Vacation rentals in Calypso

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Top-rated vacation rentals in Calypso

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Top guest favorite
A stylish seating area is featured, showcasing a brown leather sofa and two accented chairs atop a patterned rug. A dining table is visible in the background, accompanied by wooden chairs. Decorative wall art highlights the aviation theme, complemented by a vintage propeller.
Loft in Goldsboro
4.96 out of 5 average rating, 243 reviews

The Aviator Loft

Blue Yonder Properties presents The Aviator Loft! Located in the historic district of downtown GSB, this Loft offers the highest quality appliances and finishes that keep with the historic and industrial charm of downtown Goldsboro. This specific dwelling is approx 1500 total sqft and was designed with aviation themed decor and furnishings. It offers high-end charm for travelers on a budget! Located next to Goldsboros hottest pub, Goldsboro Brew Works, come out for an exciting night on the town!

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Guest favorite
An intimate room features rich black walls and warm wooden flooring. A crystal chandelier adds elegance above, while a red bench and exercise equipment provide functional spaces. Soft red lighting and dark curtains create a relaxing and private atmosphere for guests.
Home in Raleigh
4.98 out of 5 average rating, 100 reviews

Raleigh Risque’ Room | Couples’ Retreat & Playroom

The Raleigh Risqué Room is an exclusive adults-only retreat designed for couples who value privacy, luxury, and unforgettable experiences. We know we're not the cheapest stay in Raleigh—and that's intentional. From meticulous cleaning protocols and premium amenities to thoughtfully curated spaces and exceptional guest care, every detail is designed to exceed expectations. Our consistent 5-star reviews reflect the experience. Private hot tub, private entrance, and centrally located in Raleigh.

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Top guest favorite
The exterior of the cottage features a dark wooden façade with white trim, showcasing two arched windows on either side of the front door. Red chairs sit on either side of a fire pit, surrounded by greenery and decorations.
Guesthouse in Wade
4.95 out of 5 average rating, 558 reviews

Bluff Cottage Private Guesthouse

Beautifully situated on the McDaniel Pine Farm in Wade, NC you’ll feel right at home in the Bluff Cottage. A studio setup with a queen bed & 2 chairs that convert into comfortable single beds. There is also an air mattress available. Comfortable living room area with large flat screen TV and dedicated desktop workspace. Private Bathroom, walk-in shower and a small kitchen area with hot plate, pots pans, coffee maker, microwave & refrigerator. Nice outside patio with fire pit & acres to roam!

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Top guest favorite
The Aframe home features a triangular roof and large windows reflecting the sun. The light blue exterior contrasts with the sandy beach in front. Adirondack chairs are positioned on the deck, overlooking the serene lake, framed by trees rising in the background.
Vacation home in Elizabethtown
4.95 out of 5 average rating, 134 reviews

Lake Front Living with Private Sandy Beach!

Get a slice of peaceful lakefront living in this welcoming Aframe home with spectacular views! Awake each morning to the sun rising over the lake, then fill the day playing on your own private sandy beach, kayaking, fishing, or birdwatching. Take a short walk to the deeper lake for a refreshing swim or go for hike at Bay Tree Lake State Park which is right around the corner. Whip up a fabulous meal in the large open kitchen and end the evening with s’mores by the fire and unbelievable stars!

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Top guest favorite
A single-story home is set in a spacious yard with lush green grass and well-maintained hedges. Windows adorned with red shutters reflect a welcoming ambiance. A large fenced-in area is visible in the background, offering privacy and space for outdoor activities.
Home in Goldsboro
4.98 out of 5 average rating, 120 reviews

DeVeaux's Den where the spirit of peace abides

This serene home is located in a quiet neighborhood with welcoming neighbors. It has a large fenced-in backyard for pets (Pets not allowed on furniture), and a deck for entertaining. It provides amenities that will assist in providing the comforts of home. There is a gas station on the corner for quick purchases and gas. There are places to eat nearby and grocery stores to meet additional needs. The home is located near the Cliffs of the Neuse State Park and Seymour Johnson Airforce Base.

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Guest favorite
A spacious living area features large glass walls allowing natural light and views of surrounding trees. A unique wood coffee table is centered on a light rug. Two comfortable sofas provide seating, paired with a modern lamp and elegant decor.
Home in Raleigh
4.95 out of 5 average rating, 199 reviews

Luxurious Modernist Tree House

Stunning, private, and truly one-of-a-kind—this unique home is perfect for a vacation, staycation, special occasion, or simply celebrating everyday life. Designed by renowned modernist architect Frank Harmon. The 2,128-square-foot residence sits on 1.3 acres and was crafted with meticulous attention to detail. Inside, you’ll feel nestled among the treetops while remaining conveniently close to restaurants, shopping, downtown Raleigh, WakeMed, UNC, Duke, and Research Triangle Park.

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Top guest favorite
The kitchen features modern stainless steel appliances, including a refrigerator and oven. A central island with seating for three is accompanied by granite countertops. Bright white cabinetry contrasts with a subtle grey wall, and natural light is provided through the window covered by blinds.
Home in Goldsboro
4.99 out of 5 average rating, 122 reviews

Redna’s House- Lovely Renovated 60s Home

You'll feel right at home when you step into our charming renovated ranch for families, couples or business travelers. Located just west of Goldsboro, the home includes 3 delightful bedrooms with queen beds. Wi-Fi is provided with 2 Smart TV’s, as well as a work area. Shopping & several restaurants are close by and just minutes from Downtown Goldsboro, UNC Wayne Hospital, & Seymour Johnson Air Force Base. The Cornealius Properties wedding venues are both under 10 minutes away.

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Guest favorite
Home in Goldsboro
4.99 out of 5 average rating, 110 reviews

Cozy+ Boho Cottage W/ back yard oasis! Sleeps 6

Welcome to the cozy Bo-Haven cottage featuring an outdoor oasis 🪴 Boho swivel chair, Fire pit W/ lights. Comfortable, Stylish, fully stocked and a relaxing space with a dedicated work desk area. Conveniently located to local shopping, restaurants, parks and more. Each bedroom is fully equipped with a queen sized bed and Roku smart tv’s with Netflix included. Kitchen includes a full coffee bar with a Keurig machine. Coffee, Hot chocolate & tea available! Convenient location!

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Top guest favorite
A bright living area features a plush sofa and love seat arranged around a round coffee table. Natural light enters through two windows, illuminating the light green walls and hardwood flooring. An archway leads to the dining area visible in the background.
Home in Mount Olive
4.95 out of 5 average rating, 193 reviews

❤Renovated bungalow in the heart of Mount Olive❤

Enjoy your stay in Mount Olive in this cozy, newly remodeled home! Every aspect of the interior has been completely renovated and features new appliances and fixtures throughout the house. This quiet neighborhood is within walking distance to the University of Mount Olive campus and a short drive to the city of Goldsboro. This home is suited for short or long term stays with Wifi, washer/dryer, and a fully equipped kitchen. Parking is abundant with room for up to 3 vehicles.

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Top guest favorite
A welcoming deck area is presented with comfortable seating arranged near a fire pit, creating a cozy outdoor gathering space. Soft lighting from string lights illuminates the area, while a view of a lush green field stretches into the distance under a twilight sky.
Cabin in Kinston
4.97 out of 5 average rating, 190 reviews

Squirrel Creek Cabin

Escape to your own private retreat in this charming, secluded cabin nestled on a 500-acre family farm. Perfect for horse lovers, outdoor enthusiasts, or anyone seeking serenity, this cozy cabin offers plenty of privacy, breathtaking scenery, and endless adventure. Our farm boasts over 15 miles of scenic walking and riding trails, ideal for exploring on foot or horseback. Whether you're seeking a peaceful getaway or an adventurous escape, you'll find something here to love!

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Top guest favorite
A cozy living area features a brown leather sofa adorned with decorative pillows. Two minimalist chairs and a round woven pouf complement a low coffee table. A vintage rug anchors the space, complemented by a piece of abstract wall art and a large mirror.
Loft in Goldsboro
4.99 out of 5 average rating, 209 reviews

The Barrister’s Loft

The Barrister's Loft sets the standard for a luxury stay in downtown Goldsboro with its mid-century decor and cozy accommodations. Each bedroom is furnished with a queen-sized bed and offers its own bathroom and walk-in closet. The spacious open-concept living area and kitchen are the perfect gathering place for your group, and a desk space offers the ideal spot to work from your home-away-from-home. Located within walking distance from restaurants, shopping and bars.

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Top guest favorite
A wooden cottage rests among towering trees, softly illuminated by warm outdoor lighting. A spacious deck extends from the side of the house, leading to a set of stairs that merge with the natural landscape. A picnic table is visible on the ground level.
Home in Fayetteville
4.98 out of 5 average rating, 457 reviews

*Riverfront* Cottage with Private Bridge!

Come enjoy a cozy and quiet stay directly on the Cape Fear River! Take in all the beauty of the backyard no matter the season! Wake up to a fresh cup of coffee and head on down to the river via a private bridge and view the sunrise! Spend the day riding the provided mountain bikes on the Cape Fear River Trail just outside the neighborhood entrance. The Riverfront cottage is centrally located to I-95 & 295, Methodist University, Fort Bragg, and downtown Fayetteville.

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Popular amenities for Calypso vacation rentals