House
10.0(96 Reviews)
2 Bedrooms
6 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $491/Night
7 Nights - US $3,434
Williamsburg Holiday Rentals
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Compare Villas, Resorts, & Rentals in Williamsburg
10.0
House
10.0(4 Reviews)
10 Bedrooms
4 Guests
Private Pool
Hot Tub- Parking
Pool
US $210/Night
7 Nights - US $1,473
Bed & Breakfast
9.6(204 Reviews)
1 Bedroom
Breakfast- Parking
- Balcony/Terrace
- Air Conditioner
US $297/Night
7 Nights - US $2,081
Cottage
10.0(5 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $224/Night
7 Nights - US $1,566
House
10.0(2 Reviews)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
Internet
US $207/Night
7 Nights - US $1,449
Apartment
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $395/Night
7 Nights - US $2,763
House
10.0(104 Reviews)
2 Bedrooms
4 Guests
- Parking
Ocean View- Balcony/Terrace
View
US $236/Night
7 Nights - US $1,653
Condo
10.0(4 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $376/Night
7 Nights - US $2,635
Condo
10.0(2 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $376/Night
7 Nights - US $2,635
Luxury Holiday Rentals in Williamsburg
Over 2453+ Luxury Holiday Rentals in or Near Williamsburg
House
2.0(1 Review)
5 Bedrooms
12 Guests
- Breakfast
- Parking
- Pool
- Kitchen
US $2,733/Night
7 Nights - US $19,132
US $2,295/Night
7 Nights - US $16,062
New
Cottage
3 Bedrooms
8 Guests
- Pool
- Air Conditioner
- Internet
Pet Friendly
US $1,675/Night
7 Nights - US $11,725
House
10.0(43 Reviews)
6 Bedrooms
16 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $1,458/Night
7 Nights - US $10,207
Condo
8.8(5 Reviews)
4 Bedrooms
16 Guests
- Hot Tub
- Air Conditioner
- Internet
Child Friendly
US $1,374/Night
7 Nights - US $9,616
Bed & Breakfast
10.0(35 Reviews)
5 Bedrooms
16 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $1,348/Night
7 Nights - US $9,433
Cottage
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $1,294/Night
7 Nights - US $9,058
House
10.0(51 Reviews)
5 Bedrooms
12 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $1,278/Night
7 Nights - US $8,948
US $1,168/Night
7 Nights - US $8,178
Top-Rated Holiday Rentals with a Pool in Williamsburg
Over 2064+ The Best Private Villas and Holiday Rentals in Williamsburg with a Pool
House
10.0(99 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $505/Night
7 Nights - US $3,537
Condo
10.0(79 Reviews)
1 Bedroom
2 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $306/Night
7 Nights - US $2,143
Condo
10.0(78 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $279/Night
7 Nights - US $1,954
Condo
10.0(16 Reviews)
3 Bedrooms
10 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $201/Night
7 Nights - US $1,407
Condo
10.0(13 Reviews)
3 Bedrooms
10 Guests
Oceanfront- Parking
- Pool
Spa
US $576/Night
7 Nights - US $4,031
Condo
10.0(13 Reviews)
3 Bedrooms
10 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $266/Night
7 Nights - US $1,864
Hotel
10.0(12 Reviews)
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $382/Night
7 Nights - US $2,672
US $262/Night
7 Nights - US $1,833
Condo
10.0(10 Reviews)
3 Bedrooms
10 Guests
- Hot Tub
- Pool
- Air Conditioner
- Internet
US $588/Night
7 Nights - US $4,117
Pet-Friendly Holiday Rentals in Williamsburg
Over 88+ Pet-Friendly Holiday Rentals in or Near Williamsburg
House
10.0(2 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $626/Night
7 Nights - US $4,380
Bed & Breakfast
9.8(7 Reviews)
4 Bedrooms
10 Guests
- Parking
- View
- Air Conditioner
- Internet
US $236/Night
7 Nights - US $1,654
US $144/Night
7 Nights - US $1,008
New
House
10.0(38 Reviews)
4 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $335/Night
7 Nights - US $2,342
House
9.0(1 Review)
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $586/Night
7 Nights - US $4,099
House
10.0(100 Reviews)
4 Bedrooms
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $424/Night
7 Nights - US $2,970
Cabin
10.0(60 Reviews)
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $579/Night
7 Nights - US $4,053
House
10.0(57 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $534/Night
7 Nights - US $3,738
Condo
10.0(56 Reviews)
2 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $180/Night
7 Nights - US $1,262
Large Holiday Rentals and Private Villas in Williamsburg
Over 500+ Large Holiday Rentals and Private Villas in or Near Williamsburg
Villa
9.6(4 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $237/Night
7 Nights - US $1,658
House
10.0(1 Review)
10 Bedrooms
32 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $763/Night
7 Nights - US $5,343
Villa
8.0(4 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $170/Night
7 Nights - US $1,188
Bed & Breakfast
9.3(83 Reviews)
9 Bedrooms
18 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $289/Night
7 Nights - US $2,023
Condo
10.0(9 Reviews)
3 Bedrooms
10 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $202/Night
7 Nights - US $1,412
Condo
10.0(2 Reviews)
3 Bedrooms
10 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $228/Night
7 Nights - US $1,595
New
Condo
10.0(2 Reviews)
4 Bedrooms
16 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $157/Night
7 Nights - US $1,099
Condo
10.0(1 Review)
3 Bedrooms
10 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $960/Night
7 Nights - US $6,723
Condo
10.0(1 Review)
4 Bedrooms
16 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $268/Night
7 Nights - US $1,874
Wheelchair Accessible Holiday Homes in Williamsburg
Over 900+ Wheelchair Accessible Holiday Homes in or Near Williamsburg
Condo
10.0(2 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $159/Night
7 Nights - US $1,111
Resort
9.0(326 Reviews)
54 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $133/Night
7 Nights - US $928
Hotel
9.8(403 Reviews)
- Hot Tub
- Breakfast
- Pool
- Spa
US $505/Night
7 Nights - US $3,534
Condo
10.0(2 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $130/Night
7 Nights - US $907
US $186/Night
7 Nights - US $1,303
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Hot Tub
- Pool
- Kitchen
- Internet
US $278/Night
7 Nights - US $1,948
Condo
10.0(1 Review)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $159/Night
7 Nights - US $1,111
New
Condo
10.0(1 Review)
1 Bedroom
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $108/Night
7 Nights - US $756
Condo
9.4(3 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $110/Night
7 Nights - US $767
Williamsburg Private Villas and Holiday Homes Under $200
Over 1365+ Williamsburg Private Villas and Holiday Homes Under $200
Condo
10.0(1 Review)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $195/Night
7 Nights - US $1,366
Bed & Breakfast
9.2(37 Reviews)
3 Bedrooms
8 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $142/Night
7 Nights - US $995
Bed & Breakfast
9.2(569 Reviews)
1 Bedroom
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $181/Night
7 Nights - US $1,269
Condo
10.0(1 Review)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $195/Night
7 Nights - US $1,366
Bed & Breakfast
9.1(296 Reviews)
14 Bedrooms
34 Guests
- Breakfast
- Parking
- Balcony/Terrace
- View
US $160/Night
7 Nights - US $1,120
US $133/Night
7 Nights - US $930
Condo
10.0(1 Review)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $131/Night
7 Nights - US $915
Condo
10.0(1 Review)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $103/Night
7 Nights - US $722
Apartment
9.8(36 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $193/Night
7 Nights - US $1,353
Instantly Bookable Holiday Homes in Williamsburg
Over 889+ Instantly Bookable Holiday Homes in or Near Williamsburg
Resort
9.8(18 Reviews)
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $135/Night
7 Nights - US $948
Apartment
1 Bedroom
4 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $152/Night
7 Nights - US $1,064
Resort
9.4(130 Reviews)
8 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $154/Night
7 Nights - US $1,078
Resort
9.4(128 Reviews)
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $164/Night
7 Nights - US $1,146
Resort
9.4(3 Reviews)
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $280/Night
7 Nights - US $1,958
Resort
Enjoy our Colonial Style Resort in Williamsburg with Free parking, pool access, mini golf and tennis
9.2(370 Reviews)
4 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $127/Night
7 Nights - US $886
Resort
9.2(222 Reviews)
6 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $133/Night
7 Nights - US $930
Resort
9.2(167 Reviews)
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $180/Night
7 Nights - US $1,260
Resort
9.2(92 Reviews)
4 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $123/Night
7 Nights - US $862
Book a Last Minute Place to Stay in Williamsburg
About Casai's Private Villas and Holiday Rentals in Williamsburg
Discover more than 2462 vacation rentals available in Williamsburg. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Williamsburg.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Williamsburg, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Williamsburg. On average, places to stay near Williamsburg offer 590.68 ft², with nightly prices averaging US $245.
With Casai, finding and comparing holiday rentals in Williamsburg is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Williamsburg, VA
There are 2462 Williamsburg, VA Holiday Rentals
- Prices for a holiday home in Williamsburg start at US $42
- Top rated vacation home in Williamsburg is Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
- Most popular short term in Williamsburg is Hilton Vacation Club The Historic Powhatan Williamsburg
- Cheapest place to stay in Williamsburg is Travelodge by Wyndham Williamsburg Colonial Area
- Most expensive holiday rental in Williamsburg is Luxurious getaway with access to pool! Pets are welcome!
Recently Booked Holiday Rentals in Williamsburg
Frequently Asked Questions About Williamsburg?
What are the top holiday rentals in Williamsburg?
With numerous options available in Williamsburg, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Williamsburg:
- Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
- Lovely 2 bedroom condo located in beautiful Kingsmill Resort!
- Minutes from Busch Gardens-Water Country-Colonial Williamsburg-William&Mary
- Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
- The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
- The Tiny Red Barn on the Reservoir - A Private Oasis Near Williamsburg Virginia
- Stunning 1 Bedroom condo on River Golf Course Ninth Hole.
- Beautiful 1 bedroom condo with a view!
- Stunning! River-Front Log Cabin Near Williamsburg
- TOWN + COUNTRY 4 BR House on Capital Trail - Charles City, Williamsburg
How many holiday rentals have private pools in Williamsburg?
Discover a selection of holiday rentals with private pools near Williamsburg with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Williamsburg are best for families?
If you're searching for a family-friendly holiday home in Williamsburg, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Williamsburg:
How many Casai.com holiday rentals are available in Williamsburg?
As of 2026, Casai boasts over 2462 properties listed in the Williamsburg area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Williamsburg.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| North Newport News Vacation Rentals in Williamsburg, Virginia | 96 |
| Kingsmill Vacation Rentals in Williamsburg, Virginia | 28 |
