Holiday houses in Williamsburg

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Top-rated holiday rentals in Williamsburg

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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, 436 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, 112 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
Home in Elon
4.99 out of 5 average rating, 129 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
A modern kitchen features sleek cabinetry and stainless steel appliances. A central island with barstools provides a casual dining space. Natural light enters through frosted glass doors, enhancing the bright and airy environment. A decorative plant sits atop the island, adding a touch of greenery.
Guesthouse in Greensboro
4.99 out of 5 average rating, 156 reviews

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.

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, 147 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.

Top Guest favourite
A cozy cabin is nestled among lush trees, featuring a welcoming entrance with a red metal roof and a gravel driveway. A sunroom can be seen, while a swing set is positioned in the yard, providing an inviting outdoor space.
Cabin in Patrick Springs
4.98 out of 5 average rating, 369 reviews

Martin's Blueberry Hill Cabin

Built in 1984, over 300 blueberry bushes add to the beautiful view of Bull Mountain. KING bed. Window unit AC for the warm summer months. Gas log fireplace for the winter. Smart TV & WIFI will keep you connected while you enjoy the quiet. Everything you need to enjoy cooking & fun local favorites. Gazebo with table for outdoor dining. Fire pit for the colder nights! 15 min from the Blue Ridge Pkwy, 30 min from Martinsville Speedway, 30 min to Hanging Rock, 40 min to Floyd & more.

Guest favourite
A log cabin with a green metal roof is surrounded by lush greenery and colorful landscaping. A spacious front porch features wooden railings and steps leading to an entryway, with flower beds and decorative stones enhancing the outdoor aesthetic.
Cabin in Westfield
4.95 out of 5 average rating, 194 reviews

The Rock Retreat

This beautiful log cabin, previously known as Indian Creek Cabin, has been an important part of the Hanging Rock Community for many years. It began as the Hanging Rock Outdoor Center. The property is adjacent to the Indian Creek Trail area. It is within a few miles of the Lower Cascade Falls, Dan River, Moore's Spring bike trails, and of course, Hanging Rock State Park. Adventure awaits with ziplining, kayaking, canoeing, and river tubing excursions within minutes of the front door.

Guest favourite
The dome structure is nestled among leafy trees, with a geodesic design highlighted by translucent panels that allow for natural light. Surrounding greenery enhances the tranquil outdoor setting, creating a harmonious blend with nature.
Dome in Durham
4.96 out of 5 average rating, 311 reviews

The Japandi Dome

Experience a taste of Japandi in this dome home on our small homestead, and enjoy the mind and body benefits of being closer to nature with the comforts of indoor amenities. This unique space is built with a full skylight to allow you to sleep under the night sky. Complete with heating and A/C for year-round comfort, a full zen-inspired bathroom, and luxury European bedding. Enjoy your meal around a Japanese inspired floor table with straw mats and meditation cushion for seating.

Guest favourite
A historic building is featured, showcasing a blend of brick and painted exterior. Large windows are positioned on the upper floors, framed in yellow. A sign displaying 'WRINE DRUGS' is prominently displayed, contributing to the vibrant character of downtown Graham.
Loft in Graham
4.96 out of 5 average rating, 178 reviews

Wrike's Loft Apartment in Beautiful Graham

This 1200 sq ft 2 bed, 1 bath apartment sits above the 114 N. Main Street retail space right in beautiful historic downtown Graham. The newly renovated apartment comes complete with stove, refrigerator, dishwasher, and microwave. Tall windows allow natural light to flood the living room and kitchen, accentuating the open floor plan. The modern decor has a quaint vintage twist. It is also right off highways I-40/I-85. Price includes at one time $35 housekeeping fee.

Top Guest favourite
A light blue house with traditional architectural details is situated on a grassy area. A welcoming front porch features white railings and multiple support columns. Small shrubs are planted along the base, and the house is flanked by trees in the background.
Apartment in Greensboro
4.97 out of 5 average rating, 291 reviews

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.

Top Guest favourite
Home in Graham
4.95 out of 5 average rating, 150 reviews

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

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, 370 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.

Popular amenities for Williamsburg holiday rentals