Holiday rentals with a patio in Winston-Salem

The Colonial Winston-Salem: a boutique guest suite

A beautifully decorated basement suite 15 minutes from downtown Winston, near Lewisville and some of the best wineries! The space is entirely yours, complete with a charming patio, kitchenette, full bathroom, and studio bedroom/living room. Sit out on the patio with a cup of coffee from our fully stocked coffee bar and watch the deer & birds, or grab a book and snuggle in cozy bedding. We are an active family with dogs & kids living upstairs, so we've provided everything you need for quiet!

K-Obscura, Romantic Downtown loft

Historic loft in Downtown Winston Salem's Innovation Quarter. Located above Krankies Coffee near WFB Medical School and Bailey Park.Short walking distance to several restaurants and bars. This space has private entrance and patio. Includes complimentary coffee and treat at Krankies. Quiet for a downtown spot with the exception of an occasional train passing through adjacent lot. Includes deep soaking tub, mini-kitchen and comfy king size bed. Space is accessed via stairs. Parking included.

Cozy King Blue H2O Staycation , Pool & Hot Tub

Quiet secluded STAYCATION w/ Fully Fenced Back Yard for the PUPS. We have a hot tub for year round use and a Stock Tank Pool (Closed until 5/23/25) . A fire pit to unwind. Back yard BBQ with a built in bar top table and a cozy Sectional to enjoy the outdoors. Inside we have an amazing plush King size mattress to take all stress away. Full kitchen * Hot tub - I will do my best to have it available at all times unless there is a mechanical issue. (No refunds if hot tub is not available)

West End Wonder! Rooftop Deck, Walk Downtown, 2 QN

Take in the West End neighborhood views from our private rooftop deck! Once you’re settled in, stroll down to some of the best restaurants & shops in downtown. Guests will enjoy our newly renovated apartment which is equipped with high speed WiFi, quality mattresses & linens, smart tv, fully equipped kitchen, & more. We offer a complimentary coffee/tea station & toiletries. Shared washer/dryer on site. Traveling with a group? Our property has 3 units that can be booked individually!

Entire COZY Unit - 3 min walk to WFU.

Welcome to your cozy - little net. Please keep in mind that this unit is attached to our house (we shared a wall - different entrance). Everything showed in the pictures will be all yours (Master bedroom, Study room - living room Space, and an extraordinary bathroom). When staying at our place, you are: - 3 min drive (10min walk) to WFU Campus. - 5 min drive to Downtown. - 3 min WALK to Stadiums and Restaurants. - 10min drive to Wake Forest Baptist Hospital. - Reynolda House museum.

The Dragonfly in Buena Vista (near BMH & WFU)

Naturally lit, spacious 800 sq ft basement apt, 1 bdrm / 1 ba, located in the premiere Buena Vista neighborhood. Centrally located, only minutes away from downtown, WFU, and Baptist Hospital. Sidewalks and azalea-laden landscapes abound in this 1920's era neighborhood. Two bicycles give you alternative means for exploring. All rooms have natural light. Bedroom has two twins pulled together (with a bridge) to make a comfortable king. A rollaway bed is available on request.

Rooster's Rest, a peaceful farm in the city

Take it easy at this unique and tranquil country getaway in the city. Walk the 5 acres and see the pond, dock, cabin, lighthouse, gazebo, watertank, barn, hens, and sheepadoodle. Enjoy your master suite with private porch, vaulted ceilings, triple windows, skylights (see the stars from your bed), huge tile shower, closet, fridge, coffee maker. We are rebuild this charming, gated country home and look forward to sharing it with you. Additional rentals available a mile away.

3 mins from Downtown - PS5, King Bed & EV Charger

Only three minutes from downtown, and nestled in the historical Washington Park neighborhood, our quaint Mother-in-law suite is ideal for travel nurses, couples or even small families looking for a safe & comfortable place to rest after a productive day of exploring. The suite is literally a stone’s throw from the School of the Arts and walking distance to the Elevation Church/YWCA building, Salem College, Camino Bakery, Convenience Stores, etc.

Log Cabin with Hot Tub in N Lexington

Welcome to our beautiful 1880s log cabin, nestled in a secluded location among the trees. Our cabin has been recently updated, and features a large porch as well as a hot tub. Whether you're looking for a romantic getaway or a peaceful retreat, our cabin is the perfect place to relax and unwind. My husband and I spent many hours restoring the cabin into a beautiful retreat. We hope you enjoy our cabin as much as we do!