
Places to stay near Bailey Park
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Bailey Park
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Location! The Oasis at Camel City Lofts DT/WS/NC
☞ 200 Square foot covered deck overlooking city! ☞ Free Reserved Parking directly in front of apartment for 2 vehicles ☞ 300+ Mbps Wi-Fi ☞ One King Bed Studio with Kitchenette ✭✭✭✭✭ “Jeff, your place is perfect. Don’t change anything!” ☞ One block to Ramkat, Live Music Venue ☞ Self check-in ☞ Work Space with Desk, Office Chair and 40" monitor ☞ Air conditioning 》0.4 miles to Benton Convention Center, 8 min walk 》25 mins to Greensboro, Piedmont Triad Airport 》10 mins to Wake Forest University

House in Historic Sunnyside W-S
Absolutely NO Parties or LARGE GATHERINGS allowed!! You will be kicked out. If you are new to Airbnb/don’t have many ratings, chances are I will deny you if you aren’t clear on your trip details. Only registered guests 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

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.

K obscura
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 gift card for coffee at Krankies. Note there is a train that passes by a few times a day and at night. We do allow pets but have a fee. Includes deep soaking tub, mini-kitchen and comfy king-size bed. Space is accessed via stairs. Parking included.

Elegant Pet Friendly Ranch close to everything!
Our sun filled updated 1950's single family ranch home in a quiet and beautiful neighborhood has all the comforts needed for a long or short stay. Fabulous location-just minutes to multiple universities, hospitals, historic sites and downtown Winston-Salem. Nearby are plenty of restaurants, shopping and recreational parks. Piedmont Triad Airport in Greensboro is 35 minutes away. ***ALLERGY ALERT*** I do have the house professionally cleaned but dogs and cats do stay here occasionally.

Luxury Downtown Loft
Enjoy a stylish experience at this centrally-located place. 3rd Floor urban loft in a secure, historic building in heart of downtown full of natural light, bright decor, and polished hardwood floors. Loft is just steps from Aperture theatre, 4th Street restaurants, the Stevens Center, and lots of shopping. Easy walk to everywhere downtown, and many ways to get to Wake quickly. Full of supplies and amenities - an oasis for business travel, vacation, or anything in between!

Old Salem Getaway - Visit DTWS via the Strollway
We love our comfy third floor condo with elevator access. Whether you are in town for business or pleasure, this condo fits the bill. Walk to Old Salem, UNCSA, and Salem College. Jog or bike Salem Creek trail, which is at our doorstep. Stroll through Old Salem on your way to downtown’s amazing eateries and breweries. Close by are Wake Forest University, WSSU and downtown Winston-Salem, and hospitals - this condo is central to anywhere in the Winston-Salem area.

Bright and refreshing apartment in Ardmore
Our studio apartment is located in the heart of Historic Ardmore. We are 5 minutes from both Novant and Atrium (Baptist) hospitals, 7 minutes from downtown Winston Salem and 10 minutes from Wake Forest University. The apartment is totally private, quiet and furnished to be comfortable for either a short or long term stay! Enjoy our safe, walkable neighborhood as well as easy and close access to the major highways.

West Salem Art Hotel, "Art"partment #1
Welcome to the West Salem Art Hotel! This eclectic and beautiful apartment is located in a 1931 historic brick building only 1 mile from Downtown Winston-Salem! All the conveniences of staying JUST on the outskirts in Historic West Salem, without all the city noise, AND located in the middle of a peaceful urban garden! We are minutes away from the best eateries/entertainment W-S offers! Private, unique, and clean.

Rocky Knoll Hideaway | Visit Family | Quiet Escape
Welcome to Rocky Knoll Hideaway — your peaceful home base for visiting family, relaxing, and recharging. Tucked among the trees, this cozy private cottage offers the perfect blend of quiet seclusion and convenient access to the area. Whether you’re here for a weekend visit, a holiday stay, or just a break from the busy pace of life, Rocky Knoll Hideaway offers a warm, welcoming place to land.

The Blue Door Cabin
This tiny cabin is brand new and nestled just inside the woods, but only 1/2 mile from I-74 and only 10 min. to downtown Winston Salem, NC. This little cabin was built just for Airbnb guests, it has granite tops, stained concrete floors, a beautiful tiled/stone shower, and will surely help you unwind and enjoy your stay in this delightful space!
Popular amenities for holiday rentals near Bailey Park
Condo rentals with Wi-Fi

Walker Loft 2 bed 2 bath! 1 mi to Coliseum, GAC

Downtown Underground Stylish Apt

Charming quiet condo all to yourself

West End Charm

Sanctuary – 1bedroom & 1bathroom

1 Bedroom Downtown near Tanger, Stadium, UNCG

The lovely 2 bedroom Greensboro Hideaway

Kit and Caboodle - Pleasing Condo for guests
Family-friendly house rentals

West End Stained Glass on Sunset - 2 Bed/1 Bath

Tiny tiny house from 1930 near Wake

"Deacon House" 3 bedrooms

Cozy King Blue H2O Staycation , Pool & Hot Tub

Modern Craftsman *Pet-Friendly* Near Downtown

Luxurious, Historic 4BR Home in Downtown Winston

The Walnut Cottage. Charming! Near Everything!

Grey Sapphire Hideaway - 2BR/2BA w/ Arcade
Apartment rentals with air conditioning

Lakeside Stay - Dog Friendly w/ Kitchenette

The Fishbowl

Vintage Grocery-now Artsy downtown Apt near UNCSA

Feelin' Peachy in Downtown WS! Renovated | Queen

The Clocktower Suite

The Joyful Loft Apartment! Private Studio Retreat

Cozy Apartment on Mini Farm!

Downtown loft with a view of Pilot Mtn
Other great holiday rentals near Bailey Park

Premium Retreat close to WFU w/ Lvl 2 EV Charger

The Man Cave

The Magnolia Retreat

Good View In-laws suite

Ideal Downtown Getaway-walkable to everything!

Foothills Escape

Downtown West End Urban Oasis

Historic, Walkable Flat in Downtown WS!
Destinations to explore
- North Carolina Zoo
- Hanging Rock State Park
- Pilot Mountain State Park
- Zootastic Park
- Wet'n Wild Emerald Pointe Water Park
- Greensboro Science Center
- Stone Mountain State Park
- Lazy 5 Ranch
- Lake Norman State Park
- Wake Forest University
- Greensboro Coliseum Complex
- International Civil Rights Center & Museum
- Childress Vineyards
- University Of North Carolina At Greensboro
- Guilford Courthouse National Military Park
- Fairy Stone State Park
- Reynolda Village Shops & Restaurants
- Elon University
- North Carolina Transportation Museum
- Shelton Vineyards
- Andy Griffith Museum
- Martinsville Speedway
- Cherry Treesort
- Greensboro Arboretum





