Compare Gloucester Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Gloucester

The Little Blue Cottage - Topping : Waterfront!

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Cottage on a Private Island in the York River

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

At this cottage, guests have access to features like laundry facilities.

Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access

At this cottage, guests have access to a garden.

Summertime where the livin’ is easy at the Rivah in Irvington!

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.

Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg

Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.

GREAT FAMILY FUN! SOMETHING FOR ALL! SUN-SURF! NEAR HISTORICAL WILLIAMSBURG!

This cottage features an indoor pool, an outdoor pool, and a gym. Other amenities at this family-friendly cottage include a sauna, a hot tub, and an arcade/game room.

Waterfront Cottage w Private Beach on Chesapeake Bay!

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.

Kitchen

Washer

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.

Hotel Options in Gloucester

Holiday Inn Express Gloucester by IHG

6639 Forest Hill Ave Gloucester VA

$95 nightly

$106 total

Sep 10 - Sep 11

Total with taxes and fees

Vacation Village At Williamsburg

4870 Longhill Road Williamsburg VA

$91 nightly

$104 total

Aug 31 - Sep 1

Total with taxes and fees

Hilton Vacation Club The Historic Powhatan Williamsburg

3601 Ironbound Rd Williamsburg VA

$92 nightly

$105 total

Sep 8 - Sep 9

Total with taxes and fees

9.2/10 Wonderful! (3,784 reviews)

Cottages

Book a cottage in Gloucester
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Gloucester. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Gloucester better.

Cottage apartments in Gloucester range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Gloucester
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Gloucester and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Gloucester cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Gloucester. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Gloucester Cottages essential information

Accommodation	108 Cottages
Lowest Price	$104
Highest Price	$106
Popular accommodation	The Little Blue Cottage - Topping : Waterfront!, Cottage on a Private Island in the York River, Bubba Butler's Cottage, Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access, Summertime where the livin’ is easy at the Rivah in Irvington!, Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access, Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg, GREAT FAMILY FUN! SOMETHING FOR ALL! SUN-SURF! NEAR HISTORICAL WILLIAMSBURG! , Waterfront Cottage w Private Beach on Chesapeake Bay!