glamping on The Parkway

Enjoy an authentic mountain adventure in comfort at our private tiny glamping cabin. Complete with sleeping loft, outdoor shower, covered patio with grill, outhouse and fire pit.Located on 40 acres in the middle of the National Park with driveway directly off the BRP. Nearby you can enjoy waterfalls, rafting, hiking, fishing, mt biking, frescoes, skiing …Additional camping and other tiny cabins are also available on the property. Conventional full bath available nearby at the main cabin 24/7

Top Guest favourite
A modern cabin is set among tall trees, with warm light glowing from large windows. The porch features a spacious area for outdoor seating, and string lights enhance the evening ambiance. The surrounding grass is dotted with patches of shade from the trees.
Cabin in Fleetwood
4.99 out of 5 average rating, 154 reviews

THE HEMLOCK. Modern, Kid-friendly Cabin near Boone

Hurricane Helene Update: We are incredibly fortunate that our property did not suffer damage from the storm and the main roads to and from our home are accessible. Internet and power have been restored, and our property is ready to offer a lovely refuge for anyone needing a temporary place to stay. We are devastated by the losses experienced in Western NC and encourage any locals to reach out with a message prior to booking if you want to spend a few days at the Hemlock. We want to help.

Top Guest favourite
A tiny house stands on a grassy hill under a starry night sky, illuminated by soft light from the porch. The rustic exterior features a combination of wood and metal, while the deck offers access to the serene landscape surrounding the property.
Tiny home in Fleetwood
4.94 out of 5 average rating, 447 reviews

Tiny House with GREAT VIEWS!

Our space, a custom build from HGTV-featured tiny house builder Randy Jones, is on a ridge with unparalleled, 270-degree views of Grandfather Mountain, all three area ski resorts, on into Tennessee and Virginia's Mount Rogers. We're located 20 minutes from Boone and 15 to West Jefferson, and even closer to the Blue Ridge Parkway and New River activities like fishing and tubing. If you've considered downsizing, or you just want to give living tiny a try for a getaway, this is the place!

Top Guest favourite
The image captures a scenic view of rolling hills and vibrant greenery under a partly cloudy sky. A gravel path leads towards the foreground, while distant structures dot the landscape. A wooden porch is visible on the right, providing a vantage point for enjoying the tranquil surroundings.
Cabin in Watauga County
4.94 out of 5 average rating, 368 reviews

Charming Cabin farm-core aesthetic, 15 min 2 Boone

Cottage is situated overlooking gentle pastures and mountain views. A perfect front porch setting for those NC Mountain sunsets offering a peaceful relaxing experience. The surrounding wildlife, forested area, hiking trails, and bold streams make this an adventurous getaway. Parkway and New River are minutes away for fishing and biking. 3 Ski Resorts as close as 20 to 35 miles and Boone, Jefferson, Appalachian State University all less then 12 miles near All with easy Hwy access.

Guest favourite
An inviting dining area is highlighted by a wooden table surrounded by light-colored chairs. A flower vase adds a natural touch. French doors allow views of the outdoors, while a wood-burning stove and potted plants contribute to the cozy ambiance.
Hut in Stony Fork
4.95 out of 5 average rating, 474 reviews

Our Happy Little Hut

Come and stay in our unique quonset hut just 15 minutes to Boone! This is a half circle metal building turned into a unique tiny home cabin experience. This 400 sq ft space has everything you need including a bedroom, bathroom and upstairs kids loft. The main area has colorful wood details and an accent wall with 100 year old barn wood right from our own farm. The water is straight from a natural spring up our mountain. This space is ideal for couples, and two kids.

Top Guest favourite
A deck area is furnished with two rattan chairs and a small table, offering an unobstructed view of Mount Jefferson and surrounding greenery. The open sky reveals a mix of clouds, creating a serene outdoor space for relaxation.
Home in Jefferson
4.97 out of 5 average rating, 188 reviews

Mt Jefferson View, modern & cozy

Welcome to Blue Horizon Hideaway! Enjoy an unbeatable view of Mount Jefferson with convenience to restaurants, breweries, shopping, hiking and the New River! The 14 foot walls and ample windows allow natural light to pour into every room. Relax while watching the sunsets and fall colors from the deck. Pictures do not do this hideaway justice, book now to take in the beauty of Mount Jefferson and the surrounding Blue Ridge Mountains.

Superhost
A covered outdoor space features a blue-striped hammock, wooden seating, and a small table. Soft light bulbs hang above, adding a warm ambiance. A patterned rug lays beneath, complemented by views of surrounding trees through the railing.
Condo in Sugar Mountain
4.92 out of 5 average rating, 390 reviews

Cozy Condo short walk to Sugar Mountain Lodge

Cozy downstairs condo at the base of Sugar Mountain! Walk to ski slopes, tubing, and ice skating. Includes a locker at the lodge—no hauling gear! Easy access to Banner Elk and local restaurants. Quiet, comfortable, and perfectly located for year-round fun. We live nearby and are happy to help with anything during your stay! Come experience the charm of the High Country — we’d love to host you!

Popular amenities for Fleetwood holiday rentals

  1. Airbnb
  2. United States
  3. North Carolina
  4. Ashe County
  5. Fleetwood