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Gloucester Massachusetts Vacation Rentals - Home
1 / 44

Gloucester Home
2 Bedrooms / 3 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$500

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:4
Type:Home
Per night:$500 - $550
Per week:$2,500 - $4,130
Pets allowed:No
Internet:Yes

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...

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Rockport Massachusetts Vacation Rentals - Home
1 / 17

Rockport Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$235

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$235 - $275
Per month:$7,050 - $8,250
Pets allowed:No
Internet:Yes

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...

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Rockport Massachusetts Vacation Rentals - Cottage
1 / 18

Rockport Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4
Cottage / 2 Bedrooms / Sleeps 4

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$250 - $330
Per month:$7,500 - $9,900
Pets allowed:Yes
Internet:Yes

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...

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Gloucester Massachusetts Vacation Rentals - Apartment
1 / 16

Gloucester Apartment
1 Bedroom / 1 Bathroom / Sleeps 3
Apartment / 1 Bedroom / Sleeps 3

from

$198

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:3
Type:Apartment
Per night:$198
Per week:$1,384
Pets allowed:No
Internet:Yes

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...

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Gloucester Massachusetts Vacation Rentals - Apartment
1 / 41

Gloucester Apartment
1 Bedroom / 1 Bathroom / Sleeps 2
Apartment / 1 Bedroom / Sleeps 2

from

$134

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$134 - $179
Per week:$933 - $1,250
Pets allowed:No
Internet:Yes

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...

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Rockport Massachusetts Vacation Rentals - Cottage
1 / 12

Rockport Cottage
1 Bedroom / 1 Bathroom / Sleeps 2
Cottage / 1 Bedroom / Sleeps 2

from

$145

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Cottage
Per night:$145 - $165
Per week:$750 - $1,190
Pets allowed:No
Internet:Yes

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...

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Rockport Massachusetts Vacation Rentals - Home
1 / 33

Rockport Home
4 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 4 Bedrooms / Sleeps 7

from

$550

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:7
Type:Home
Per night:$550 - $660
Per week:$2,850 - $4,550
Pets allowed:No
Internet:Yes

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,...

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Beverly Massachusetts Vacation Rentals - Home
1 / 25

Beverly Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$350

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$350 - $385
Per week:$1,600 - $2,310
Pets allowed:No
Internet:Yes

Toast the glow of another gorgeous day on the riverfront wraparound deck of Afternoon Delight in historic Beverly. A decorative columned portico and farmer's porch welcome you into to this immaculate and restful abode. Start in the foyer which opens to a carpeted living room with ...

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Rockport Massachusetts Vacation Rentals - Home
1 / 8

Rockport Home
4 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$379

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$379 - $550
Per week:$2,650 - $3,850
Pets allowed:No
Internet:Yes

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...

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Gloucester Massachusetts Vacation Rentals - Home
1 / 17

Gloucester Home
3 Bedrooms / 1 Bathroom / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$220

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$220 - $275
Per month:$6,600 - $8,250
Pets allowed:Yes
Internet:Yes

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, ...

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Rockport Massachusetts Vacation Rentals - Cottage
1 / 25

Rockport Cottage
3 Bedrooms / 1 Bathroom / Sleeps 5
Cottage / 3 Bedrooms / Sleeps 5

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:5
Type:Cottage
Per night:$200
Per month:$6,000
Pets allowed:Yes
Internet:Yes

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...

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1 / 60

Essex Home
6 Bedrooms / 6 Bathrooms / Sleeps 14
Home / 6 Bedrooms / Sleeps 14

Bedrooms:6
Bathrooms:6
Sleeps:14
Type:Home
Per night:$1,300
Per week:$6,500 - $9,515
Pets allowed:No
Internet:Yes

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 ...

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Rockport Massachusetts Vacation Rentals - Home
1 / 29

Rockport Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$600

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$600 - $660
Per week:$3,150 - $4,620
Pets allowed:No
Internet:Yes

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...

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Rockport Massachusetts Vacation Rentals - Home
1 / 45

Rockport Home
4 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$680

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$680 - $770
Per week:$3,850 - $5,600
Pets allowed:No
Internet:Yes

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...

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Gloucester Massachusetts Vacation Rentals - Home
1 / 23

Gloucester Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$286 - $433
Per week:$2,000 - $3,025
Pets allowed:No
Internet:Yes

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....

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Gloucester Massachusetts Vacation Rentals - Apartment
1 / 12

Gloucester Apartment
2 Bedrooms / 1 Bathroom / Sleeps 3
Apartment / 2 Bedrooms / Sleeps 3

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:3
Type:Apartment
Per night:$150 - $165
Per month:$4,500 - $4,950
Pets allowed:No
Internet:Yes

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...

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Rockport Massachusetts Vacation Rentals - Cottage
1 / 25

Rockport Cottage
4 Bedrooms / 2 Bathrooms / Sleeps 7
Cottage / 4 Bedrooms / Sleeps 7

from

$250

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:7
Type:Cottage
Per night:$250 - $260
Per month:$7,500 - $7,800
Pets allowed:Yes
Internet:Yes

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...

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