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Vacation Rental Homes in Gloucester

Book your vacation beach house rental in Gloucester, Mass. (See more Beach info here!)

 

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Annisquam River Sunsets Enjoy spectacular sunsets and a relaxed r - Beach Vacation Rentals in Gloucester, Massachusetts on Beachhouse.com
Vacation Rental Beach Apartment
2 Br 1.0 Ba, Sleeps 4
Waterfront  Pool:No  Pets:No
Gloucester, Massachusetts, 01930
$189 Lowest Daily Rate  
Minimum Stay: 3    
You'll find river life at its best when you stay at this newly-built vacation rental home that sits along the banks of scenic Annisquam River in Gloucester. From the private patio, you will be mesmeri
Ad # 584485
Rocky Neck Hilltop Living is easy high atop Rocky Neck! - Beach Vacation Rentals in Gloucester, Massachusetts on Beachhouse.com
Vacation Rental Beach Condo
2 Br 2.0 Ba, Sleeps 4
Pool:No  Pets:No
Gloucester, Massachusetts, 01930
$248 Lowest Daily Rate  
Minimum Stay: 3    
Enjoy the charms of Rocky Neck from this light-filled vacation home with hand painted antique ceilings and water views from almost every window. Your inner chef will love the beautiful cook's kitc
Ad # 581784
Annisquam Heights Ocean views & traditional New England charm. - Beach Vacation Rentals in Gloucester, Massachusetts on Beachhouse.com
Vacation Rental Beach House
6 Br 2.5 Ba, Sleeps 14
Pool:No  Pets:No
Gloucester, Massachusetts, 01930
$538 Lowest Daily Rate  
Minimum Stay: 3    
Annisquam Heights is a classic New England vacation home that pays homage to the past but has modern sensibilities. From the vast wraparound porch, you'll be able to relax and catch salty sea breezes
Ad # 579669
Squam Cottage - a sweet cottage in the historical village of Anni - Beach Vacation Rentals in Gloucester, Massachusetts on Beachhouse.com
Vacation Rental Beach House
3 Br 2.0 Ba, Sleeps 7
Pool:No  Pets:No
Gloucester, Massachusetts, 01930
$221 Lowest Daily Rate  
Minimum Stay: 3    
Located in the heart of the quaint and picturesque village of Annisquam, this sweet vacation home is a charming oasis. Take a walk back in history by strolling through the prototypical colonial villag
Ad # 545875
On the River Spectacular views of the Mill River, with access for - Beach Vacation Rentals in Gloucester, Massachusetts on Beachhouse.com
Vacation Rental Beach House
3 Br 2.5 Ba, Sleeps 7
Waterfront  Pool:No  Pets:No
Gloucester, Massachusetts, 01930
$365 Lowest Daily Rate  
Minimum Stay: 3    
This riverfront vacation rental home offers spectacular views of the Mill River. Just down the street, there is shared neighborhood river access for swimming and boating. You'll find yourself mesme
Ad # 545446
Helen's Way Charming Gloucester apartment near Good Harbor Beach. - Beach Vacation Rentals in Gloucester, Massachusetts on Beachhouse.com
Vacation Rental Beach Apartment
1 Br 1.0 Ba, Sleeps 4
Pool:No  Pets:No
Gloucester, Massachusetts, 01930
$164 Lowest Daily Rate  
Minimum Stay: 3    
Helen's Way is a quaint and tastefully decorated 3rd-floor apartment that is a perfect getaway for up to 4 people. It has an open and sunny living room, featuring a sofa as well as a day bed with a tr
Ad # 543420
Family Tides Only a half-mile from Good Harbor Beach. - Beach Vacation Rentals in Gloucester, Massachusetts on Beachhouse.com
Vacation Rental Beach House
3 Br 2.0 Ba, Sleeps 8
Pool:No  Pets:No
Gloucester, Massachusetts, 01930
$338 Lowest Daily Rate  
Minimum Stay: 3    
Located in a quiet, leafy neighborhood, Family Tides offers convenience and comfort, just a half-mile to Gloucester's Good Harbor Beach. Cathedral ceilings with skylights, large picture windows, and
Ad # 543138
Oceanside at Good Harbor Walk 0.2 mi to the white sands of Good H - Beach Vacation Rentals in Gloucester, Massachusetts on Beachhouse.com
Vacation Rental Beach House
5 Br 3.0 Ba, Sleeps 9
Waterfront  Pool:No  Pets:No
Gloucester, Massachusetts, 01930
$730 Lowest Daily Rate  
Minimum Stay: 3    
Oceanside at Good Harbor is a waterfront vacation home directly on Good Harbor Beach, Gloucester's finest stretch of sand. Gracious and beloved, this family-friendly five bedroom summer cottage is set
Ad # 499832
Strawberry Cove House Multi-level waterfront home - Beach Vacation Rentals in Gloucester, Massachusetts on Beachhouse.com
Vacation Rental Beach House
4 Br 3.0 Ba, Sleeps 10
Waterfront  Pool:No  Pets:No
Gloucester, Massachusetts, 01930
$613 Lowest Daily Rate  
Minimum Stay: 3    
Your family will love this extraordinary waterfront vacation rental home with spectacular views. Set on a bluff over picturesque Strawberry Cove and the open Atlantic, views abound from almost every l
Ad # 499831
Ships Bell Water views, fantastic sunsets & a swimming quarry - Beach Vacation Rentals in Gloucester, Massachusetts on Beachhouse.com
Vacation Rental Beach House
3 Br 2.0 Ba, Sleeps 6
Waterfront  Pool:No  Pets:No
Gloucester, Massachusetts, 01930
$303 Lowest Daily Rate  
Minimum Stay: 3    
Picture yourself on the huge wraparound deck of Ships Bell House, enjoying the setting of the sun over breathtaking water views. That's the moment you'll never forget when you stay in this charming va
Ad # 497818
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Gloucester - Beach Information - Fun Things to Do - Tips

Book your vacation beach house rental in Gloucester, Mass.

A vacation beach house does not immediately come to mind when thinking about Cape Ann as the availability of beaches are limited as well as houses on those beaches. There are waterfront vacation homes for rent that are close to several amazing beaches. Good Harbor Beach is one of the coolest. Not just the beach itself, but the water is very cool even at the height of the summer. So perfect for those sizzling hot days in August. At low tide, there's a really long, gradual slope into the water, so if you don?t want to go all the way in, it's great to just feel the waves lapping at your feel. It's called "Good" Harbor for a good reason.

Whether you want a vacation house rental close to a beach, on the waterfront or a seaside rental with an amazing 360 degree ocean view, there is something for all preferences and budgets in the Gloucester area.

Cape Ann has some of the most picturesque shorelines in the Northeast. Some would go so far as to say it's the most scenic among the entire eastern seaboard. Rockport, Massachusetts is the home of "Motif No. 1" painting, said to be the most photographed and painted scene in America. Take in the true culture of Gloucester and watch the Lobster boats come in at the end of the day. The movie about the fishing boat, "The Andrea Gail"; The Perfect Storm (starring George Clooney and Mark Wahlberg) and the National Geographic Channel show "Wicked Tuna" was filmed in Gloucester.
One could spend days exploring Cape Ann: tasting fresh lobster from Fisherman's Wharf exploring the Stage Fort Park - the historic site of Gloucester's first settlers in 1623 and of course spending time at the beach; Cressy's Beach, Good Harbor Beach, Wingaersheek Beach and Cressy Beach to name a few. At BeachHouse.com we make it easy to rent that special vacation rental online. Just click the availability calendar on the ad to see what day or week it is open and click Book Now to reserve your rental by the Gloucester shore today!