Holiday rentals 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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Guest favourite

Flat in Newport News

4.97 out of 5 average rating, 146 reviews

Centrally Located Sleek Studio Apartment

Private guest studio apartment with separate parking/entrance in a quiet neighborhood. Centrally located to shopping, restaurants , and parks. Airport:12 min CNU:6 min Riverside Medical Center:7 min Sentara Hospital:8 min Langley AFB:11 min Patrick Henry Mall:8 min Willimasburg/Bush Gardens: approx 30 min Virgina Beach Oceanfront: 45 min Wifi available with a 55" TV with streaming services (no cable). Coffee table folds into dining/work table. Stools under table. Full bath/kitchen/laundry unit.

3–10 Dec

$120 SGD per night

Guest favourite

Guest suite in Williamsburg

4.93 out of 5 average rating, 125 reviews

Fun and Open Space Near Everything w/ Hot Tub

Come for the fun to a spacious 1st floor walkout basement just 1 mile from Busch Gardens & Water Country and just 3 miles from Colonial Williamsburg & William and Mary. You'll have a large pool table, bar area, private entrance, hot tub, firepit, coffee bar, and free parking in a quiet neighborhood. The space is part of our home (the bottom floor) w/ private entry. We would love to share anything you want to know about the area, and surrounding cities. Jamestown and Yorktown are also close by.

29 Aug – 5 Sep

$152 SGD per night

Guest favourite

Cottage in Gloucester

4.97 out of 5 average rating, 193 reviews

"Bee Haven" Cottage Retreat

Curious about what makes Gloucester so wonderful? Live like a local at "Bee Haven Retreat" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our street is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

6–13 Jan

$163 SGD per night

Guest favourite

Flat in Williamsburg

4.84 out of 5 average rating, 359 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.

19–26 Dec

$135 SGD per night

Guest favourite

Guest house in Williamsburg

4.98 out of 5 average rating, 300 reviews

Freedom Cottage /King Bed-Jamestown/ Busch Gardens

The Freedom Cottage is a charming little cottage comfortable for four can fit six 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.

28 Sep – 5 Oct

$234 SGD per night

Guest favourite

Farm stay in Williamsburg

4.96 out of 5 average rating, 315 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.

18–25 Jan

$264 SGD per night

Guest favourite

Home in Williamsburg

4.97 out of 5 average rating, 175 reviews

Casita on the Corner

Our cozy little 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. This area is rich with historical sites. Be sure to visit Colonial Williamsburg, Jamestown and Yorktown. Take a tour on The Colonial Parkway or If you are a cyclist bring your bike and ride the Capitol trail or hit the trails at Freedom Park or New Quarter Park.

19–26 Aug

$176 SGD per night

Guest favourite

Cottage in Gloucester Point

4.95 out of 5 average rating, 193 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.

2–9 May

$245 SGD per night

Guest favourite

Farm stay in Toano

4.94 out of 5 average rating, 178 reviews

Farm Stay - Guest Suite w/ Private Entrance

Why not add a little adventure to your trip to the Williamsburg area? Spend your days exploring all the area has to offer and then relax in our cozy retreat. Take a break and stay with us on our homestead. Sit outside on the patio with your cup of coffee (or wine) and enjoy the sights and sounds. We have chickens, geese and some crazy goats that are sure to keep you entertained. All this and less than 15 min to Williamsburg.

5–12 Jul

$120 SGD per night

Guest favourite

Guest house in Gloucester

5.0 out of 5 average rating, 103 reviews

Creekside Guesthouse - Dock and Pool on 10 acres

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.

1–8 Jan

$220 SGD per night

Guest favourite

Home in Williamsburg

5.0 out of 5 average rating, 203 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.

5–12 Mar

$232 SGD per night

Guest favourite

Guest suite in Williamsburg

4.99 out of 5 average rating, 249 reviews

*Charming 2BR *Patio *Prime Location *Family Fun!

Come relax in our charming guest suite! Perfect for families, we are minutes from the Jamestown Settlement, Colonial Williamsburg, Busch Gardens, and much more. The guest suite is attached to the main house, but has private entry, patio, driveway, and parking. The home sits on 2 acres, and is surrounded by majestic oak trees.

24–31 Mar

$216 SGD per night