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Display total before taxes

Search resultsOver 1,000 places in Gloucester

Guest favorite
Cottage in Gloucester
Sunny & private cottage: Discounts for Off-Season
3 beds
Jan 18 – 23
$153 per night
Guest favorite
Apartment in Gloucester
Beautifully remodeled unit in heart of Gloucester
2 beds
Dec 1 – 6
$190 per night
Guest favorite
Cabin in Rockport
The Solar Powered Dogtown Cabin at Applecart Farm
3 beds
Dec 3 – 8
$120 per night, originally $231
Guest favorite
Guest suite in Gloucester
Walk to Good Harbor Beach and Downtown Gloucester
1 bed
Dec 11 – 16
$90 per night
Guest favorite
Vacation home in Gloucester
Gorgeous Oceanfront 2-Bdrm Apartment w/ Fireplace
3 beds
Dec 1 – 6
$250 per night
Guest favorite
Bungalow in Gloucester
mermaid surf bungalow on good harbor beach
5 beds
Dec 1 – 8
$340 per night
Guest favorite
Guest suite in Gloucester
SplashLanding Private Beach Getaway in Gloucester
2 queen beds
Dec 1 – 6
$150 per night, originally $199
Guest favorite
Loft in Gloucester
Downtown, Shops, Beach, Deck, Coffee Bar
3 beds
Dec 6 – 11
$99 per night, originally $110
Condo in Gloucester
Downtown Gloucester Condominium
4 beds
Dec 1 – 6
$250 per night
Guest favorite
Home in Gloucester
Wonderful Rocky Neck home on Gloucester harbor
4 beds
Dec 1 – 6
$350 per night
Guest favorite
Home in Gloucester
NEWLY Renovated Luxury Home, Walk To Town & Beach
6 beds
Dec 3 – 8
$223 per night, originally $304
Guest favorite
Home in Gloucester
The Quarry
1 bed
Dec 3 – 8
$233 per night
Home in Gloucester
2 bedroom in heart of Gloucester
3 beds
Dec 4 – 9
$128 per night, originally $160
Guest favorite
Apartment in Gloucester
Quaint Neighborhood Apartment / Close to Beaches
3 beds
Dec 1 – 6
$135 per night, originally $189
Guest favorite
Apartment in Gloucester
The Gilbert: 1-Bed downtown suite, walk to beach.
1 king bed
Dec 1 – 6
$190 per night
Guest favorite
Home in Gloucester
Steps to Harbor, Park, Beach and Boardwalk
2 queen beds
Dec 10 – 15
$103 per night, originally $141
Guest favorite
Home in Gloucester
Seaside Home Minutes to Rockport and Gloucester!
5 beds
Dec 4 – 9
$92 per night, originally $133
Guest favorite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
1 double bed
May 6 – 11
$103 per night