Compare Gloucester Villas

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 Villas in Gloucester

Linden Tree Carriage House: walk to charming downtown, lovely yard

Linden Tree Carriage House: walk to charming downtown, lovely yard

Newburyport MA
$423 nightly
The price is $484 total per night
$484 total
Oct 26 - Oct 27
Total with taxes and fees
Guests staying at this villa have access to local meal delivery service, a garden, and barbecue grills.
Kitchen
Washer
Broom & Board: Salem Charm in Prime Historic Location Near the Waterfront

Broom & Board: Salem Charm in Prime Historic Location Near the Waterfront

Salem MA
$898 nightly
The price is $1,028 total per night
$1,028 total
Oct 25 - Oct 26
Total with taxes and fees
At this villa, guests have access to features like local meal delivery service.
Secluded 20 acre 10BR ultra contemporary retreat

Secluded 20 acre 10BR ultra contemporary retreat

Manchester-by-the-Sea MA
At this villa, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly villa also has a garden.
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

    Castle Manor Inn

    Castle Manor Inn

    141 Essex Avenue Gloucester MA
    $229 nightly
    The price is $256 total per night from Oct 21 to Oct 22
    $256 total
    Oct 21 - Oct 22
    Total with taxes and fees
    Beauport Hotel Gloucester

    Beauport Hotel Gloucester

    55 Commercial Street Gloucester MA
    $249 nightly
    The price is $278 total per night from Nov 2 to Nov 3
    $278 total
    Nov 2 - Nov 3
    Total with taxes and fees
    Sea Lion Motel and Cottages

    Sea Lion Motel and Cottages

    138 Eastern Avenue Gloucester MA
    $173 nightly
    The price is $193 total per night from Oct 19 to Oct 20
    $193 total
    Oct 19 - Oct 20
    Total with taxes and fees
    9.2/10 Wonderful! (503 reviews)

Luxury Villas

Book luxury villas in Gloucester
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Gloucester. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Gloucester, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Gloucester
You won’t have a problem finding your own space in Gloucester. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Gloucester on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Gloucester rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Gloucester Villas essential information

Accommodation
3 Villas
Lowest Price
$193
Highest Price
$1,028
Popular accommodation
Linden Tree Carriage House: walk to charming downtown, lovely yard, Broom & Board: Salem Charm in Prime Historic Location Near the Waterfront, Secluded 20 acre 10BR ultra contemporary retreat

More to Explore