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$500

3 BR / 2 BA / Sleeps 6

John Oakes Rockport Harbor House: Completely renovated in 2015!  Waterfront! - North Shore Massachusetts - Cape Ann vacation rentals
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$500

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

Rockport house
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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$379

4 BR / 4 BA / Sleeps 10

Pleasant House:  Gorgeous 4 bed/4 bath remodeled Victorian - North Shore Massachusetts - Cape Ann vacation rentals
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$379

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Pleasant House: Gorgeous 4 bed/4 bath remodeled Victorian

Rockport house
4 BR / 4 BA / Sleeps 10 | Quick view

Details

This gorgeous in-town Victorian offers the best of all worlds being beautifully and recently renovated retaining the old world charm of 14 foot ceilings, huge windows and large rooms with the modern conveniences of all new baths, windows, refinished hardwood floors, walls and woodwork. The house is perfectly situated…
  • Internet Access
  • Porch
  • Books
  • 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. - North Shore Massachusetts - Cape Ann 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.

Gloucester house
3 BR / 5 BA / Sleeps 8 | Quick view

Details

RENTING FOR AUGUST 2015. Ocean Whisper House is the high end, waterfront, air conditioned home 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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$430

3 BR / 3 BA / Sleeps 6

Caleb's Beach House: Walk to beach and village of Rockport - North Shore Massachusetts - Cape Ann vacation rentals
1 / 32

$430

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Caleb's Beach House: Walk to beach and village of Rockport

Rockport house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Caleb's Beach House, a 3 bedroom/3 bath home is a 3 minute walk to Old Garden Beach and only 3/10 of a mile to the picturesque village of Rockport with it's shops, restaurants and concert hall. Enter through the formal foyer into the open floor plan living room (with fireplace), dining room and kitchen, which is …
  • Internet Access
  • Fireplace
  • Balcony or terrace
  • Books
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

3 BR / 4 BA / Sleeps 7

River Breezes: Direct Waterfront with sunsets! - North Shore Massachusetts - Cape Ann vacation rentals
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$400

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River Breezes: Direct Waterfront with sunsets!

Gloucester cottage
3 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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$550

4 BR / 2 BA / Sleeps 7

Popples Cove House: Direct waterfornt and only 1 mile to the beach with A/C - North Shore Massachusetts - Cape Ann vacation rentals
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$550

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Popples Cove House: Direct waterfornt and only 1 mile to the beach with A/C

Rockport house
4 BR / 2 BA / Sleeps 7 | Quick view

Details

Rockport oceanfront! This sunny and immaculate 4 bedroom/2 bath home couldn’t be much closer to the water, situated on a bluff overlooking Sandy Bay and Pigeon Cove Harbor. Popples Cove House offers everything you could hope for in a vacation getaway – scenic views, location, privacy, comfort and convenience and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$500

2 BR / 3 BA / Sleeps 4

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$500

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Paradise Point: Direct Waterfront with deepwater dock & sunsets

Gloucester house
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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$1,000

7 BR / 3 BA / Sleeps 13

1 / 29

$1,000

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

Rockport house
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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$425

4 BR / 3 BA / Sleeps 12

1 / 34

$425

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

Rockport house
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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$400

4 BR / 2 BA / Sleeps 8

1 / 17

$400

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

Gloucester house
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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$600

4 BR / 3 BA / Sleeps 8

1 / 29

$600

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

Rockport house
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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$565

4 BR / 2 BA / Sleeps 10

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$565

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Sand Song: Just 1 block to Good Harbor Beach

Gloucester house
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 has fantastic views of the beach. Enter into the center stair foyer and on your left is a large living room with a fireplace…
  • 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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$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

Gloucester house
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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$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!

Gloucester house
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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$780

6 BR / 6 BA / Sleeps 16

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$780

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Bell View: Plenty of room for everyone

Gloucester house
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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$680

4 BR / 4 BA / Sleeps 8

1 / 53

$680

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

Rockport house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

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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$235

2 BR / 1 BA / Sleeps 4

1 / 17

$235

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Captain's Cottage: Private footbridge to the beach

Rockport house
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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$704

2 BR / 1 BA / Sleeps 4

1 / 35

$704

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Two bedroom freestanding cottage in Rockport Village!

Rockport house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Location, Location Location. This delightful two bedroom/one full bath (plus outside shower) cottage is on a quiet side street in the heart of Rockport. You can park your car and walk to Front Beach in 5 minutes, only 7 minute walk to the world class Shalin Lui Performance Center, 10 minute walk to the train station…
  • Internet Access
  • Fireplace
  • Patio
  • Books
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$150

1 BR / 1 BA / Sleeps 4

1 / 22

$150

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Sand Dollar:Adorable one bed in the heart of Rockport in sight of Front Beach

Rockport condo
1 BR / 1 BA / Sleeps 4 | Quick view

Details

Location, location, location! This adorable ground floor unit has it! In a historic Rockport home, it has been lovingly updated with new furnishings, appliances, paint and details, but retains the antique charms of a large bay window, attractive slate floors and exposed beams. The unit boasts peekaboo views of …
  • Internet Access
  • Books
  • Linens Provided
  • Freezer
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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