Updating...

More filters (1)

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Fax machine
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Clothes dryer
Games room
Table tennis
Pool or snooker table
Shared outdoor pool (unheated)
Swing set or jungle gym
Video player
Freezer
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Fridge
Microwave
Boat available
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Housekeeping Included

See all

Less

Children under 5
Pets
Pets allowed
Parking

Car not required
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

See all

Less

Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
Tennis in town

Water sports
Fishing
Cycling trips
Golf within 30mins drive
Waterfront

See all

Less

51 houses

Sort by:

At the Footbridge entrance to Good Harbor Beach

Gloucester house

6 bedrooms
2 bathrooms

sleeps 10

Match: Children under 5

All filters match

Price per night from

$655

Test Property- TA Test

Gloucester cottage

1 bedroom
1 bathroom

sleeps 2

Match: Children under 5

All filters match

Price per night from

$14

Private Contemporary 2-Acre Retreat on Gloucester's Rust Island (4 Bedroom)

Gloucester house

4 bedrooms
3 bathrooms

sleeps 8

Match: Children under 5

All filters match

Price per night from

$1,032

Long Beach and Good Harbor Beach summer rental - Gloucester, MA

Gloucester house

3 bedrooms
1 bathroom

sleeps 6

Match: Children under 5

All filters match

Price per night from

$328

Waterfront Woodsy 3BR Cottage

Gloucester house

3 bedrooms
1 bathroom

sleeps 6

Match: Children under 5

All filters match

Price per night from

$401

Great rentals within 20 miles that match your search

GLORIOUS OCEAN VIEWS FROM LOBLOLLY COVE - DECK - SEASIDE PATH TO BEACH AND TOWN

Rockport apartment

2 bedrooms
1 bathroom

sleeps 3

Match: Children under 5

All filters match

Price per night from

$281

OCEAN VIEW COTTAGE AT THE SEAWARD - EASY SEASIDE PATH TO OLD GARDEN BEACH

Rockport cottage

2 bedrooms
1 bathroom

sleeps 4

Match: Children under 5

All filters match

Price per night from

$339

LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN

Rockport apartment

1 bedroom
1 bathroom

sleeps 2

Match: Children under 5

All filters match

Price per night from

$304

BEACHFRONT - Directly on Long Beach Rockport MA

Rockport house

4 bedrooms
3 bathrooms

sleeps 14

Responds fast! avg. 3 hours 44 minutes

Match: Children under 5

All filters match

Price per night from

$688

Large Furnished room for rent, quiet location

Lynn apartment

1 bedroom
1 bathroom

sleeps 1

Match: Children under 5

All filters match

Price per night from

$29

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Rockport cottage

2 bedrooms
1 bathroom

sleeps 2

Match: Children under 5

All filters match

Price per night from

$281

Beach & King / Beach House - 10% off April & May, 2024!

Rockport house

6 bedrooms
5 bathrooms

sleeps 12

Match: Children under 5

All filters match

Price per night from

$975

Gap Cove at The Seaward

Rockport apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Children under 5

All filters match

Price per night from

$350

The Little Red House with Prize Ocean View

Rockport house

2 bedrooms
1 bathroom

sleeps 4

Match: Children under 5

All filters match

Price per night from

$196

Cozy bedroom apartment in a heart of

Beverly apartment

1 bedroom
1 bathroom

sleeps 4

Match: Children under 5

All filters match

Price per night from

$192

Downtown Beverly's hidden gem

Beverly house

1 bedroom
1 bathroom

sleeps 4

Match: Children under 5

All filters match

Price per night from

$190

Beach Front Luxe: Italian vibes & coastal glam in Rockport!

Rockport house

5 bedrooms
2 bathrooms

sleeps 12

Match: Children under 5

All filters match

Price per night from

$746

ROCKPORT MA OLD GARDEN BEACH RENTAL !

Rockport house

3 bedrooms
3 bathrooms

sleeps 8

Match: Children under 5

All filters match

Price per night from

$459

NEW! Family-Friendly Getaway < 1 Mi to Dtwn Salem!

Salem apartment

3 bedrooms
2 bathrooms

sleeps 12

Match: Children under 5

All filters match

Price per night from

$687

Luxurious 3 Story Beachfront Home! Newly Furnished & Captivating Views!

Plum Island house

4 bedrooms
2 bathrooms

sleeps 8

Match: Children under 5

All filters match

Price per night from

$659

Hillside Ocean View 2BR with Private Beach Access

Ipswich house

2 bedrooms
1 bathroom

sleeps 6

Match: Children under 5

All filters match

Price per night from

$189

Belle Femme: Great for Families! In Salem Historic District, walk to waterfront!

Salem house

6 bedrooms
2 bathrooms

sleeps 12

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$280

Luney Dunes Penthouse: 1 Dog ok, Ocean View, Deck, Spa Bath, Jetted Tub, Walk to

Newburyport hotel apartment

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$115

Linden Tree: Walk to Enchanting Downtown, Spacious, Gas Fireplace, Tree Swing, G

Newburyport hotel apartment

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$154

Broom & Board: Walk to Town, Museums, & Eateries - Sleek & Modern - Fast WiFi, P

Salem house

2 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$174

Plovers Nest: Perfect Couple Retreat: Fireplace, Sunset water views! Smart TVs,

Newburyport house

1 bedroom
2 bathrooms

sleeps 2

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$200

RiverView: Waterfront Neighborhood Park, Boston Train, Pubs & Shops, Close to Sa

Beverly house

4 bedrooms
2 bathrooms

sleeps 9

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$211

Love Shack: Sunsets, New Central AC, 3Min Walk to Blue Ocean, Boardwalk, and Bea

Salisbury cottage

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$111

Bell Buoy: Ocean View Roof Deck- Near Shops, Bear Skin & Downtown Rockport Neck!

Rockport house

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$219

Cloud Break: Water View Sunsets! Modern, Cozy, Gourmet Kitchen, Patio, Deck, Gri

Newburyport house

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$221

Sea View Loft: Mid-Century Modern, Private Deck, Grill, 1 Dog Included, Walk to

Newbury condo

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$228

SeaCity View: Stunning Views, Walk to Beach & Town, Private Garden

Swampscott house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$221

Sea Love Beach House: 2 Min Walk to Beach, Water views - Fireplace, Smart TVs, D

Newburyport condo

3 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$392

Sandy Toes: 1 Dog OK , Grill, Firepit, Walk to Boardwalk & Beach, Central AC, Sm

Salisbury house

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$264

The Warlock House: Speak Spells, Wave Wands, Ride Brooms - 5min Walk to Salem, B

Salem condo

3 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$207

Glamorous Cabana: Enchanting Romantic Luxury Get- Away, Fireplace, 5min Newburyp

Newbury cottage

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$137

Sweet Retreat: Walk to Ocean, Town, & Eateries - Parking, Smart TV, Fast WiFi

Marblehead condo

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$163

Hollyhock House: Garage, Decorative Fireplace, Modern Kitchen, Smart TVs, Fast W

Marblehead house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 4 minutes

Match: Children under 5

All filters match

Price per night from

$40

Viewing 38 of 51
rentals in Gloucester

Also consider

Rockport 15 properties
Cape Cod 1,437 properties
Martha's Vineyard 246 properties
Berkshires 45 properties
Nantucket 31 properties
Cape Ann 23 properties
Brookline 22 properties
Cambridge 12 properties
Boston 10 properties
Silver Beach 10 properties
Marlborough 8 properties
Plymouth 8 properties
Milton 7 properties
Quincy 6 properties
Marblehead 6 properties
Newburyport 6 properties
Ayer 5 properties
Salem 5 properties
Manomet 5 properties
Beverly 5 properties
Hull 5 properties
Salisbury 5 properties
Texas 4,485 properties
North Carolina 3,469 properties
New York 1,200 properties
Louisiana 822 properties
Maine 504 properties
Vermont 425 properties
Alaska 328 properties
Kentucky 280 properties
Rhode Island 146 properties
Kansas 76 properties

Vacation Rentals & Houses in Gloucester

Per night

51 houses

Viewing 38 of 51rentals in Gloucester

Also consider

Viewing 38 of 51
rentals in Gloucester