
Holiday rentals in Middlesex
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Middlesex
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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!

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.

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.

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.

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.

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! 🩷

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.

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
Other great holiday rentals in Middlesex

Cozy Luxe Cottage by Falls Lake

Serene Retreat w/ Pool | 25 Min to Raleigh

Sherman's Retreat on Buck's Pond

Sweet Pickins Farm Guest House

Private Raleigh Bungalow Retreat near DT

Charming House in Louisburg, NC

Furr Manor

Well Appointed Townhome in Wake Forest!
Destinations to explore
- Augusta Holiday rentals
- Western North Carolina Holiday rentals
- Washington Holiday rentals
- Myrtle Beach Holiday rentals
- Charleston Holiday rentals
- Gatlinburg Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Hilton Head Island Holiday rentals
- Cape Fear River Holiday rentals
- Ocean City Holiday rentals
- Rappahannock River Holiday rentals
- Duke University
- PNC Arena
- University of North Carolina at Chapel Hill
- Raven Rock State Park
- North Carolina State University
- Durham Bulls Athletic Park
- Lake Johnson Park
- American Tobacco Campus
- North Carolina Museum of Art
- North Carolina Museum of Natural Sciences
- Eno River State Park
- Raleigh Convention Center
- Sarah P. Duke Gardens
- William B. Umstead State Park
- North Carolina Museum of History
- Frankie's Fun Park
- Carolina Theatre
- Crabtree Valley Mall
- Durham Farmers' Market
- Museum of Life and Science
- Dorothea Dix Park
- Duke Chapel
- Red Hat Amphitheater
- Koka Booth Amphitheatre




