Holiday rentals in Oak Grove

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Top-rated holiday rentals in Oak Grove

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Top guest favourite
A two-story tiny house is depicted, featuring a light green exterior with white trim. The structure is set against a clear blue sky, surrounded by a grassy yard and a wooden fence. A neighboring blue house is visible in the background.
Tiny home in East Durham
5 out of 5 average rating, 37 reviews

Cozy Tiny Home in Historic City

Welcome to your perfect city retreat in the heart of Old East Durham! Our charming, energy-efficient tiny house combines modern comforts with the rich history of a community on the rise. Whether you’re visiting for business or leisure, you’ll find yourself less than a mile and a half away from downtown Durham’s award-winning restaurants, craft breweries, and vibrant entertainment venues. Come experience the blend of old & new in Old East Durham. Book your stay today—we can’t wait to host you!

Guest favourite
The spacious bedroom features a comfortable bed adorned with soft bedding and a textured throw. A lounge chair is positioned beside a small table, while a stylish mirror enhances the room's elegance. Natural light enters through a large window, brightening the warm tones of the decor.
Home in Durham
4.98 out of 5 average rating, 109 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.

Top guest favourite
The exterior view of the studio guest house is presented, showcasing a soft blue facade and a warm wooden door. Sunlight filters through nearby trees, casting playful shadows on the wall. A wooden fence outlines the property, enhancing the sense of privacy.
Guest house in Old North Durham
4.97 out of 5 average rating, 150 reviews

Little House Old North Durham

Welcome to our little house in Old North Durham. The 380 square foot studio guest house (open concept) sits behind our Bungalow in a centrally located historic neighborhood.; a 15-20 minute walk to Durham's vibrant Central Park District and a little further to downtown. Close by restaurants, music, movies and shows. Sleeps 2 comfortably on queen bed, and 2 additional on convertible couch from IKEA. Living area joins kitchen and is open to bedroom (see photos). Vaulted ceilings create openness.

Guest favourite
A cozy living area is highlighted by an inviting red sofa and a flat-screen TV mounted on the wall. Natural light filters in through a nearby window, while a kitchenette with a microwave and mini-fridge is positioned on a shelving unit. Exposed wooden beams add character to the high ceiling.
Home in Hope Valley
4.9 out of 5 average rating, 60 reviews

Guest Suite: Artist studio turned into loft.

A guest suite that's a former artist studio with 10-15 foot high windows and 20 foot high ceiling, converted into one bedroom loft with private entrance, bath, living area, and kitchenette. The space is attached to the rest of my house, but you'll have a private entrance, your own bathroom, living area and kitchenette and two seat dining table. You will not have access to a full kitchen. New in September 2025: Blackout curtains provide privacy at night and a darker room for sleeping in.

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, 49 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, 166 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.

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, 445 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.

Superhost
A cozy kitchenette is located on the left, featuring a mini fridge and a microwave. A comfortable blue sofa sits against the wall, complementing the light-colored walls. Natural light enters through a nearby window, illuminating the space and a small collection of wall-mounted photos.
Flat in Northgate Park
4.84 out of 5 average rating, 129 reviews

Apartment in leafy Colonial Village, Durham

I turned my house into a duplex, by turning a very 70s addition into a private, cozy, and charming space. There's a kitchenette, a dining area, and a sitting area, a bedroom, and a bathroom. The location would be ideal for someone who needs quick access to Duke Regional Hospital (4 minutes away) or downtown (6 minutes), or someone who wants to keep up a running habit (the greenway is nearby). A taqueria, a grocery store, and a coffee shop are within walking distance.

Guest favourite
A tiny house is depicted, featuring a bright blue exterior and a welcoming wooden deck. Surrounding trees provide shade, and a stone walkway leads to the entrance. The setting is lush with greenery, enhancing the serene atmosphere of the backyard escape.
Tiny home in East Durham
4.96 out of 5 average rating, 224 reviews

Five & Dime Tiny House

Experience the charm of tiny living in this pet-friendly studio located in my serene yet urban backyard. It offers a peaceful escape while remaining convenient to the attractions & amenities that Durham has to offer. -only a mile east of downtown -1.5 miles to DPAC and Carolina Theatre -ten minutes to both Duke Hospital and Duke Regional -less than 20 minutes to RDU airport Let your dog run around the fully fenced yard while you sit on the deck and sip your coffee!

Top guest favourite
A bright bedroom suite features a full bed with a patterned throw and modern furnishings. A wall mural displays a cow design, while a flat-screen TV is mounted nearby. A bistro table and two chairs are positioned by the kitchenette, leading to the bathroom in the background.
Guest suite in Northgate Park
4.96 out of 5 average rating, 223 reviews

The Mural Suite, An Artsy One Bedroom in Durham

A mural filled one bedroom suite with a full bath and kitchenette attached to our house with its own separate entrance. Located less than 5 minutes by car to downtown Durham with easy access for those who prefer to travel by bicycle or foot to the Ellerbee Creek trail. Centrally located to Duke University and Duke Medical. Perfect for longer stays for visiting professionals as well as shorter stays to enjoy all Durham has to offer.

Superhost
An inviting studio bedroom features a spacious bed adorned with a floral-patterned coverlet. Two bedside lamps are placed on white nightstands, illuminating the tranquil space. A mini refrigerator is noticeable in the background, and a ceiling fan enhances air circulation.
Guest house in Durham
4.85 out of 5 average rating, 13 reviews

Charming -Stylish Studio Min to Downtown 1Durham

Welcome to your modern, private studio just minutes from downtown Durham, Duke, and DPAC! Enjoy a bright, open space with a comfy queen bed, smart TV, kitchenette, and full bathroom. Whether you're here for work or play, you'll love the quiet neighborhood, fast Wi-Fi, and free parking. Walk to cafes, breweries, and parks. Perfect for solo travelers or couples—your home base in the Bull City awaits!

Top guest favourite
A comfortable living area features a sectional sofa, accent chair, and side table. A television is mounted on the wall above a wooden media console, which also holds a speaker. Natural light filters in through window treatments, casting soft shadows across the rug.
Guest house in Durham
4.97 out of 5 average rating, 31 reviews

Pet Friendly | Cozy Cottage in Bull City

In town for work? Fun? Catching a game? This lovely cottage is an 8 minute drive to Main Street, which means it’s convenient to the fun, but peaceful and quiet when you’re ready for the party to stop. Also less than 15 minutes to Duke Hospital, 20 minutes to Chapel Hill, and 30 minutes to Raleigh. We are also dog-friendly with a fenced in back yard!

Popular amenities for Oak Grove holiday rentals