Guesthouse vacation rentals in Winston-Salem

Tranquil & Private Loft in Charming Starmount

This tranquil & quiet studio is nestled in Starmount. The calming interior is perfect for relaxing and recharging your batteries. This loft boasts a king size bed, kitchenette, Wifi, 47" flatscreen TV for either watching in bed or lounging on the sofa. If you want to work, a desk is there for you to spread out. Relax in the gorgeous courtyard, dining area or in front of the fireplace. Better yet, enjoy the "secret garden". Perfectly located in central GSO which is close to shopping & downtown.

The Bright Spot - Walk to Downtown Greensboro

Private, colorful guesthouse tucked away on a quiet street in historic Fisher Park neighborhood. Less than a mile to center of Downtown Greensboro & Cone Hospital . Easy walk to the park, greenway, restaurants & lots more. The space feels like a treehouse & includes a spacious deck, kitchen, bathroom, and living room. One bedroom is private with a queen bed & the other is open to the living room and includes a desk & twin bed. Children & up to 1 well-behaved dog welcome! Cats not permitted.

Gate House Garden

Walk down the path to your mini suite: a cozy studio with an open floor plan, kitchenette (microwave & toaster over), walk-in shower, queen bed, & private deck. Great for 2 guests or a place to work remotely. 5-min walk to scenic lake/trails. We are in a very quiet neighborhood, so it's not a good fit for gatherings or folks coming & going at all hours. Please no smoking/vaping of any kind in/on premises. 10 min drive to GAC, Tanger, UNCG, A&T, Coliseum, Guilford College & 25 min to High point.

Sunset Hills Carriage House! King Bed

Industrial Chić Abode in Beautiful Sunset Hills! Close to Everything with all the comforts of home. The Carriage House offers a private self contained guesthouse located behind our house ( 485 sq ft studio ) Safe upscale neighboorhood. Comfy King Bed! We have a pullout Queen sofa bed available for extra guests! 2 car max, NO SMOKING OR PETS! Walkable to UNCG and 2 minutes from everywhere you want to be! Close to Lindley Park favorites at the corner, UNCG, Downtown and Greensboro Coliseum.

The Cottage at Haze Gray Vineyards

Ready for a romantic weekend getaway? Or just a break to get away to the country? This beautiful log cabin situated in a vineyard in the heart of the Yadkin Valley wine country. Our tasting room is situated on the other side of the vineyard where you can taste our wines made from the grapes we grow in our own vineyard. We are located close to several wineries in the local area. Other local Attractions include Rockford General Store, Pilot Mountain. Mt Airy or hiking at numerous parks.

Bee Happy- Studio & Pets Welcome- No cleaning Fees

Welcome to the "Bee Happy" a self-check in retreat for anyone needing a clean, peaceful retreat to rest a weary head, visit locally or just get away from it all. Pets are always welcome and are as pampered as our guests (Please read our important Pet Policy below). Our large, private outdoor deck is complete with a small side yard and fenced for your pet's safety. Our neighborhood is beautiful, secluded and in a perfect location that is close to I-40, Parks, restaurants.

Rosewood Carriage House

Enjoy a relaxing stay at this peaceful and centrally-located space. Cannot beat location! Only a 1/2 mile from Atrium WFU Baptist Medical Center, 3 miles to WFU and Reynolda Village, minutes from downtown and Forsyth Medical Center. Walkable to Thruway shopping center restaurants and shops. Fully equipped kitchenette, brand new bathroom, and king size bed with luxury bedding. The private back patio feels cozy and secluded even in the middle of a bustling neighborhood.

Tranquil and private lower level apartment

Just relax! Come home to peace & quiet on this wooded 2 acre property. You’ll have no problem stretching out in this very large, yet cozy, day walk-out lower level apartment of the home. Enjoy the patio table for breakfast or dinner, or swing your cares away with cup of coffee or a glass of wine. This place is made to unwind from a long day. The friendly neighborhood is easy and safe to walk. 5 minutes from PTI airport, and an easy 20 minutes to downtown.

Mel’s country cottage. Country life near the city.

Private detached effeciency apartment in a country setting near WinstonSalem. Queen bed, kitchenette with sink and essentials, sofa, smart TV, full bath, covered porch. Relax by the creek or enjoy nature walks. Watch the occasional deer & other wildlife. Use the grill or fire pit at your leisure. Pets welcome. Local restaurant & convenient store 1 min. away. Close to many tourist destinations- Hanging Rock, Winston Salem, Pilot Mt. Belews Creek power station.

Mountain View Retreat

The Mountain View Retreat is the perfect place for those who want to enjoy a combination of luxury and the rustic outdoors. Located on 63 acres near Lexington and Thomasville, the Retreat is an easy drive from many of the major cities in central North Carolina. An ideal spot for couples or solo travelers looking for a place to relax, unwind, enjoy nature, and have a weekend away in the country. 20% weekly/30% monthly discounts.

A charmer! Great spot near downtown.

A sunny garden studio in peaceful Fisher Park historic neighborhood that's an easy walk to downtown, restaurants/breweries, baseball stadium. Perfect location. Private with a separate entrance. One queen bed. Wifi. Plenty of on street parking. The kitchenette area has a microwave, coffee pot (I provide coffee/tea & water cooler), mini fridge w/ sm freezer. Private outdoor garden area with table, chairs & umbrella.

Peaceful Duplex

Please Read Before Booking: Maximum Occupancy: 2 Guests (Including Children) check in is at 3:00 PM. Check out at 10:00 AM. Enjoy a simple, peaceful stay in our centrally located duplex . We're just 15 minutes from UNC Greensboro, High Point University, the Greensboro Coliseum, Four Seasons Mall, Friendly Center, and both Downtown Greensboro and High Point. Downtown Jamestown is only 5 minutes away.