
Holiday rentals in Williamsburg
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Top-rated holiday rentals in Williamsburg
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Moody Creekside Escape: HotTub-Lux Shower-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!

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.

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.

Luxury Riverfront Condo w/ sunrise & sunset views
Luxury One Bedroom Condo with stunning views of sunrises and sunsets overlooking the James River. Perfect for a romantic getaway or a small family adventure, you can sit on the private balcony and enjoy the serene views of the river and the marina, or venture out for kayaking, jet ski, pontoon boat, Busch Gardens, historic Colonial Williamsburg, wineries, award winning golf courses and restaurants, spa and so much more. Come and experience an unforgettable vacation while making many memories.

Waterfront Guesthouse II on the Rappahannock
The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

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.

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.

Couples Cottage with Hot Tub
Wake up surrounded by greenery, sip coffee on a quiet porch, and unwind in the hot tub after a day exploring coastal Virginia. Sugartoad Cottage is a calm, plant-filled retreat designed for couples who want comfort, privacy, and walkable access to the best of small-town Chesapeake Bay life. Though located on Mathews Main Street, the cottage feels surprisingly secluded, with gardens, multiple decks, and thoughtfully designed outdoor spaces that make it easy to slow down.

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.

3 BR Cottage on Mallardee Farm in Williamsburg
Enjoy all the comforts of home during your Williamsburg vacation at Mallardee Farm! Allow us to make our home, your home while you explore all of Williamsburg’s attractions-just a 15 minute drive away! You’ll find that Mallardee Farm will serve as its own attraction with our friendly, rescued farm pets, walking trails through the 57 acre property, complimentary fishing poles, canoe, row boat & kayaks to use on our 7 acre pond. Covid-19 precautions followed.

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.

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
Other great holiday rentals in Williamsburg

Wooded Cabin retreat on fresh water pond

Tiny Red Barn on The Reservoir-Near Williamsburg

“Magnolia Cottage” on the River

Anne's Beachfront Shangri-La

River Breeze Condo @ Kingsmill

Walk to beach lovely condo"Kingsmill on the James"

The Williamsburg Haven

Kingsmill Resort Business Class - Great Monthly
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $82 SGD | $82 SGD | $78 SGD | $75 SGD | $153 SGD | $80 SGD | $79 SGD | $83 SGD | $199 SGD | $309 SGD | $292 SGD | $195 SGD |
| Avg. temp | 5°C | 6°C | 9°C | 15°C | 19°C | 24°C | 26°C | 25°C | 22°C | 16°C | 11°C | 7°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 3,590 holiday rentals in Williamsburg

Nightly prices starting at
Williamsburg holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 14,490 verified reviews to help you choose

Family-friendly holiday rentals
1,090 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
1,690 properties feature pools

Rentals with dedicated workspaces
2,800 properties have a dedicated workspace

Wifi availability
3,590 of Williamsburg holiday rentals include wifi access

Popular amenities for guests
Guests love Pet-friendly, Self check-in 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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