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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
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.

Guest favourite
Home in Durham
4.96 out of 5 average rating, 151 reviews

Luxury Modern Suite W/ Private Deck

Welcome to our Private Luxury Master Suite! Enjoy a hotel-like experience with a spacious luxury bath featuring double sinks and a rain shower and a beautiful private deck with a peaceful view. We also include a coffee bar, work area, Wi-Fi, and TV. Conveniently located from RDU Airport and Downtown Durham, with a variety of restaurants and coffee shops nearby. Experience the perfect blend of comfort, luxury, and convenience in this upgraded suite! Parking is available and limited to 1.

Superhost
Home in Durham
5 out of 5 average rating, 4 reviews

Haven of Rest for Family and Pets with Fenced Yard

Escape to our bright, sunlit ranch-style home in a peaceful neighborhood! Perfect for families or groups up to 7, this retreat features an open-concept living area, a modern kitchen, a dedicated office with fast Wi-Fi, EV charger, and a large back deck for entertaining. Enjoy a tranquil getaway with all the comforts of home, including a king bed and a pack 'n' play crib. Ideal for a relaxing retreat or a long-term stay. Premium amenities include EV charger, piano, large deck overlooking woods.

Top guest favourite
A sparkling blue swimming pool is surrounded by a spacious deck, featuring several lounge chairs for relaxation. A wooden fence provides privacy, while lush trees line the background under a clear sky.
Guest house in Durham
4.98 out of 5 average rating, 132 reviews

Gordon Guesthouse Studio Suite w/ hot tub & pool!

Book now & enjoy the pool, balcony & luxurious hot tub. Open 24hrs, exclusively for guest use. We welcome you to our little piece of paradise, in the country, not far from downtown Durham & Raleigh close to RDU. We offer a well-appointed studio, meticulously cleaned, with a queen Tempurpedic mattress, premium linens, fireplace, full kitchen, washer/dryer, 2 smart TV's & high speed wifi. *Please be aware* Due to allergies & health risks, we are unable to accommodate any animals. Sorry :-(

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, 303 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.

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, 52 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.

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 welcoming living area features two white accent chairs facing a grey sofa, creating a cozy seating arrangement. Natural light enters through multiple windows, and a decorative rug lays on the hardwood floor. A mounted TV and a fireplace add to the room's functionality.
Home in Durham
4.98 out of 5 average rating, 42 reviews

NEW! Bull City Oasis - Prime Location

Welcome home to your beautiful oasis! This cozy home is privately tucked away, yet close to everything. If you want it all - this is the house for you! -Open floor plan and spacious kitchen with pristine granite countertops. -Easy commute to UNC, Duke, and WakeMed hospitals making it perfect for the traveling professional or one who wants to be close to the hustle and bustle of the vibrant city. -Centrally located and minutes from RTP, RDU, UNC, Downtown Durham, Duke, and Brier Creek!

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, 378 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

Top guest favourite
A spacious living area features large glass walls allowing natural light and views of surrounding trees. A unique wood coffee table is centered on a light rug. Two comfortable sofas provide seating, paired with a modern lamp and elegant decor.
Home in Raleigh
4.96 out of 5 average rating, 179 reviews

Luxurious Modernist Tree House

Stunning, private, and truly one-of-a-kind—this unique home is perfect for a vacation, staycation, special occasion, or simply celebrating everyday life. Designed by renowned modernist architect Frank Harmon. The 2,128-square-foot residence sits on 1.3 acres and was crafted with meticulous attention to detail. Inside, you’ll feel nestled among the treetops while remaining conveniently close to restaurants, shopping, downtown Raleigh, WakeMed, UNC, Duke, and Research Triangle Park.

Guest favourite
A modern tiny house is nestled among lush greenery, featuring large windows that invite natural light. A wooden pathway leads to the entrance, surrounded by a variety of plants and trees, creating a serene and secluded atmosphere.
Tiny home in Hope Valley
4.96 out of 5 average rating, 622 reviews

Modern Tiny House Near Duke & Downtown

You’ll feel like you’re getting away from it all in this modern, private tiny house in the trees, even though you’re just minutes from Duke, downtown Durham, shopping, and restaurants. It’s the perfect balance of peaceful retreat and city convenience. The home includes all the essentials — full kitchen, laundry, A/C, and high-speed internet — but many guests find themselves spending most of their time relaxing on the screened-in porch, listening to birds, and recharging.

Top guest favourite
The cabin features a rustic exterior with a mix of red siding and metal accents, framed by lush greenery. A spacious deck extends out, supported by wooden beams, providing access via a set of steps. Large windows allow natural light to enter the living area.
Farm stay in Durham
4.98 out of 5 average rating, 469 reviews

Rustic Cabin on a Working Farm in Durham

Come get away from it all—while conveniently close to everything—at Laurel Branch Gardens, a 12-acre farm that uses organic growing practices. About 100 yards from the farm house, the cabin is a renovated tobacco barn with a sleeping loft, full kitchen, bathroom (with a shower and composting toilet), and living area. Meet the pigs and chickens. Lay in the hammock. Listen to bird calls. During June and July u-pick blueberries will be available for harvest for $3.50/lbs.

Popular amenities for Oak Grove holiday rentals