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199 Rentals In Gloucester
United States
Massachusetts
Essex Area
Gloucester
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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)
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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
Gloucester Ocean View Escape! Calm, Design-Forward & Minutes to Downtown
4
3.0
7
Gloucester Massachusetts Private vacation home
From $621 per night
(USD)
Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil
6
3.0
15
Gloucester Massachusetts Private vacation home
From $1160 per night
(USD)
Waterfront Home with Spectacular Viewsof the Annisquam River
6
2.0
10
Gloucester Massachusetts Private vacation home
From $703 per night
(USD)
3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach
3
2.0
8
Gloucester Massachusetts Private vacation home
From $381 per night
(USD)
Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family
6
2.0
15
Gloucester Massachusetts Private vacation home
From $1191 per night
(USD)
Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!
3
2.0
10
Gloucester Massachusetts Condo
From $745 per night
(USD)
PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour
4
3.0
9
Gloucester Massachusetts Private vacation home
From $739 per night
(USD)
WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT
1
1.0
2
Gloucester Massachusetts Apartment
Click For Pricing
Ocean front and 3 beaches across,parks, short walk to historic downtown!
5
2.0
10
Gloucester Massachusetts Private vacation home
From $1157 per night
(USD)
4 Bedroom LUX House/with Pool Next Door
4
2.0
6
Gloucester Massachusetts Private vacation home
From $142 per night
(USD)
Experience seaside charm near Good Harbor Beach!
3
3.0
7
Gloucester Massachusetts Private vacation home
From $706 per night
(USD)
Evensong: Oceanview Retreat with Dock
3
3.0
8
Gloucester Massachusetts Private vacation home
From $600 per night
(USD)
Sunset Views, Waterfront Property, Dock - Sleeps 12
4
2.0
12
Gloucester Massachusetts Private vacation home
From $415 per night
(USD)
Good Harbor Beach Apt.- 6/10 mile
1
1.0
4
Gloucester Massachusetts Apartment
From $249 per night
(USD)
Good Harbor Beach Retreat ~ Walk to beach, shops, restaurants ~Dog Friendly
3
1.0
6
Gloucester Massachusetts Private vacation home
From $514 per night
(USD)
Cozy Beach cottage walkable to Good Harbor and Long Beach
3
1.0
5
Gloucester Massachusetts Private vacation home
From $595 per night
(USD)
Seaside Village of Lanesville - North Gloucester, MA
2
1.0
4
Gloucester Massachusetts Apartment
From $464 per night
(USD)
Lanesville Cove Retreat Home
1
1.0
4
Gloucester Massachusetts Private vacation home
From $313 per night
(USD)
Gloucester Studio Efficiency - Om Suite Om~ Walk to Good Harbor Beach!
1
1.0
2
Gloucester Massachusetts Apartment
From $163 per night
(USD)
Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access
5
2.0
11
Gloucester Massachusetts Private vacation home
From $785 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)
Rocky Neck Hideaway on Wonson Cove
1
1.0
3
Gloucester, Massachusetts Apartment
From $301 per night
(USD)
Bay View Guest Cottage
2
1.0
3
Gloucester Massachusetts Cottage
From $568 per night
(USD)
Beautiful Oceanfront Home in Estate Setting Gloucester — FALL RENTAL AVAILABLE!
4
2.0
9
Gloucester Massachusetts Private vacation home
From $1344 per night
(USD)
WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC
3
2.0
6
Gloucester Massachusetts Private vacation home
From $601 per night
(USD)
Summer Cottage on Ipswich Bay
4
1.0
8
Gloucester Massachusetts Cottage
From $779 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)
Ocean and Woods! Best of both seaside delights in Gloucester!
2
1.0
4
Gloucester Massachusetts Apartment
From $261 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)
Harbortown Hideaway: Downtown Gloucester Charm
3
2.0
8
Gloucester Massachusetts Apartment
From $955 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)
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)
Spacious Modern Beach House- Steps to Long Beach and Good Harbor
4
4.0
10
Gloucester Massachusetts Private vacation home
From $872 per night
(USD)
Joseph's Way: Woodsy Beach Retreat by Good Harbor Beach
2
1.0
4
Gloucester Massachusetts Private vacation home
From $728 per night
(USD)
Good Harbor Beachfront at the Footbridge
6
2.0
10
Gloucester Massachusetts Private vacation home
From $548 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)
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)
Stay at Niles Beach
3
2.0
7
Gloucester Massachusetts Private vacation home
From $484 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)
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)
WATERFRONT- River & Harbors views, Walking Distance to Downtown, Beaches & Park
1
1.0
2
Gloucester Massachusetts Condo
From $163 per night
(USD)
Terra Nova Cottage Waterfront! Enjoy stunning views & sunsets over the Annisquam
3
2.0
6
Gloucester Massachusetts Private vacation home
From $745 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)
~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)
5-star home with quick walk to 2 beaches!!
3
2.0
8
Gloucester Massachusetts Private vacation home
From $440 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)
Long Beach Suites: 3 Mins Toes To Sand!
2
1.0
6
Gloucester Massachusetts Apartment
From $287 per night
(USD)
Long Beach Suites: Ocean Views
1
1.0
4
Gloucester Massachusetts Apartment
From $277 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)
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
4
2.0
8
Gloucester Massachusetts Cottage
From $700 per night
(USD)
Lovely Upstairs Apartment - Beach getaway on Historic Main St. w/ AC
1
1.0
2
Gloucester Massachusetts Apartment
Click For Pricing
Private Beach! Dream vacation at your private beach in Gloucester
3
1.0
7
Gloucester Massachusetts Private vacation home
From $1531 per night
(USD)
Charming cottage on seaside estate offers gorgeous views, private beaches
1
1.0
4
Gloucester Massachusetts Cottage
From $466 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)
Charming Studio, Private Bath, Kitchenette, Deck, Walk to Beach
1
1.0
3
Gloucester Massachusetts Apartment
From $213 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)
Airy, book-lined cottage on historic seaside estate with private beaches & more
1
1.0
3
Gloucester Massachusetts Cottage
From $341 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)
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)
Single Level Home - Steps to Downtown Gloucester & A/C throughout
2
1.0
4
Gloucester Massachusetts Private vacation home
From $317 per night
(USD)
Clean Waterfront Classic Cottage with Private Beach
4
1.0
7
Gloucester Massachusetts Private vacation home
From $504 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)
Oceanside Village Home~Private Fenced Yard~Reserved Parking
2
2.0
7
Gloucester Massachusetts Private vacation home
From $413 per night
(USD)
The Duval House
2
1.0
6
Gloucester Massachusetts Condo
From $408 per night
(USD)
Cape Ann Reset
2
6
Gloucester Massachusetts Private vacation home
From $469 per night
(USD)
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
3
1.0
7
Gloucester Massachusetts Private vacation home
From $359 per night
(USD)
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
1
1.0
4
Gloucester Massachusetts Apartment
From $712 per night
(USD)
Luxury 1900's romantic retreat steps from the beach - King Suite!
1
1.0
4
Gloucester Massachusetts Cottage
From $214 per night
(USD)
Beach Life Bliss - steps to the beach
2
2.0
6
Gloucester Massachusetts Private vacation home
From $607 per night
(USD)
Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach.
1
1.0
4
Gloucester Massachusetts Private vacation home
From $318 per night
(USD)
1886 Captains Carriage House Secluded Luxury Eastern Point Gloucester MA
3
2.0
10
Gloucester Massachusetts Cottage
From $1327 per night
(USD)
Short Walk to Cape Ann's Best Beaches!
4
2.0
8
Gloucester Massachusetts Private vacation home
From $610 per night
(USD)
River Watch: Waterfront home with river views and a private dock
3
2.0
6
Gloucester Massachusetts Private vacation home
From $976 per night
(USD)
Steps Away from Good Harbor & Long Beach! Spacious Home for Groups of All Sizes!
5
2.0
10
Gloucester Massachusetts Private vacation home
Click For Pricing
Quaint Neighborhood / Close to Beaches
3
1.0
5
Gloucester Massachusetts Apartment
From $408 per night
(USD)
Ocean Breeze / 8-Minute Walk to Beach
1
1.0
4
Gloucester Massachusetts Apartment
From $443 per night
(USD)
Family Friendly Townhouse 75 steps from Long Beach
4
3.0
10
Gloucester Massachusetts Private vacation home
From $508 per night
(USD)
Amazing Waterfront/Access 4BDRM in Riggs Point
4
1.0
8
Gloucester Massachusetts Cottage
From $549 per night
(USD)
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