Holiday rentals in Monticello

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Top-rated holiday rentals in Monticello

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The cottage features a charming two-tone exterior, with a green metal roof and light-colored walls. A spacious lawn surrounds the building, and a porch provides a welcoming entrance. Mature trees and wildlife can be seen in the background, enhancing the cottage's serene setting.
Farm stay in Greensboro
4.95 out of 5 average rating, 439 reviews

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.

Guest favourite
A single-story home with a brick exterior and a welcoming front porch is surrounded by a grassy lawn. The carport is attached on one side, offering shaded parking. Lush trees provide a natural backdrop, while the sky is partly cloudy, creating a serene outdoor atmosphere.
Home in Reidsville
4.93 out of 5 average rating, 113 reviews

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!

Top guest favourite
An open dining area features a large wooden table surrounded by several chairs. Natural light enters through a sizable window, illuminating a cozy living space with a comfortable sofa and a fireplace. The room is designed with a neutral color palette and elegant furnishings.
Home in Greensboro
4.99 out of 5 average rating, 241 reviews

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.

Top guest favourite
A spacious living area features large windows allowing natural light to fill the room. A plush black leather sofa sits in front of a modern coffee table, while an area rug adds warmth. The TV is mounted on the wall, and a stylish dining space is visible in the background.
Home in Greensboro
4.99 out of 5 average rating, 163 reviews

Remarkable Lake House sleeps 6 adults + 1 under 18

The lake house is located in the center of Greensboro, just 5 min. from the best restaurants, shopping, parks and event centers in town, including Greensboro’s premiere Friendly Shopping Center. Wesley Long Cone Hospital is a 5-7 min. drive. It’s 35 min. from High Point's Furniture Market and 10 min. from GSO Airport. The Aquatic Center, Natural Science Center and many local colleges including UNCG, Guilford College, A&T are close. Even Elon, High Point Univ. and Wake Forest are 30 min. away!

Superhost
A living area is presented with a blue sofa and two light-colored armchairs, arranged around a white coffee table. Natural light enters through two windows, illuminating the space. A decorative rug adds color beneath the furniture, and a ceiling fan is visible above.
Home in Greensboro
4.86 out of 5 average rating, 191 reviews

Stylish one bedroom home 5 min from downtown.

** At least 21 years old to book & ID can be verified** This stylish centrally located home has been impeccably renovated and professionally decorated! It sleeps 3 comfortably! It’s great for a small family. Just 5 min. from Downtown Greensboro. We are just miles away from: -2.7 miles Cone Health Moses Cone Hospital -4 miles NC A&T University -5.9 miles Cone Westley Long Hospital -7 miles Greensboro Coliseum -24 miles from Highpoint furniture market -31 miles Winston-Salem State University

Top guest favourite
Home in Elon
4.99 out of 5 average rating, 130 reviews

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!

Top guest favourite
The exterior of a 1924 Craftsman bungalow is set against a backdrop of lush greenery. A wooden fence surrounds the property, complemented by trees and manicured lawns. A front porch with multiple steps adds charm to the rustic design, inviting guests to enjoy the peaceful surroundings.
Bungalow in Greensboro
4.96 out of 5 average rating, 149 reviews

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.

Guest favourite
Tiny home in Greensboro
4.8 out of 5 average rating, 215 reviews

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.

Superhost
A bright living room features large windows dressed with colorful curtains, allowing natural light to fill the space. A gray sofa is paired with a light blue accent chair, and a coffee table is centered on a striped area rug. Decorative plants and a wall-mounted console table add a fresh touch.
Home in Greensboro
4.92 out of 5 average rating, 118 reviews

Comfy Long-Term Home | 2K/1Q Bed | Fenced Yard

This stylish home is your perfect home away from home. Here is why... ✔ Conveniently located 5min from Cone Hospital ✔ 8 min drive to downtown Greensboro ✔ Brightly decorated with a cheery feel inside ✔ Washer / Dryer in unit ✔ Streaming smart TVs in living room (55") and all bedrooms (43") ✔ Desk area for remote working ✔ Outdoor table and grill for dining al fresco ✔ Free WIFI Ready to enjoy this modern home & all Greensboro has to offer? Book with us today!

Top guest favourite
The exterior of the home features a light grey facade with a black roof, complemented by a welcoming front porch with white railings. A single-car garage is visible to the left. Colorful flowers line the ground near the porch, adding a touch of greenery.
Home in Browns Summit
4.98 out of 5 average rating, 375 reviews

Country Comfort Entire House for Perfect Get-away

This beautiful two-bedroom, two-bath home, affectionately referred to as Patsy's Place, was built in 2017 and is perfect for a short stay or relaxing vacation. A long winding driveway leads to this private home that overlooks a three-acre pond. The heart of Greensboro is only twenty minutes away so you can enjoy the best of both worlds: getting in touch with nature or perusing local shops, dining, and entertainment. Pets are welcome with prior approval.

Superhost
Home in Greensboro
4.94 out of 5 average rating, 271 reviews

Luxury Coliseum Stay (STR_24-441)

Enjoy your stay at this well appointed luxurious new home located less than 1 minutes from the Greensboro Coliseum Complex and 5 minutes from downtown Greensboro. This home provides a luxury space to relax before or after your next entertainment or sporting event. The cheerful décor in the common areas provide an energetic space to get ready for your event or night out at some of Greensboro’s favorite local bars and restaurants

Top guest favourite
The cottage features a charming exterior with a stone chimney and a metal roof, surrounded by landscaped gardens. A paved pathway leads to a welcoming porch, flanked by colorful flower beds, providing a serene entrance to the home.
Cottage in Snow Camp
5 out of 5 average rating, 144 reviews

Friendship Cottage

Minutes from restaurants/shopping, this cozy cottage sits in front of a working goat farm while maintaining a private entrance/yard. Handicapped friendly, incl. paved drive, wide doorways, zero entry shower, no stairs. Modern amenities. 16x80 Dog Run. Rock on the porch, play in the yard, see the horses on a walk to the pond (not seen from cottage). Wooded trail accessible from pond is .7 mile. See house/pet rules before booking.

Popular amenities for Monticello holiday rentals