
Holiday rentals in Monticello
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Top-rated holiday rentals in Monticello
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Arya’s cottage with a loft & jacuzzi
Adults only, 18&older. No smoking or vaping allowed inside or on premises. Up to 2 dogs welcome for an additional fee. Peaceful cottage, centrally-located on an active equestrian farm with rv sites as well. From your loft bedroom overlook beautiful rolling pastures with horses and goats. See our beautiful horses in training or take a stroll on our walking trails or through the woods on the 41 acres, read a book, sit around your fire pit, soak in the private jacuzzi, or head 6 miles to downtown.

2 Bedroom Home Near Downtown
** At least 21 years old to book & ID can be verified** Enjoy a stylish experience at our centrally-located home. Sleeps 6 comfortably. Enjoy a morning cup of coffee from our coffee bar!! We are just miles away from: -2.7 miles Cone Health Moses Cone Hospital -4 miles Country Park -4 miles NC A&T University -5.9 miles Cone Westley Long Hospital -7 miles Greensboro Coliseum -13 miles Wet & Wild Emerald Pointe -24 miles from Highpoint furniture market -31 miles Winston-Salem State University

Entire country home on 1 acre! Peaceful area!
Relax in this cozy home, located right inside Caswell county on 1 acre. Outdoor fire pit, covered carport, back patio & front porch with rockers. Perfect for a get away in a quiet area. 25 minutes from Greensboro, Eden, Reidsville downtown (17 mins), & Burlington. Enjoy watching the chickens, roosters, and turkeys in the area (there’s a chance a chicken will end up in the backyard!) & relax in the simple slow paced country life. Equipped with everything you should need during your entire stay!

Charming Newly Renovated Starmount Forest Home
Starmount Forest is a quiet upscale neighborhood in the heart of Greensboro. Located just half a mile from upscale dinning and shopping In Friendly Center. This Spacious 2300 sq ft home features an inviting open floor plan with a large kitchen, den, living room and sunroom. The Kitchen is fully equipped with stainless appliance and everything you need to cook your favorite meal. New Furnishings throughout, master bath boasts large walk in shower, and every bedroom is equipped with a smart TV.

Elon Southern Charmer~Fenced Yard~Pets Welcome
Located only 1.3 miles from the Center of Elon University's Campus off University Drive~Interstate 40/85 is 5 minutes away~Close to Shopping & Local Restaurants~Corner Lot in Small Neighborhood has 6' Private Fenced Backyard~Pet Friendly~Back Deck~All New LVP~No Carpet~Freshly Painted~Tasteful Decor~Soft Memory Foam Mattresses, King & 2 Queen Beds~New Samsung TV's in all Bedrooms & Living Room~Washer & Dryer~Blackout Curtains in Bedrooms~Attentive local host~Ready for you to have a great stay!

Sunset Hills Carriage House! King Bed
Industrial Chić Abode in Beautiful Sunset Hills! Close to Everything with all the comforts of home. The Carriage House offers a private self contained guesthouse located behind our house ( 485 sq ft studio ) Safe upscale neighboorhood. Comfy King Bed! We have a pullout Queen sofa bed available for extra guests! 2 car max, NO SMOKING OR PETS! Walkable to UNCG and 2 minutes from everywhere you want to be! Close to Lindley Park favorites at the corner, UNCG, Downtown and Greensboro Coliseum.

The Boho Cottage
Step into this peaceful 2-bedroom cottage—where relaxed bohemian charm meets modern comfort. Tucked away in a quiet, natural setting, this soulful space is perfect for couples, small families, or friends looking to unwind and recharge. Inside, you’ll find: A light-filled living room with cozy seating and thoughtful boho touches. Two serene bedrooms each with smart TV's and premium mattresses. A fully equipped kitchen for home-cooked meals and slow mornings, as well as complimentary coffee.

Country Oasis in the City - Best of Both Worlds
Country feel within city limits and walking distance to shops; convenient to downtown (8 miles), I-840 Interstate (1.5 miles) and the airport (8 miles). The 1924 Craftsman bungalow sits on 2+ acres, offering privacy and serenity with a rustic feel. Perfect for a family, business travelers or reunion of friends; enjoy the peace, nature and antiquity this home offers. Absolutely no events/gatherings of more than 12 people. Oasis: something that provides refuge, relief, or pleasant contrast.

The Honey Loaf
Come stay at the Honey Loaf: a cozy, chic getaway with a breathtaking view. Everything you need, including a front and back porch to make a fire or enjoy the many rare species of birds found here. This peaceful home is tucked away on a beautiful farm to give you the seclusion that you crave, while still having accessible options to explore nearby. Elon University is only 10 minutes away. The cute shops of downtown Gibsonville, only 5 minutes away, and Burlington is within 15 minutes.

Tranquil Tiny Home Getaway – Your Private Escape
Warm and inviting, this Tiny house offers every home comfort despite its diminutive dimensions .We believe in an environment of inclusivity and diversity where everyone is meant to feel welcome. Designed for romantic or small family getaway essentials are perfectly positioned for ease of access to the local attractions as well as privacy. This property is convenient to attend UNCG, Downtown, and many of the local bars/restaurants in downtown and health care/travel employees.

Charming Apartment in Historic Home near Downtown
Quirky apartment in 1902 house in Historic Dunleath district. An easy walk to downtown, restaurants/breweries, baseball stadium. Perfect location on a quiet street of homes from the late 19th and early 20th century. Private apartment with separate entrance. One queen bed and a pull out queen sofa (in a separate room). All linens are line-dried and fragrance-free. Full kitchen with all the necessities. Outdoor patio with table and chairs. Free street parking.

Hot Tub + Walk to Downtown | Fire Pit | Game Table
Hot tub, fire pit vibes, and walkable downtown access—this cozy 2BR getaway is made for relaxing and reconnecting. Unwind in the 8-person spa, stroll to local restaurants & breweries, or enjoy game night with a convertible pool table. •Large 8-person hot tub/spa •Outdoor seating + custom fireplace •Walkable to downtown (restaurants, breweries & shops) •Convertible bumper pool/dining table •Smart TVs in every room •Fully stocked kitchen + cocktail glassware
Popular amenities for Monticello holiday rentals
Other great holiday rentals in Monticello

Riverside Studio | Trails, Views, Firepit, Hammock

Romantic Retreat in High Point

Old World Livery Stable

Cozy chic log cabin overlooking horse pastures

"Cascade Cabin” Lakeside Retreat

Cheerful lovely 4-bedroom home

The Walkout In the Woods / 1 mile from Elon

The Hangar at Mackintosh Estate
Destinations to explore
- Norfolk Holiday rentals
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- Duke University
- North Carolina Zoo
- Hanging Rock State Park
- University of North Carolina at Chapel Hill
- Pilot Mountain State Park
- Wet'n Wild Emerald Pointe Water Park
- Durham Bulls Athletic Park
- American Tobacco Campus
- Eno River State Park
- Sarah P. Duke Gardens
- Wake Forest University
- Greensboro Coliseum Complex
- Greensboro Science Center
- International Civil Rights Center & Museum
- Carolina Theatre
- Childress Vineyards
- Virginia International Raceway
- Durham Farmers' Market
- Elon University
- Museum of Life and Science
- Martinsville Speedway
- University Of North Carolina At Greensboro
- Reynolda Village Shops & Restaurants
- Duke Chapel




