Holiday houses in Fleetwood

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Top-rated holiday rentals in Fleetwood

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Top Guest favourite
Cabin in Watauga County
4.94 out of 5 average rating, 377 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 less then 12 miles near. All with easy Hwy access from 4 lane hwy.

Top Guest favourite
Barn in Fleetwood
4.98 out of 5 average rating, 131 reviews

Quaint & Romantic Barn Loft – French Country

Located 20 mins from Boone & West Jefferson, the French Country Loft boasts beautiful views of the New River’s South Fork from a self-catering, open concept suite on top of a refurbished 1880's dairy barn. This amazing location allows fishermen, paddlers and tubers entrance to the New River, bikers & runners access to Railroad Grade Road, hikers entry to the woods behind "The Escape." Book lovers and loungers will find serene grounds full of relaxing spots worlds away from the stresses of life.

Top Guest favourite
A serene view of a rural landscape is captured, showcasing a lush green field in the foreground. In the background, a farmhouse and outbuildings rest peacefully under a rainbow arching over a hillside adorned with autumn foliage.
Home in Fleetwood
4.96 out of 5 average rating, 207 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).

Top 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, 163 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, 146 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.

Top Guest favourite
A rustic log cabin with a green metal roof is nestled among trees, showcasing a front porch with a star decoration above the door. A gravel pathway leads to the cabin, bordered by lush greenery and ornamental plants.
Cabin in Creston
5 out of 5 average rating, 162 reviews

A DREAM BY THE STREAM* private 10 ac-Dog Friendly!

A Dream by the Stream is a very private and rustic 2 Br/2Ba log cabin overlooking a bold stream on 10 beautiful and remote acres with walking trails, a pond with dock, campfire pit, and amazing garden stonescapes. Our 750 sq ft. Cabin offers WiFi, streaming TV, central AC and heat, fully stocked kitchen, coffee provided, towels, comfortable bed and quality linens. We are 1/2 mile from the North Fork of New River. It's a perfect spot to relax, unwind, and enjoy the mountains. Dogs welcome.

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, 160 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
The great room features a tall stacked stone fireplace, complemented by wooden walls and ceiling. A dark coffee table is set in front of a comfortable sitting area, with a chair and decorative pillows nearby. A dining table is placed against a wall, with doors leading outside.
Cabin in Fleetwood
4.89 out of 5 average rating, 137 reviews

Evergreen Retreat

This is a peaceful cabin located just minutes to Boone, Blowing Rock and West Jefferson. Relax and enjoy the scenic views, tall trees and sounds of the nearby creek! There are numerous hikes in the area and other outdoor activities such as kayaking, skiing, apple-picking and Christmas Tree cutting. There are numerous restaurants, coffee shops, local art spots and other activities in the area. If you would like to stay, please send a message and tell us about yourself and your stay.

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, 459 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 exterior of the cabin is shown, surrounded by tall trees and greenery. A large deck extends from the front, featuring a white railing. Large windows invite natural light, creating a connection with the forest surroundings.
Cabin in Fleetwood
4.96 out of 5 average rating, 634 reviews

Sleeping Bear Cabin - Blue Ridge Mountains

Sleeping Bear Cabin is nestled away in a private mountain community that has it's own lake and just a two minute drive to the New River at the entrance of the community. The cabin is surrounded by forest with a main deck and an upper deck. Just recently remodeled and redecorated, we designed Sleeping Bear to be the perfect place for anyone to enjoy the mountain life. Fishing, walking, biking, hiking, tubing, kayaking, bird, butterfly, wildlife watchers and 35 -45 minutes to skiing.

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, 483 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, 198 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.

Popular amenities for Fleetwood holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Fleetwood?

    Travelers often look for cabins, cottages, or mountain lodges set within tranquil surroundings in and around Fleetwood. Stays with river or forest views are frequently suggested for a peaceful getaway experience.

  • What are the best things to do in Fleetwood with kids?

    Families can enjoy easy nature trails, picnics by the river, and spotting wildlife in parks around Fleetwood. Seasonal community events, hands-on arts workshops, and outdoor recreation are popular with children of all ages.

  • What are some of the best things to do in Fleetwood?

    Fleetwood has outdoor adventures like hiking and fishing, as well as opportunities to explore local artists’ studios and craft markets. Visiting nearby wineries and enjoying scenic drives are frequently suggested ways to experience the region.

  • How is the weather in Fleetwood?

    Fleetwood has cool winters with temperatures around 30–49°F (-1–10°C), and warm, pleasant summers near 64–87°F (18–31°C). Rainfall is spread throughout the year, so packing a light rain jacket is a good idea, particularly in late spring and summer.

  • When is the best time to visit Fleetwood?

    Late spring through early fall is often recommended for comfortable temperatures and lush mountain scenery, with afternoons reaching around 70–84°F (21–29°C). Fall also draws visitors for colorful leaves and seasonal festivals, while winter is quieter with cooler temperatures.

  • What are the best places to visit in Fleetwood?

    Fleetwood has riverfront parks, local art galleries, and family-run farms where visitors can experience regional traditions. Exploring nearby nature preserves and historical landmarks is also frequently suggested.

  • What are some hiking trails in Fleetwood?

    Fleetwood has forested trails suitable for beginners and more experienced hikers, featuring river views and wildflowers in season. Nearby natural areas also attract those interested in longer treks or photography.

  • What are some family activities we can do in Fleetwood?

    Exploring nature trails, fishing in rivers, and joining seasonal festivals are popular family activities around Fleetwood. Children often enjoy visiting farms, picking berries in summer, and participating in local craft workshops.

  • What are some of the best day trip ideas from Fleetwood?

    Travelers frequently suggest exploring nearby mountain towns, scenic overlooks, and state parks around Fleetwood. Outdoor activities like hiking, fishing, and visiting artisanal markets are popular, as well as discovering the region's craft breweries and historic sites.

  • Are there any pet friendly accommodations available in Fleetwood?

    Several accommodations in Fleetwood welcome pets, especially cabins and cottages with outdoor space. Taking advantage of pet-friendly walking areas and trails can help you and your companion explore together.

  • What are some local tips for visiting Fleetwood?

    Locals suggest starting your days early to catch mountain sunrises and browsing weekend farmers’ markets for fresh goods. Being respectful of natural spaces and chatting with artisans can enrich your visit.

  • What is Fleetwood known for?

    Fleetwood is known for its Appalachian heritage, scenic mountain surroundings, and a welcoming small-town feel. The area is also recognized for outdoor recreation and locally rooted crafts and music traditions.

  • What are the best hidden gems to explore in Fleetwood?

    You can discover quiet forest trails, rustic roadside produce stands, and small pottery workshops around Fleetwood. Less-traveled creekside picnic spots and scenic overlooks are often recommended for peaceful outdoor experiences.

  • What are the best foods to try in Fleetwood?

    Southern Appalachian dishes are frequently suggested, including country ham, fresh trout, cornbread, and locally made jams. Farm-to-table cafes and bakeries around Fleetwood also serve homemade pies, seasonal produce, and regional comfort food.

  • What should I bring for a trip to Fleetwood?

    Pack comfortable layers for changing mountain weather, a rain jacket, and sturdy shoes for outdoor activities. In cooler months, hats and warm outerwear are useful, while sunscreen and a reusable water bottle suit warmer seasons.

  • What is the nightlife in Fleetwood like?

    Fleetwood has a relaxed atmosphere with low-key venues, such as local taverns, small eateries, and occasional live music events. Nightlife is centered around social spaces in the community, making for a friendly and laid-back evening experience.

  • What are the most popular events or festivals in Fleetwood?

    Fleetwood has local festivals that often celebrate mountain music, seasonal crafts, and traditions connected to the Appalachian region. Visitors can explore regional fairs, music gatherings, and community celebrations, especially in late spring and fall. These events frequently feature artisans, live performances, and local food.

  • Are there family friendly vacation rentals in Fleetwood?

    Fleetwood has a range of family friendly vacation rentals, including spacious cabins and homes with kitchens and yard space. These are often chosen for group stays and families seeking easy access to outdoor recreation.

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