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Places to stay near Bailey Park

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Top-rated holiday rentals near Bailey Park

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of a two-story brick building is depicted, featuring a covered deck and a concrete patio area. The structure is surrounded by green grass and pathways, with a mix of stone and brick materials showcasing modern architectural elements.
Flat in Winston-Salem

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

4.79 out of 5 average rating, 124 reviews
Top guest favourite
A serene winter scene showcases a snow-covered street lined with historic brick buildings. The soft snowfall blankets the ground, creating an even white layer. Street signs and lampposts are visible, contributing to the quiet charm of the neighborhood in Old Salem.
Home in Winston-Salem

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.

4.92 out of 5 average rating, 205 reviews
Top guest favourite
A spacious living area is showcased with a large blue sectional couch and a patterned ottoman. Natural light enters through a window next to the front door, while a decorative wall piece adds interest above the seating. A cozy area rug lies beneath the furniture.
Home in Ardmore

New in the Heart of Ardmore

The whole group will enjoy easy access to everything that Winston-Salem has to offer from this centrally located place. Our fully renovated home has everything brand new. Sleep on new tuft and needle mattresses, relax at the end of your day with our Frame TV, enjoy a full wrap around porch with BBQ, and enjoy our walkable neighborhood. From the popular Miller park, to the local staple eatery The Bagel Station, to the Original Krispy Kreme, we are walkable to dozens of Winson-Salems top visits.

4.96 out of 5 average rating, 113 reviews
Top guest favourite
The charming exterior of a single-story home is presented, featuring a bright red front door. Flanking the entrance are two symmetrical windows, while landscaped bushes and a path lead to the porch. A tree provides shade, enhancing the welcoming appearance.
Home in Winston-Salem

The Walnut Cottage. Charming! Near Everything!

Relax in the historic West Salem district. Central to UNCSA, WSSU, WFU, Carolina University, hospitals, downtown, dining, shopping, parks/greenways and 18th century town of Old Salem. Enjoy cozy seating areas, or head out to the patio, relax on the screened porch or grill on the deck. Off street parking, WiFi, smart TVs in each room, updated kitchen with gas range. 2nd living room in mini suite with workspace and Ethernet port. Beds: 2 queens, 1 full and 1 futon. Keyless entry. Washer/Dryer

4.94 out of 5 average rating, 172 reviews
Top guest favourite
Home in Winston-Salem

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.

4.97 out of 5 average rating, 199 reviews
Guest favourite
A living area is presented with a cozy sectional couch facing a coffee table, paired with a small dining table. Light wood flooring is visible, and a staircase with dark steps leads to the upper level. A fire extinguisher is mounted for safety.
Home in Winston-Salem

Camel City Hideaway

Welcome to your home away from home! Our stylish and centrally-located space is designed with comfort and convenience in mind. Whether you're in town for business or leisure, you'll love our prime location. Our cozy place features all the amenities you need to feel right at home, including a fully equipped kitchen, hotel-quality linens, a spacious living room, and a dedicated work area. We also provide toiletries in case you forgot. We aim to make your stay in Winston-Salem a memorable one!

4.91 out of 5 average rating, 151 reviews
Top guest favourite
A vibrant outdoor space features several tables and umbrellas in blue, pink, and red shades. Green vines cascade from the second-floor balcony, complemented by a large red umbrella, creating a refreshing atmosphere. The textured white wall serves as a backdrop for this inviting area.
Flat in Winston-Salem

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.

4.96 out of 5 average rating, 211 reviews
Top guest favourite
A recreational area features a spacious pool table centered beneath three pendant lights. Surrounding walls display various signs and memorabilia, including a dartboard. Two high-backed chairs are positioned at the side, and natural light filters in through a window with closed blinds.
Guest suite in Winston-Salem

The Man Cave

The Man Cave is close to the highway. It is minutes away from downtown Winston-Salem, Wake Forest University, Hanes Mall, and Baptist Hospital. You'll love the place because of its private entrance and great "Man Cave" amenities... King bed, wi-fi, pool table, dartboard, 50" TV, Keurig machine, full kitchen, washer/dryer, etc. Don't let the name fool you... It is good for couples' getaways, solo adventurers, and business travelers looking for a unique experience.

4.98 out of 5 average rating, 665 reviews
Top guest favourite
A comfortable green sofa is positioned opposite a wooden coffee table, which holds several magazines. Above the sofa, framed photographs adorn the wall, while a floor lamp provides lighting. The space is unified with rich wooden flooring and an open layout leading to an adjacent room.
Apartment in Winston-Salem

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.

4.97 out of 5 average rating, 193 reviews
Top guest favourite
The bedroom features a spacious bed dressed with soft linens, flanked by two nightstands with lamps. Large windows are adorned with light curtains, allowing natural light. A cozy area rug lies beneath a vintage bench, while an antique mirror adds character to the room.
Flat in Winston-Salem

Light & Bright West Salem 2nd Floor Apartment

This beautifully decorated, second floor apartment in a lovely, 100 year old historic home is perfect for short or extended stays. Self check-in via smart lock, fast wi-fi, dedicated living room, kitchen, bedroom, and small office. High ceilings and many windows. Walk a few blocks to Old Salem or Truist baseball stadium or take a quick ride to area hospitals and colleges. Plenty of street parking, laundry room on site.

4.9 out of 5 average rating, 107 reviews
Top guest favourite
An inviting kitchen area features modern appliances, including a stainless steel refrigerator and microwave. A granite-topped island with two black stools provides space for dining or preparation. Wooden shelves showcase dishware against a white tiled backsplash, complemented by warm wood cabinetry and natural light from a window.
Flat in Ardmore

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.

4.98 out of 5 average rating, 126 reviews
Guest favourite
A vibrant entrance hallway is adorned with a large floral mural painted in warm tones of orange, green, and blue. A modern dark door serves as the focal point. Soft lighting from a nearby wall sconce highlights the artistic elements, enhancing the space's unique character.
Hotel room in Winston-Salem

🌹Rose Room Apartment, West Salem Art Hotel

Welcome to the West Salem Art Hotel! This eclectic and beautiful apartment is in a 1931 historic brick building, a stone's throw from Downtown Winston-Salem and a 3-minute walk to Truist Ballpark! It is so close to downtown without all the city noise, and it is located in the middle of a peaceful urban garden! Free Parking! A short walk away from W-S's best eateries/entertainment! Private, unique, and Clean!

4.93 out of 5 average rating, 214 reviews

Popular amenities for holiday rentals near Bailey Park

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Bailey Park

Wise Man Brewing

89 locals recommend

Bailey Park

70 locals recommend

Incendiary Brewing Company

62 locals recommend

Truist Stadium

58 locals recommend

Mast General Store

47 locals recommend

Tate's Craft Cocktails

25 locals recommend

Apartment rentals with wifi

Top guest favourite
A well-appointed bedroom features a spacious bed with soft linens and decorative pillows. Two nightstands with lamps flank the bed. A cozy armchair and small table are positioned nearby. Light filters through a large window, illuminating the room's soothing blue walls.
Apartment in High Point

2 bedroom condo in High Point-Uptown/Downtown

4.89 out of 5 average rating, 247 reviews
Guest favourite
A cozy living area features two red sofas, each adorned with patterned throw pillows. A coffee table sits in the center, complemented by a colorful area rug. Large windows provide natural light, while subtle artwork enhances the space's aesthetic.
Apartment in Greensboro

The lovely 2 bedroom Greensboro Hideaway

4.93 out of 5 average rating, 262 reviews
Guest favourite
A well-arranged living area features a comfortable sectional sofa positioned around a central ottoman. A ceiling fan enhances air circulation, while modern artwork adorns the walls. A stylish side table holds a small decor item, and a patterned area rug adds warmth to the space.
Apartment in High Point

The Windchase Condo

4.92 out of 5 average rating, 228 reviews
Guest favourite
The bedroom features a cherry wood four-poster queen bed dressed in a decorative quilt, accompanied by nightstands. A tall dresser enhances the space, and bright blue curtains frame the window, allowing natural light to filter through. Decorative plants are placed on the nightstand.
Apartment in High Point

Kit and Caboodle - Pleasing Condo for guests

4.85 out of 5 average rating, 106 reviews
Guest favourite
Apartment in Greensboro

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

4.89 out of 5 average rating, 155 reviews
Guest favourite
A modern kitchen features sleek black cabinetry and stainless steel appliances. An elegant round dining table occupies the center, surrounded by transparent chairs. Blue accent walls complement the minimalist design, while soft lighting from pendant fixtures enhances the ambiance.
Apartment in High Point

Modern/Retro Luxury Condo

4.97 out of 5 average rating, 202 reviews
Top guest favourite
Apartment in Winston-Salem

West End Charm

4.88 out of 5 average rating, 52 reviews
Guest favourite
A cozy living area features a vibrant red chair alongside a gray sofa. A rug with a geometric pattern lies beneath. In the background, a dining area is visible, with a wooden table surrounded by four chairs, set against a green accent wall. Wall art adds a touch of character.
Apartment in Winston-Salem

Downtown Oasis Central to Everything Winston

4.89 out of 5 average rating, 44 reviews

Family-friendly house rentals

Top guest favourite
A charming 1920s era house is set against a backdrop of colorful autumn foliage. The house features a welcoming porch with stone accents, large front windows, and a well-maintained garden, creating an inviting exterior.
Home in Winston-Salem

Dragonfly: 1 Br Garden Apt Near WFU & Baptist Hosp

4.99 out of 5 average rating, 142 reviews
Guest favourite
The modern kitchen features white cabinetry and a bold patterned backsplash. Stainless steel appliances, including an oven and dishwasher, are present. Natural light enters through two windows dressed with wooden shades. Open shelving displays glassware and plants, contributing to a fresh and functional environment.
Home in Winston-Salem

Historic West End Haven, walk to downtown Winston

4.97 out of 5 average rating, 102 reviews
Top guest favourite
A modern living area features plush gray sofas positioned around a glass coffee table. Large sliding doors provide access to a wooden deck. A wall-mounted TV and electric fireplace enhance the contemporary design, while vibrant yellow drapes add a pop of color.
Home in Winston-Salem

Grey Sapphire Hideaway - 2BR/2BA w/ Arcade

4.98 out of 5 average rating, 122 reviews
Top guest favourite
A living area features hardwood flooring and natural light from multiple windows. A comfortable sofa with decorative pillows faces a simple coffee table and a modern TV stand. A bright accent chair adds a pop of colour, creating a welcoming space.
Home in Winston-Salem

House in Washington Park, historic Winston-Salem

4.97 out of 5 average rating, 207 reviews
Top guest favourite
Home in Winston-Salem

Good View Bungalow

5.0 out of 5 average rating, 105 reviews
Top guest favourite
A modern living area is highlighted by a gray sofa adorned with colorful accent pillows. A purple armchair complements the space, which features a vibrant area rug and a glass coffee table. Light enters through a nearby window, enhancing the room's inviting ambiance.
Home in Winston-Salem

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

4.96 out of 5 average rating, 114 reviews
Superhost
A compact kitchen space is highlighted by a colorful rug featuring playful designs. Modern black cabinetry is paired with stainless steel appliances, including a refrigerator and stove. A small breakfast bar with stools is positioned beside the window, offering ample natural light.
Home in Winston-Salem

Tiny tiny house from 1930 near Wake

4.82 out of 5 average rating, 267 reviews
Top guest favourite
A single-family ranch home is showcased with a stone accent exterior, surrounded by well-maintained landscaping. A paved driveway leads to the entrance, while trees and flowering plants add natural beauty to the front yard.
Home in Winston-Salem

Elegant Pet Friendly Ranch close to everything!

4.98 out of 5 average rating, 128 reviews

Apartment rentals with air conditioning

Guest favourite
A spacious living area is highlighted by a comfortable gray sofa adorned with striped cushions. A wooden coffee table sits in front, with a colorful area rug beneath. Nearby, a dining table accompanied by chairs is visible, along with art pieces on the walls, enhancing the open ambiance.
Flat in Winston-Salem

Luxury Downtown Loft

4.86 out of 5 average rating, 139 reviews
Top guest favourite
A welcoming living area features a brown sofa, complemented by two wooden chairs and a round table. Natural light filters through two large windows adorned with shades. A decorative indoor plant and wall art enhance the modern, relaxed atmosphere of the space.
Flat in Winston-Salem

The Peaceful Palm - King | Downtown Winston!

5.0 out of 5 average rating, 110 reviews
Top guest favourite
A dining table is set with yellow napkins and plates, complemented by glassware and decor. In the background, a living area is visible with a TV, a cozy chair, and a small plant accenting the space. A workspace is arranged with a desk against the wall.
Flat in Winston-Salem

Executive Escape

4.99 out of 5 average rating, 163 reviews
Guest favourite
A sign reading 'Welcome to the Joyful Loft' is displayed prominently, crafted from wood with a black graphic design. The sign is hung on a textured wooden surface, with steps visible in the background leading to the entrance.
Flat in Winston-Salem

The Joyful Loft Apartment! Private Studio Retreat

4.97 out of 5 average rating, 134 reviews
Guest favourite
The kitchen features light wood cabinetry and blue laminate countertops. Equipped with a full set of appliances including a stove, microwave, and refrigerator, ample workspace is provided. Three bar stools with patterned fabric are situated at the counter, enhancing the inviting cooking area.
Flat in Summerfield

Cozy Apartment on Mini Farm!

4.89 out of 5 average rating, 180 reviews
Guest favourite
A serene view of Lake Brandt is captured, surrounded by bare trees and grassy areas. The calm water reflects the clear blue sky, providing a sense of tranquility in the countryside setting.
Flat in Summerfield

Lakeside Stay - Dog Friendly w/ Kitchenette

4.95 out of 5 average rating, 125 reviews
Top guest favourite
Flat in Winston-Salem

Downtown Loft | Free Parking & Fast WiFi

5.0 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Winston-Salem

West 5th Loft | downtown industrial + free parking

5.0 out of 5 average rating, 13 reviews

Other great holiday rentals near Bailey Park

Top guest favourite
A spacious room features a comfortable bed with layered bedding. A green sofa and a small wooden table provide seating options. Windows allow natural light to illuminate the warm-toned walls and rustic wooden beams overhead. Artwork and decorative pieces enhance the inviting ambiance.
Guest house in Winston-Salem

Studio 1BR near WFU

4.96 out of 5 average rating, 490 reviews
Top guest favourite
A comfortable living space features a small round table accompanied by two chairs and a kitchenette in the corner. A spacious bed is visible, with soft bedding draping over it. Natural light enters through the windows, and a full-length mirror is mounted on the wall.
Guest house in Ardmore

Rosewood Carriage House

4.99 out of 5 average rating, 112 reviews
Top guest favourite
A cozy bedroom features a king bed with a textured gray blanket and decorative pillows, including a navy blue option. A light wooden nightstand and a round mirror complement the dark accent wall. Natural light enters through a window, enhancing the inviting space.
Guest suite in Winston-Salem

Good View In-laws suite

4.99 out of 5 average rating, 234 reviews
Guest favourite
A cozy living area features a grey sofa adorned with a striped blanket, positioned against a backdrop of vibrant artwork. A wooden coffee table occupies the center of the room, highlighting the warm hardwood floors and natural light flowing through the adjoining spaces.
Bungalow in Ardmore

Cozy Ardmore Bungalow

4.96 out of 5 average rating, 455 reviews
Guest favourite
Home in Winston-Salem

Downtown West End Urban Oasis

4.97 out of 5 average rating, 37 reviews
Guest favourite
Home in Winston-Salem

Private Hot Tub Retreat | King Bed | Outdoor Oasis

5.0 out of 5 average rating, 9 reviews
Top guest favourite
Townhouse in Winston-Salem

Modern 2BR Apt | Peaceful Porch | Walk to WFBH

5.0 out of 5 average rating, 52 reviews
Guest favourite
The exterior of the two-story building showcases a charming blend of grey siding and white trim. A covered porch with seating offers a welcoming entry, surrounded by landscaped greenery. Soft sunlight highlights the well-maintained pathway and the structure’s architectural details.
Home in Winston-Salem

Renovated Duplex in Historic Old Salem Home

4.75 out of 5 average rating, 92 reviews