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.



Gloucester Annisquam MA Apartment Rental

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Luxury 1900's romantic retreat steps from the beach

— Property 140506
Gloucester - Annisquam cottage rental - Spectacular Sunsets at Plum Cove Beach!
1 Bedroom, Sleeps 2,
Cottage, 1 Bathroom, beach, near the ocean, air-conditioning
Rates - per property (USD)
$135 - $150/night
$850 - $925/week
$1,100/month
Calendar Updated Jul 4 2009

Property Review

Say "goodbye" to false advertising with the Plum Cove Cottage. It is everything they say it is and more! Wonderful amenities, location, scenery, and activities within easy walking and driving...
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Gloucester - Annisquam cottage rental
4 Bedrooms, Sleeps 9,
Cottage, 2 Bathrooms, 1 Half Bath, beach, near the ocean, washing machine
Rates - per property (USD)
$1,500 - $1,700/week
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Gloucester - Annisquam house rental - The Norwood Hts private beach
3 Bedrooms, Sleeps 8,
House, 2 Bathrooms, near the ocean, village, washing machine
Rates - per property (USD)
$1,900 - $3,000/week
$2,100 - $3,000/month
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Family Beach House With Spectacular Ocean Views

— Property 134388
Gloucester - Annisquam house rental - Looking Out from Deck
4 Bedrooms, Sleeps 8,
House, 2 Bathrooms, beach, near the ocean, washing machine
Calendar Updated Jul 2 2009

Property Review

This house has everything the visitor to the Boston area could wish for.Easy access to the city beautiful beaches,restaurants galore,sunsets to die for,and a house and setting which is as close to...
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Annie's Place

— Property 7013670h
Gloucester - Annisquam house rental - Vacation Rental Exterior
3 Bedrooms, Sleeps 6,
House, 1 Bathroom, coffee maker, toaster
Rates - per house (USD)
$1,200/week
$5,143/month
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The Point

— Property 7013673h
Gloucester - Annisquam house rental - Exterior
5 Bedrooms, Sleeps 10,
House, 2 Bathrooms, 1 Half Bath, coffee maker, heated pool
Rates - per house (USD)
$6,000/week
$25,714/month
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Wonson Cove

— Property 7013669h
Gloucester - Annisquam house rental - Exterior Aerial (Grey House)
4 Bedrooms, Sleeps 8,
House, 2 Bathrooms, coffee maker, dialup access
Rates - per house (USD)
$357 - $500/night
$2,500 - $3,500/week
$10,714 - $15,000/month
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Beachfront escape

— Property 153899
Gloucester - Annisquam apartment rental - Enjoy views and ocean breezes from your deck
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, beach, waterfront, accept credit card
Rates - per property (USD)
$150 - $175/night
$1,000/week
Calendar Updated Jul 1 2009

Property Review

Beautiful sunsets viewed from deck. Enjoyed birdwatching on the beach. Close to art colony and galleries on Rocky Neck. Gorgeous English gardens and flower boxes abound. Short walk to Niles...
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Summer House Rental with Ocean View near Good Harbor Beach

— Property 106360
Gloucester - Annisquam house rental
4 Bedrooms, Sleeps 7,
House, 1 Bathroom, beach, near the ocean, washing machine
Rates - per property (USD)
$1,550 - $1,650/week
Calendar Updated Jul 1 2009

Property Review

Our family of 6; two adults and 4 kids (4-10yrs) spent a week here in the summer of 2008. The cottage is rustic and charming with a lovely dining room, sitting room and living room. We enjoyed...
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Gloucester - Annisquam house rental - West Facing Porch - Ipswich Bay View
4 Bedrooms, Sleeps 11,
House, 1 Bathroom, 1 Half Bath, beach, near the ocean, air-conditioning
Rates - per property (USD)
$2,300 - $2,900/week
Calendar Updated Jun 30 2009

Property Review

This house is everything we could ask for: amazing views, sunset overt the water, every convenience thought of yet still has old New England charm. The area is a great place for exploring the...
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Fabulous for Family Vacations or Small Corporate Functions

— Property 207240
Gloucester - Annisquam house rental - converted Carriage House
2 Bedrooms, Sleeps 8,
House, 2 Bathrooms, 1 Half Bath, town, waterfront, accept credit card
Rates - per property (USD)
$1,200 - $1,700/week
$1,200/month
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Charming Cottage, Steps from the Beach

— Property 115732
Gloucester - Annisquam cottage rental - Front of cottage with wrap around deck
2 Bedrooms, Sleeps 6,
Cottage, 1 Bathroom, beach, air-conditioning
Rates - per property (USD)
$1,000 - $1,300/week
Calendar Updated Jun 30 2009

Property Review

My family of 4 including 2 children ages 5 and 7, stayed in this adorable cottage for a week the end of last August. We had a wonderful time! The beach is fantastic for young families and my kids...
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Gloucester - Annisquam house rental - Lighthouse Beach (Private and Sandy)
4 Bedrooms, Sleeps 7,
House, 2 Bathrooms, beach, near the ocean, washing machine
Rates - per property (USD)
$1,850/week
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Water Views overlooking Gloucester's inner harbor

— Property 192597
Gloucester - Annisquam house rental - Sunporch overlooking harbor
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, town, waterfront, washing machine
Rates - per property (USD)
$375/night
$1,800/week
$6,800/month
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A Sunset Serenade

— Property 120975
Gloucester - Annisquam studio rental - Dining Al Fresco
1 Bedroom, Sleeps 2,
Studio, 1 Bathroom, beach, waterfront, air-conditioning
Rates - per property (USD)
$650 - $750/week
Calendar Updated Jul 1 2009

Property Review

This place is fantastic and the surroundings are absolutely gorgeous. The sunset view here is astonishing! Linda and Hank, the hosts, are simply the best. They will help you take full advantage of...
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'Ever Nice' in Diamond Cove - Annisquam

— Property 136405
Gloucester - Annisquam house rental - Nearby Annisquam Light
4 Bedrooms, Sleeps 10,
House, 1 Bathroom, 1 Half Bath, beach, near the ocean, air-conditioning
Rates - per property (USD)
$1,000 - $1,500/week
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New, Trendy and Affordable

— Property 246498
Gloucester - Annisquam apartment rental - View of gardens & the ocean from the private deck
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, near the ocean, air-conditioning
Rates - per property (USD)
$600 - $850/week
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Gloucester - Annisquam condo rental - Ext. of building
2 Bedrooms, Sleeps 5,
Condo, 1 Bathroom, downtown, near the ocean, air-conditioning
Rates - per property (USD)
$1,025/week
$3,450/month
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Charming 1860's Home Close to Plum Cove Beach

— Property 133898
Gloucester - Annisquam house rental - Corner of Bayview and Washington
3 Bedrooms, Sleeps 5,
House, 1 Bathroom, 1 Half Bath, beach, near the ocean, washing machine
Rates - per property (USD)
$1,200/week
Calendar Updated Jun 29 2009

Property Review

We came in october for halloween in salem. The house was as nice as the pictures. It was close to rockport where we took the train to salem and boston and just walked around from there so did not...
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Gloucester - Annisquam house rental - Alt. view of dock/float
2 Bedrooms, Sleeps 6,
House, 1 Bathroom, 1 Half Bath, river, waterfront, air-conditioning
Rates - per property (USD)
$1,400/week
$4,750/month
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Spectacular views, walk to beach Week 7/3, 8/2 available

— Property 181404
Gloucester - Annisquam house rental - Other side of house
5 Bedrooms, Sleeps 12,
House, 4 Bathrooms, 1 Half Bath, beach, near the ocean, accept credit card
Rates - per property (USD)
$625 - $1,250/night
$4,700/week
$20,000/month
Accepts Online Payments
Calendar Updated Jun 26 2009

Property Review

Sometimes 'harbor view' means standing on tiptoe straining to look out the attic window -- not so with this amazing house! The dining room offers one of the most spectacular views of the ocean...
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Historic Home Located on Scenic Eastern Point

— Property 194764
Gloucester - Annisquam apartment rental
1 Bedroom, Sleeps 2,
Apartment, 1 Bathroom, beach, near the ocean, air-conditioning
Rates - per property (USD)
$165 - $175/night
$700 - $975/week
$2,000 - $2,800/month
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Buoy 23

— Property 7013672h
Gloucester - Annisquam cottage rental
4 Bedrooms, Sleeps 7,
Cottage, 1 Bathroom, 1 Half Bath, coffee maker, wheelchair accessible
Rates - per cottage (USD)
$1,400 - $2,750/week
$6,000 - $11,786/month
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Cozy summer cottage with water view

— Property 229130
Gloucester - Annisquam cottage rental - Living Room with fireplace
2 Bedrooms, Sleeps 4,
Cottage, 1 Bathroom, near the ocean, village, washing machine
Rates - per property (USD)
$500 - $900/week
$1,500 - $3,200/month
Calendar Updated Jun 26 2009

Property Review

We spent a wonderful week in this well-appointed cottage. The up-dated kitchen had everything we needed, and the owner had provided a comprehensive guide to the area. The wooded setting on a...
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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)
$160 - $200/night
$950 - $1,200/week
$1,500 - $4,500/month
Calendar Updated Jun 22 2009

Property Review

My husband Michael surprised me with a well needed escape from our busy lives in the City to this special place in Cape Ann. This home was delightful, well decorated and appointed with everything...
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Direct Waterfront, Gateway Cottage!

— Property 152300
Gloucester - Annisquam cottage rental - View from Master Bedroom
1 Bedroom, Sleeps 6,
Cottage, 2 Bathrooms, 1 Half Bath, waterfront, accept credit card
Rates - per property (USD)
$1,400 - $2,100/week
$3,000 - $6,500/month
Calendar Updated Jun 19 2009

Property Review

What a delightful property. My husband and I just returned from a week at Gateway Cottage. We have visited Cape Cod several times in the past and decided to try a new area we had not been to...
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Goose Cove Haven

— Property 212009
Gloucester - Annisquam house rental - House
2 Bedrooms, Sleeps 6,
House, 1 Bathroom, near the ocean, waterfront, washing machine
Rates - per property (USD)
$1,000/week
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A Perfect Rocky Neck Vacation Retreat

— Property 109234
Gloucester - Annisquam apartment rental
1 Bedroom, Sleeps 3,
Apartment, 1 Bathroom, near the ocean, internet access
Rates - per property (USD)
$650 - $780/week
SPECIAL OFFER! Last Minute Deals (June 3 - June 3)
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Panoramic Water View

— Property 113373
Special Offer
Gloucester - Annisquam house rental - Hovey House
7 Bedrooms, Sleeps 16,
House, 5 Bathrooms, downtown, waterfront, accept credit card
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Bright, Cozy Cottage Inside Stage Ft Park, Dogs Welcome!

— Property 137894
Gloucester - Annisquam house rental - front view cottage
2 Bedrooms, Sleeps 6,
House, 1 Bathroom, beach, downtown, washing machine
Rates - per property (USD)
$1,200/week
$4,000/month
Calendar Updated Jun 17 2009

Property Review

This place was fantastic, clean and well appointed. The setting is private. Lots of room for for 4-6 people. Also, walking distance to the park.