Halfmoon Beach Rentals
- From $331 per night (USD)
VRBO
Lovely 'Blue Heron Cottage' on Annisquam River!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located less than 5 miles from beautiful beaches, popular parks and local hot spots, the ‘Blue Heron Cottage’ is the per ...
From $331 per night (USD)VRBO
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Expedia
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 PricingExpedia
- From $646 per night (USD)
VRBO
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 $646 per night (USD)VRBO
- From $435 per night (USD)
Expedia
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 $435 per night (USD)Expedia
- From $410 per night (USD)
VRBO
Downtown Dahlias fully remodeled in the heart of Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Relaxing spot close to everything in Gloucester. Our three bedroom home is a two level home filled with everything to ma ...
From $410 per night (USD)VRBO
- From $912 per night (USD)
VRBO
The Captain’s Villa Beachfront House With Access To Pavilion's Beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy a luxury experience at this centrally located beachfront home with sweeping water views of Gloucester Harbor.The h ...
From $912 per night (USD)VRBO
- From $696 per night (USD)
VRBO
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 $696 per night (USD)VRBO
- From $350 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 $350 per night (USD)VRBO
- From $249 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 $249 per night (USD)VRBO
- From $163 per night (USD)
Expedia
\"Rocky Neck Hideaway\" 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> This charming, romantic one bedroom tow ...
From $163 per night (USD)Expedia
- From $186 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 $186 per night (USD)VRBO
- From $386 per night (USD)
VRBO
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 ...
From $386 per night (USD)VRBO
- From $654 per night (USD)
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 ...
From $654 per night (USD)VRBO
- From $350 per night (USD)
Expedia
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 $350 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Dog-Friendly, Waterfront Home with High-Speed WiFi, W\/D, & Two Decks
- Bedrooms:
- 2
- Bathrooms:
- 0
- Sleeps:
- 4
Point Radio Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $271 per night (USD)VRBO
- From $450 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 $450 per night (USD)VRBO
- From $469 per night (USD)
VRBO
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 $469 per night (USD)VRBO
- From $635 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 $635 per night (USD)VRBO
- From $303 per night (USD)
VRBO
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 $303 per night (USD)VRBO
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VRBO
Steps to Harbor, Park, Beach and Boardwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located just 100 yards from one of Gloucester's best ocean bays, Pavilion Harbor, this vacation home gives a fresh beach ...
Click For PricingVRBO
- From $348 per night (USD)
VRBO
Gloucester Home w\/ Large Yard: 1 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seeking your next coastal adventure in New England? You’ll love this charming 2-bedroom, 2-bath vacation rental in Glouc ...
From $348 per night (USD)VRBO
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Expedia
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 ...
Click For PricingExpedia
- From $242 per night (USD)
VRBO
\"Captain's Lookout\" on Wonson Cove, Rocky Neck - Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Captain's Lookout is new to the market - the first 3 renters (two remaining) will get a 20% discount! Also, we are w ...
From $242 per night (USD)VRBO
- From $305 per night (USD)
Expedia
Centrally located charmer with expansive patio, board games, W\/D, & 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 $305 per night (USD)Expedia
- From $653 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 $653 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Harbortown Hideaway: Charming home in downtown Gloucester with water views.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Gloucester's Harbortown neighborhood, the name Harbortown Hideaway perfectly suits this vacation rental. A ch ...
From $377 per night (USD)VRBO