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Holiday rentals in Middlesex

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Top-rated holiday rentals in Middlesex

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

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Guest favourite
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, 155 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

Guest favourite
A spacious bedroom features a large bed with an intricately patterned duvet. Soft lighting is provided by a ceiling fan and bedside lamps. A cozy sofa sits nearby, with large windows allowing natural light to illuminate the serene decor.
Cottage in Smithfield
4.93 out of 5 average rating, 258 reviews

Historic Downtown Cottage Across Community Garden

Cottage is centrally-located in historic downtown Smithfield. Close to I-95, Carolina Premium Outlets, 30 minute drive to Raleigh, North Carolina. During your stay relax in front of the fireplace, enjoy the front porch with a nice view of the community garden, or play with pets in the fenced back yard, which includes patio chairs around a fire pit and grill for a BBQ. Pet friendly cottage! Great for families, couples, friends, or business professionals looking for a comfortable place to stay!

Top guest favourite
Home in Wendell
5 out of 5 average rating, 25 reviews

Historic Farmhouse 22 Miles from Raleigh

Escape to a fully renovated 120-year-old farmhouse on our fifth-generation working family farm. Nestled 350 feet off the road, it’s surrounded by a 20-acre pine plantation and 10-acre cow pasture. Enjoy modern comforts like Starlink WiFi, a 55" Roku TV, and a fully stocked kitchen alongside charming spaces like a sunroom, rocking-chair porch, and outdoor seating under the pecan tree. Just 6 miles from shopping and dining, this serene retreat offers a perfect blend of farm life and convenience.

Top guest favourite
A charming tiny house is set in a natural environment, featuring light blue siding and a sloped roof. A deep porch extends from the house, surrounded by potted plants. The porch area is furnished with a small table and chairs, inviting relaxation amid the green landscape.
Tiny home in Wake Forest
4.99 out of 5 average rating, 194 reviews

Storybook Tiny House w/ Outdoor Shower, Water View

Nestled within 15 secluded acres, our tiny home is more than a place to stay, but a unique experience designed for creatives, couples, and those yearning to escape the hurry of everyday life. Our 125 sq ft tiny home is a sanctuary where time slows down. Our hope is connections deepen, creativity flourishes, & the soul finds rest here. Just a short drive from Raleigh, this cozy retreat offers the best of both worlds: a peaceful, country setting & easy access to amenities and attractions.

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
4.95 out of 5 average rating, 184 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 favourite
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, 237 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 favourite
A quaint white She Shed is showcased surrounded by lush greenery. The exterior features red accents on the doors and windows. A patio area with green chairs and a table is visible, positioned on a concrete surface adjacent to a gravel driveway.
Tiny home in Kenly
4.92 out of 5 average rating, 246 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 favourite
A woven basket is placed on a neatly made bed, filled with neatly rolled towels in soft yellows and browns. A business card for Cavvietta Quarter Horse & Cattle Co. is positioned prominently on top, with floral-patterned pillows adding a touch of color to the bedding.
Ranch in Elm City
4.88 out of 5 average rating, 371 reviews

Cabin on Horse & Cattle Ranch Near I-95

Please follow directions for location of cabin and parking. Small cabin with full size bed great for 1 or 2 guests. Located on 90+ acres of horse and cattle ranch. Riding lessons are available for additional fees. Multiple animals run loose on the property like dogs, chickens, cats... Feel free to walk around the common areas. We look forward to having you stay with us! Larger Bunkhouse available for parties of 4-6. Horse layover available for additional fee. Pets $30/night.

Top guest favourite
A spacious living area features a brown leather sofa with decorative pillows. A round coffee table sits on a colorful area rug, complementing the hardwood floor. Large windows allow natural light, while a television is mounted on the wall, providing entertainment options.
Farm stay in Red Oak
4.98 out of 5 average rating, 398 reviews

Cozy Coop Barn Apartment on Hobby Farm

Cozy and modern apartment inside a working hobby farm barn. Upstairs holds one bedroom with a queen bed. Loft area upstairs has a convertible futon with a TV/blue ray/dvd. Downstairs is a nearly full eat in kitchen (only missing a stove) and the spacious bathroom with stand up shower. A grill is also available on the large covered porch. Guests have access to large covered porch, playground and yard area. Farm chores done 2 times daily. Pets allowed with fee.

Top guest favourite
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 Plantation
4.96 out of 5 average rating, 186 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! 🩷

Guest favourite
A single-story house with a light yellow exterior is surrounded by lush greenery, showcasing a well-maintained lawn. The front porch features white railings, and several windows invite natural light into the living space. Tall trees provide a natural backdrop along the property.
Home in Knightdale
4.86 out of 5 average rating, 211 reviews

Beautiful home away from home 3 bedroom 2 bath

This house would be perfect for anyone commuting to the Raleigh/Knightdale/ Wendell area and would like a homey place to stay. It has easy access to Highway 264 , interstate 64, I540 and Interstate I440 to I40. It is a great Central location for Raleigh, Knightdale, Wendell Zebulon,Garner, and Rocky Mount. Note: this house is not handicap accessible however there is a ramp with a small step up. 2 tub showers; No walk in shower.

Top guest favourite
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, 203 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 holiday rentals

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