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Holiday rentals in Oak Grove

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Top-rated holiday rentals in Oak Grove

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

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Top guest favourite
Home in Chapel Hill
4.95 out of 5 average rating, 190 reviews

Mid-Century Gem • Creekside • King Beds • Near UNC

This curated 3BR/2BA mid-century modern Chapel Hill home blends comfort, style, and nature in perfect harmony. Designed by renowned local architect JP Goforth, the home sits on a wooded acre with a private creek and features king beds in every room, Sonos audio, and fiber WiFi. Relax on the deck, fire up the grill, or unwind inside surrounded by stunning hand-selected art and furnishings. Minutes from UNC, Whole Foods, and Eastwood Lake, it’s a true retreat for anyone craving serenity and style.

Guest favourite
The open living space features hardwood flooring and abundant natural light from large windows. A cozy seating area includes a gray couch and a blue ottoman, while a modern kitchen showcases granite countertops and stainless steel appliances. A small desk and stylish shelving enhance the room's functionality.
Loft in Downtown Durham
4.94 out of 5 average rating, 327 reviews

VIP Loft on Main St. - Center of downtown Durham!

Located in THE center of downtown Durham! Entrance on Main Street, completely surrounded by restaurants, shops, cafes and famous venues - but it's a historic brick building so this spacious loft is a quiet oasis above the hustle and bustle. Located on the 2nd floor above a restaurant and no neighbors above. You'll feel like a VIP while you look out of the giant windows over Main St! Complete with a comfortable King-size bed, cozy couch, 65" TV, and a stylish and modern kitchen and bathroom.

Top guest favourite
A light-colored, two-story garage apartment is surrounded by a professionally landscaped garden, featuring diverse plants and a stone pathway. The structure showcases multiple windows that invite natural light, with a welcoming entrance under an overhang, framed by lush greenery.
Guest house in Ninth Street
4.99 out of 5 average rating, 548 reviews

Light-filled Guesthouse Near Duke

Second floor of recently-built garage apartment in a charming, peaceful Durham neighborhood. Twenty minutes to RDU Airport, five minutes to Duke's East Campus and ten minutes to West Campus, we are an easy walk to a range of locally-owned restaurants. Lovely, light-filled apartment has a bedroom, full kitchen and living area, bathroom, private entrance, and patio with seating. Occasionally, we may have first-floor space available at extra cost. Well-behaved pets welcome. See below for fees.

Top guest favourite
A tree-lined gravel path winds through a lush landscape, bordered by a wooden fence. Tall trees provide shade, creating a tranquil atmosphere. The green grass and vibrant foliage reflect a peaceful rural setting at the horse farm.
Farm stay in Durham
4.98 out of 5 average rating, 304 reviews

Beautiful Farm stay 2 beds, 2 baths with office

Relax with your partner or bring the whole family to our peaceful 45 acre horse farm. We neighbor the Eno River and are centrally located in Northern Durham only 12 miles from Downtown. Come sit and enjoy our beautiful screened in porch that overlooks 2 scenic ponds and offers some of the best sunsets you’ve ever seen. This newly renovated farmhouse is beautifully decorated with 2 bedrooms, large master (king) and second bedroom (queen), office space has a sleeper sofa for additional guest.

Guest favourite
The inviting living area features wooden vaulted ceilings and a stone fireplace, with a cozy leather couch and a coffee table in the foreground. A dining area with a table is visible, along with greenery that enhances the natural light streaming through the windows.
Cabin in Apex
4.96 out of 5 average rating, 134 reviews

Designer Cabin • Wooded Acre • Epic Coffee Bar

'Owl or Nothing' is a designer cabin on a quiet, wooded 1-acre lot-fresh, spotless, and stocked for easy stays. Unwind in the zero-gravity hanging chair, sleep in fine linens, and cook in a fully equipped kitchen. The star: a barista-style coffee station. Private, secluded, and peaceful yet minutes to dining and shops; a quick hop to Downtown Raleigh, Cary, and Apex, plus Historic Yates Mill and Lake Wheeler Beach. Ideal for a weekend escape, work trip, and mental health resets. See reviews!

Guest favourite
A spacious living area features a gray sectional sofa and matching ottoman on polished hardwood floors. A flat-screen TV is mounted on the wall, and a dining table is positioned in the background. Soft lighting creates a cozy ambiance.
Flat in West End
4.95 out of 5 average rating, 358 reviews

Walk to Duke or Downtown- 1st floor

Beautiful, nicely furnished 1st floor apt in a quiet neighborhood between Duke and Downtown Durham, walkable to both. Very comfortable beds with high thread count scent free linens. Fully equipped kitchen and bathroom with organic body wash, shampoo, conditioner, blow dryer & make up mirror. 2 miles from Duke and VA Hospitals. 2 blocks from restaurants and the Organic Co-op grocery store. Lots of well lit parking on-site. We hope you'll love the comforts and convenience of staying her

Top guest favourite
A comfortable living room is presented with natural light from multiple large windows overlooking greenery. A brown couch and a green armchair are positioned around a small table, while a television is placed on a wooden console. Decorative art pieces enhance the serene environment.
Home in Durham
4.98 out of 5 average rating, 53 reviews

Peaceful Getaway Owned by Artist

Spread out and relax with the family in a peaceful, 3-bedroom house on one acre. Only 5 miles from downtown Durham, NC where you can Dine, Drink, Shop and Explore this destination city. We love Durham’s vibe which is inclusive and welcoming to all. Thoughtful details to make your stay unforgettable. The space is yours for your stay; the owners do not live on site but are easily accessible at any time. Bird watching right out your large living room windows and a backyard for running around.

Top guest favourite
A screened porch is illuminated by soft string lights, casting a warm glow against the exterior of the house. The porch features wooden furniture, and a well-maintained lawn is visible in the foreground. A tall tree provides shade beside the porch.
Home in Woodlake
4.97 out of 5 average rating, 115 reviews

Near Duke, Southpoint, UNC

Discover the perfect retreat in South Durham, NC! Our tranquil Airbnb offers an idyllic escape with a prime central location that guarantees a memorable stay. Start your morning on the inviting screen porch, where you can relish a cup of coffee and take in the view of the flower garden before headed out to enjoy some of the Triangle's finest attractions. Convenience is at your fingertips, as our Airbnb is just minutes away from RTP, RDU airport, Downtown Durham, DUKE, UNC, and the DPAC.

Guest favourite
A modern tiny home is framed by tall trees, featuring a light grey exterior and large glass doors. A small wooden deck leads to a cozy seating area, while a pathway lined with lanterns guides guests to the entrance.
Tiny home in Research Triangle Park
4.92 out of 5 average rating, 196 reviews

New Bohemian Studio Tiny Home

This beautiful, newly constructed tiny home is designed to provide you with the perfect (tiny) bohemian studio experience. Located 15 minutes from RDU airport and less than 10 minutes away from Downtown Durham and Duke University. This is a tiny house so while it is small you have a full kitchen, loft bedroom, living area, and a bathroom. In addition we also have an outdoor fire pit. Our space is the perfect place for couples or individuals looking to experience the tiny house lifestyle.

Guest favourite
A modern living area features two stylish green sofas facing a contemporary electric fireplace, with a large flat-screen TV mounted above. Natural light floods the space through two windows, while a sleek coffee table holds a decorative bowl and chess set.
Home in Durham
5 out of 5 average rating, 117 reviews

LUXE Home 4 Mins Duke/DPAC | King Beds, BBQ, Pool

Make unforgettable memories in this spacious, beautifully designed home for you + 9 guests! Perfect for family gatherings, sporting events, & special occasions. Located in heart of Downtown Durham, just 4 mins from Duke, Bulls stadium, DPAC, & Tobacco Trail. Cozy up around the fire pit, enjoy a BBQ, or relax w/fresh popcorn & vinyl records. Retire in luxurious beds + sheets & head to the gourmet coffee bar in the AM. Free access to nearby gym w/pool. 4 air mattresses and EV charger avail.

Top guest favourite
The exterior entrance features a vibrant coral door set against a light grey shiplap facade. Above the door, a decorative archway frames the house number. Two wall sconces flank the door, providing illumination, while the door is surrounded by well-maintained vegetation.
Home in Durham
4.98 out of 5 average rating, 133 reviews

Warm and Welcoming 3-Bedroom Cottage

Welcome to Carolina Cottage, nestled in one of Durham's premier post WWII neighborhoods, and extensively renovated by Designer + Builder Alicia Hylton-Daniel. Your experience will be enhanced by the thoughtfully curated spaces for relaxing, renewing and re-connecting. The home is spacious, with common areas to be shared, inside and out, as well as quiet spaces to read, nap, scroll and stream. You'll enjoy a full chef's kitchen and dining room, along with a sunny porch and shaded patio.

Guest favourite
The tiny farmhouse features a welcoming front porch with two yellow chairs and multiple entrance doors. A covered seating area with a fire pit and an outdoor dining table is positioned on the gravel surface, surrounded by a fenced yard and lush greenery.
Tiny home in Durham
4.97 out of 5 average rating, 379 reviews

Tiny Farmhouse in the Heart of Durham

Enjoy the tiny experience without sacrificing the relaxations and comforts of home. Unwind in this quaint 1 bedroom 1 bath tiny farmhouse that’s equipped with full-sized appliances and tasteful amenities. The Farmhouse at Scout is nestled in Downtown Durham’s burgeoning Southside neighborhood and is extremely close to the best restaurants, shops, and activities that Durham has to offer. Major attractions: • DPAC: .8 mi • Durham Bulls: .8 mi • Farmer’s Market: 1.2 mi • Duke: 2.9 mi

Popular amenities for Oak Grove holiday rentals