Holiday houses in Caldwell

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Top-rated holiday rentals in Caldwell

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Top Guest favourite
The exterior of the house is warmly illuminated by string lights, highlighting the inviting porch. The wooden railing and lattice work add to the charm, while a tree nearby provides natural contrast against the night sky.
Guesthouse in Lewisburg
4.97 out of 5 average rating, 155 reviews

La Petite Maison - Close to Everything!

Enjoy your stay at La Petite Maison . It's the perfect getaway. Enjoy the open air in the mornings or evenings on the back porch. If you're lucky you may get some rain on the tin roof! Grab some food to pop on the grill or sit under the stars at the firepit in the evening. Historic downtown Lewisburg (voted America's coolest small town USA ) is a 1.5 mile straight shot down the road and was also voted "Best small town Food Scene ". OUTDOOR ADVENTURE GALORE..New River Gorge, Snowshoe, caves etc

Guest favourite
A single-story ranch home is presented with a red brick exterior and a light gray roof. The front yard features well-maintained grass and ornamental shrubs, with a paved pathway leading to the entryway. Large windows allow natural light to illuminate the inviting facade.
Home in Lewisburg
4.94 out of 5 average rating, 248 reviews

Deb's Nest - A Cheerful & Cozy Lewisburg Home

The whole group will enjoy easy access to everything from this centrally located home. This freshly updated ranch home is nestled in a quaint & cozy Lewisburg neighborhood just a short distance to the historic downtown district where fine dining, shopping and entertainment abound. There are two bedrooms & another bedroom that offers a sleeper sofa option . This home features a beautiful new contemporary kitchen, bathrooms and dedicated office space. Great backyard! Bee Our Guest at Deb's Nest!

Top Guest favourite
A charming cottage with a red metal roof is surrounded by lush green landscaping and mature trees. Sunlight filters through the clouds, illuminating the grassy area in front of the cottage. The structure features large windows that provide natural light to the interior.
Cottage in Caldwell
4.93 out of 5 average rating, 448 reviews

Pond View Paradise - Safe & relaxed in the hills!

Welcome to beautiful WV! Our cottage is secluded, easy to get to, overlooks fields and a lovely pond. There are trails and fishing on the property, and views in all directions. The cottage is fully air conditioned, clean, has WiFi and is located 8 min. from I-64 and 10 min. from both White Sulphur Springs (the Greenbrier) and Lewisburg, WV (“Coolest Small Town” winner). We love hosting guests on our farm, in our cozy cottage with beauty, peace and quiet, trails, fishing, and mountain air.

Top Guest favourite
The exterior of the bungalow is surrounded by lush greenery and features a well-maintained lawn. A stone pathway leads to the entrance, with a covered patio area housing seating and a fire-pit for outdoor relaxation.
Bungalow in Lewisburg
5 out of 5 average rating, 384 reviews

"Stones Throw Retreat" in Downtown Lewisburg

Tucked away off the main street in downtown Lewisburg, our bungalow features a large open concept living, dining and kitchen with comfy seating and a gas fireplace. Two spacious private bedrooms and a laundry room complete the floor plan. The lawn is perfect for relaxing - sip on a cool drink after an adventurous day or enjoy the fire-pit! Simple, clean, comfortable and colorful - we guarantee you'll find no other house like it. It's spacious (perfect for 1 - 4 guests) and has great flow.

Top Guest favourite
A covered balcony features a glass-topped table surrounded by four chairs, ideal for relaxation. Lush greenery is visible beyond the railing, providing a serene view of the surrounding park-like setting. A ceiling fan is mounted above, enhancing the outdoor comfort.
Home in Lewisburg
4.98 out of 5 average rating, 393 reviews

Private Downtown Sunny Retreat w/ Spacious Balcony

You’ll feel an immediate sense of calm when you arrive. Walk through a parklike setting surrounded by trees & lush landscaping into a private, sunny home with vintage charm, hardwood floors, high ceilings, original artwork & tall windows. Newly renovated, this historic duplex (upper story with no stairs) has a private entrance & balcony with scenic views for the ultimate retreat. Only 1 1/2 blocks from town, you’ll have an easy 5 min walk to all that the Coolest Small Town in America offers.

Top Guest favourite
The exterior of the log cabin features a stone chimney and a covered porch with seating, surrounded by a grassy area. Large windows allow natural light to enter, while wooden siding enhances the rustic charm, framed by trees in the tranquil setting.
Cabin in Covington
5 out of 5 average rating, 252 reviews

Cabin On The Creek

Set in the beautiful Alleghany Mountain Range, the Cabin On The Creek is a custom-built luxury cabin with amazing views and access to Potts Creek on a private wooded property. Multiple outdoor areas to enjoy the sights and sounds of the creek include the back porch, observation deck with Adirondack chairs, and walking path that leads to a stunning view of the Potts Creek “Sinks.” Enjoy the tranquil natural environment as you make use of the outdoor grill, picnic area, fire pit, and hot tub.

Top Guest favourite
Cabin in Vinton
4.99 out of 5 average rating, 143 reviews

Forest Cabin Retreat | Hot Tub & Creekside

Welcome to The Cabin! •15 min to the Blue Ridge Parkway •20 min to Smith Mountain Lake •25 min to Downtown Roanoke •40 min to Peaks of Otter Follow our IG @rambleonpines for cabin tours and photos Awaiting guests deep in the poplars that over took this holler years ago after all the green beans and potato crops were pulled from this fertile soil, is a modern chic cabin over looking a babbling creek with all the luxuries one would need for a weekend away from the grind of life.

Top Guest favourite
A sunny farm scene features a range of greenery with rolling hills in the background. In the foreground, chickens forage near a mobile coop, while rows of crops and a greenhouse are visible in the distance under a clear blue sky.
Tiny home in New Castle
4.95 out of 5 average rating, 141 reviews

Tiny house farm stay, minutes to AppalachianTrail!

Unwind in a spacious tiny home on a working farm with vegetables, herbs, fruits, dairy goats, sheep, and chickens. Enjoy the views, farm fresh food, local hiking and swimming holes, or if it's cold, cozy up by the wood stove! We offer sliding scale farm-to-table dinners on weekends. We love sharing our farmstead with guests and also understand if guests prefer tranquil time to themselves. We are a 20 min drive to Dragon's Tooth, and 10 minutes to VA42 (Kelly Knob or the Keffer Oak).

Top Guest favourite
The exterior of a two-story house is visible, featuring a welcoming porch with a railing. Lush green grass surrounds the home, and mature trees provide a natural backdrop. Two gabled windows adorn the front, complemented by a single door at the entrance.
Home in West Virginia
4.9 out of 5 average rating, 325 reviews

Country Hideaway

Welcome to Wild and Wonderful West Virginia. You will find yourself nestled in the woods and surrounded by natural beauty and wildlife. Your only visible neighbors will be whitetail deer and wild turkey. Views of forest and open yard surround you while you are able to relax and rest. The open floor plan allows for friendly gatherings and meals. Three private bed rooms will provide you a quiet place to sleep. A loft with a queen size bed is great for additional guests and kids.

Top Guest favourite
A cottage is set within a grassy area, featuring a tree swing and bordered by leafy trees. The path leads towards the entrance, emphasizing a welcoming approach. The property includes well-maintained shrubs on either side, creating a serene environment for guests.
Cottage in Lewisburg
4.99 out of 5 average rating, 155 reviews

The Cottage on Edgar Drive

The Cottage on Edgar Drive contains 1200 square feet with two very large bedrooms on each end and a central living/dining/cooking area. Both bedrooms have closet space and full bathrooms. Enjoy coffee and refreshments on the screened-in porch. The cottage is within walking distance of downtown Lewisburg's shops and restaurants, and is also conveniently located to other area attractions. The owner lives in the main house and enjoys sharing her collections with guests.

Top Guest favourite
Aerial view of a secluded log cabin surrounded by vibrant autumn foliage on rolling hills. The landscape features a mix of evergreen trees and a winding stream, creating a serene connection with nature. The area is expansive, showcasing the tranquility of the surrounding countryside.
Cabin in Ronceverte
4.99 out of 5 average rating, 182 reviews

The Evergreen Cabin at Second Creek; Ronceverte WV

Welcome to the Evergreen. A special place with a special purpose for special people. 1BR, 1BA log cabin on 3 acres. Features reclaimed beams throughout, double ceramic showers, jacuzzi tub, sun room, Hardwood floors, covered front porch. Fresh spring, well water, central air and heat. Built in 2015. Warmth and comfort. Located near historic Lewisburg, WV and The Greenbrier. Less than .5 mile from stocked fly fishing stream, Second Creek.

Top Guest favourite
A stone sign displaying 'Blackbird Village Townhomes' is prominently featured in a landscaped area. Lush green shrubs and trees frame the entrance, while a light-colored townhome with modern architecture is positioned in the background under a partly cloudy sky.
Condo in Lewisburg
4.98 out of 5 average rating, 157 reviews

Blackbird Village

Enjoy a cozy stay in a 2bd/2.5bath townhome near downtown Lewisburg. Prime location in the Historic District in the Coolest Small Town in America! Two designated parking spots right in front! Full kitchen for all your cooking needs or enjoy the restaurants in town. Walking distance to downtown shops, historic sites, restaurants, & bars. If you have more company, don’t worry we have a pull-out couch in the living room!

Popular amenities for Caldwell holiday rentals