Stage Fort Park Rentals
- From $235 per night (USD)
VRBO
River's Edge: A charming 2BR riverfront home in Gloucester.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Exquisitely renovated by the owner-architect, every detail of this charming vacation home has been thoughtfully consider ...
From $235 per night (USD)VRBO
- From $371 per night (USD)
Expedia
Ocean front and 3 beaches across ,parks, short walk to historic downtown!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy ocean front by staying right on the Boulevard of Gloucester with an amazing location and ocean views from the fron ...
From $371 per night (USD)Expedia
- From $304 per night (USD)
VRBO
4 Bedroom LUX House\/with Pool Next Door
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Nestled on private street in beautiful West Gloucester, this large vacation rental (you get the entire house-- not just ...
From $304 per night (USD)VRBO
- From $252 per night (USD)
Expedia
\"Rocky Neck Hideaway\" on Wonson Cove, Rocky Neck - Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
<b>Enjoy the ambiance of a New England Seaside Getaway, without the crowds!</b> <i>Quick Note: We have a two night mini ...
From $252 per night (USD)Expedia
- From $211 per night (USD)
VRBO
Ocean and Woods! Best of both seaside delights in Gloucester!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
If you are a nature lover, you'll love our location. 200 yards or so in either direction will lead you to treasured hab ...
From $211 per night (USD)VRBO
- From $491 per night (USD)
Expedia
Harbortown Hideaway: Charming home in downtown Gloucester with water views.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located in Gloucester's Harbortown neighborhood, the name Harbortown Hideaway perfectly suits this vacation rental. A ch ...
From $491 per night (USD)Expedia
- From $397 per night (USD)
VRBO
WATERFRONT- River & Harbors views, Walking Distance to Downtown, Beaches & Park
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Water Views from EVERY window, DECK & TV room overlooking Annisquam River. Harbor Views from Bedroom & Living room, ope ...
From $397 per night (USD)VRBO
- From $298 per night (USD)
VRBO
Breeze of Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedrooms, 1 Full Bath, Sleeps 6 Come to discover the hidden treasure of east coast – Cape Ann. Our home is in a lovel ...
From $298 per night (USD)VRBO
- Click For Pricing
VRBO
A walk up to heaven!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Very cozy Victorian home Fully renovated with brand new furniture and fresh paint Very convenient and plus location 5 ...
Click For PricingVRBO
- From $547 per night (USD)
Expedia
Harbor Views, Perfect Downtown Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Harbor Views Opting for a clean and uncluttered energy, you will find this property equipped for the most disc ...
From $547 per night (USD)Expedia
- From $487 per night (USD)
VRBO
Dog-Friendly, Waterfront Home with Washer and dryer & Two Decks
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Point Radio Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $487 per night (USD)VRBO
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Expedia
Treehouse by the Sea: Stacy Boulevard, Downtown Gloucester, and Beaches.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the views, breezes and scent of the sea from this lofty perch overlooking Gloucester's famed waterfront. Stacy Bou ...
Click For PricingExpedia
- Click For Pricing
VRBO
Perrywinkle: Waterfront on Gloucester’s Rocky Neck.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Waterfront on Gloucester’s Rocky Neck. Swim from your private beach or from your tidal dock and enjoy the waters of scen ...
Click For PricingVRBO
- From $356 per night (USD)
Expedia
Single Level Home - Steps to Downtown Gloucester & A\/C throughout
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This darling property is private and steps to everything in Gloucester. We own both upstairs and downstairs units. The ...
From $356 per night (USD)Expedia
- From $277 per night (USD)
VRBO
The Duval House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Duval House was decorated with one thing in mind; Key West! Enjoy a slice of the southernmost point right here in Gl ...
From $277 per night (USD)VRBO
- From $323 per night (USD)
Expedia
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Loft on Main is exquisitely decorated and furnished to help you enjoy a perfect trip in Gloucester. Our home is a 40 ...
From $323 per night (USD)Expedia
- From $753 per night (USD)
VRBO
The Birds Eye View Villa & Pavilion Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
This beautiful totally redesigned newly renovated building offers the Pavillion Beach Suite and the Birds Eye View Suit ...
From $753 per night (USD)VRBO
- From $106 per night (USD)
Expedia
Open concept, 2-level apartment with scenic view
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for a 2-level apartment to yourself for your next getaway? This open concept apartment is sure to please! You're ...
From $106 per night (USD)Expedia
- From $171 per night (USD)
VRBO
Glorious Suite near Downtown with washer\/dryer
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
New to New England? Come stay at this peaceful, central, ground-level suite in downtown Gloucester! Enjoy walks to histo ...
From $171 per night (USD)VRBO
- From $739 per night (USD)
Expedia
C by the Sea - Ocean View Penthouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to C by the Sea, our stunning penthouse apartment located in the heart of Gloucester, MA. This beautifully renov ...
From $739 per night (USD)Expedia
- From $738 per night (USD)
VRBO
Beautiful Harbor View Walk to Beach 3b2bKings4beds
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Home DeepCleaned w Ozone. Newly available on VRBO! I have a 5 star rating and many reviews on AirBnB. Book now to plan ...
From $738 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Shore Cottage is a newly renovated coastal inspired gem! Located near Gloucester’s famous boulevard and many other local ...
From $335 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Beach Gem overlooking Stage Fort Park, Tablet Rock & Cressy's Beach!!!\n
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Vacation time? This beach gem awaits you! Be surrounded by rich history, absolutely gorgeous views, a baseball field, te ...
From $336 per night (USD)VRBO
- From $464 per night (USD)
VRBO
Downtown Dahlias fully remodeled in the heart of Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Relaxing spot close to everything in Gloucester. Our three bedroom home is a two level home filled with everything to ma ...
From $464 per night (USD)VRBO
- From $226 per night (USD)
VRBO
Centrally located charmer with expansive patio, board games, & central AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bianca's House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $226 per night (USD)VRBO
- From $232 per night (USD)
Expedia
Cozy two bedroom house in the heart of Gloucester
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Keep it simple at this peaceful and centrally located place. This two-bedroom house is just what you need for a family, ...
From $232 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to our beautiful three-bedroom, two-bathroom unit located in the heart of downtown Gloucester, MA. With its prim ...
From $311 per night (USD)VRBO
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Expedia
\"Captain's Lookout\" on Wonson Cove, Rocky Neck - Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<b>Enjoy the ambiance of a New England Seaside Getaway, without the crowds!</b> <i>Quick Note: We have a two night mini ...
Click For PricingExpedia
- From $637 per night (USD)
VRBO
5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This historic home has great access to one of the best hidden gems of Gloucester, Stage Fort Park. Just a five minute wa ...
From $637 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Gloucester Home w\/ Large Yard: 1 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Seeking your next coastal adventure in New England? You’ll love this charming 2-bedroom, 2-bath vacation rental in Glouc ...
From $391 per night (USD)Expedia
- From $451 per night (USD)
VRBO
The Buoys Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Take it easy at this unique and tranquil getaway. Located less than 3 miles from beautiful beaches, popular parks and lo ...
From $451 per night (USD)VRBO
- From $171 per night (USD)
VRBO
Gloucester, Ma. LARGE 2 room studio with deck, Fully Furnished on a quiet street
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in a serene, private, and quiet dead-end street, this delightful space in Gloucester Massachusetts, offers a per ...
From $171 per night (USD)VRBO
- From $156 per night (USD)
VRBO
Updated 1 br steps to downtown, 3 beaches, Stacey Blvd, + Stage Fort Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This unit is in a great location right in the heart of things across from Gloucester Harbor. Short walk to Half Moon, Pa ...
From $156 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Centrally located open concept apartment with parking, central AC, & W\/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Paula's Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $283 per night (USD)Expedia
- From $586 per night (USD)
VRBO
Peaceful centrally located home: w\/ yard & walking distance to town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Gloucester Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $586 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Gloucester Harborscape 1 or 2BR; On waterfront
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Not just near the harbor but ON the harbor in the marine commercial area. A perfect scene all year round across the bay ...
From $287 per night (USD)Expedia
- From $162 per night (USD)
VRBO
Marina View, Walk to Niles Beach & Rocky Neck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Springtime photos are on the way!! Take it easy at this unique and tranquil getaway in front of Smith Marina. The condo ...
From $162 per night (USD)VRBO