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

Experience the Best of Mathews Riverfront Living here at Mariner's Legacy!

Bohannon VA

With a stay at this vacation home in Bohannon, you'll be on the beach, and 10.3 mi (16.6 km) from Bay School Community Arts Center and 12.8 mi (20.7 km) from Cobbs Creek Arts Center.

Kitchen

Washer

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.

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 8 minutes from College of William and Mary.

Pool

Hot Tub

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

Mathews VA

$301 nightly

$331 total

Oct 19 - Oct 20

Total with taxes and fees

With a stay at this vacation home in Mathews, you'll be within a 15-minute drive of Chesapeake Bay and Bay School Community Arts Center.

Kitchen

Washer

A Sandy White Beach Retreat NEAR WILLIAMSBURG

Gloucester VA

With a stay at this vacation home in Gloucester, you'll be on the beach, and 7.9 mi (12.7 km) from Ware Parish Church and 8.9 mi (14.2 km) from Fairfield Foundation.

BAYHAMAS ✌️❤️ Beachfront Home 3 Bedrooms-Private-White Stone- Sauna-Dock

White Stone VA

Located in White Stone, this vacation home is on the waterfront, within a 15-minute drive of White Stone Beach and Steamboat Era Museum.

Charming 3-bedroom house with WiFi, AC in fantastic Gloucester Point

Gloucester Point VA

Located in Gloucester Point, this vacation home is within a 5-minute drive of York River Yacht Club and Gloucester Point Beach Park.

Kitchen

Washer

Historic Waterfront Escape • Dock, Deck, Fire Pit, Views, Peace & Kayaks

Lancaster VA

With a stay at this vacation home in Lancaster, you'll be on the waterfront, and 14.4 mi (23.1 km) from Mary Ball Washington Museum and Library and 15.9 mi (25.6 km) from Morattico Waterfront Museum.

Perfect for long-term workers & short stays—comfort, style & convenience await!

Gloucester VA

Located in Gloucester, this vacation home is on a river, a 2-minute drive from Walter Reed Birthplace and 9 minutes from Riverside Walter Reed Hospital.

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.

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.

8BDR/8BA value package near attractions. Sleeps 24. Best value in Williamsburg!

Williamsburg VA

With a stay at this vacation home in Williamsburg, you'll be a 4-minute drive from College of William and Mary and 6 minutes from 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.