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Vacation rentals in Middlesex

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Top-rated vacation rentals in Middlesex

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

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Guest favorite
The farmhouse exterior features a welcoming porch with rocking chairs and white railings. Large windows allow natural light to flood the space, framed by lush greenery from surrounding trees. A manicured lawn and subtle landscaping enhance the rural charm.
Home in Spring Hope
4.96 out of 5 average rating, 154 reviews

The Ridge House

A beautifully updated farmhouse with nice porches & big window views of large property. Enjoy our pond side fire pit & feed our native ducks. A Nice Weekend getaway or comfy spot for visiting local events. We are a short drive from: Seven Paths Manor-10 min Factory 633 Weddings-18 min Rocky Mount Mills-20 min Rocky Mount Athletic Park-20 min Rocky Mount Event Center-25 min Wilson/Whirligig Park-25 min Gillette Athletic Park-25 min Wendell Falls-27 min PNC Arena/ NCSU-45 min RDU Airport -50 min

Top guest favorite
Home in Wake Forest
4.97 out of 5 average rating, 109 reviews

Peaceful Country Setting Four Minutes From Town!

On just over 2 acres you can Relax and “Reset” at our peaceful and spacious getaway. Enjoy the beauty and tranquility of the country but be minutes from restaurants, shopping, downtown Wake Forest and all of the wonderful things our community has to offer. Our land hosts amazing sunrises and sunsets and a star show at night that you most definitely don’t get in town! June of 2021 we finished up a complete re-design/remodel of our modern farmhouse so everything is updated fresh and new!

Guest favorite
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
4.95 out of 5 average rating, 188 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.

Top guest favorite
A charming two-story house is surrounded by lush greenery, showcasing a welcoming front porch with red rocking chairs. The white exterior and blue shutters add to its classic appeal, while the field in the foreground enhances the serene country setting.
Farm stay in Louisburg
4.99 out of 5 average rating, 238 reviews

Antler & Oak (Wheless Farms, LLC)

Set in the country for a Peaceful setting where you can hear the birds sing and see our beautiful flowers and enjoy sitting on the front porch and relaxing. We originally started as a Bed & Breakfast called Antler & Oak in Franklin County, located just north of Raleigh and East of Wake Forest. The place is 100 years old, renovated the front portion for use to accommodate guests. Guests have full access to the space including a full kitchen, living room, 2 bedrooms & 2 1/2 baths.

Top guest favorite
A charming single-story She Shed is set within a lush green landscape, featuring a well-maintained garden with various plants and flowers. A concrete pathway leads to a welcoming entrance, accented by red doors and black outdoor lights, surrounded by tall trees.
Tiny home in Kenly
4.92 out of 5 average rating, 260 reviews

The She Shed just off I-95!

Fully Renovated "She Shed" in the country! A lovely place to stay the night (or 3) and relax. Full bath contains hot water for a great relaxing shower. Sleeping quarters features a plush queen size bed to catch up on some much needed sleep. Additional sofa bed is located in the living area for extra guests. Equipped with a nicely appointed kitchenette. Whether you are driving through I95 or need a place to stay while in town, this She Shed has it all for a comfy and peaceful stay.

Guest favorite
The dome structure is nestled among leafy trees, with a geodesic design highlighted by translucent panels that allow for natural light. Surrounding greenery enhances the tranquil outdoor setting, creating a harmonious blend with nature.
Dome in Durham
4.96 out of 5 average rating, 311 reviews

The Japandi Dome

Experience a taste of Japandi in this dome home on our small homestead, and enjoy the mind and body benefits of being closer to nature with the comforts of indoor amenities. This unique space is built with a full skylight to allow you to sleep under the night sky. Complete with heating and A/C for year-round comfort, a full zen-inspired bathroom, and luxury European bedding. Enjoy your meal around a Japanese inspired floor table with straw mats and meditation cushion for seating.

Top guest favorite
The cabin's exterior is framed by lush greenery, showcasing a combination of stone and wooden siding. A covered porch with large windows offers a view of the surroundings, while a walkway leads to the main entrance. An American flag gently flutters near the porch.
Cabin in Youngsville
4.97 out of 5 average rating, 112 reviews

Cabin Retreat Near Town

Relax with the whole family in this warm and spacious cabin nestled on 11 wooded acres. A long gravel driveway leads you beside two beautiful horse farms with your private retreat tucked away in the woods. You will enjoy all of the benefits of a private, wooded retreat while conveniently located just minutes from all that Wake Forest, Youngsville, and Franklinton have to offer. Screened porches, a spacious open concept living room/kitchen area, with two adorable bedrooms.

Guest favorite
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, 638 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 favorite
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, 488 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.

Top guest favorite
A charming farmhouse is set within a spacious green yard, surrounded by mature trees. The light-colored exterior features a welcoming porch that offers a cozy entrance. The sky above is partly cloudy, enhancing the tranquil atmosphere of this rural retreat.
Home in Rocky Mount
4.97 out of 5 average rating, 112 reviews

100+ Year Old Farm House

Welcome to this charming 100-year-old farmhouse, offering a cozy and authentic retreat in a peaceful, quiet area. This home features unique character with rustic charm and timeless appeal, perfect for those seeking a relaxing escape. Located just minutes from I-95. 10 minutes from Rocky Mount and 20 from Wilson. Pet-friendly home. As weather permits, we dry the blankets and pillow cases on the clothes line for an authentic smell and feel!

Top guest favorite
A serene outdoor seating area is highlighted by two stylish, woven chairs adorned with soft cushions. A round table sits between them, complemented by decorative accents. Soft lighting from overhead string lights creates a cozy atmosphere, enhancing the inviting space for relaxation.
Cottage in Wakefield
4.95 out of 5 average rating, 187 reviews

The Glam Cottage, Glamorous Southern Charm & cows.

Welcome to The Glam Cottage… a cozy, COW-tastic retreat in Wake Forest! Enjoy queen beds, a fully stocked kitchen, smart TVs, a pool table, board games, and lush, inviting décor. Outside, relax in the private fenced yard with a hot tub, fire pit, and boho gazebo. Minutes from Falls lake and walking trails with chances to spot local wildlife. Guests rave about how homey, peaceful, and well-equipped it feels, your perfect escape awaits! 🩷

Top guest favorite
A private outdoor patio area features a fire pit surrounded by seating, a gas grill, and a dining table shaded by an umbrella. The space is framed by lush trees, providing a natural backdrop for relaxation and gatherings.
Home in Wendell
4.96 out of 5 average rating, 211 reviews

Unique Private Cottage

Peaceful, private cottage nestled in forest over 100 ft behind main home. Private deck as well as patio w/ gas grille and outdoor fire pit Great location for relaxing get-away, hang out w/ friends, jumping point to nearby spots, or just a quick stop-over. Four legged family members (cat / dog) welcome ($60 pet fee). No more than 2 pets. No added cleaning fees & local taxes are automatically added by Airbnb.

Popular amenities for Middlesex vacation rentals

  1. Airbnb
  2. United States
  3. North Carolina
  4. Nash County
  5. Middlesex