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$429

5 BR / 2 BA / Sleeps 13

Beachside at Good Harbor - Gloucester vacation rentals
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$429

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Beachside at Good Harbor

5 BR / 2 BA / Sleeps 13 | Quick view

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**There is a possibility that construction will ongoing next door during the summer of 2015** Welcome to your very own summer beach home! Located across the street from the North Shore's best beach, this two family home offers five bedrooms, two bathrooms, two separate living spaces as well as two full kitchens and a…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Balcony or terrace
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$464

4 BR / 2 BA / Sleeps 8

Private Wingaersheek Beach Vacation Home - Gloucester vacation rentals
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$464

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Private Wingaersheek Beach Vacation Home

4 BR / 2 BA / Sleeps 8 | Quick view

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Located in the Private Section of Wingaersheek Beach (Coffin's Beach)and just a 3 minute walk to to the beach. Enjoy this totally renovated 4 bedroom ranch house with all the comforts of home! Central air, washer/dryer, fully equipped kitchen with sliders leading to a deck with a gas grill. New tile bathrooms, …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$210

2 BR / 1 BA / Sleeps 4

Garden by the Sea: Relax and enjoy the wonderful coastal views in Gloucester! - Gloucester vacation rentals
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$210

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Garden by the Sea: Relax and enjoy the wonderful coastal views in Gloucester!

2 BR / 1 BA / Sleeps 4 | Quick view

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Relax and take in wonderful views of Gloucester's beautiful Good Harbor Beach, with Thatcher Island beyond, from this bright and delightfully furnished two bedroom apartment. Both the living room and the master bedroom have sliding doors that open onto a spacious, private, sun-kissed deck complete with gorgeous water …
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$420

5 BR / 2 BA / Sleeps 9

Beachmont: 0.2 miles from Cressy Beach - Gloucester vacation rentals
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$420

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Beachmont: 0.2 miles from Cressy Beach

5 BR / 2 BA / Sleeps 9 | Quick view

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Located above the western shore of Gloucester’s historic harbor and lovingly renovated in 2011, this beautiful and spacious five bedroom Victorian house has been in the same family since the 1880's. From the side entrance on a quiet lane, you will step into a bright back hall with full bath and separate laundry…
  • Internet Access
  • Fireplace
  • Porch
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$943

3 BR / 5 BA / Sleeps 8

Ocean Whisper House: Water views abound from this amazing 3+ bed/4.5 bath. - Gloucester vacation rentals
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$943

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Ocean Whisper House: Water views abound from this amazing 3+ bed/4.5 bath.

3 BR / 5 BA / Sleeps 8 | Quick view

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RENTING FOR AUGUST 2015. Ocean Whisper House is the high end, waterfront, air conditioned beauty you have been waiting for! The house has everything you could wish for with 3 ensuite bedrooms and 4.5 baths, AND it comes with a parking pass to park on Beach Street at Good Harbor Beach. Or if you like a smaller, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$286

3 BR / 2 BA / Sleeps 6

Victorian House: Gorgeous home on Rocky Neck and just 0.2 miles to beach. - Gloucester vacation rentals
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$286

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Victorian House: Gorgeous home on Rocky Neck and just 0.2 miles to beach.

3 BR / 2 BA / Sleeps 6 | Quick view

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Tastefully renovated, Victorian House on Rocky Neck, Gloucester’s fabled artist colony has three bedrooms and a gorgeous front porch overlooking the water. From the porch, step into the home’s front hall and formal living room, complete with a custom delicately-tiled fireplace. Open the nearby French doors to …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Patio
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,572

3 BR / 4 BA / Sleeps 6

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$1,572

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Rosemarc House: Direct beachfront on Good Harbor!

3 BR / 4 BA / Sleeps 6 | Quick view

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This is one of the few properties that has stairs that take you directly onto the private portion of Good Harbor Beach. This immaculate 3 bedroom, 3.5 bath contemporary home is the ultimate beach getaway. Incredible 180 degree views of the whole length of the beach, Salt Island and north up the coast, the inside of …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$307

3 BR / 2 BA / Sleeps 6

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$307

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Days' End: 3BR in idyllic & private area in East Gloucester; 1 mile to beach!

3 BR / 2 BA / Sleeps 6 | Quick view

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This lovely three bedroom/ two bath Victorian brings you back to an era when life was more serene and relaxed. In this idyllic and private area with woods on two sides, one can sit on the wraparound farmer's porch or on the screened porch, overlooking a glimmering lily pond, and almost forget it is the twenty-first …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$375

3 BR / 3 BA / Sleeps 8

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$375

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Water's Edge: Direct waterfront on picturesque Goose Cove

3 BR / 3 BA / Sleeps 8 | Quick view

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Direct waterfront on picturesque Goose Cove, this immaculate property provides endless delights, both inside and out. This sunny and welcoming home is situated at the water's edge of the cove and offers three large bedrooms and 3 full baths as well as a lovely eat-in kitchen, formal dining and living areas and a big …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Clothes Dryer
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$150

1 BR / 1 BA / Sleeps 2

1 / 5

$150

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"Le Beauport", Gloucester, Ma.

1 BR / 1 BA / Sleeps 2 | Quick view

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Sitting directly on the the beautiful port of Gloucester Harbor, this light and airy 3 room apartment offers full private bath, fully applianced kitchen, queen bed and wonderful sitting porch. Walk or bike to local restaurants, museums, theatre and beach, and enjoy all that is Gloucester. The trolly and MBTA train …
  • Waterfront
  • Ocean or water views
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$390

3 BR / 2 BA / Sleeps 8

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$390

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Good Harbor Beach Escape: AC, Gas Fireplace & Walk to Beach

3 BR / 2 BA / Sleeps 8 | Quick view

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Walk to Gloucester's best beach - Good Harbor, located just 0.2 miles from this wonderful duplex, which offers three air conditioned bedrooms and two full custom tile baths with showers. Enter into the open concept living, dining and kitchen areas complete with parquet floors, which make the ideal setting for …
  • Internet Access
  • Fireplace
  • Patio
  • Books
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,100

5 BR / 3 BA / Sleeps 9

1 / 29

$1,100

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Oceanside at Good Harbor: Walk 0.2 mi to the white sands of Good Harbor Beach

5 BR / 3 BA / Sleeps 9 | Quick view

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DIRECT WATERFRONT on Good Harbor Beach, Gloucester's finest stretch of sand, is literally steps away from this gracious and beloved, family friendly five bedroom summer cottage on picturesque Brier Neck. Sit on the waterfront terrace/patio and enjoy the summer breezes and unobstructed views of the glittering tides …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Fireplace
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$510

4 BR / 3 BA / Sleeps 10

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$510

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Wonson Cove House: 4BR waterfront rental on Rocky Neck! 0.2 miles to beach!

4 BR / 3 BA / Sleeps 10 | Quick view

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Perched overlooking the Wonson Cove’s prismatic waters, this 4 bedroom, 2.5 bath home situated in Gloucester’s cultural district known as Rocky Neck, will take your breath away. From Eastern Point to the Dog Bar Breakwater, from lighthouses to glorious sunrises, the views from Wonson Cove will leave you captivated…
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Porch
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$858

6 BR / 4 BA / Sleeps 10

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$858

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High Rock Cottage: Astounding views from every angle!

6 BR / 4 BA / Sleeps 10 | Quick view

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Astounding views! This 6 bedroom/4 bath home has nothing "cottagey" about it and it is situated on the highest point of Brier Neck with views from every angle and a 5 minute walk (on quiet side streets) will take you to the surf and sands of Good Harbor OR Long Beaches, arguably two of the best beaches on Cape Ann. …
  • Private Beach
  • Ocean or water views
  • Internet Access
  • Balcony or terrace
  • Books
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$440

4 BR / 3 BA / Sleeps 8

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$440

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Sea Fox: Walk to private Coffins Beach

4 BR / 3 BA / Sleeps 8 | Quick view

Details

This bright and open contemporary home was custom designed and built by the architect owner. The care and skill is reflected in the soaring ceilings, multitudes of windows and skylights, and warm pine floors, all of which bring the outside in -- yet all is kept cool with central air conditioning. Enjoy your access …
  • Private Beach
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Books
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$565

4 BR / 2 BA / Sleeps 10

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$565

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Sand Song: Just 0.3 miles to Good Harbor Beach!

4 BR / 2 BA / Sleeps 10 | Quick view

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This delightful and charming home is ideally situated just one block from Good Harbor Beach overlooking the sand and the surf. Four bedrooms and two full baths, the house is well laid out and is completely furnished with high quality and attractive furnishings. Enter into the center stair foyer and on your left is a …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$215

3 BR / 2 BA / Sleeps 6

1 / 28

$215

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Thurston Point: Waterfront rental with deepwater dock on Annisquam River!

3 BR / 2 BA / Sleeps 6 | Quick view

Details

This sweet and comfortable waterfront cottage with spectacular sunset views over the Annisquam River offers a wonderful New England retreat. Swim and kayak from the property or even fish off the deepwater dock, which can accommodate boats up to 18' and has a ladder on the side to make it easy to get in and out of the …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

2 BR / 4 BA / Sleeps 7

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$400

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River Breezes: Direct Waterfront with sunsets!

2 BR / 4 BA / Sleeps 7 | Quick view

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Enjoy the views of the sparkling waters of the Annisquam River and Ipswich Bay beyond as well as Wingarsheek Beach and the Annisqaum Yacht Club just across the river. Don't forget the incredible sunsets that await you every evening from this 3 bedroom/3.5 bath gem which efficiently and effectively packs a surprising …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Porch
  • Books
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$525

5 BR / 2 BA / Sleeps 9

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$525

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Somersette: Easily walk to GOOD HARBOR BEACH from this 5BR home w/waterviews

5 BR / 2 BA / Sleeps 9 | Quick view

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WALK TO GOOD HARBOR BEACH from this perfect beach goer’s destination, Somersette. A classic 5 bedroom, 2 bath summer cottage located in the exclusive private beach community of Brier Neck, which is just 0.1 miles from the sands of Good Harbor Beach, and offers stunning views of the Atlantic Ocean and scenic Salt …
  • Ocean or water views
  • Internet Access
  • Grill
  • Linens Provided
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$150

2 BR / 1 BA / Sleeps 3

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$150

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Griffin's Getaway: Sweet 2 bedroom apartment with views of Ipswich Bay!

2 BR / 1 BA / Sleeps 3 | Quick view

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This sweet two bedroom apartment has views of Ipswich Bay from its second floor vantage point. It has an open plan living/dining room/kitchen and spacious tiled bathroom. One bedroom has a queen bed and a single; the second bedroom has a single. There is a large fenced-in yard for your use and parking for two cars at …
  • Ocean or water views
  • Internet Access
  • Grill
  • Linens Provided
  • Freezer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$200

2 BR / 2 BA / Sleeps 6

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$200

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Water's Edge Too: Direct waterfront on the banks of picturesque Goose Cove

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Featuring a waterfront location, 2 bedrooms, 2 baths, and the option to rent the adjacent 3 bedroom, 3 bath home, Water’s Edge Too makes for the perfect family getaway. (If you have a large number in your party, you should note that both homes combined can easily sleep a total of 14 individuals.) As you sit out on …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Porch
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,050

4 BR / 3 BA / Sleeps 8

1 / 50

$1,050

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Cool Cove: Wingaersheek Beach plus your own private beach & all those views!

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Sun when you want it. Shade when you need it. Cool Cove has it all. Jutting high above Wingaersheek Beach on a promontory from which it seems that you can see forever: Annisquam Lighthouse, Ipswich Bay, azure waters, pleasure boats, Walk from this four bedroom house, across a verdant lawn edged with Rosa Rugosa …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$350

3 BR / 2 BA / Sleeps 8

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$350

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Harbor Watch: 3 br gem right on Stacey Boulevard

3 BR / 2 BA / Sleeps 8 | Quick view

Details

This well appointed 3 bedroom/ 2 bath pied a'terre is perched above the picturesque waterfront Stacey Boulevard which is one of the most scenic spots on all of Cape Ann- best known for the iconic Man-at-the-Wheel sculpture of the Gloucester Fisherman facing the elements of the sea depicting "Those that go down to the …
  • Ocean or water views
  • Internet Access
  • Books
  • Linens Provided
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

4 BR / 2 BA / Sleeps 8

1 / 17

$400

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Skippers Sunset House: Vista views & easy walk to Coffins Beach

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Just 2/10 of a mile from the white sands and surf of Coffins Beach making this immaculate 4 bedroom/2 bath home the perfect beach getaway for you. The house is perched above it all with vista views of the ocean, beach, neighboring pond and surrounding hills and you can enjoy these views from just about any window in …
  • Ocean or water views
  • Internet Access
  • Deck
  • Books
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$134

1 BR / 1 BA / Sleeps 2

1 / 41

$134

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Art Haven: Direct waterfront with large deck and dock! One month minimum.

1 BR / 1 BA / Sleeps 2 | Quick view

Details

Located in Gloucester’s Rocky Neck Cultural District, this charming one bedroom waterfront retreat is perfect for aspiring artists, photographers, or anybody who appreciates the captivating beauty of the ocean! Sit on the deck and breathe in the salty air as you overlook Smith Cove, or fish off the nearby dock as …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Deck
  • Books
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$150

3 BR / 1 BA / Sleeps 4

1 / 20

$150

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The Hideout: Direct waterfront! Bring your boat or use the kayak provided!

3 BR / 1 BA / Sleeps 4 | Quick view

Details

Bring your boat (or use the kayak provided) or swim from the dock of this sweet little cottage. 3 Bedrooms comfortably sleep 4. Water views, ingenious use of space and cozy décor combine to give the feel of floating in a well-fitted vessel. A former fisherman's cottage on Walker Creek, the home now boasts a full …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Porch
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$621

5 BR / 3 BA / Sleeps 8

1 / 38

$621

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Casa Del Jefe: Directly on Coffins Beach! 5 bed/2.5 baths

5 BR / 3 BA / Sleeps 8 | Quick view

Details

This is your beachfront July getaway! Take your private path directly onto the white sands of Coffins Beach with 5 bedrooms and 2.5 baths. This comfortable family home has tons of space both inside and out. Enter the house into the updated kitchen with stainless appliances including a professional grade gas range …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$300

3 BR / 2 BA / Sleeps 8

1 / 15

$300

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Lighthouse Way: Walk 0.2 miles to the beach from this cozy, renovated home!

3 BR / 2 BA / Sleeps 8 | Quick view

Details

This completely renovated 3 bedroom, 1.5 bath is a tastefully and comfortably decorated family home that is on a quiet dead end street which is about 100 yards from the sands of Niles Beach. A short walk to the Art colony of Rocky Neck with its galleries and restaurants, you will have plenty to keep you busy, if you …
  • Internet Access
  • Porch
  • Grill
  • Linens Provided
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

1 BR / 1 BA / Sleeps 3

1 / 16

$198

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Beach Walk: Good Harbor Beach footbridge just steps away!

1 BR / 1 BA / Sleeps 3 | Quick view

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Good Harbor Beach! Friday to Friday rental! Step out the door, walk over the Good Harbor Beach footbridge and you are on one of Gloucester’s most highly rated beaches enjoying the sun, sand, and surf. Leave your car in the driveway and enjoy the best of summer; run home for refreshments & come back to the beach. …
  • Ocean or water views
  • Internet Access
  • Patio
  • Books
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$157

1 BR / 2 BA / Sleeps 2

1 / 9

$157

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Bass Rocks: Good Harbor Beach less than 1/4 mile away!

1 BR / 2 BA / Sleeps 2 | Quick view

Details

Tucked away behind the owner's home, this attached East Gloucester cottage is a perfect retreat after a day of lounging on Good Harbor Beach, less than 1/4 mile away. A separate driveway, perennial gardens, and lawn provide shade and privacy. The property is self-contained with a private entrance leading to an open …
  • Patio
  • Linens Provided
  • Dishwasher
  • Microwave
  • Refrigerator
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$500

2 BR / 3 BA / Sleeps 4

1 / 46

$500

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Paradise Point: Direct Waterfront with deepwater dock & sunsets

2 BR / 3 BA / Sleeps 4 | Quick view

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Direct waterfront with a deep water dock perfect for boating, swimming or just relaxing while waving to the passing boats or drinking in the glorious sunsets. Two bedrooms and 2.5 bath home perched at the edge of the sparkling waters of the tidal Annisquam River, the house is great for entertaining and enjoying the …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$311

2 BR / 1 BA / Sleeps 4

1 / 18

$311

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Sunset Cottage: Direct waterfront with two decks on the Annisquam River...

2 BR / 1 BA / Sleeps 4 | Quick view

Details

Taking its name from the glorious sunsets one has the privilege of viewing from each of its rooms and both of its decks, Sunset Cottage, a renovated 2 bedroom, 1 bath cottage in Gloucester’s Thurston Point district provides its guests with unforgettable memories and imagery that will tug on heartstrings for years. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$300

5 BR / 3 BA / Sleeps 10

1 / 17

$300

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Long Beach House: Large, comfortable home just 285 feet from the white sands!

5 BR / 3 BA / Sleeps 10 | Quick view

Details

This large, comfortable family home is just steps from the white sands of Long Beach--a perfect summer location! Although we don't brag about its view, the location is superb! Built in the early 1900's, much of its early charm still remains but is augmented with an updated kitchen and many amenities. On the ground …
  • Internet Access
  • Fireplace
  • Porch
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$786

4 BR / 3 BA / Sleeps 10

1 / 30

$786

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Seaside House: Walk 0.2 mi to Good Harbor Beach / Waterviews 4 beds 2.5 baths

4 BR / 3 BA / Sleeps 10 | Quick view

Details

Location, location, location! Waterviews & walk to Good Harbor Beach. This four bedroom/2.5 bath home is large and comfortable and is just steps to the white sands and surf of Good Harbor Beach. The location offers the best of all worlds as it is so close to Cape Ann's most popular beach and also has water views of …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Porch
  • Books
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$700

6 BR / 6 BA / Sleeps 16

1 / 44

$700

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Bell View: Plenty of room for everyone

6 BR / 6 BA / Sleeps 16 | Quick view

Details

This spacious and gracious center stair colonial offers incredible versatility to suit your specific vacation needs. The house can accommodate just your family of 5 or your extended family of up to 16+ depending upon the make up of your group, making it the perfect getaway for smaller or larger groups as their home …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$225

3 BR / 1 BA / Sleeps 5

1 / 34

$225

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Little Red House: 0.2 miles to Gloucester's historic Stage Fort Park & beach!

3 BR / 1 BA / Sleeps 5 | Quick view

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Enjoy this comfortable recently renovated 3 bedroom, 1 bath colonial conveniently located a block away from Gloucester's scenic outer harbor. You'll love being just steps away from Gloucester's historic Stage Fort Park, once a landing place for pirates, now home to two public beaches, tennis courts, newly refurbished …
  • Ocean or water views
  • Internet Access
  • Clothes Dryer
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$600

3 BR / 2 BA / Sleeps 6

1 / 34

$600

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Beach Stone Cottage: Just feet from the white sands of Good Harbor Beach!

3 BR / 2 BA / Sleeps 6 | Quick view

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This immaculate home has it all: prime Good Harbor Beach location, views, historic charm and modern comfort and style. The original cottage was built as a stone carriage house to a neighboring estate. A wonderful octagonal addition has created a three bedroom/two full bath home that boasts a large modern eat-in …
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$193

1 BR / 2 BA / Sleeps 4

15 Reviews

$193

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Good Harbor House - Your Perfect Vacation Rental

1 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 15 Reviews

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Reviews

(15)

Good Harbor House consists of two separate units, each with its own private entrance. We are located just one block up from Good Harbor Beach and scenic "Back Shore" ocean walk-way. One mile to Gloucester Harbor and Rocky Next Art Colony. Three Miles to Rockport Center. We call your home away from home, &…
  • Ocean or water views
  • Wireless Internet
  • Outdoor Dining Area
  • A/C or climate control
  • Porch
  • Suitable for children

Details

Reviews

(15)

Betther than a home away from home

Left on Nov 12, 2009 for a stay in June 2009

We have been staying at Good Harbor Beach for almost 20 years at a variety of places. Good Harbor House is by far our favorite. It is very convenient to the beach, very clean and comfortable, and the owners are gracious hosts. When they great us warmly each summer we really feel that they are happy to see us and happy to share their home with us.

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$329

3 BR / 1 BA / Sleeps 6

1 / 43

$329

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Amazing View Hilltop Cottage Private Beach

3 BR / 1 BA / Sleeps 6 | Quick view

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Lovely cottage set high up on a hill overlooking the private section of Wingaersheek Beach, this lovingly restored 3 bedroom home has been in the same family for over 55 years. The cottage boasts one of the most spectacular hilltop views on the entire beach with meticulously maintained lawn and gardens. The layout is …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

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$125

1 BR / 1 BA / Sleeps 2

1 Reviews

$125

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Adorable One Bedrm Cottage in East Gloucester

1 BR / 1 BA / Sleeps 2 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

Enjoy all that Gloucester has to offer in this charming 1BD cottage by the harbor in East Gloucester. Sunny, furnished, adorable 1BD Living Room/Kitchenette downstairs, Bedroom/Bath upstairs. Discounted for longer stays. Nestled among yacht yards, Gloucester Stage Co., Pirate's Lane, and Rocky Neck Artist's colony. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Central heating
  • Parking
  • Pet friendly - ask

Details

Reviews

(1)

Quaint, clean cottage in convenient area.

Left on Aug 15, 2014 for a stay in July 2014

Recommend it to couples only, quaint, very clean cottage in a busy area. Take caution pulling out of driveway. Bathroom upstairs a little small not much head room for those over 5'8". Enjoyed our stay, the owners very nice and helpful.

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$314

3 BR / 2 BA / Sleeps 8

1 / 16

$314

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Wonderful seaside home on 3 acres of land

3 BR / 2 BA / Sleeps 8 | Quick view

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Ours is a wonderful home. It's on a hill and 3-acres of woods and lawns overlooking Lobster Cover. Gloucester and Rockport are nearby and lovely places to stroll, dine and enjoy music. Boston's an easy train ride away and the highway's nearby as well. The 100-year old house is light and airy. We have …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$229

2 BR / 1 BA / Sleeps 5

10 Reviews

$229

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Romantic SUMMERWIND COTTAGE- Scenic Harbor View

2 BR / 1 BA / Sleeps 5 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

Picture a romantic, seaside cottage with a lovely large deck, set on a hillside overlooking the harbor... catching the summer wind, salt air and sounds of seagulls as they drift up from the harbor. Open living space - large living room with sliding door onto large private deck overlooking the harbor, separate dining…
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(10)

Perfect little getaway In Gloucester!

Left on Feb 07, 2012 for a stay in November 2011

I love, love, love this apartment! Spent a week there in the fall of 2011. The weather was perfect and I enjoyed many a sunset on the balcony with a great view of Gloucester Harbor.

The kitchen is modern and just right for one or two. We had everything we needed. Nicely decorated and well furnished, this is a great little hideaway. Easy to find, parking is right outside the door. The bed was …

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$285

4 BR / 2 BA / Sleeps 7

1 Reviews

$285

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Annisquam's Buoy 23: 4BR Waterfront w/Dock

4 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

NEW IN 2013: Addition of new windows, insulation, Heat & Central Air Conditioning now extends our season March 1 – December 31.This newly renovated and updated waterfront gem has four bedrooms and 1.5 baths, a deep-water dock (accommodates up to a 20 foot boat) and a wrap-around screened porch where one can sit and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

This is the place to relax with or without family

Left on Feb 03, 2015 for a stay in June 2014

We try to stay here every year because we love the comfortable quality of a vacation home that's been in the family since 1929. The roomy screened in porch wraps around 3 sides of this comfy cottage overlooking the Anisquam and the changing tides and boats going by make for constant entertainment. The Kingsleys stock everything you might need and the furniture is all sturdy and comfortable…

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$235

2 BR / 2 BA / Sleeps 4

1 / 30

$235

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Treehouse - 2 beds/ 1.5 baths and walk to town and beach

2 BR / 2 BA / Sleeps 4 | Quick view

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Enjoy the views, breezes and scent of the sea from this lofty perch overlooking Gloucester's famed waterfront. Stacey Boulevard is home to the iconic "Gloucester Fisherman at the Wheel" sculpture -- a symbol of the fishing port's rich history as a working waterfront and as the subject of poets, painters, and movie …
  • Ocean or water views
  • Internet Access
  • Deck
  • Books
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$314

4 BR / 1 BA / Sleeps 6

1 / 6

$314

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Ocean Front Cottage

4 BR / 1 BA / Sleeps 6 | Quick view

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Updated seasonal waterfront cottage ideal for swimming or kayaking right from the property. It is located on the Northeast shore of Cape Ann, affording sweeping views of Ipswich Bay, with gorgeous summer sunsets over the water. It is nestled in among three other waterfornt cottages in a quiet oceanfront residential …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$150

2 BR / 1 BA / Sleeps 5

1 / 16

$150

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Waterfront Harbor 2 Bedroom - Available Nights, Short Term or Winter Rental

2 BR / 1 BA / Sleeps 5 | Quick view

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Vacation at the very edge of the Gloucester Inner Harbor watching the boats and ships passing by. Relax on your private deck over the water and enjoy this extraordinary picturesque setting that can't be matched anywhere on the harbor ! Whale watching or trips around harbor by boat is all within reach. Purchase …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

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$500

5 BR / 3 BA / Sleeps 11

1 / 14

$500

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Dragonfly

5 BR / 3 BA / Sleeps 11 | Quick view

Details

Lovely older home located two blocks from Atlantic shoreline and close to wedding venues including Elks, Cruiseport, & Anninsquam Yacht Club. Large modern fully equipped kitchen with double oven, 6 burner stove, dishwasher, washer, dryer. Three fireplaces, large garden area, patio with outdoor table and grill. …
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area

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$109

4 BR / 4 BA / Sleeps 8

4 Reviews

$109

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"Misselthwaite Manor" By The Sea, Eastern Point

4 BR / 4 BA / Sleeps 8 | Quick view
“ Very Good ” 4 Reviews

Details

Reviews

(4)

English Manor Home reminiscent of the Cottswolds, "Misselthwaite Manor" is a a quiet respite in a busy world, yet in the middle of everything Historic Gloucester has to offer. Located in the heart of the private peninsula of Eastern Point, you can meander private walking paths to 3 sandy beaches, and the …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(4)

A wonderful place to stay!!!

Left on May 10, 2014 for a stay in May 2014

My wife and I spent the weekend of May 2-3, 2014 at the Misselthwaite Manor. We had a wonderful time!! The room was quite big and very comfortable. The king size bed was great to sleep on. The house was very quiet. Lois, the owner, was very easy to deal with. She was friendly and helpful. She made me very comfortable within minutes of entering the manor. Lois provided good breakfasts on both …

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$1,714

5 BR / 3 BA / Sleeps 12

1 / 51

$1,714

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PRIVATE SPECTACULAR WINGAERSHEEK OCEANFRONT ESTATE

5 BR / 3 BA / Sleeps 12 | Quick view

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LUXURY OCEANFRONT ESTATE CLOSE TO BOSTON This truly unique, breathtaking oceanfront circa 1890 estate has been painstakingly renovated and modernized by its current owner. The property consist of close to 4 acres of direct oceanfront access with a 4,000 sf stone house that boasts an attached first and second …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$357

4 BR / 2 BA / Sleeps 12

1 / 8

$357

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Beautiful Colonial Home Quiet Location Near Water

4 BR / 2 BA / Sleeps 12 | Quick view

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7 Minutes walk to Downtown or train to Boston. Ideal quiet location & just minutes walk to 2 beaches. Weekly & Monthly Rentals Only Must Be Booked Months In Advance Of Arrival Date. I never do Daily rentals 4 Bedrooms, 3 with King sized beds. 2 Full Tub/Shower bathrooms. Off street driveway parking …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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