
Guesthouse vacation rentals in Jackson County
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Top-rated guesthouses in Jackson County
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Nature's Nest
Nestled in a Private Mountain Setting close to Cherokee, Bryson City, Dillsboro and Sylva. Central Location for Boating, Tubing, Hiking, Biking, Fishing and White Water Rafting. Come relax after a day of exploring. Harrah's Cherokee Casino is about 9 miles away. Nature's Nest has been described as a Hidden Gem, My Prayer for all who stay is whatever You need You will find it here on the Mountain. Let Nature's Nest Give You Rest, a Healing Place for All! Wi-Fi is better now that I have Extenders

The Woodlen: Studio with Views/Hot tub/ fire pit
After a day of hiking the Smoky Mountains or exploring the quaint town of Sylva and Dillsboro, come home to The Woodlen and relax! You may never want to leave. Life is crazy and The Woodlen is a great escape! PRIVACY: This studio guesthouse sits on 70 ACRES and is far enough away from the main house to afford plenty of privacy. Enjoy the hot tub, fire pit (bring your own wood) and ping pong table, or just curl up on the outdoor furniture and listen to the stream that runs behind the house.

Mama Bear’s Cottage, Pond,Firepit & Great Wifi
Make way for Mama Bear's Cottage! This 1 bed/1 bath cottage is the perfect little vacation rental home in Highlands, NC! Next to Baby Bear's Den with a wooden bridge that overlooks a beautiful pond, this cottage provides comfort and coziness in one perfect package! Enjoy the critter decorations, whip up a warm meal in the ktichenette, settle in by the fire pit outside, or relax in the living room after a fun day of exploring Highlands. Mama Bear's Cottage has you covered like a cozy blanket.

Starswept Studio–Near GSMNP, BRP, walk to Joey’s.
Welcome to Starswept Studio! Breathe in the mountain air from the balcony of this cozy studio above a detached garage in a peaceful, private neighborhood. Perfect for adventurers or those seeking a quiet retreat, this hideaway is just eight minutes from the Blue Ridge Parkway. Surround yourself with hiking trails, waterfalls, skiing, wildlife, and stunning views. Our spacious studio combines functionality and comfort. PLEASE NOTE: Due to severe family allergies, we are unable to host pets.

The Guest Tower: Amazing Mountain and Valley Views
Stay at our private guest tower with 2 bedrooms & 2 baths with access through the front deck. The guest tower can sleep up to 6 , there is a pull-out queen size sofa bed in the top living room, the master bed is a full size bed. The current Airbnb description list does not have a full size bed listed as a choice. Nearby attractions: less than a mile away to the cataloochee-ski-area, 30 minute drive to Asheville, Jonathan Creek trout fishing down the hill, close to the blue ridge parkway.

MeadowHill Guesthouse - Mountain view-3 mi to town
This charming guesthouse is nestled in a wooded setting with mountain views. Relax on the wraparound porch taking in the fresh air and scenery as you warm up by the outdoor stone fireplace. The vaulted ceilings in the main house with a stone fireplace provide the perfect mountain ambiance. Please note: Kitchenette only - No stovetop. The guesthouse shares the property with the main house which was built in 1930. Just minutes to the shopping and dining of both Highlands and Cashiers.

Wolf Lake Escape - lake & mountain retreat
Beautiful secluded setting on Wolf Lake. Private studio apartment with full kitchen and bath. Stunning lake view and full lake access with use of kayaks, canoe and dock in the adjacent cove. Private patio with fire pit and grill. Paradise Falls trailhead 1 mile away. Close to Panthertown Valley Backcountry Area with multiple trails and waterfalls. 45 minutes from Brevard, Sylva and Cashiers, NC. Easy drive to Asheville and Biltmore House. Onsite parking. Well behaved pets welcome

Windcrest Loft- charming retreat near the river.
Welcome to Windcrest Loft! If you’re looking for a homey place to stay while visiting the mountains, this is it! Kids and pets are welcome too. Centrally located, within minutes to shops and restaurants in Dillsboro and Sylva, 10 mins to WCU and 20 to Franklin, Bryson City & Waynesville. Convenient Tuckasegee river access across the street and close to many hiking spots! When not touring the area, relax outdoors and enjoy the antics of our resident goats, donkeys, geese and chickens.

Love Shack
This is the best view of Whiteside Mountain, you will find no better. The Love Shack is a unique one of a kind property located in one of Highlands most desirable areas less than 2 Mi from town. The screened porch and king size bed overlook Whiteside, oldest mt in the world. There's a private waterfall and garden. The grill and fire/meditation garden hold a powerful energy to calm and heal. Beautifully furnished, marble and barn wood kitchen and bath. Tub for two under sky light.

Luxe Mountain Chic in Cashiers
The Sterling-A beautifully remodeled, professionally decorated, bright and luxe mountain-chic guest house nestled conveniently between Highlands and Cashiers; Offering two spacious guest en-suites and a kitchenette. Enjoy two acres of level, wooded topography, a view of Whiteside Mountain and grassy yards. Located just off SR64, 7 minutes from Cashiers and 15 minutes from Highlands. The property’s neighborhood is well-preserved with winding hiking trails throughout.

Across from river/hot tub/ 3 min to casino :pets
Adventure awaits you, in Cherokee, NC. Play all day, and retreat to the Painted Pony for a great night’s sleep! This spacious loft sits above a two car garage, separate from our permanent dwelling. Ample room for 4 guest, with one queen sized bed/1 full. Kitchenette is well equipped with toaster oven, drip coffee pot, 2 burner hot plate, fridge and microwave.Minutes from the casino, the theatre, & local shopping. Trophy trout fishing waters are across the street.

Cozy studio loft in the Blue Ridge Mountains
Enjoy our cozy studio loft apartment tucked away in the beautiful Blue Ridge Mountains, minutes from historic downtown Waynesville and just a short drive to Asheville. This spacious loft sits separate from our home so you can enjoy complete privacy during your stay. Dedicated parking is provided. The space is complete with a dining area, sitting room, mini kitchen and full bathroom.
Popular amenities for Jackson County guesthouses
Family-friendly guesthouses

Glamping Cabin with Smoky Mountain Views

Treetop carriage house with waterfall nearby

Blue Ridge Retreat

Cozy Mountain Cottage Near Downtown

Room 101. Click on photos for more rooms.

Private Cottage in Downtown Cashiers, NC

Glamping Cabin with Smoky Mountain Views

Rhododendron House at Red Leaf River Inn
Guesthouses with a patio

Hidden Bungalow

Waynesville Smoky Mt View Haven2

Mountain country cottage

Newly Remodeled Adorable 1 Bedroom Cottage

EriVio Walteri | River Retreat | Sleeps 4

The Halstead Coach House

Cool Mountain Cabin - Surrounded by Beauty

Empty Nest
Guesthouse rentals with a washer and dryer

Private 12x12 studio in Mountain Nature Sanctuary

Foxglove Flat, Private, Modern, Gas fireplace

Glamping Cabin with Smoky Mountain Views

Cozy Carriage House

Lakefront Mountain Cabin on Lake Glenville, NC

Glamping Cabin with Smoky Mountain Views

Perfect cottage getaway 10 min walk into town

Amazing view! Heart of All Things Smokies Near WCU
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- Great Smoky Mountains National Park
- Dollywood
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