Holiday houses in Williamsburg

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Top-rated holiday rentals in Williamsburg

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

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Top Guest favourite
A modern cottage is presented in a wooded setting, featuring a spacious deck with seating and a spiral staircase. A fire pit surrounded by four chairs is anchored on a green lawn. Soft outdoor lighting adds to the inviting ambiance of the area.
Guesthouse in Gloucester County
4.97 out of 5 average rating, 225 reviews

Modern Moody Creekside Cottage w/ HotTub & FirePit

Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

Top Guest favourite
A modern house stands amidst a lush green landscape, featuring a combination of dark and light exterior finishes. Large windows allow natural light to flood in, with a stone path leading to the entryway. The surrounding area is filled with trees, enhancing the home's natural setting.
Home in Toano
4.95 out of 5 average rating, 146 reviews

Serenity Over 5 Acres: Historic Triangle Haven

*4500 sq.ft. fully furnished house w/ 4 bedrooms & loft. *Includes all the amenities you need to enjoy a peaceful stay. * Unwind w/ friends & family in this modern retreat nestled on 5 acres in the woods w/ waterfront view & a fire pit. *You’ll enjoy the secluded area & yet be close to the bustle & hustle of what Williamsburg can offer. *Only 15-20 minutes to major attractions such as, Colonial Williamsburg, Bush Gardens, Jamestown, Yorktown, outlet mall. *Master bathroom only has a bath tub.

Top Guest favourite
A warm living area is captured, featuring a comfortable leather couch and a cozy yellow chair. A bottle of wine and two glasses are placed on the counter next to a sign inviting guests, while soft lighting creates a welcoming ambiance.
Guesthouse in Gloucester Point
4.94 out of 5 average rating, 152 reviews

BlueBird Nest

Keep it simple at this peaceful and centrally-located oasis, tucked away in coastal Virginia. Our newly renovated 1BR/1BA barn apartment on 3 acres is ideal for those who want to live like a local. We are 3 miles from the heart of the American Revolution in Yorktown, and Yorktown Beach, and a short drive to area attractions in the Historic Triangle. Unwind after a day of exploring with a glass of wine on the balcony or enjoy the firepit and the view. This is an upstairs apartment with stairs.

Top Guest favourite
The exterior of the house is illuminated by warm string lights, showcasing a spacious two-story structure. Adirondack chairs surround a central fire pit on a gravel patio, providing a cozy gathering area against a backdrop of tree line.
Home in Williamsburg
4.99 out of 5 average rating, 160 reviews

Cheerful 3-bedroom house with parking on premises

Have fun with the whole family at this cozy place. Conveniently located 2 minutes from the Great Wolf Lodge and 10 minutes from Busch Gardens, Colonial Williamsburg, the College of William and Mary, and several parks, this three-bedroom, three baths, big-basement stand alone house lets you explore “the Burg” hassle-free and recharge in a restful space on the back of the Waller Mill reservoir woods. The yard features beautiful landscaping, a large fire pit with solo stove & cozy backyard lights.

Guest favourite
A couple relaxes on the deck of the sailboat, enjoying drinks against a vibrant sunset backdrop of pink and purple hues. Soft blankets and a cozy atmosphere are present, with the marina and boats gently reflected in the calm water.
Boat in Norfolk
4.94 out of 5 average rating, 126 reviews

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

Top Guest favourite
A two-story blue home is surrounded by trees, featuring a spacious deck with railings accessible from the upper level. A gravel patio area with chairs and a fire pit is visible on the ground level, complemented by neatly maintained greenery.
Home in Gloucester Point
4.97 out of 5 average rating, 173 reviews

Charming coastal home w/ outdoor area and river views

Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the Williamsburg historic triangle (Busch Gardens), or just take it easy around the house and enjoy the outdoor area, the choice is yours.

Top Guest favourite
The exterior of a large black barn is shown under a clear blue sky. Two wooden doors are open, revealing a welcoming entrance. Flower pots are arranged along the path, while two wooden chairs are positioned in front, inviting relaxation amidst a tranquil rural setting.
Farm stay in Charles City
4.99 out of 5 average rating, 151 reviews

Lovely space above barn on a working farm!

Getaway to the country!! Suitable for a 4 adults or families of 5. Wake up to beautiful sunrises. Spend a peaceful day surrounded by farm and wild animals. Enjoy the dark night sky lit with millions of stars after watching the sunset. Above our barn is a two bedroom, one bath living space with a living area open to a kitchen fit for every cook!! Located near Williamsburg, Jamestown and Yorktown, Busch Gardens and Water Country, the Virginia Capitol Trail and 5,217 acre wildlife refuge.

Top Guest favourite
A red kayak rests at the edge of the serene reservoir, surrounded by trees that frame the waterway. The calm surface reflects the clear blue sky and soft ripples created by a gentle breeze, ensuring a tranquil outdoor experience.
Cottage in Lanexa
4.97 out of 5 average rating, 156 reviews

TooFine Lakehouse, pet friendly waterfront cottage

Cute & cozy (tiny) waterfront cottage nestled in a pine forest. Situated on an almost 3 acre point on the Diascund Reservoir this is THE perfect spot to get away from it all & still be in the middle of everything! Options abound - fishing from the dock, bird watching, canoeing, roasting marshmallows around the fire pit, swinging in the hammocks, napping on the screened in porch, grilling on the patio, reading in the loft, playing games (inside & out), or just chill & feel the vibe.

Superhost
The exterior of a cozy apartment is depicted, featuring a white facade with green shutters. A small porch is visible, accompanied by a sign indicating the apartment's name. Lush greenery and floral plants frame the entrance, while a gravel pathway leads to the door.
Apartment in Williamsburg
4.83 out of 5 average rating, 503 reviews

The Nook

Enjoy a getaway in this cozy 1 bedroom apartment attached to a classic 1940s Cape Cod home minutes from Colonial Williamsburg and Jamestown. You'll be within biking distance to many local attractions such as Williamsburg Winery, Jamestown Island, Jamestown Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The Nook was completely refinished in 2020. Need more space or traveling with a group? Inquire about our other units.

Top Guest favourite
Guesthouse in Williamsburg
4.98 out of 5 average rating, 428 reviews

Freedom Cottage /King Bed-Jamestown/ Busch Gardens

The Freedom Cottage is a charming little cottage comfortable for four, can fit 5 with the sofa bed. You're minutes away from Freedom Park, The Premium Outlets, Jamestown Settlement and 15 minutes from Colonial Williamsburg, Busch Gardens and Water Country. The Williamsburg Winery is also well within reach of our home! Our place offers maximum utility and privacy! We ensure to sanitize every surface, wash every towel and replace every sheet after each guest.

Top Guest favourite
Home in Williamsburg
4.97 out of 5 average rating, 264 reviews

Casita on the Corner

The Casita is a cozy 2 bedroom, one bath, small dog friendly home is on a corner lot in a family friendly neighborhood just minutes from major attractions like Busch Gardens-Water Country. The area is rich with historical sites. Be sure to visit Colonial Williamsburg, Jamestown and Yorktown. There is a shopping center with a Grocery store and restaurants within walking distance from the property.

Top Guest favourite
Condo in Williamsburg
4.95 out of 5 average rating, 147 reviews

Comfy 1BR w pond view Kingsmill

Be close to everything when you stay at Kingsmill’s centrally-located gated community. Minutes from Busch Gardens, Colonial Williamsburg, Jamestown, Yorktown and College of William & Mary. At end of busy day, relax on your private balcony overlooking pond. If you are looking for comfort, convenience, cleanliness and security, this is your place! Sorry, no pets.

Popular amenities for Williamsburg holiday rentals

When is the best time to visit Williamsburg?

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Avg. price$196 AUD$173 AUD$87 AUD$83 AUD$168 AUD$88 AUD$87 AUD$91 AUD$219 AUD$339 AUD$321 AUD$215 AUD
Avg. temp5°C6°C9°C15°C19°C24°C26°C25°C22°C16°C11°C7°C

Frequently Asked Questions

  • What are the best places to stay in Williamsburg?

    Historic downtown Williamsburg has charming homes and easy access to major attractions. For a peaceful setting, look for accommodations near Kingsmill or in neighborhoods with tree-lined streets and walking paths.

  • What are the best things to do in Williamsburg with kids?

    Explore Colonial Williamsburg for immersive, interactive history, visit the engaging exhibits at the Jamestown Settlement, or enjoy outdoor activities and rides at Busch Gardens Williamsburg. Many families also explore local nature trails and hands-on museums.

  • What are some of the best things to do in Williamsburg?

    Explore living history at Colonial Williamsburg, stroll the grounds of the College of William & Mary, and take in art at the Muscarelle Museum. Around town, sample regional cuisine and enjoy outdoor markets or gardens.

  • How is the weather in Williamsburg?

    Williamsburg has cool winters, with January highs around 49°F (10°C), and warm, humid summers peaking near 87°F (31°C) in July. Rain is spread throughout the year, so a light rain jacket can be useful.

  • What are the best places to visit in Williamsburg?

    Colonial Williamsburg is one of the most popular sites for its historic streets and reenactments. The Governor's Palace, Jamestown Settlement, and the Art Museums of Colonial Williamsburg are also frequently suggested.

  • What are some hiking trails in Williamsburg?

    Explore shaded paths at the Greensprings Greenway Interpretive Trail, wooded loops in Waller Mill Park, or scenic boardwalks through New Quarter Park. Many local trails feature wetlands, forests, and birdwatching opportunities.

  • What are some family activities we can do in Williamsburg?

    Families often explore interactive sites at Colonial Williamsburg, bike or walk local trails, or enjoy rides and shows at Busch Gardens Williamsburg. The Virginia Living Museum nearby has hands-on animal exhibits and nature trails.

  • What are some of the best day trip ideas from Williamsburg?

    Many visitors explore Yorktown’s riverfront and American Revolution history, sample wines around the Williamsburg Winery, or wander the coastal scenery and museums in Newport News and Norfolk. Jamestown Island has historic and natural sites to explore.

  • Are there any pet friendly accommodations available in Williamsburg?

    Williamsburg has a range of pet-friendly stays in areas near local parks and trails. Many hosts welcome pets, especially in neighborhoods around downtown or close to green spaces.

  • What are some local tips for visiting Williamsburg?

    Consider wearing comfortable shoes for exploring cobblestone streets and expansive historic grounds. Early mornings and weekdays are quieter at major sites, and local markets and food trucks showcase regional flavors.

  • What is Williamsburg known for?

    Williamsburg is known for its well-preserved colonial history, living history museums, and educational reenactments. The city also has vibrant arts, universities, and beautiful green spaces.

  • What are the best hidden gems to explore in Williamsburg?

    Explore the peaceful trails at Freedom Park, discover unique public art around downtown, or relax at the Secret Gardens at the Williamsburg Botanical Garden inside Freedom Park. Some visitors enjoy the quiet galleries at the Stryker Center.

  • What are the best foods to try in Williamsburg?

    Williamsburg has dishes inspired by colonial recipes, like peanut soup and spoon bread, as well as Chesapeake Bay seafood such as local oysters and crab cakes. Regional farmers’ markets highlight local produce and baked goods.

  • What should I bring for a trip to Williamsburg?

    Bring comfortable walking shoes, a reusable water bottle, and attire for both indoor and outdoor activities. Depending on the season, a rain jacket and sun protection are often useful.

  • What is the nightlife in Williamsburg like?

    Williamsburg's nightlife includes relaxed taverns, local breweries, and live music venues downtown. Some spots feature outdoor patios, open-mic nights, and regional craft beverages.

  • What are the most popular events or festivals in Williamsburg?

    Many people attend the Grand Illumination in the winter for fireworks and festivities, the An Occasion for the Arts festival in early fall, and seasonal celebrations at Colonial Williamsburg throughout the year. Food and wine festivals around town draw visitors as well.

  • Are there family friendly vacation rentals in Williamsburg?

    Williamsburg has many family-friendly vacation rentals, with options near parks, museums, and outdoor spaces. Larger homes and properties with access to shared amenities are often available in neighborhoods around town.

  • When is the best time to visit Williamsburg?

    Spring and fall are often recommended for comfortable temperatures and outdoor events. Summer brings festivals and green landscapes, while winter invites smaller crowds and a festive downtown atmosphere.

Quick stats about holiday rentals in Williamsburg

  • Total holiday rentals

    Explore 3,520 holiday rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg holiday rentals start at $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 14,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,170 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    1,630 properties feature pools

  • Rentals with dedicated workspaces

    2,830 properties have a dedicated workspace

  • Wi-Fi availability

    3,520 of Williamsburg holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Pet friendly and Laptop-friendly workspace across Williamsburg rentals

  • 4.6 Average rating

    Williamsburg stays receive an average rating of 4.6 out of 5 from guests

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