Jamestown Island holiday homes

We found 1,471 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Jamestown Island

Showing deals for:8 Jan - 15 Jan

Interior
Exterior detail
Dining
Interior
Exceptional
(43 reviews)

Amazing Colonial Home a Heart Beat from Colonial Williamsburg & William & Mary

Williamsburg

11% off
NZ$20,399
for 7 nights, 1 home
NZ$2,914 per night
includes taxes & fees
Amazing Colonial Home a Heart Beat from Colonial Williamsburg & William & Mary
Dining
Private kitchen
Interior
Exterior detail
Exceptional
(52 reviews)

Historic B&B located walking distance to the Williamsburg and The College of W&M

Williamsburg

15% off
NZ$17,911
for 7 nights, 1 home
NZ$2,559 per night
includes taxes & fees
Historic B&B located walking distance to the Williamsburg and The College of W&M
Interior
Exterior detail
Dining
Private kitchen
Exceptional
(251 reviews)

ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest

Spring Grove

12% off
NZ$4,511
for 7 nights, 1 cottage
NZ$644 per night
includes taxes & fees
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Property grounds
Jamestown, Virginia
Berkeley Plantation
Entry
Exceptional
(60 reviews)

TOWN + COUNTRY 4 BR House on Capital Trail - Charles City, Williamsburg

Williamsburg

8% off
NZ$5,432
for 7 nights, 1 home
NZ$776 per night
includes taxes & fees
TOWN + COUNTRY 4 BR House on Capital Trail - Charles City, Williamsburg
Outdoor dining
Pool
Exterior
Games room
Excellent
(5 reviews)

4 Bedroom Lockoff Suite at Williamsburg Governors Green!!

Williamsburg

8% off
NZ$16,682
for 7 nights, 1 apartment
NZ$2,383 per night
includes taxes & fees
4 Bedroom Lockoff Suite at Williamsburg Governors Green!!
Kitchen
Kitchen
Living Room 2
Dining Room
Exceptional
(101 reviews)

Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!

Williamsburg

16% off
NZ$4,526
for 7 nights, 1 home
NZ$647 per night
includes taxes & fees
Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
Entrance to house grounds
Lightwood in the beautiful Spring Sunshine
Deck the Hall
Rich colors in a room full of warmth. The Muse of Music hangs above, circa 1580
Exceptional
(147 reviews)

History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

Spring Grove

9% off
NZ$5,735
for 7 nights, 1 home
NZ$819 per night
includes taxes & fees
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
Dining
Exterior detail
Room
Living area
Exceptional
(35 reviews)

History Filled Bed & Breakfast in Downtown Williamsburg

Williamsburg

19% off
NZ$12,400
for 7 nights, 1 room
NZ$1,771 per night
includes taxes & fees
History Filled Bed & Breakfast in Downtown Williamsburg
Dining
Private kitchen
Living area
Interior
Exceptional
(33 reviews)

3 bedroom in Williamsburg - Next to Busch Gardens!

Williamsburg

9% off
NZ$5,250
for 7 nights, 1 home
NZ$750 per night
includes taxes & fees
3 bedroom in Williamsburg - Next to Busch Gardens!
Living area
Property grounds
Dining
Living area
Exceptional
(6 reviews)

Kingsmill Resort Master Suite - Sleeps 4 - Great Monthly

Williamsburg

15% off
NZ$3,396
for 7 nights, 1 apartment
NZ$485 per night
includes taxes & fees
Kingsmill Resort Master Suite - Sleeps 4 - Great Monthly
Property grounds
Room
Living area
Dining
Exceptional
(104 reviews)

Minutes from Busch Gardens-Water Country-Colonial Williamsburg-William&Mary

Williamsburg

11% off
NZ$2,255
for 7 nights, 1 home
NZ$322 per night
includes taxes & fees
Minutes from Busch Gardens-Water Country-Colonial Williamsburg-William&Mary
Interior
Private kitchen
Interior
Interior
Exceptional
(58 reviews)

Family friendly home near Colonial Williamsburg and Busch Gardens

Williamsburg

8% off
NZ$4,785
for 7 nights, 1 home
NZ$684 per night
includes taxes & fees
Family friendly home near Colonial Williamsburg and Busch Gardens
Exterior
Property grounds
Living area
Living area
Exceptional
(48 reviews)

Kingsmill Luxury - Sleeps 6 - Virginia's only AAA Four Diamond Condo Golf Resort

Williamsburg

11% off
NZ$5,730
for 7 nights, 1 apartment
NZ$819 per night
includes taxes & fees
Kingsmill Luxury - Sleeps 6 - Virginia's only AAA Four Diamond Condo Golf Resort
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The charming area of Jamestown Island awaits your stay

Enjoy the history and other features of Jamestown Island. This romantic city is known for its island views, restaurants and shopping. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Jamestown Island

Are you looking for attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Jamestown Island a one-of-a-kind holiday spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Busch Gardens Williamsburg (6.6 mi / 10.7 km)
  • Williamsburg Winery (2.9 mi / 4.7 km)
  • Williamsburg National Golf Club (5 mi / 8.1 km)
  • Kingsmill Plantation Golf Course (5.2 mi / 8.4 km)
  • Golden Horseshoe Golf Club (5.5 mi / 8.8 km)
  • Ford's Colony at Williamsburg (7.6 mi / 12.2 km)

Exploring the natural landscape of Jamestown Island

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Jamestown Island is a great place to get out in nature. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Jamestown Beach (2.3 mi / 3.7 km)
  • Williamsburg Botanical Garden (8.4 mi / 13.4 km)
  • Yorktown Beach (14 mi / 22.5 km)
  • Newport News Park (15.3 mi / 24.6 km)
  • Greensprings Greenway Interpretative Trail (3.6 mi / 5.8 km)
  • Kingsmill Beach (5.4 mi / 8.7 km)

Frequently asked questions

How much does it cost to rent a holiday home in Jamestown Island?
A number of factors influence what you'll pay for your holiday home in Jamestown Island, including the length of stay, season and type of property. However, all our holiday homes have something in common — excellent value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Jamestown Island?
When you travel and the size and style of the property will influence the cost of your beachside escape. Click on your Jamestown Island travel dates to see your options on Bookabach. Can't live without a hot tub? Use the filters to choose the amenities and features you want in your home.
What are the top attractions for families in Jamestown Island?
Keep the kids occupied at these leading family-friendly attractions in Jamestown Island:
  • Busch Gardens Williamsburg
  • Water Country USA
  • Jamestown Beach
How old do you have to be to rent a holiday home in Jamestown Island?
The minimum age can differ between properties on Bookabach, so be sure to look at the rules of the holiday home in Jamestown Island you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Jamestown Island for?
How long you can book a holiday home in Jamestown Island varies according to the property. Just enter your preferred dates to display a list of options offering extended stays. With tons of features like air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to find somewhere perfect to call your home away from home in Jamestown Island.

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