Fleetwood vacation rentals

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Top-rated vacation rentals in Fleetwood

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Fleetwood

4.96 out of 5 average rating, 142 reviews

"The Cottage at Cranberry Lane"

The Cottage at Cranberry Lane is 15 minutes from Boone & 20 minutes from West Jefferson. 35 minutes to Blowing Rock and nearby hiking trails. 5 minutes from the New River for tubing, canoeing and kayaking. 10 minutes from the Blue Ridge Parkway. There are many miles of bike trails along the famous Railroad Grade Rd. along the New River. The cottage is a cozy retreat in a wooded setting off the beaten path yet convenient to major roads. Suitable for couples, solo travelers, families & pets.

Jun 8 – 15

G$25,836 GYD per night

Guest favorite

Guesthouse in Boone

4.94 out of 5 average rating, 170 reviews

Private Guesthouse w/ Gorgeous Hot Tub Patio

Our cozy, clean, and stylish guesthouse has everything you need. This beautiful area is just 5 mins to the Blue Ridge Parkway, 12 mins to downtown/ASU. Come and go as you please with coded lockbox and contactless entry. Your private patio has a hot tub and cozy propane fire pit. Full kitchen, comfy mattresses, and newly remodeled shower. Separated from our house by a large breezeway, with your own entrance, parking area, and no shared spaces. 25 mins to App Ski Mnt, 40 to Sugar, 60 to Beech.

Oct 5 – 12

G$23,098 GYD per night

Guest favorite

Home in Fleetwood

4.95 out of 5 average rating, 149 reviews

Charming 1930s Farmhouse near Boone/W. Jefferson!

“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).

Jan 17 – 24

G$21,934 GYD per night

Guest favorite

Guest suite in Fleetwood

4.97 out of 5 average rating, 126 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.

Oct 7 – 14

G$30,834 GYD per night

Guest favorite

Cabin in Fleetwood

4.97 out of 5 average rating, 155 reviews

Hillside Hideaway - Tiny Cabin, Near New River

Nestled in the Blue Ridge Mountains, the Hillside Hideaway is a tiny cabin perfect for your mountain escape. Only minutes from Boone and West Jefferson, this location is hard to beat! Just over the hill you can enjoy miles of biking and kayaking on the New River. Take in the mountain air, listen to the nearby stream, or catch a beautiful sunrise from the spacious front porch. Come relax and unwind in our modernly decorated and peaceful hideaway while still enjoying all the comforts of home.

Jan 22 – 29

G$20,959 GYD per night

Guest favorite

Guesthouse in West Jefferson

4.98 out of 5 average rating, 132 reviews

Mountain escape great views!

Leave the world behind in your private guest house. Fully stocked kitchen, living room, bedroom with two beds and bathroom with walk in shower. Enjoy great mountain views on private deck. Downtown West Jefferson, a short 4.5 mile drive, is a vibrant small town with shops, breweries, restaurants and much more. Kayak the new river, hike Mount Jefferson, drive the Blue Ridge Parkway. Enjoy cool mountain breezes in summer, beautiful fall foliage and winter sports close by. Adventure awaits!

Jan 19 – 26

G$20,745 GYD per night

Guest favorite

Guest suite in Fleetwood

4.98 out of 5 average rating, 139 reviews

High Country Hideaway, a Private Mountain Retreat!

Private 1,400 sq ft upstairs suite with separate entrance located in a peaceful mountain setting. 20 minutes to downtown Boone and 10 minutes to West Jefferson. Perfect for your getaway! Please see a special note on COVID-19 below. We offer 2 comfy bedrooms, a private bath, smart TV with Netflix, Wifi, mini fridge, microwave, coffee maker, tea kettle, and toaster. Please note: *We do not provide breakfast* Ample parking in a quiet neighborhood that is easy to find off the highway.

Jun 21 – 28

G$23,254 GYD per night

Guest favorite

Cabin in Fleetwood

4.97 out of 5 average rating, 489 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.

Dec 11 – 18

G$30,010 GYD per night

Guest favorite

Tiny home in Fleetwood

4.94 out of 5 average rating, 323 reviews

Tiny House with GREAT VIEWS!

My place, 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 in to Tennessee and Virginia's Mount Rogers. We're located 20 minutes from Boone and West Jefferson, and closer than that 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!

Dec 2 – 9

G$14,307 GYD per night

Guest favorite

Cottage in Purlear

4.98 out of 5 average rating, 230 reviews

Enchanted Mtn Cottage Escape/Farm/10 Miles to BRP

Quiet and peaceful private mountain cottage, with unique vintage decor. Sleeps 2, with a fully appointed kitchen and living area, very comfortable queen bed, bathroom with shower, new Washer/Dryer and a spacious deck, with patio table and chairs, overlooking the farm. Stream and fire pit below. Remote and private, but easily accessible to town and all the surrounding mountain areas Conveniently located near Wilkesboro (10 miles), Blue Ridge Parkway (10 miles), Boone (20 miles)

Mar 13 – 20

G$21,994 GYD per night

Guest favorite

Cabin in West Jefferson

4.95 out of 5 average rating, 166 reviews

Out of the Blue Cabin, A Mountain Escape

Out of the Blue Cabin cabin is a 2 bedroom, 1.5 bath cabin located in quaint West Jefferson, NC. With stunning views, Out of the Blue Cabin is the perfect little getaway spot to relax and unwind from life's demands. It comfortably sleeps 5-6 (5 in beds and can accomodate an additional sleeper on the couch in the living room), has a fully functioning kitchen, gas grill, WiFi, TV, all with a rustic mountain feel. Bed linens, towels, washer and dryer are included in your stay.

Mar 13 – 20

G$23,345 GYD per night

Guest favorite

Cabin in Fleetwod

4.95 out of 5 average rating, 428 reviews

Tiny cabin - Giant view

Tiny Charm with Amazing views . Enjoy the sunsets and spectacular views of three States and the Appalachian Mountains from your front porch. Cabin sits on top of a mountain surrounded by Christmas trees and wide open spaces. It is tiny, but comfortably and decorated with all the amenities desired for a sweet getaway. (Three other tiny cabins nearby ~60 ft apart). Sorry, no pets allowed. Offenders will be fined $100. Winter months: 4WD required.

Feb 7 – 14

G$24,792 GYD per night