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197 Rentals In Gloucester
United States
Massachusetts
Essex Area
Gloucester
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Sub Areas
Dogtown woods
(33)
Stacy Boulevard
(9)
Pavilion Beach
(9)
Stage Fort Park
(8)
Squam Rock Pasture
(6)
Halfmoon Beach
(6)
Cressy Beach
(6)
Whitemore Salt Marsh
(3)
Tompson Street Reservation
(1)
Lanes Cove Landing
(1)
Hodgkins Cove Landing
(1)
Guests
Guests
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Price
Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT
1
1.0
2
Gloucester Massachusetts Apartment
Click For Pricing
Cozy Beach cottage walkable to Good Harbor and Long Beach
3
1.0
5
Gloucester Massachusetts Private vacation home
From $595 per night
(USD)
Lovely 'The Buoys Cottage' on Annisquam River!
3
1.0
6
Gloucester Massachusetts Private vacation home
From $457 per night
(USD)
Elegant Gloucester Beach Getaway with Ocean Views!
5
2.0
10
Gloucester Massachusetts Private vacation home
From $1347 per night
(USD)
Long Beach Gloucester. 1 minute walk to Beach.Large yard, lush gardens. 1 pup ok
3
2.0
6
Gloucester Massachusetts Private vacation home
From $662 per night
(USD)
Seaside Escape just steps to Good Harbor beach in Gloucester
2
5
Gloucester Massachusetts Private vacation home
From $478 per night
(USD)
WALK TO BEACH! Great Location! Booking Sept & Oct! Close to Salem!!
2
1.0
6
Gloucester Massachusetts Private vacation home
From $415 per night
(USD)
Cripple Cove Apartment in historic home across from harbour in Gloucester, MA
2
1.0
4
Gloucester Massachusetts Private vacation home
From $319 per night
(USD)
Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat
3
1.0
6
Gloucester Massachusetts Apartment
From $440 per night
(USD)
Romantic Summerwind Cottage-Harbor View Retreat w/Large Private Deck
2
1.0
5
Gloucester Massachusetts Private vacation home
From $500 per night
(USD)
5-star home with quick walk to 2 beaches!!
3
2.0
8
Gloucester Massachusetts Private vacation home
From $440 per night
(USD)
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
4
2.0
8
Gloucester Massachusetts Private vacation home
From $731 per night
(USD)
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
4
2.0
8
Gloucester Massachusetts Cottage
From $700 per night
(USD)
Charming Studio, Private Bath, Kitchenette, Deck, Walk to Beach
1
1.0
3
Gloucester Massachusetts Apartment
From $213 per night
(USD)
Cape Ann, Annisquam panoramic ocean views from every room.
4
2.0
11
Gloucester Massachusetts Private vacation home
From $829 per night
(USD)
Walk to Good Harbor and Long Beach -Vacation Home
3
2.0
6
Gloucester Massachusetts Private vacation home
From $469 per night
(USD)
Clean Waterfront Classic Cottage with Private Beach
4
1.0
7
Gloucester Massachusetts Private vacation home
From $504 per night
(USD)
Quaint Neighborhood / Close to Beaches
3
1.0
5
Gloucester Massachusetts Apartment
From $408 per night
(USD)
Amazing Waterfront/Access 4BDRM in Riggs Point
4
1.0
8
Gloucester Massachusetts Cottage
From $549 per night
(USD)
Beach Gem overlooking Stage Fort Park, Tablet Rock & Cressy's Beach!!!
3
1.0
5
Gloucester Massachusetts Private vacation home
From $690 per night
(USD)
Massachusetts Abode w/ Deck & Grill: Near Beaches!
2
1.0
4
Gloucester Massachusetts Private vacation home
From $270 per night
(USD)
Blue Magnolia - A quiet apartment in a quaint Gloucester MA village
2
1.0
6
Gloucester Massachusetts Apartment
From $322 per night
(USD)
Niles Beach House - Beach & Boston Skyline Views
4
2.0
8
Gloucester Massachusetts Private vacation home
From $1412 per night
(USD)
Stroll to SeaView/Beach; Great Yard
4
1.0
7
Gloucester Massachusetts Private vacation home
From $369 per night
(USD)
Elegant Bayview Victorian Home; walk to beach
6
2.0
12
Gloucester Massachusetts Private vacation home
From $391 per night
(USD)
Tidebend: River Views and Gracious Comfort
6
2.0
10
Gloucester Massachusetts Private vacation home
From $1195 per night
(USD)
cottage close to long beach and good harbor
3
1.0
5
Gloucester Massachusetts Cottage
From $499 per night
(USD)
Oceanfront Escape: Beach Access on Private Estate
7
5.0
12
Gloucester Massachusetts Private vacation home
From $1340 per night
(USD)
Stay at Good Harbor Beach
3
2.0
8
Gloucester Massachusetts Private vacation home
From $663 per night
(USD)
Stay at the Marina
2
2.0
6
Gloucester Massachusetts Condo
From $403 per night
(USD)
Stay at Good Harbor Beach
6
4.0
18
Gloucester Massachusetts Private vacation home
From $2769 per night
(USD)
Timeless Seaside Estate: 3 Lodgings, Private Beach
9
6.0
19
Gloucester Massachusetts Private vacation home
From $2101 per night
(USD)
Classic Coastal Family Home | Walk to Sea;King Bed
5
2.0
12
Gloucester Massachusetts Private vacation home
From $1014 per night
(USD)
Life on Deck - Spacious Coastal Home & Easy Beach Access
3
1.0
6
Gloucester Massachusetts Private vacation home
From $1284 per night
(USD)
BRAND NEW, Complete renovation: 4-Bedroom, 3.5 Bath, private Annisquam Gem!
4
3.0
12
Gloucester Massachusetts Private vacation home
From $1018 per night
(USD)
NEW 5 BEDROOM-PRIME LOCATION IN GLOUCESTER WITH EVENT SPACE AVAILABLE
5
3.0
12
Gloucester Massachusetts Private vacation home
From $1524 per night
(USD)
Oceanfront Luxury on Gloucester's Back Shore
5
5.0
10
Gloucester Massachusetts Private vacation home
From $1567 per night
(USD)
Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6
3
2.0
6
Gloucester Massachusetts Private vacation home
From $475 per night
(USD)
Gloucester Large 2-Room Studio, Full Kitchen, Deck
1
1.0
2
Gloucester Massachusetts Apartment
From $131 per night
(USD)
Modern oceanfront home with scenic deck, grill, games, chef's kitchen, & W/D
3
3.0
6
Gloucester Massachusetts Private vacation home
From $1358 per night
(USD)
Beautifully renovated home walk to boulevard, town & train
4
2.0
9
Gloucester Massachusetts Private vacation home
From $422 per night
(USD)
Centrally located open concept apartment with parking, central AC, & W/D
2
2.0
4
Gloucester Massachusetts Apartment
From $384 per night
(USD)
Private beachfront escape on Coffins Beach w/ amazing views & private beach
5
3.0
10
Gloucester Massachusetts Private vacation home
From $1733 per night
(USD)
Coastal retreat steps to the beach with smart TVs, desk, grill, children's items
3
2.0
6
Gloucester Massachusetts Private vacation home
From $413 per night
(USD)
Peaceful centrally located home: w/ yard & walking distance to town
3
1.0
7
Gloucester Massachusetts Private vacation home
From $384 per night
(USD)
Centrally located charmer with expansive patio, board games, & central AC
2
1.0
4
Gloucester Massachusetts Private vacation home
From $306 per night
(USD)
Dog-Friendly, Waterfront Home with Washer and dryer & Two Decks
1
1.0
4
Gloucester Massachusetts Cottage
From $516 per night
(USD)
Classic charmer near the coast with with a firepit, outdoor shower, & beach gear
3
1.0
7
Gloucester Massachusetts Private vacation home
From $371 per night
(USD)
Gull's Nest - Ocean Views from the Living Room
4
2.0
10
Gloucester Massachusetts Private vacation home
From $1305 per night
(USD)
River's Edge Cottage Gloucester
3
1.0
5
Gloucester Massachusetts Private vacation home
From $588 per night
(USD)
Herringbone Suite at Beacon House
1
1.0
2
Gloucester Massachusetts Apartment
From $304 per night
(USD)
Stay at Wingaersheek
3
3.0
8
Gloucester Massachusetts Private vacation home
From $619 per night
(USD)
Stay at Gloucester Harbor
4
2.0
10
Gloucester Massachusetts Private vacation home
From $1549 per night
(USD)
Quirky 1-bedroom apartment with AC in delightful Gloucester, near water
1
1.0
2
Gloucester Massachusetts Apartment
From $215 per night
(USD)
Beach Bound - Cape Ann Coastal Escape
3
1.0
6
Gloucester Massachusetts Private vacation home
From $1067 per night
(USD)
New England Coastal Residence
4
2.0
10
Gloucester Massachusetts Apartment
From $915 per night
(USD)
Cozy Coastal Cape Ann Suite - Near Downtown, Beaches & Dining
3
1.0
5
Gloucester Massachusetts Private vacation home
From $329 per night
(USD)
Southwestern Coastal Retreat • Walk to Good Harbor Beach, 3BR Gloucester Getaway
3
1.0
5
Gloucester Massachusetts Private vacation home
From $582 per night
(USD)
Beautiful cottage on lovingly landscaped property just 5 minute walk to ocean!
1
1.0
4
Gloucester Massachusetts Cottage
From $246 per night
(USD)
Waterway View; Steps to Ocean, Beach, Blvd, Park
4
2.0
9
Gloucester Massachusetts Private vacation home
From $859 per night
(USD)
Elevated Fish & Ships on Canal: Walk to Beach,Park
2
1.0
5
Gloucester Massachusetts Apartment
From $295 per night
(USD)
Cozy Apartment at Green Landing - AC - No Cleaning Fee - Hassle Free Check Out
1
1.0
2
Gloucester Massachusetts Apartment
From $195 per night
(USD)
Delightful 3-bedroom house with AC in charming Gloucester.
3
2.0
6
Gloucester Massachusetts Private vacation home
From $748 per night
(USD)
Harbor View Apartment located in the heart of downtown Gloucester
2
1.0
4
Gloucester Massachusetts Apartment
From $262 per night
(USD)
Stay at Windward Point
4
3.0
10
Gloucester Massachusetts Private vacation home
From $914 per night
(USD)
House on tidal river, spacious deck, private yard
2
1.0
5
Gloucester Massachusetts Private vacation home
From $367 per night
(USD)
Close to Good Harbor Beach, 3 bedroom apartment
3
1.0
5
Gloucester Massachusetts Apartment
From $564 per night
(USD)
Stay at Good Harbor Beach
5
3.0
13
Gloucester Massachusetts Private vacation home
From $1787 per night
(USD)
Downtown Dahlias fully remodeled in the heart of Gloucester
3
1.0
6
Gloucester Massachusetts Private vacation home
From $618 per night
(USD)
Walk to Good Harbor Beach. 3BR home, NEW Kitchen
3
1.0
7
Gloucester Massachusetts Private vacation home
From $399 per night
(USD)
Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach
1
1.0
4
Gloucester Massachusetts Cottage
From $223 per night
(USD)
Single Level Home - Steps to Downtown Gloucester & A/C throughout
2
1.0
4
Gloucester Massachusetts Private vacation home
From $317 per night
(USD)
Changes in Latitude: Charming Niles Beach retreat next to Rocky Neck
3
2.0
6
Gloucester Massachusetts Private vacation home
From $1062 per night
(USD)
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
6
3.0
15
Gloucester Massachusetts Private vacation home
From $1158 per night
(USD)
Historic cottage is steps from the beach on a glorious seaside estate!
3
1.0
5
Gloucester Massachusetts Private vacation home
From $645 per night
(USD)
Perfect Good Harbor Beach vacation home for large and/or extended family getaway
5
6.0
16
Gloucester Massachusetts Private vacation home
From $914 per night
(USD)
WATERFRONT- River & Harbors views, Walking Distance to Downtown, Beaches & Park
1
1.0
2
Gloucester Massachusetts Condo
From $163 per night
(USD)
Long Beach House: Large, comfortable home just 285 ft from the white sands!
5
2.0
10
Gloucester Massachusetts Private vacation home
Click For Pricing
Beautifully renovated OCEAN-FRONT luxury home on private beach
5
3.0
8
Gloucester Massachusetts Private vacation home
From $502 per night
(USD)
Annisquam Singing Pines: Riverfront Splendor
5
2.0
10
Gloucester Massachusetts Private vacation home
From $1691 per night
(USD)
Salt Island Views: 4-Season Beach House
3
2.0
8
Gloucester Massachusetts Private vacation home
From $808 per night
(USD)
Over By Good Harbor: Phenomenal views!
4
3.0
10
Gloucester Massachusetts Private vacation home
From $1263 per night
(USD)
~Walk to Good Harbor Beach: Adorable 4 bedroom/2 bath Dog Friendly~AC-Summer fun
4
2.0
8
Gloucester Massachusetts Private vacation home
From $537 per night
(USD)
Luxury Accommodations in Quiet Seaside Village
1
1.0
2
Gloucester Massachusetts Apartment
From $319 per night
(USD)
Garden by the Sea: Tranquil garden retreat at Good Harbor Beach
2
1.0
4
Gloucester Massachusetts Apartment
From $684 per night
(USD)
Coastal Oasis, Unobstructed, Direct Ocean Views. Ideal for all seasons!
4
2.0
8
Gloucester Massachusetts Apartment
From $1233 per night
(USD)
Rarely Available Ocean Facing Walkable to Good Harbor Beach
1
1.0
4
Gloucester Massachusetts Apartment
From $451 per night
(USD)
Cozy, Waterview Old Quarryman boarding house
1
1.0
5
Gloucester Massachusetts Apartment
From $270 per night
(USD)
Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit
5
2.0
12
Gloucester Massachusetts Private vacation home
From $703 per night
(USD)
Two Beaches: Long Beach & Good Harbor
3
2.0
8
Gloucester Massachusetts Private vacation home
From $1260 per night
(USD)
Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive
3
1.0
6
Gloucester Massachusetts Private vacation home
From $670 per night
(USD)
The Aerie. 2 King beds, AC, outdoor shower. Walk to 2 local beaches
8
1.0
16
Gloucester Massachusetts Private vacation home
From $1043 per night
(USD)
NEW Rental: 2 min walk to Private Coffin's Beach
4
2.0
10
Gloucester Massachusetts Private vacation home
From $1247 per night
(USD)
Walk to Good Harbor Beach, pet friendly, family beach home
3
1.0
8
Gloucester Massachusetts Private vacation home
From $335 per night
(USD)
Squam Light: Nestled in the heart of Annisquam
3
2.0
9
Gloucester Massachusetts Private vacation home
From $982 per night
(USD)
The Haabah Beach Retreat—4 Minute Walk to Beach
2
1.0
6
Gloucester Massachusetts Private vacation home
From $674 per night
(USD)
VIEWS! Annisquam Bridge House at Lobster Cove. Cancellation 9/30 - 10/9
2
1.0
4
Gloucester Massachusetts Apartment
From $286 per night
(USD)
Sunset Cove: Waterfront living on the Annisquam River
2
2.0
6
Gloucester Massachusetts Private vacation home
From $981 per night
(USD)
Thurston Point: Deepwater River Dock
3
1.0
7
Gloucester Massachusetts Private vacation home
From $983 per night
(USD)
Helena House: Charming and serene, close to Plum Cove Beach
3
2.0
7
Gloucester Massachusetts Private vacation home
From $836 per night
(USD)
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