Gloucester – Annisquam Rentals Make Great Destinations

When you are looking for a great way to spend time on the northern Massachusetts shore, Gloucester – Annisquam rentals are excellent choices. Rentals in Gloucester, MA offer the convenience of being near downtown Gloucester while still remaining just outside the city.

Enjoy Quiet Relaxation with Gloucester – Annisquam Rentals


If you are seeking a quiet Gloucester rental, then Annisquam is the perfect destination for your vacation. This Gloucester neighborhood is mostly residential and offers few commercial businesses. The area does offer a marina, yacht club, restaurant, and the famed Annisquam lighthouse. The lighthouse has stood since 1801 and the beach on which it sits is known as Lighthouse Beach. There are many Annisquam rentals near Gloucester, MA that offer beautiful views of the historic lighthouse.

A Gloucester Rental Offers a Great Way to See a Beautiful City


Gloucester, Massachusetts is a wonderful city that offers many places for travelers to explore. Take in the beautiful city hall building, which is only one example of the city's famous and significant architecture. Gloucester – Annisquam rentals provide guests with easy access to such attractions as the Man at the Wheel statue as well as the many art and sculpture museums. The city has been mentioned in many famed films and books, and a brief tour of the city helps show visitors exactly why. A Gloucester rental makes a perfect accommodation for travelers looking to see the historic area and guests lucky enough to come during the St. Peter's Festival will find that the city is filled with culture.

Rentals in Gloucester, MA Also Offer Outdoor Activity and Beautiful Surroundings


Gloucester – Annisquam rentals give guests the chance to explore the Massachusetts Bay as well as the Atlantic Ocean. The location is ideal for boaters and offers many options for fishing, swimming, and sailing.

When you decide to spend your vacation in a Gloucester rental, you will find yourself in a beautiful accommodation that features full furnishings and many amenities. Rentals in Gloucester, MA are available to suit any size family or group and offer wonderful accommodations for travelers looking to relax and enjoy the beauty of Eastern Massachusetts. Search today!

Increase your search options for vacation rentals in North Shore Massachusetts by checking out additional vacation properties, such as vacation homes in Marblehead MA, Plum Island beach rentals, Rockport Massachusetts cottage rental, or Lodging in Salisbury Beach Massachusetts.



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Gloucester Annisquam MA Apartment Rental

Vacation Destinations in Gloucester - Annisquam

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Rustic Waterfront Cottage on Harbor with Private Beach, Dogs OK

— Property 136630
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Gloucester - Annisquam cottage rental - View
4 Bedrooms, Sleeps 8,
Cottage, 1 Bathroom, beach, waterfront, tennis court
Rates - per property (USD)
$1,300 - $1,700/week

Sun-filled waterfront house with sweeping views of Annisquam, with private dock

— Property 318709
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Gloucester - Annisquam house rental - House as seen from the water
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, river, waterfront, garden
Rates - per property (USD)
$1,950 - $2,950/week
$1,950/month

Charming 1860's Home Close to Plum Cove Beach

— Property 133898
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Gloucester - Annisquam house rental - Corner of Bayview and Washington
3 Bedrooms, Sleeps 5,
House, 1 Bathroom, 1 Half Bath, beach, near the ocean, internet access
Rates - per property (USD)
$90 - $125/night
$700 - $1,200/week

Large, charming home near Lighthouse Beach (in the heart of Annisquam)

— Property 294286
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Gloucester - Annisquam house rental - Annisquam Lighthouse
5 Bedrooms, Sleeps 14,
House, 5 Bathrooms, 3 Half Baths, beach, near the ocean, garden
Rates - per property (USD)
$2,500 - $3,500/week
$3,000 - $10,000/month

New, Trendy and Affordable for Weekly Vacations

— Property 246498
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Gloucester - Annisquam apartment rental - View of gardens & the ocean from the private deck
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, beach, near the ocean, garden
Rates - per property (USD)
$600/week
$875/month

Waterfront Home with Sweeping Ocean Views, Deep Water Dock, Wheeler's Point

— Property 168659
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Gloucester - Annisquam house rental - View of home and dock from water
4 Bedrooms, Sleeps 10,
House, 1 Bathroom, 1 Half Bath, beach, waterfront, garden
Rates - per property (USD)
$350/night
$1,800 - $2,400/week
$1,800/month

Newer Beach Home, Annisquam's Diamond Cove

— Property 115227
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Gloucester - Annisquam house rental - Living room
4 Bedrooms, Sleeps 8,
House, 3 Bathrooms, 1 Half Bath, beach, near the ocean, pets considered

Charming cottage, four bedroom, sleeps six, near beach, in Gloucester, MA.

— Property 237496
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Gloucester - Annisquam house rental - Ledge House
4 Bedrooms, Sleeps 6,
House, 1 Bathroom, 1 Half Bath, beach, near the ocean, tennis court
Rates - per property (USD)
$1,500/week
$1,400/month

On the Cove - Beautiful Apartment Directly on Lanes Cove

— Property 122459
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Gloucester - Annisquam apartment rental - View of the sunset taken from the property
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, near the ocean, village, internet access

Annisquam/Gloucester sun-filled waterfront house with dock and great views

— Property 327613
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Gloucester - Annisquam cottage rental - Sunset on Goose Cove from the sunroom and back deck
3 Bedrooms, Sleeps 5,
Cottage, 1 Bathroom, 2 Half Baths, waterfront, garden
Rates - per property (USD)
$280 - $325/night
$2,000 - $2,500/week

New England Cape on Folly Point near village center in Seaside Lanesville

— Property 136921
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Gloucester - Annisquam house rental - 10 Folly Point Road
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, beach, village, garden

Charming home overlooking the Mill River, enjoy sunsets from the balcony

— Property 280031
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Gloucester - Annisquam house rental - view from the balcony
3 Bedrooms, Sleeps 8,
House, 1 Bathroom, 1 Half Bath, near the ocean, river, garden
Rates - per property (USD)
$1,000 - $1,200/week

Coastal Weekly (Sat to Sat) Rental - by Beaches/Ocean, Cozy, Cute

— Property 187283
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Gloucester - Annisquam apartment rental - Eastern Point Lighthouse & Breakwater - Few Miles
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, beach, near the ocean, garden
Rates - per property (USD)
$595 - $805/week
$995 - $2,576/month

Oceanfront, Wall-to-Wall windows with stunning views, walk to beach!

— Property 163333
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Gloucester - Annisquam house rental - Enjoy the views of Salt Island from your deck!
4 Bedrooms, Sleeps 8,
House, 2 Bathrooms, beach, waterfront, balcony
Rates - per property (USD)
$200 - $225/night
$1,000 - $3,400/week
Accepts Online Payments

Beautiful home for rent on Wingaersheek Beach in the private section

— Property 195397
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Gloucester - Annisquam house rental - Wingaersheek Beach Sunset
5 Bedrooms, Sleeps 15,
House, 3 Bathrooms, beach, waterfront, tennis court
Rates - per property (USD)
$2,700 - $4,200/week

Direct Waterfront, Gateway Cottage!

— Property 152300
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Gloucester - Annisquam cottage rental - View from Master Bedroom
1 Bedroom, Sleeps 6,
Cottage, 2 Bathrooms, 1 Half Bath, near the ocean, waterfront, jacuzzi
Rates - per property (USD)
$1,400/week
$3,000/month

Luxury 1900's romantic retreat steps from the beach

— Property 140506
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Gloucester - Annisquam cottage rental - Spectacular Sunsets at Plum Cove Beach!
1 Bedroom, Sleeps 2,
Cottage, 1 Bathroom, beach, near the ocean, garden
Rates - per property (USD)
$165/night
$850 - $925/week
$1,000 - $3,700/month

Cozy summer cottage with water view

— Property 229130
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Gloucester - Annisquam cottage rental - Living Room with fireplace
2 Bedrooms, Sleeps 4,
Cottage, 1 Bathroom, near the ocean, village, internet access
Rates - per property (USD)
$600/week
$2,200/month

Fabulous for family vacations and couples & friends getaway

— Property 207240
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Gloucester - Annisquam house rental - converted Carriage House
2 Bedrooms, Sleeps 8,
House, 2 Bathrooms, 1 Half Bath, beach, waterfront, jacuzzi
Rates - per property (USD)
$1,200/week
$1,100/month

Panoramic Water View

— Property 113373
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Gloucester - Annisquam house rental - Hovey House
7 Bedrooms, Sleeps 16,
House, 5 Bathrooms, downtown, waterfront, garden

Cape Ann, Annisquam 4 bedroom house with panoramic ocean views from every room.

— Property 134469
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Gloucester - Annisquam house rental - West Facing Porch - Ipswich Bay View
4 Bedrooms, Sleeps 10,
House, 2 Bathrooms, beach, near the ocean, garden
Rates - per property (USD)
$2,000 - $2,900/week

New Beach Home, Good Harbor Beach

— Property 115785
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Gloucester - Annisquam house rental - Front view
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, 1 Half Bath, beach, near the ocean, garden
Rates - per property (USD)
$2,000/week
$2,000/month

Quiet, modern apartment on Good Harbor Beach (Gloucester, MA)

— Property 113120
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Gloucester - Annisquam apartment rental
2 Bedrooms, Sleeps 6,
Apartment, 1 Bathroom, beach, near the ocean, garden
Rates - per property (USD)
$1,250/week
$1,450/month
SPECIAL OFFER! $850/Mo Winter Rental - Stunning Studio (November 1 - May 31)

'A Sunset Serenade' - Stunning Studio with Deck Overlooking Scenic Harbor

— Property 120975
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Special Offer
Gloucester - Annisquam studio rental - Dining Al Fresco
1 Bedroom, Sleeps 2,
Studio, 1 Bathroom, beach, waterfront, air-conditioning
Rates - per property (USD)
$575 - $750/week

Annisquam / Lobster Cove Public Landing, Steps from front porch

— Property 124087
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Gloucester - Annisquam house rental - Lighthouse Beach (Private and Sandy)
4 Bedrooms, Sleeps 7,
House, 2 Bathrooms, beach, near the ocean, garden
Rates - per property (USD)
$1,800/week

Gorgeous Gloucester Harbor views from 2nd floor two bedroom condo.

— Property 238327
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Gloucester - Annisquam condo rental - View
2 Bedrooms, Sleeps 6,
Condo, 1 Bathroom, downtown, near the ocean, garden
Rates - per property (USD)
$750/week
$2,500/month

Private beach getaway-walk to Good Harbor Beach/shops; enjoy WiFi &all amenities

— Property 277151
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Gloucester - Annisquam house rental - The soft sands of Good Harbor Beach
3 Bedrooms, Sleeps 9,
House, 1 Bathroom, beach, town, pets considered
Rates - per property (USD)
$1,500/week
$5,500/month

Water front Home with 'The Views'

— Property 177725
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Gloucester - Annisquam house rental - Easterly Water View towards Annisquam
6 Bedrooms, Sleeps 12,
House, 2 Bathrooms, 1 Half Bath, near the ocean, waterfront, pets considered
Rates - per property (USD)
$1,800/week

'Ever Nice' in Diamond Cove - Annisquam

— Property 136405
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Gloucester - Annisquam house rental - Nearby Annisquam Light
4 Bedrooms, Sleeps 10,
House, 1 Bathroom, 1 Half Bath, beach, near the ocean, garden
Rates - per property (USD)
$1,200 - $1,500/week

Charming 1900's historic, colonial escape just steps from the beach

— Property 238293
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Gloucester - Annisquam house rental - Spectacular sunsets at Plum Cove Beach
2 Bedrooms, Sleeps 4,
House, 1 Bathroom, beach, near the ocean, air-conditioning
Rates - per property (USD)
$185/night
$950 - $1,200/week
$1,450 - $4,800/month