
Vacation rentals in Middlesex
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Top-rated vacation rentals in Middlesex
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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
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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!
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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.
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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.
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Two Dachshund Farm (Lavender & Fiber Farm), LLC
Stay on a working fiber/lavender farm convenient to the Raleigh/Durham area - 20 min. from Interstate 85 & 50 min. from 95. Interact with our alpacas, sheep, llamas, Angora goats, donkeys, & more. Shop our farm store, stroll the property. Tours are free for registered guests. Friends may join the tour for a fee. Use of the pool is for registered guests only. Twenty stairs lead up to the 700 sq ft over-the-garage apartment with private entrance. Includes a king bed & pullout couch.
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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.
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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.
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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.
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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.
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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!
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Calming Woodland Octagon
Take a much needed break from the stresses of the city at this unique property nestled in old growth woodland. Indulge in the sound of the wind and a sea of stars. Make friends with your neighbors: deer, squirrels, hawks and fireflies. A haven for writers, artists, dancers, remote workers and nature lovers only 15 minutes from Chapel Hill and 8 minutes from Jordan lake. You'll find Zen, fiber internet, and more than a little magic here.
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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.
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Popular amenities for Middlesex vacation rentals
Other great vacation rentals in Middlesex

Brand new townhome with massage
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Serene Retreat w/ Pool | 25 Min to Raleigh
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Charming Retreat with Screened Patio, 1 Acre Yard.
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Cozy Southern Charm
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Mid-Century Home | Near Lake Wheeler & N.C. State
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Minimalist Retreat in a Quiet Wilson Neighborhood
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Oasis in the Woods
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A Piece of Paradise
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- Duke University
- PNC Arena
- North Carolina State University
- Raven Rock State Park
- Raleigh Convention Center
- Durham Bulls Athletic Park
- North Carolina Museum of Natural Sciences
- Lake Johnson Park
- American Tobacco Campus
- Sarah P. Duke Gardens
- Eno River State Park
- North Carolina Museum of Art
- William B. Umstead State Park
- University of North Carolina at Chapel Hill
- Crabtree Valley Mall
- North Carolina Museum of History
- Frankie's Fun Park
- Carolina Theatre
- Durham Farmers' Market
- Museum of Life and Science
- Duke Chapel
- Dorothea Dix Park
- Koka Booth Amphitheatre
- Red Hat Amphitheater
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