Gloucester Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Gloucester
Victorian House: Gorgeous home on Rocky Neck and just 0.2 miles to beach. Tastefully renovated, Vic...
Home 3 / 2 / 6

*
Online booking available

$286 - $286
Per Night

$2000 - $3025
Per Week

Sand Song: Just 1 block to Good Harbor Beach

Gloucester
This delightful and charming home is ideally situated just one block from Good Harbor Beach overlook...
Home 4 / 2 / 10

*
Online booking available

$565 - $565
Per Night

$3500 - $4725
Per Week

Beach Walk: Good Harbor Beach footbridge just steps away!

Gloucester
Good Harbor Beach! Friday to Friday rental! Step out the door, walk over the Good Harbor Beach footb...
Apartment 1 / 1 / 3

*
Online booking available

$1275 - $1384
Per Week

Long Beach Condo -Steps from the white sand and surf, sle...

Gloucester
Long Beach Condo -Steps from the white sand and surf, sleeps 10+,central A/C Just 10 yards from the...
Condo 3 / 2.5 / 10

*
Online booking available

$465 - $693
Per Night

$2450 - $3850
Per Week

Water's Edge Too: Direct waterfront on the banks of pictu...

Gloucester
Water's Edge Too: Direct waterfront on the banks of picturesque Goose Cove Featuring a waterfront l...
Cottage 2 / 2 / 6

*
Online booking available

$200 - $200
Per Night

$1350 - $1610
Per Week

Paradise Point: Direct Waterfront with deepwater dock & s...

Gloucester
Paradise Point: Direct Waterfront with deepwater dock & sunsets Direct waterfront with a deep water...
Home 2 / 2.5 / 4

*
Online booking available

$500 - $550
Per Night

$2500 - $4130
Per Week

River Breezes: Direct Waterfront with sunsets!

Gloucester
Enjoy the views of the sparkling waters of the Annisquam River and Ipswich Bay beyond as well as Win...
Cottage 3 / 3.5 / 7

*
Online booking available

$400 - $495
Per Night

$2100 - $3360
Per Week

Beachmont: 0.2 miles from Cressy Beach

Gloucester
Located above the western shore of Gloucester?s historic harbor and lovingly renovated in 2011, this...
Home 5 / 2 / 9

*
Online booking available

$420 - $495
Per Night

$2200 - $3500
Per Week

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

Gloucester
Walk to Gloucester's best beach - Good Harbor, located just 0.2 miles from this wonderful duplex, wh...
Condo 3 / 2 / 8

*
Online booking available

$390 - $390
Per Night

$2750 - $3255
Per Week

Water's Edge: Direct waterfront on picturesque Goose Cove

Gloucester
Direct waterfront on picturesque Goose Cove, this immaculate property provides endless delights, bot...
Home 3 / 3 / 8

*
Online booking available

$380 - $440
Per Night

$2000 - $3150
Per Week

Days' End: 3Br in idyllic & private area in East Gloucest...

Gloucester
Days' End: 3Br in idyllic & private area in East Gloucester; 1 mile to beach! This lovely three bed...
Home 3 / 2 / 6

*
Online booking available

$1950 - $2145
Per Week

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

Gloucester
A delightful home situated in Gloucester's charming Bay View neighborhood, Annies Place radiates an ...
Home 3 / 1 / 6

*
Online booking available

$220 - $275
Per Night

$1150 - $1855
Per Week

Sea Fox: Walk to private Coffins Beach

Gloucester
This bright and open contemporary home was custom designed and built by the architect owner. The car...
Home 4 / 3 / 8

*
Online booking available

$440 - $480
Per Night

$2325 - $3675
Per Week

Art Haven: Direct waterfront with large deck and dock! On...

Gloucester
Art Haven: Direct waterfront with large deck and dock! One month minimum. Located in Gloucester?s R...
Apartment 1 / 1 / 2

*
Online booking available

$933 - $1250
Per Week

Harbor Watch: 3 br gem right on Stacey Boulevard

Gloucester
This well appointed 3 bedroom/ 2 bath pied a'terre is perched above the picturesque waterfront Stace...
Apartment 3 / 2 / 8

*
Online booking available

$350 - $450
Per Night

$1650 - $2420
Per Week

Helena House: Bright & cheery home just 0.7 miles from Pl...

Gloucester
Helena House: Bright & cheery home just 0.7 miles from Plum Cove Beach! This delightful 3 bedroom, ...
Home 3 / 1.5 / 6

*
Online booking available

$235 - $267
Per Night

$1250 - $1960
Per Week

Griffin's Getaway: Sweet 2 BR apartment with views of Ips...

Gloucester
Griffin's Getaway: Sweet 2 BR apartment with views of Ipswich Bay! This sweet two bedroom apartment...
Apartment 2 / 1 / 3

*
Online booking available

$150 - $165
Per Night

$600 - $661
Per Week

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

Gloucester
Enjoy the views, breezes and scent of the sea from this lofty perch overlooking Gloucester's famed w...
Condo 2 / 1.5 / 4

*
Online booking available

$235 - $259
Per Night

$1300 - $1792
Per Week

Captains Watch: 1 block to waterfront Boulevard & downtow...

Gloucester
Captains Watch: 1 block to waterfront Boulevard & downtown. 3 beds/1.5 baths Located just a lane aw...
Home 3 / 1.5 / 6

*
Online booking available

$220 - $275
Per Night

$1150 - $1855
Per Week

 

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