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Vacation rentals in Williamsburg

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Top-rated vacation rentals in Williamsburg

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Guest favorite
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
4.98 out of 5 average rating, 183 reviews

Moody Modern Cottage Hot Tub-Fire Pit-Creek views

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 favorite
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
4.96 out of 5 average rating, 138 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.

Guest favorite
A serene landscape captures a sunset over the James River, with vibrant hues of orange and pink reflecting on the water. Silhouettes of trees frame the view, and a gently sloping green lawn leads toward the riverbank, enhancing the tranquil atmosphere.
Condo in Williamsburg
4.94 out of 5 average rating, 135 reviews

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.

Top guest favorite
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, 138 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
4.84 out of 5 average rating, 463 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 favorite
An aerial view captures the riverfront A-Frame home surrounded by lush greenery. The spacious deck extends toward the water, showcasing a blend of natural beauty and modern architecture under a soft, early evening sky.
Home in Charles City
4.99 out of 5 average rating, 308 reviews

Hutch's Bluff - Waterfront near Williamsburg

Charming riverfront A-Frame home on 2 acres overlooking the Chickahominy River. Completely updated interior, including all furnishings and appliances. Wake in a King bed loft space with a majestic view of the river, or choose one of the two Queen bedrooms below. First floor all tile bathroom with a walk in shower. Stainless appliances and granite countertops. Bring your fishing gear, relax at the end of the pier, or enjoy the views from the large deck and fire pit.

Top guest favorite
Guesthouse in Williamsburg
4.97 out of 5 average rating, 391 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 favorite
A lush field is filled with blooming yellow flowers under a clear blue sky. In the background, a red barn is situated near a fence, surrounded by trees that provide a natural border to the landscape.
Farm stay in Williamsburg
4.97 out of 5 average rating, 375 reviews

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.

Guest favorite
A serene view of a wooden dock extending into the calm waters of Sarah's Creek, surrounded by trees. Two kayaks, one green and one blue, are positioned on the grassy shore, with a charming cottage visible in the background.
Cottage in Gloucester Point
4.94 out of 5 average rating, 283 reviews

The Cottage on Sarah's Creek

Nestled on the waters of Sarah's Creek, this cozy cottage is just a short drive from historic Williamsburg and Yorktown. Fully furnished with a new kitchen, dining area, 1 bedroom, 1 bathroom, and a large loft with a queen bed and a pool table. Whether spending your days relaxing on the beach, exploring historic sights, or taking a tour of a local vineyard, you can look forward to the quiet comfort this cottage has to offer during your stay.

Top guest favorite
A cozy bedroom features a spacious bed adorned with a floral quilt. Nightstands with lamps sit on either side, offering soft lighting. Artwork in warm tones is displayed on the walls, complemented by a vintage mirror above the headboard. A comfortable seating area is visible in one corner.
Farm stay in Toano
4.95 out of 5 average rating, 292 reviews

Farm Stay - Guest Suite w/ Private Entrance

Ready to add some adventure (and a few new animal friends) to your Williamsburg trip? Stay at our cozy little farm, where the coffee’s hot, and the chickens absolutely want to know all your secrets. Watch amazing sunrises, sunsets and starry skies that’ll make you forget about city life. Bonus: we have goats and a couple of obnoxious geese. Fresh air, curious critters, and total relaxation—all just 15 minutes from Williamsburg.

Top guest favorite
A single-story home is positioned on a grassy lot, surrounded by trees and bushes. A wooden staircase leads to the front porch, which is flanked by red shutters on the windows. The roof is gently pitched, and a clear blue sky with scattered clouds is visible above.
Home in Williamsburg
4.97 out of 5 average rating, 238 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.

Guest favorite
The front view of a charming blue house is displayed, featuring a welcoming porch with white railings and decorative elements. A small garden with manicured bushes flanks either side of the pathway leading to the front door. An American flag is proudly displayed on the left side.
Home in Williamsburg
4.99 out of 5 average rating, 310 reviews

Cozy Single Family Home

Enjoy a little bit of home away from home in our 120 year old fully refurbished house. Property is centrally located with just an 8 minute drive to Historic Colonial Williamsburg, 2 minute drive to Route 199 access, 2 minute drive to the Williamsburg Winery, and 15 minute drive to Busch Gardens. Have morning coffee on the front porch or a BBQ on the back.

Popular amenities for Williamsburg vacation rentals

Self check-in
Monthly stays
Gym
BBQ grill
Laptop-friendly workspace

Williamsburg home rentals

Guest favorite
A sandy beach extends towards calm waters, with a rocky jetty visible nearby. The sky is clear, and the horizon showcases a gentle line separating the water from the sky. The tranquility of the scene invites relaxation and enjoyment of nature.
Home in Gloucester
4.92 out of 5 average rating, 101 reviews

Beach Heron Retreat

Top guest favorite
A spacious waterfront home is showcased with a well-maintained lawn and blooming yellow flowers near the entrance. A large driveway leads to a brick facade, complemented by a garage. Clear blue skies can be seen in the background, enhancing the welcoming appearance of the property.
Home in Gloucester Point
4.99 out of 5 average rating, 201 reviews

York River Vacation Home

Guest favorite
A serene waterfront view showcases a gently sloping yard leading to a wooden dock. A well-maintained path lined with decorative rocks is seen, along with lush greenery and trees bordering the water's edge, inviting relaxation in a tranquil outdoor setting.
Home in Lanexa
4.96 out of 5 average rating, 215 reviews

Williamsburg Hide-A-Way Creekside

Top guest favorite
A circular fire pit is surrounded by stone blocks, with logs burning brightly in the center. Smoke gently rises into the air, and the area is bordered by grass and a quiet wooded backdrop.
Home in Surry
4.98 out of 5 average rating, 114 reviews

Surry Homeplace

Superhost
A charming blue home is captured from an angled perspective, featuring a screened porch at the front. Lush greenery surrounds the property, and even skies punctuated by clouds can be seen above. Neighboring homes are visible in a tranquil neighborhood setting.
Home in Williamsburg
4.79 out of 5 average rating, 112 reviews

*Peaceful *Newly *Renovated 2 Bedroom 1 Bath

Top guest favorite
An inviting outdoor fire pit area features turquoise Adirondack chairs arranged around a stone fire ring. The charming blue farmhouse, with a metal roof, is partially shaded by trees, and sprawling green grass surrounds the property, enhancing the space for relaxation.
Home in White Stone
4.99 out of 5 average rating, 123 reviews

1891 Coastal Charmer: fully renovated farmhouse

Top guest favorite
A light-colored leather sofa is positioned in a cozy seating area, accompanied by two matching side tables with soft green lamps. A decorative clock is mounted on the wall, and a coffee table with magazines sits in the center, enhancing the inviting space.
Home in Newport News
4.92 out of 5 average rating, 149 reviews

Relax! Refreshing 3 bedroom Rancher

Top guest favorite
The dining area features a wooden table surrounded by metal chairs, set near a sliding glass door leading to a deck. A centerpiece of purple flowers adds a touch of color. Modern light fixtures hang above, providing ample illumination.
Home in Charles City
4.98 out of 5 average rating, 111 reviews

Cap 2 Cap Cottage VA Capital Trail Charles City

Other great vacation rentals in Williamsburg

Top guest favorite
The exterior of a light gray house is presented, featuring a wide front porch with white railings and steps. Lush green grass surrounds the home, while flower beds add a touch of color. An American flag hangs from a tree nearby, contributing to the welcoming ambiance.
Cottage in Williamsburg
4.94 out of 5 average rating, 261 reviews

Colonial williamsburg house

Guest favorite
A resort pool area is depicted, featuring a vibrant blue swimming pool surrounded by lounge chairs. The brick building in the background is characterized by rows of windows and a variety of green umbrellas, set against a clear blue sky.
Apartment in Williamsburg
4.85 out of 5 average rating, 169 reviews

Westgate Historic Williamsburg One Bedroom

Top guest favorite
A serene outdoor seating area is nestled among colorful autumn leaves, with four adirondack chairs arranged around a wooden platform. The setting sun casts a warm glow over the peaceful view of Bland Creek and the marsh, enhancing the natural beauty of the landscape.
Guesthouse in Gloucester
5 out of 5 average rating, 146 reviews

Creekside Guesthouse - Dock and Pool on 10 acres

Top guest favorite
A serene view of the water showcases the Rappahannock River and surrounding landscape. The horizon blends various shades of blue with green grass and patches of marshland, inviting a sense of tranquility. Wisps of clouds drift across the expansive sky.
Guesthouse in White Stone
5 out of 5 average rating, 272 reviews

Waterfront Guesthouse II on the Rappahannock

Top guest favorite
An open-concept living area features a spacious sectional sofa and a large TV mounted on the wall. The kitchen island, with seating for four, is equipped with modern appliances and stylish finishes, providing a clean and functional space for cooking and gathering.
Home in Gloucester Point
4.99 out of 5 average rating, 154 reviews

Pointe Haven near Historic Yorktown

Guest favorite
The living area features a light grey sofa, two teal armchairs, and a wooden coffee table. A woven basket holds a soft throw. In the background, a kitchenette is visible, along with cabinets and appliances, illuminated by natural light from skylights.
Condo in Williamsburg
4.95 out of 5 average rating, 103 reviews

2 Bedroom Stylish Kingsmill condo

Top guest favorite
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, 132 reviews

Lovely space above barn on a working farm!

Top guest favorite
A bright cabin features an expansive wall of windows reflecting the surrounding landscape. The structure is surrounded by greenery and field, with a clear view of the water beyond. The cabin's design integrates well with the natural environment.
Cabin in Shacklefords
4.97 out of 5 average rating, 279 reviews

peaceful waterfront cabin retreat

Quick stats about vacation rentals in Williamsburg

  • Total rentals

    3.6K properties

  • Nightly prices starting at

    R520 ZAR before taxes and fees

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    1.1K properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    1.7K properties have a pool

Your guide to Williamsburg

All about Williamsburg

Located near the Chesapeake Bay, Williamsburg was the capital of the Virginia Colony from 1699 to 1780. A century ago, John D. Rockefeller funded the restoration of hundreds of 18th-century buildings, and Colonial Williamsburg has since become a massive outdoor living-history museum. With hundreds of buildings to wander through, not to mention historical re-enactors to observe and craft shops to pursue, this getaway lets you immerse yourself in Colonial America. Remain in the past by attending Revolutionary War re-creations in Yorktown and exploring archeological sites in Jamestown, both a short drive or bike ride away. If you need a break from tricorn hats and petticoats, you can rent a kayak to explore the water trails surrounding Williamsburg, or seek out the area’s many golf courses, the Kidsburg playground, and chartered sailboats.

The best time to stay in a vacation rental in Williamsburg

Williamsburg is a year-round destination, with mild winters that rarely see snow, but the most comfortable times of year may be spring (March through early June) and fall (September-October). Springtime temperatures hover in the comfortable 60s and 70s Fahrenheit, and while June is the rainiest month of the year, the rains are far from constant.

Summer temperatures average in the high 70s and 80s Fahrenheit from May through August, and the humidity spikes during those months as well. Unless you’re determined to explore the city in period attire, light clothing will probably serve you well. The temperatures drop into the 50s Fahrenheit around October. From late November through February, chilly weather may shorten your time in the outdoor exhibitions, but it won’t stop them.

Top things to do in Williamsburg

Jamestown

Just 7 miles from Williamsburg, Jamestown is the site of a British colony founded in 1607. At the Jamestown Settlement Museum, you can board replicas of the ships that brought colonists to North America, or wander around a re-created 17th-century fort and Powhatan village, chatting with actors in costume. Not far away is Historic Jamestowne, where you can tour an archeological dig and watch glass artisans at work.

Freedom Park

History is everywhere in James County, including this 600-acre park, the site of a Revolutionary War battleground and one of the first free Black settlements in America. It also has 20 miles of biking and hiking trails, as well tree swings and zip lines.

Little Creek Reservoir Park

If you need a break from the historical sightseeing, escape for a day to this 1000-acre park to the north of Williamsburg, which is centered around a placid reservoir whose tendrils extend in many different directions. A one-mile walking tour circles the reservoir, but most people spend their time on the water: You can rent a canoe to paddle around its shoreline or a motorized boat to search out hidden coves where you can fish for largemouth bass, saugeye, and black crappie.

Frequently Asked Questions

  • How is the weather in Williamsburg?

    Williamsburg has a humid subtropical climate with hot, humid summers and cool winters. Average temperatures range from 32°F (0°C) in January to 90°F (32°C) in July. The area receives moderate rainfall throughout the year, with the wettest month typically being August.

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

    Popular activities include exploring the historical reenactments at Colonial Williamsburg, visiting the Jamestown Settlement, and enjoying the rides at Busch Gardens. Hiking in Freedom Park and shopping at the Williamsburg Premium Outlets are also often recommended.

  • What is the best time of year to visit Williamsburg?

    Summer, from June to August, is a frequently suggested time to visit Williamsburg due to warm weather and longer days. The Williamsburg Farmers Market is a popular event during this time. Additionally, the holiday season is celebrated with the Grand Illumination event in Colonial Williamsburg, making it quite popular with visitors.

  • What are the best places to stay in Williamsburg?

    Visitors often stay in areas such as the Historic Triangle, which includes Colonial Williamsburg, Jamestown, and Yorktown for easy access to historical sites. For those interested in shopping and dining, the downtown area and the vicinity of the Williamsburg Premium Outlets could be appealing.

  • What are the best places to visit in Williamsburg?

    Visitors often explore Colonial Williamsburg for a taste of 18th-century America, the historic Jamestown Settlement, and the Yorktown Battlefield. The Busch Gardens amusement park and the Virginia Living Museum are also frequently suggested for their engaging experiences.

  • What are some hiking trails in Williamsburg?

    Williamsburg has several scenic trails for hiking. These include the Greensprings Interpretive Trail, a 3.5 mile (5.6 km) loop through wetlands and forests, and the trails in York River State Park. The Virginia Capital Trail, which stretches for 51.7 miles (83.2 km) from Richmond to Jamestown, also passes through Williamsburg.

  • What are some family activities to do in Williamsburg?

    Families can explore the interactive exhibits at the Jamestown Settlement, immerse themselves in 18th-century life at Colonial Williamsburg, or have a fun-filled day at Busch Gardens, a European-themed amusement park. The Virginia Living Museum offers a blend of natural and living history exhibits that are engaging for all ages.

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

    Day trips from Williamsburg could include a visit to the city of Richmond, about 60 miles (97 km) away, for its rich history and architecture. Another option is Virginia Beach, approximately 60 miles (97 km) away, with its sandy beaches and oceanfront boardwalk.

  • Are there vacation rentals with a dedicated workspace in Williamsburg?

    Yes! Work meets play with ease at over 2,840 vacation rentals in Williamsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Williamsburg?

    Four-legged friends are welcome in Williamsburg. Choose from more than 60 vacation rentals for guests traveling with pets.

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