House vacation rentals in Winston-Salem

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Top-rated house rentals in Winston-Salem

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Guest favorite

Home in Winston-Salem

4.9 out of 5 average rating, 145 reviews

Old Salem Restored Moravian Village 1700s

Historical Home in the heart of Old Salem. House includes use of Two Bedrooms and two separate bathrooms, living room, dining room , kitchen and private back porch and patio. Additional small room with single bed. The house is private. Close to Muddy Creek Café, Meridian Restaurant, and Di Lisio's, Italian Restaurant. Private second living area with separate entrance for host below the living quarters. Events, filming and photography require approval. Close to downtown and Salem Lake.

Jul 1 – 8

G$28,513 GYD per night

Guest favorite

Home in Winston-Salem

4.92 out of 5 average rating, 193 reviews

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 . A fire pit to unwind. Double Hammock & Enjoy a 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)

Oct 29 – Nov 5

G$36,263 GYD per night

Guest favorite

Home in Winston-Salem

4.99 out of 5 average rating, 159 reviews

Salem Twin Deck

Conveniently located in downtown Winston-Salem, this well-maintained cottage built in 1900 includes a recently updated kitchen with island, wood floors, dining room, living room with full futon, washer/dryer, bedroom with queen, beautiful bathroom and walk-in shower. Easy walking distance to downtown restaurants, short drive to WFU main campus, Med School, WSSU and UNCSA. One off-street parking spot available. Self check-in only, but we live next door if you need anything or have questions.

Aug 7 – 14

G$28,640 GYD per night

Guest favorite

Home in Winston-Salem

5.0 out of 5 average rating, 257 reviews

Adorable, Stylish near UNCSA and Downtown

Walk to beautiful Old Salem and Cobblestone farmers market, coffee shops, brewery and restaurants. Minutes from UNCSA and Downtown, this adorable, private 2Bed/2Bath Arts & Crafts home has been completely remodeled with stylish interior space, huge kitchen, lovely living room, and gorgeous rainfall showers. Strict Covid-19 cleaning and disinfecting protocol followed. Lockbox allows for flexible, no contact, check in. One small dog, under 20lbs allowed with prior approval and fee, see rules.

Jun 17 – 24

G$44,733 GYD per night

Guest favorite

Home in Winston-Salem

4.92 out of 5 average rating, 117 reviews

Spacious Historical Home 3 mins from Downtown

Nestled in the historical Washington Park neighborhood, this renovated 1910 home allows you the opportunity to experience life from an earlier era, without sacrificing modern conveniences or decor. Only 3 mins from downtown, it’s conveniently located to most everything you’d need. Whether you are visiting the School of the Arts, the Old Salem Museum, or simply rewarding yourself with a pastry (after your run) at the Award winning Camino bakery, you’ll appreciate how centrally located it is.

Jan 24 – 31

G$31,396 GYD per night

Guest favorite

Home in Winston-Salem

4.97 out of 5 average rating, 131 reviews

Cozy 3 Bedroom Home with Fenced Back Yard

A cozy 3 bedroom family home with a living room, den, two bathrooms, and screened porch. Home was fully renovated in 2017. Bathrooms feature dual granite topped vanities, new tubs and ceramic tile. There is new laminate flooring throughout the home, new kitchen cabinets and ceiling fans in the bedrooms. Fully fenced back yard. Centrally located with fast access to Wake Forest, Salem College, Winston-Salem State, Wake Forest Baptist Hospital and Forsyth Hospital. Home is pet friendly.

Aug 5 – 12

G$32,620 GYD per night

Guest favorite

Home in Winston-Salem

4.89 out of 5 average rating, 198 reviews

House in Sunnyside W-S w/Brewery Tour and Tasting!

Absolutely NO Parties or large gatherings allowed. You will be kicked out. Only guest registered are allowed to stay. You and your family will enjoy this spacious 3 bedroom home which is located in the historic Sunnyside area of town! Located a little over 1 mile into the downtown area, you will have easy access to nightlife, tourist attractions and lots of great food options! If you are a beer fan, I own Hoots Beer Co. and offer a free tour and tasting with your stay, so just ask!

Oct 8 – 15

G$25,974 GYD per night

Guest favorite

Home in Winston-Salem

4.93 out of 5 average rating, 135 reviews

The Retreat @ Ardmore in Downtown Winston

Amazing LOCATION!!!! The Ardmore Hideaway is nestled in one of the most sought-after areas in Winston Salem. Surrounded by tall oak trees in a neighborhood with an eclectic vibe. Steps away from trendy coffee shops and restaurants. Less than 2 miles from Wake Forest Baptist Hospital AND Forsyth Medical Center, Downtown Winston, The Dash Stadium and Old Salem. The Ardmore Hideaway is the perfect retreat that lets you escape the hustle and bustle, while staying close to the action

Mar 15 – 22

G$22,938 GYD per night

Guest favorite

Home in Winston-Salem

4.99 out of 5 average rating, 110 reviews

Walk to Wake Forest University

This completely updated property is centrally located to EVERYTHING Winston Salem has to offer! You are walking distance to Wake Forest University and Campus Gas which is the perfect neighborhood spot to pick up a cup of coffee on the way to visit on campus or a pint on the way to a soccer game at Spry Stadium! You are roughly 1 mile to The Reynolda House and Reynolda Village where you can enjoy some WS history or a scenic walk/bike/shopping experience at "The Village"!

Jan 13 – 20

G$41,903 GYD per night

Guest favorite

Home in Winston-Salem

4.92 out of 5 average rating, 179 reviews

La Casita.Cozy, Charming near to WFU, 2 king beds

Welcome to La Casita, we're happy to have you here! La Casita is a beautiful fully renovated small house. New kitchen, New bathroom, Floor, Fixtures and ceiling fans. Excellent Wifi, 3 smart TVs. Excellent location, One minute away from Wake Forest University, 3 minutes away from Reynolda Garden/House, about 10 minutes away from Down Town Winston Salem. Shopping including grocery stores, gas stations, restaurants are all a quick 1 minute away. A home away from home!!

Jan 13 – 20

G$32,104 GYD per night

Guest favorite

Home in Clemmons

4.98 out of 5 average rating, 133 reviews

Kenbridge Single Story

This one level newly remodeled home is located in the heart of Clemmons, NC. Located in between Interstate 40 and Hwy 421 off Lewisville Clemmons Road. 15 minutes to BB&T Soccer Park, Tanglewood, WinMock and downtown Winston Salem. This house is a great place to stay when visiting either Wake Forest Baptist Hospital or Novant Health Forsyth Medical Center. It is one level and wheelchair accessible. It is a pet and smoke free house in a quiet neighborhood.

May 29 – Jun 5

G$27,402 GYD per night

Guest favorite

Home in Winston-Salem

4.98 out of 5 average rating, 408 reviews

Camel City Cottage - located near the hospitals

Our *non-smoking* home is located in the desirable Ardmore residential area of Winston-Salem...quiet yet still close to many restaurants and shopping. This cottage has all the modern amenities while still retaining it's 1940's cottage charm. The kitchen has been completely remodeled and has all the appliances you would need. The living room and each bedroom have a TV with an antennae and access to your streaming services such as Roku, Prime, and Sling.

Sep 1 – 8

G$19,595 GYD per night