Gloucester Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Gloucester

The Williamsburg Haven

Williamsburg VA

$247 nightly

$279 total

Jun 24 - Jun 25

Total with taxes and fees

With a stay at this vacation home in Williamsburg, you'll be a 2-minute drive from Williamsburg Premium Outlets and 8 minutes from College of William and Mary.

Charming 2-bedroom house with AC, WiFi in Mathews County Virginia

North VA

With a stay at this vacation home in Westville, you'll be on a river, and 10 mi (16.1 km) from Bay School Community Arts Center and 10 mi (16.2 km) from Cobbs Creek Arts Center.

The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

Williamsburg VA

Located in Williamsburg, this vacation home is in a rural location, a 3-minute drive from Williamsburg National Golf Club and 5 minutes from Greensprings Greenway Interpretative Trail.

Vacation to remember! Huge resort 4br for 12 near all attractions. Pools, tennis

Williamsburg VA

With a stay at this vacation home in Williamsburg, you'll be within a 10-minute drive of College of William and Mary and Jamestown Settlement.

Kings Creek

191 Cottage Cove Ln Williamsburg VA

With a stay at Kings Creek in Williamsburg, you'll be a 4-minute drive from Water Country USA and 5 minutes from Busch Gardens Williamsburg.

Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg

Williamsburg VA

With a stay at this vacation home in Williamsburg, you'll be within a 10-minute drive of Busch Gardens Williamsburg and Water Country USA.

MILLION DOLLAR VIEWS NO EXTRA CHARGE! HOT TUB POOL BEACH KAYAKS PIER FIRE PIT

Hallieford VA

Located in Piankatank, this vacation home is on the waterfront, within a 15-minute drive of Cobbs Creek Arts Center and Bay School Community Arts Center.

Pool

Hot Tub

Bayfront Escape, Private Dock, Large Deck, and Views!

Hudgins VA

With a stay at this vacation home in Piankatank, you'll be on the waterfront, within a 10-minute drive of Chesapeake Bay and Gwynn's Island Museum.

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

Gloucester VA

Located in Gloucester, this vacation home is in a rural location, within a 15-minute drive of Ware Parish Church and Fairfield Foundation.

Kitchen

Washer

Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!

Irvington VA

A stay at this vacation home places you in the heart of Irvington, a short 3-minute walk from Steamboat Era Museum and within 4 minutes by car from Historic Christ Church.

Mid-century modern meets classic cape on the coast.

Moon VA

When you stay at this vacation home in Westville, you'll be 10 minutes by car from Chesapeake Bay.

Huge 4BR townhouse at Historic Hilton Powhatan Resort. Pools, tennis, activities

Williamsburg VA

With a stay at this vacation home in Williamsburg, you'll be within a 10-minute drive of College of William and Mary and Jamestown Settlement.

Don't see what you're looking for?

See all available properties in Gloucester

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.