
Holiday rentals in Middlesex
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Top-rated holiday rentals in Middlesex
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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!

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.

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.

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.

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.

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.

Lola’s Farmhouse Retreat
Escape to our charming farmhouse on a peaceful horse farm! Start your morning with a cup of coffee on the porch watching horses graze in the pasture. Outside you can grill, fish in the pond, or gather around the fire pit for a cozy evening! While you'll feel miles from it all, you're within 10min of our charming town’s amenities! With downtown Raleigh just 30min away. Perfect for anyone seeking a peaceful escape to nature, our farmhouse is your ideal getaway!

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! 🩷

Cozy tiny house in the country.
Come experience the peace and quiet of this unique tiny house in the county. Curl up in this cozy queen-sized bed in the loft of this private bo-ho cottage. Fix coffee or meals in the kitchen and get some work done at the desk or on the outdoor dining table using the wi-fi. The shower has virtually unlimited hot water. You can also eat dinner or hang out in the hammock in the secret garden under the glow of bistro lights.

The Private Suite in Zebulon
Welcome to our private garage suite! Enjoy your stay in our quiet and convenient place. Perfect for solo travelers, business professionals or, couples seeking a comfortable base. Our suite is located just 3-5 min drive from Zebulon downtown, local restaurants, coffee , brewery and trails, 15 min to Knightdale, Wendell, Wake Forest, 25-30 min to Raleigh, 40 min to RDU. We look forward to welcome you in our space!

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.

Modern Guest House on Wedding Estate + Pool
Welcome to the 5-star resort-style Scarborough House. This reservation is for the private Guest House, exactly as pictured in this listing. You are booking 1 of 3 separate spaces on the property. Please enjoy your Guest House and designated outdoor areas only. The Historic Main House, Pool House interior, and any other buildings are not included in this stay unless separately reserved.
Popular amenities for Middlesex holiday rentals
Other great holiday rentals in Middlesex

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Cute and Cozy
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- Duke University
- University of North Carolina at Chapel Hill
- PNC Arena
- Raven Rock State Park
- Durham Bulls Athletic Park
- North Carolina State University
- American Tobacco Campus
- Lake Johnson Park
- North Carolina Museum of Natural Sciences
- North Carolina Museum of Art
- Eno River State Park
- Sarah P. Duke Gardens
- Raleigh Convention Center
- Frankie's Fun Park
- William B. Umstead State Park
- North Carolina Museum of History
- Carolina Theatre
- Durham Farmers' Market
- Crabtree Valley Mall
- Museum of Life and Science
- Duke Chapel
- Red Hat Amphitheater
- American Tobacco Trail
- Dorothea Dix Park




