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$250

4 BR / 2 BA / Sleeps 8

Happy Days Cottage: 4 br/1.5 bath & gorgeous views of cove across the street - North Shore Massachusetts - Cape Ann vacation rentals
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$250

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Happy Days Cottage: 4 br/1.5 bath & gorgeous views of cove across the street

4 BR / 2 BA / Sleeps 8 | Quick view

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This sweet and comfortable four bedroom, 1.5 bath cottage is just across the street from one of the most striking coves on Cape Ann - or anywhere for that matter - Folly Cove. This is the sister cottage to Cove View cottage and both cottages may be rented together for larger groups (together would accommodate 12 …
  • 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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$100

1 BR / 1 BA / Sleeps 2

Large One Bedroom, Steps from River and Downtown - North Shore Massachusetts - Cape Ann vacation rentals
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$100

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Large One Bedroom, Steps from River and Downtown

1 BR / 1 BA / Sleeps 2 | Quick view

Details

Perfect for a professional on assignment, a visiting couple who want to to be a walkable distance from downtown Newburyport, anyone in housing transition. Description Large first floor apartment in a beautiful victorian home. Combination of wide pine and hardwood floors throughout. Exquisite period details and …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$429

5 BR / 2 BA / Sleeps 13

Beachside at Good Harbor - North Shore Massachusetts - Cape Ann vacation rentals
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$429

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Beachside at Good Harbor

5 BR / 2 BA / Sleeps 13 | Quick view

Details

**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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$390

3 BR / 2 BA / Sleeps 8

Good Harbor Beach Escape:  AC, Gas Fireplace & Walk to Beach - North Shore Massachusetts - Cape Ann vacation rentals
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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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$500

3 BR / 3 BA / Sleeps 6

Arcadia House: Views of Rockport Harbor - North Shore Massachusetts - Cape Ann vacation rentals
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$500

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Arcadia House: Views of Rockport Harbor

3 BR / 3 BA / Sleeps 6 | Quick view

Details

This wonderful Rockport house, formerly an artist's studio, has been completely renovated into a luxury vacation home with harbor views. High ceilings, individually controlled high-end air conditioning units in each spacious room, and ample off-street parking are just some distinguishing features of this 3-bedroom …
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,300

6 BR / 6 BA / Sleeps 14

Clamshell Landing:Bring your game to its squash, tennis court, views & more! - North Shore Massachusetts - Cape Ann vacation rentals
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$1,300

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Clamshell Landing:Bring your game to its squash, tennis court, views & more!

6 BR / 6 BA / Sleeps 14 | Quick view

Details

NEW in 2014 - Central Air Conditioning! This 6 bedroom/5.5 bath waterfront home complete with squash & tennis courts, gym, locker room, kayaks and more! Available on a weekly (or nightly) basis year round. This one of a kind home is perfect for sports enthusiasts or nature lovers. It sits on 22 acres of pristine …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Clothes Dryer
  • 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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$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

Details

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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$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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$650

4 BR / 4 BA / Sleeps 8

1 / 45

$650

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Pigeon Cove: Direct waterfront gem and only 1 mile from the beach!

4 BR / 4 BA / Sleeps 8 | Quick view

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2011 major renovations to make this 4 bed/4 bath waterfront gem overlooking Rockport's picturesque Pigeon Cove harbor even more amazing with unobstructed 180 degree views of the Atlantic, Sandy Bay, and the twinkling lights of the village of Rockport. The location of the home is ideal, away from all the hustle of town…
  • 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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$643

4 BR / 2 BA / Sleeps 10

1 / 26

$643

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Spindrift: Direct waterfront, central air, and 0.8 miles to the beach

4 BR / 2 BA / Sleeps 10 | Quick view

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Boasting stunning views only imaginable from a home with direct water frontage, Spindrift, a 4+ bedroom, 2+ bath home located in Rockport’s lovely South End is the perfect location for rest and relaxation. According to the Oxford English Dictionary, a “Spindrift” is “spray blown from the crests of waves by the…
  • 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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$700

6 BR / 6 BA / Sleeps 16

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$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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$300

3 BR / 2 BA / Sleeps 8

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$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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$1,000

7 BR / 3 BA / Sleeps 13

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$1,000

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Eden Lights: Direct oceanfront 7BR home, Rockport's South End, walk to beach

7 BR / 3 BA / Sleeps 13 | Quick view

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Oceanfront! The perfect home for a family reunion or gathering of are invited to bring up to 14 of your nearest and dearest to this beautifully renovated property built a century ago at the edge of Rockport's rugged Atlantic coastline. Once you enter its spacious living room with fireplace and walk out onto its …
  • Waterfront
  • Internet Access
  • Fireplace
  • Clothes Dryer
  • Patio
  • 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

Details

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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$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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$786

4 BR / 3 BA / Sleeps 10

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$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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$500

3 BR / 2 BA / Sleeps 6

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$500

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John Oakes Rockport Harbor House: Completely renovated in 2015! Waterfront!

3 BR / 2 BA / Sleeps 6 | Quick view

Details

This waterfront historic home in centrally located in the village of Rockport and was home to John Oakes in the late 18th and early 19th centuries. Completely renovated in 2015 and brought up to the highest modern standard yet retaining the old world charm - furnished with antiques hand picked from all over the world…
  • 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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$600

4 BR / 3 BA / Sleeps 8

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$600

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Poolside Summers: Private in-ground pool, A/C, 2/10 miles to beach!

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Pool! Central air conditioning! This spacious (3400 sq.ft) fully air conditioned 4 bedroom/3 bath home in the center of charming Rockport boasts a lovely landscaped in-ground pool in a private, fenced-in yard. It's only two blocks from Old Garden Beach and the attractions of picturesque Rockport harbor, and a short …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Garage
  • 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

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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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$1,100

5 BR / 3 BA / Sleeps 9

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$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

Details

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

Details

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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$200

3 BR / 1 BA / Sleeps 5

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$200

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Cove View: Sweet cottage in beautiful Folly Cove

3 BR / 1 BA / Sleeps 5 | Quick view

Details

This utterly sweet cottage overlooking Rockport's beautiful Folly Cove has all modern amenities but maintains the ambiance of the year 1805, when it was built. Bright and sunny, the cottage has 3 bedrooms (with window air conditioning units in the two upstairs bedrooms), 2 sitting areas and one bathroom with a shower…
  • 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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$150

3 BR / 1 BA / Sleeps 4

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$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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$355

3 BR / 3 BA / Sleeps 8

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$355

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Rockport Village House: Immaculate & charming village gem, 0.3 miles to beach

3 BR / 3 BA / Sleeps 8 | Quick view

Details

This immaculate and charming village gem offers versatility, style and convenience. Located on a quiet, residential street and a short walk to all that Rockport has to offer: beautiful ocean vistas, beaches, galleries, restaurants, shops and train to Boston and neighboring communities, this 3 bedroom/ 2.5 bath home …
  • Internet Access
  • Clothes Dryer
  • Deck
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$425

4 BR / 3 BA / Sleeps 12

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$425

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Gram's Cottage: Walk to Rockport village and 0.4 miles to the beach

4 BR / 3 BA / Sleeps 12 | Quick view

Details

Ideally situated a short stroll from Old Garden Beach and the lively, historic and quaint oceanfront village of Rockport, Gram’s Cottage is a delightful and completely refurbished 4 bedroom, 2.5 bath home perfect for your New England vacation. Relax on the lovely wraparound, partially screened farmer's porch and …
  • Internet Access
  • Fireplace
  • Deck
  • Books
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

1 BR / 1 BA / Sleeps 3

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$198

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Beach Walk: Good Harbor Beach footbridge just steps away!

1 BR / 1 BA / Sleeps 3 | Quick view

Details

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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$210

2 BR / 1 BA / Sleeps 4

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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

Details

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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$235

2 BR / 1 BA / Sleeps 4

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$235

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Captain's Cottage: Private footbridge to the beach

2 BR / 1 BA / Sleeps 4 | Quick view

Details

This delightful pine-paneled cottage is located on a quiet Rockport lane less than 100 yards from the sands of Cape Hedge Beach. From its sun room/sleeping porch, you can enjoy views of the Atlantic or walk across the private footbridge to the beach. This cozy two bedroom cottage has a simple kitchen, a living room …
  • Ocean or water views
  • Internet Access
  • Patio
  • Grill
  • Linens Provided
  • 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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$943

3 BR / 5 BA / Sleeps 8

1 / 35

$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

Details

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

1 / 23

$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

Details

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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$370

4 BR / 2 BA / Sleeps 10

1 / 29

$370

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Quarry Crest House: Enjoy ocean and quarryviews! 1/2 mile to Front Beach!

4 BR / 2 BA / Sleeps 10 | Quick view

Details

Enjoy the best of all worlds in this spacious and bright, recently renovated home that overlooks Rockport's stunningly picturesque Flat Ledge Quarry as well as vista views of Sandy Bay. If all this water makes you want to swim, you're in luck, because not only can you walk to the Beach in a few minutes, the property …
  • 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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$250

2 BR / 1 BA / Sleeps 4

1 / 18

$250

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North Seas Cottage: Water views in serene Pigeon Cove

2 BR / 1 BA / Sleeps 4 | Quick view

Details

This delightfully summer cottage, overlooking broad stretches of the Atlantic and Rockport’s Hoop Pole Cove, is a perfect retreat for anyone looking to experience the best of what New England has to offer. Complete with two air conditioned bedrooms, an expansive yard, and a wraparound porch, one can enjoy Cape Ann…
  • Ocean or water views
  • Internet Access
  • Clothes Dryer
  • Porch
  • Grill
  • 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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$357

3 BR / 3 BA / Sleeps 8

1 / 26

$357

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Whale Cove Gardens: Immaculate home with private neighborhood water access!

3 BR / 3 BA / Sleeps 8 | Quick view

Details

A splendid 3 bedroom, 3 bath home located in Rockport’s serene South End, Whale Cove Gardens provides each of its guests with a breathtaking and unforgettable experience. Surrounded by vibrant, award-winning gardens and jaw-dropping water views, and located only 1.5 miles away from both downtown Rockport and Old …
  • Ocean or water views
  • Internet Access
  • Books
  • Grill
  • Linens Provided
  • 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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$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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$420

5 BR / 2 BA / Sleeps 9

1 / 36

$420

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Beachmont: 0.2 miles from Cressy Beach

5 BR / 2 BA / Sleeps 9 | Quick view

Details

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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$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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$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

Details

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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$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

Details

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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$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

Details

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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$1,572

3 BR / 4 BA / Sleeps 6

1 / 37

$1,572

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Rosemarc House: Private beach, 180-degree views & a baby grand piano.

3 BR / 4 BA / Sleeps 6 | Quick view

Details

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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$220

3 BR / 1 BA / Sleeps 6

1 / 17

$220

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Annie's Place: Just 0.2 miles to beautiful Plum Cove Beach

3 BR / 1 BA / Sleeps 6 | Quick view

Details

A delightful home situated in Gloucester's charming Bay View neighborhood, Annies Place radiates an aura of sun and warmth. Only an 8 minute walk to lovely Plum Cove Beach, Annies Place lets you spend your summer vacation relaxing, discovering local fauna such as hermit crabs, and swimming to your hearts content! In …
  • 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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$440

4 BR / 3 BA / Sleeps 8

1 / 37

$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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$145

1 BR / 1 BA / Sleeps 2

1 / 12

$145

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Granite Courtyard: Charming cottage in Rockport with private deck and views!

1 BR / 1 BA / Sleeps 2 | Quick view

Details

Granite Courtyard, a charming one bedroom cottage located in Rockport's quaint Pigeon Cove neighborhood, with private deck with water views. Built on the site of a former ox barn out of locally quarried granite, the home creates its own unique vacation retreat experience you will absolutely adore! The property, …
  • 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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$355

4 BR / 3 BA / Sleeps 6

1 / 24

$355

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Sage Hill: 0.3 miles to the beach from this 4 BR, 3 BA modern, spotless home!

4 BR / 3 BA / Sleeps 6 | Quick view

Details

WALK TO LONG BEACH! Midway between two picturesque destinations, the seaside village of Rockport, and the historic fishing port of Gloucester, Sage Hill is the perfect place for your vacation. Walk to Long Beach, it is only .3 miles (less than a 7-8 minute walk), or take a short drive to Good Harbor Beach. Beach …
  • Internet Access
  • Fireplace
  • Deck
  • Books
  • Grill
  • Pet friendly
  • 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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