Guest house holiday rentals in Winston-Salem

Gate House Garden

Walk down the path to your mini suite: a cozy studio with an open floor plan, kitchenette (microwave & toaster over), clawfoot tub with shower, queen bed, & private deck. Great for 2 guests or place to work remotely. A 5-min walk to scenic lake/trails. In a very quiet neighborhood, 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 mins to High point.

Stylish Hamilton Lakes Studio Facing Park/Trails

Private keyless entry to 2nd floor garage studio apartment in prestigious Hamilton Lakes. Space is one large room with a kitchen w/bar next to living area. Sleeps 4 (2 under 18) with queen bed, a twin and a sofa; 42" TV, SMART bluray, WIFI, NETFLIX, toaster oven, coffee maker, microwave, fridge, full bathroom with walk-in shower; washer/dryer in garage. Three miles of trails start across the street; 5 minute walk to the lake/playground. 3rd & 4th guests (must be under age 18) $20 each/night.

Cozy Downtown Kernersville Carriage House

Historic hideaway located behind a private home in a gated lot in downtown Kernersville. Hit the sidewalks and walk to multiple restaurants, seasonal Farmer's Mkt, downtown shopping, bars, coffee shops, parks, and the Botanical Gardens! Easy access to I-40 (.5 miles away), 15 mins to PTI airport and Winston-Salem. House has 2 two flights of stairs. Please read add'l notes. 3 reviews minimum required to book. 5 night minimum during Furniture Market. Distance to hospitals 3.5- 18.5 miles.

The Bungalow at Weather Ridge

Kick back and relax in this calm, stylish space! Our private guest house is the perfect studio style space. COMFORTABLE queen bed, plus a futon for 3rd guest, dining, loveseat, full micro kitchen and full bathroom are all beautifully designed for your stay. Located at the back of acre lot in quiet, well established, neighborhood. Centrally location in the Triad: 10 minutes from Kernersville, 12 minutes from Winston Salem, 20 minutes from Greensboro, and 25 minutes from downtown High Point.

Leafy, Suburban Abode

Spacious 2nd story private apartment located in tree-lined, bucolic neighborhood of Carriage Hills. Well lit with natural light, breakfast counter, and ample closet space. Cable TV and high speed internet included. -Apple TV (your subscription) Washer/dryer, full size refrigerator/freezer, small space oven, dual stove burners, and good size great room to relax. NO CATS ACCEPTED! Dogs (<40) accepted with $75 fee for the first 2. Host documented approval if bringing more.

Melrose Place

Unwind in this well-curated, centrally-located studio in the heart of the charming, Historic Ardmore District. Conveniently located less than a mile from Novant Health and Atrium Health Wake Forest Baptist medical center, 2 miles from downtown and less than 4 miles from local colleges. The private space includes a full bathroom with tub, access to a lush patio with a table set. The kitchenette is equipped for basic cooking with cook top, air fryer/toaster oven & microwave.

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.

Charming Ardmore Cottage

This charming studio cottage, conveniently located in the heart of Ardmore, is minutes away from Forsyth and Baptist hospitals, downtown Winston Salem, and everything in between. Walking distance from Ardmore favorites such as Ardmore Coffee, Carlisle's Pub, Arthur's Diner, PB's Hotdogs & Burgers, Stella Brew, and Food Lion. Perfect for weekend trips, folks visiting the hospitals, and visiting students. We are open to longer term rentals - please reach out!

Beautiful 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.

Private Guesthouse in a Quiet Neighborhood.

If you are looking to party, this is not your place. Our lovely and cozy detached suite is in a quiet residential neighborhood close to the charming restaurants and shops of Friendly Shopping Center. A short 13 min drive to downtown Greensboro and a short 12 minute drive to the Greensboro Airport. Perfect for tourists or business travelers who want to be able to see all Greensboro has to offer.

Golden Studio, few minutes to Downtown.

Welcome to this gorgeous studio for short or long stay! Near by Hospitals, downtown, five minutes to I-40, shopping center and less than 10min to the mall. Has everything you need to feel like home. Brand new comfy bed, smart TV, washer/dryer, Hi-speed WIFI, cable, and a kitchen that comes with everything you need to cook a meal, there also a coffee maker to start your day. Enjoy your stay!