
Holiday houses in Middlesex
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Top-rated holiday rentals in Middlesex
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Raleigh Casita
This casita might be tiny, but it has big personality. This little treasure lives in the heart of Raleigh, waiting to support your next city adventure. Please note this rental lives in owner's back yard, accessible by driveway. We've built this place so that you can optimize your stay. Cook a meal in the fully equipped kitchen. Lounge on the patio and enjoy a meal at the indoor / outdoor bar. Customize the main space for living or sleeping with our easy to use murphy bed. See you soon!

Benny's Bungalow
Enjoy easy access to everything from this perfectly located end unit condo! Benny's Bungalow in Five Points, Hyde Park area is renovated, cozy, and relaxing! The condo lives large while being compact, with TVs, ceiling fans, mirrored closets, queen bed in guest room, king bed and desk in the master bedroom. Bright and open living area w/ fully renovated bath and kitchen makes living simple! Enjoy the quiet outdoor area w/ seating, and walkable to restaurants, bars, and breweries! Pet friendly!

Beautifully Furnished, Raleigh Townhome Retreat
Welcome to your home away from home! Perfect for a small, family getaway or a corporate stay. Located in Northeast Raleigh and close to everything! Local attractions include the Neuse River Trail, WRAL soccer complex, Triangle Towne Center, grocery & much more! The space is clean, cozy, & all yours. The neighborhood is peaceful with direct access to the greenway. You’ll love the convenience as well as your own private washer/dryer & fully stocked kitchen to accommodate cooking on longer stays.

The Cottage@WanderingWoods
The Cottage @WanderingWoods Homestead is the perfect getaway offering a relaxing & cozy atmosphere on a small four acre homestead nestled in the woods. Located just 26 minutes from downtown Raleigh & 7 minutes from quaint Wendell, this property is perfect for a staycation, city getaways or for business travelers. Throughout your stay, we invite you to enjoy the property, the shared outdoor spaces, and of course, to say hello to our chickens, ducks, barn cats, dogs & all the farm animals!

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

Rocky Mount Home with a View
Please be aware that we do have 2 dogs. They are very friendly and will sniff and whine when she meets you (see pictures). Very cozy and private space with a private entrance above the garage. Fully equipped gym in the garage. All appliances were purchased new as of 2021. Vinyl plank flooring installed 2021 as well. Recently repainted. Best part about this space is you get the country experience with 200 Mbps download speeds. If you need the air mattress let us know.

Basecamp at The Gadabout Inn, DT Wake Forest
Base Camp, built for the stately adventurer at heart:) A unique, quality, custom-built private 2nd story suite with kitchenette, private entrance and easy access to free off-street parking. Clean, quiet, tree top window views, private covered porch with seating, top grain leather sofa, tile, hardwoods, spa like bathroom, expanded cable on a smart TV. This small Circa 1903 neighborhood is only a block or 2 walking distance to all downtown Wake Forest has to offer:)

Cute Private Cottage near Downtown (1)
Stylish & newly renovated home in quiet neighborhood ~ walking distance to Brookside bodega and Person St. district. It promises a relaxing retreat at a prime location, less than 5 mins away from downtown ~ central to all Raleigh has to offer. The amenity list will prove to make a comfortable stay: -Comfortable bed -Fully equipped kitchen with a luxury stove -Smart TVs in each room -Private outdoor entertaining area

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.

Raleigh Retreat with Pool Table, Grill, ADA Bath
Welcome to our renovated home with ADA bath, ideal for business retreats, solo adventurers, families, couples, and group trips. Enjoy modern amenities, enclosed backyard, dedicated workspace, exercise equipment, hammock and Weber grill designed to make your stay memorable. Our home offers easy access to Raleigh, Wendell, Knightdale, Zebulon, and surrounding areas, making it a great base for exploring or work.
Popular amenities for Middlesex holiday rentals
Other great holiday rentals in Middlesex

Worker's Paradise Steps from DT Clayton

Fenced In|Updated|Pets OK|3 Bed 2 Bath|Walkable DT

Duke Forest Hideaway on private gated estate

Large Room on Golf Course near I-95

Working Farm Retreat in Archer Lodge

Wilson second floor !

Spacious Private Bedroom & Bath in North Raleigh

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




