Holiday rentals in Williamsburg

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Top-rated holiday rentals in Williamsburg

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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.
Guest house in Gloucester County
4.97 out of 5 average rating, 192 reviews

Modern Cabin with Hot Tub, Fire Pit, Amazing 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 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, 145 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 favourite
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.
Apartment in Williamsburg
4.94 out of 5 average rating, 140 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 favourite
A historic house is set amidst gentle greenery, featuring a white exterior with multiple chimneys and a welcoming porch. A white picket fence encircles the lush yard, enriched by tall trees and seasonal foliage, creating a serene and inviting environment.
Home in Williamsburg
5 out of 5 average rating, 121 reviews

History Art and Nature-110 Acres of Ancient Forest

WILLIAMSBURG AREA, SURRY, VA. Lightwood Forest is a beautiful historic house nestled in 110 acres of private woodland preserve. Surround yourself with history, antiques, art and nature, and over two miles of private hiking trails winding through the ancient forest. A true hands-on historical experience surrounded by nature. Lightwood Forest is in rural Surry County, on the south side of the James River, a short, free car ferry ride from Williamsburg and Jamestown, which runs 24/7, all year.

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, 134 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, 143 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.
Flat in Williamsburg
4.84 out of 5 average rating, 469 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
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, 311 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 favourite
Guest house in Williamsburg
4.97 out of 5 average rating, 398 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
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, 382 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.

Top guest favourite
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, 299 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 favourite
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.
Guest house in Gloucester
5 out of 5 average rating, 150 reviews

The Bluebird — Waterfront, Pool, Dock & Firepits

With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

Popular amenities for Williamsburg holiday rentals

When is the best time to visit Williamsburg?

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Avg. price€ 56€ 56€ 53€ 51€ 104€ 55€ 54€ 56€ 135€ 82€ 72€ 59
Avg. temp5°C6°C9°C15°C19°C24°C26°C25°C22°C16°C11°C7°C

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.

  • What types of vacation rentals are available in Williamsburg?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Williamsburg. From over 580 condo rentals to over 40 house rentals, we've got you covered.

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

    Yes! Work meets play with ease at over 2,850 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 50 vacation rentals for guests traveling with pets.

  • Are there Williamsburg vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 1,700 vacation homes with pools in Williamsburg, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in Williamsburg?

    Experience the best of Williamsburg with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Williamsburg?

    Williamsburg has more than 1,090 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Williamsburg have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Williamsburg. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Williamsburg have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Williamsburg. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Williamsburg

  • Total holiday rentals

    Explore 3,600 holiday rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg holiday rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 13,630 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    1,700 properties feature pools

  • Rentals with dedicated workspaces

    2,850 properties have a dedicated workspace

  • Wifi availability

    3,590 of Williamsburg holiday rentals include wifi 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

Destinations to explore

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