Gloucester Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Watch the boats glide past your windows! Walk to town and...

Gloucester
Watch the boats glide past your windows! Walk to town and two beaches. This well appointed 3 bedroo...
Apartment 3 / 2 / 8

*
Online booking available

$300 - $450
Per Night

$1550 - $2200
Per Week

Glitter Bay in Annisquam - walk to the beach!

Gloucester
This historic gem in Gloucester's coveted Annisquam village overlooks the glittering waters of the A...
Home 3 / 2 / 5

*
Online booking available

$2500 - $2500
Per Week

The Hideout: Direct waterfront! Bring your boat or use th...

Gloucester
The Hideout: Direct waterfront! Bring your boat or use the kayak provided! Bring your boat (or use ...
Cottage 3 / 1 / 4

*
Online booking available

$150 - $230
Per Night

$950 - $1150
Per Week

Beachmont: Classic New England beauty! 0.2 miles from Cre...

Gloucester
Beachmont: Classic New England beauty! 0.2 miles from Cressy Beach Located above the western shore ...
Home 5 / 2 / 9

*
Online booking available

$350 - $400
Per Night

$1800 - $2950
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

$375 - $500
Per Night

$1875 - $2500
Per Week

3/10 mile to sand and surf of Good Harbor Beach - sleeps 7

Gloucester
This immaculate 3 bedroom/3.5 bath townhouse is just 3/10 of a mile (or a leisurely 7 minute walk) t...
Condo 2 / 4 / 9

*
Online booking available

$375 - $500
Per Night

$1875 - $2500
Per Week

Long Beach House: Large, comfortable home just 285 feet f...

Gloucester
Long Beach House: Large, comfortable home just 285 feet from the white sands! This large, comfortab...
Home 5 / 3 / 10

*
Online booking available

$300 - $300
Per Night

$2100 - $2600
Per Week

New! Direct Waterfront with sunsets and deepwater dock!

Gloucester
NEW! Direct waterfront with a deep water dock perfect for boating, swimming or just relaxing while w...
Home 2 / 3 / 4

*
Online booking available

$500 - $700
Per Night

$2500 - $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

$275 - $275
Per Night

$1350 - $1350
Per Week

 

More Getaway Locations and Properties