Gloucester 3-bedroom Apartments, Vacation Rentals & More - 50 Rentals Available.
50 Vacation rentals
Filters applied: 3+ Bedrooms
Boulevard Bungalow: Steps away from Gloucester's fabled Stacy Boulevard.
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Ask about children
$328.00
from $328.00 / night
Golden Sands at Good Harbor: Across the street from the beach
Gloucester Cottage
- 7 bedrooms 7
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Ask about children
$1,013.00
from $1,013.00 / night
Oceanside at Good Harbor: Walk 0.2 mi to the white sands of Good Harbor Beach
Gloucester House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 9 9
- min stay varies
- Ask about children
$1,113.00
from $1,113.00 / night
Water's Edge: Direct waterfront on picturesque Goose Cove with dock
Gloucester House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Ask about children
- Air conditioning
- Pet friendly
$453.00
from $453.00 / night
Wonson Cove House: Rocky Neck, Eastern Point and Beaches
Gloucester House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Pet friendly
$673.00
from $673.00 / night
Welcome Home: Walk to Gloucester's historic harbor and beaches.
Gloucester House
- 5 bedrooms 5
- 2 bathrooms
- sleeps 12 12
- min stay varies
- Ask about children
$548.00
from $548.00 / night
Thurston Point: Waterfront rental with deepwater dock on Annisquam River!
Gloucester Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 7 7
- min stay varies
- Ask about children
$483.00
from $483.00 / night
Seaside House: Good Harbor Beach and the Back Shore right outside
Gloucester House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
$635.00
from $635.00 / night
Salt Island Views: Walking distance to Good Harbor & Long Beach.
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
$748.00
from $748.00 / night
Perrywinkle: Waterfront on Gloucester’s Rocky Neck.
Gloucester House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Ask about children
$653.00
from $653.00 / night
Annisquam Singing Pines: Private riverfront setting & tidal dock.
Gloucester House
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- 3 nights min
- Ask about children
$703.00
from $703.00 / night
Strawberry Cove House: Multi-level waterfront home
Gloucester House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 3 nights min
- Ask about children
$943.00
from $943.00 / night
Good Harbor Escape: Swim or walk over to Good Harbor Beach!
Gloucester House
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Ask about children
$353.00
from $353.00 / night
Eastern Point on the Sea: Water views, private beach and gorgeous sunrises
Gloucester House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- min stay varies
- Ask about children
- Pet friendly
$873.00
from $873.00 / night
Long Beach House: Large, comfortable home just 285 feet from the white sands!
Gloucester House
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Pet friendly
$573.00
from $573.00 / night
Sea Fox: Custom-designed home with rights to private Coffins Beach
Gloucester House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$653.00
from $653.00 / night
Rosemarc House: 180-degree ocean views & a private beach
Gloucester House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$1,435.00
from $1,435.00 / night
Beach Stone Cottage: Just feet from the white sands of Good Harbor Beach
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Ask about children
- Pet friendly
$643.00
from $643.00 / night
Little Red House: Close to Gloucester's historic Stage Fort Park & beaches
Gloucester House
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Ask about children
$278.00
from $278.00 / night
Family Tides: Only a half-mile from Good Harbor Beach.
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$523.00
from $523.00 / night
Grandview: Elegant Estate in Annisquam with water views & beach access.
Gloucester House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 13 13
- 3 nights min
- Ask about children
$1,028.00
from $1,028.00 / night
On the River: Spectacular views of the Mill River, with access for swimming.
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Ask about children
$438.00
from $438.00 / night
High Rock Cottage: Astounding views from every angle!
Gloucester House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
$1,085.00
from $1,085.00 / night
Two Beaches: Walk to Long Beach or Good Harbor!
Gloucester House
- 3 bedrooms 3
- 1 bathroom
- sleeps 8 8
- min stay varies
- Ask about children
$487.00
from $487.00 / night
River Breezes: Direct riverfront with incredible sunsets
Gloucester Cottage
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- min stay varies
- Ask about children
$453.00
from $453.00 / night
$403.00
from $403.00 / night
Your search has been expanded 12.7 miles to include more rentals
Directly on Long Beach Rockport MA
Rockport House - 3.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 14 14
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Child friendly
$582.00
from $582.00 / night
Salem/Beverly spacious, convenient, in town apartment perfect for fall events!
Beverly Apartment - 11.8 miles away
- 4 bedrooms 4
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Car not necessary
- Air conditioning
$172.00
from $172.00 / night
Poolside Summers: Swim in the private in-ground pool or walk to the beach
Rockport House - 4.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$740.00
from $740.00 / night
Happy Days Cottage: Charming Folly Cove house with waterfront deck
Rockport Cottage - 5.1 miles away
- 4 bedrooms 4
- 1 bathroom
- sleeps 7 7
- min stay varies
- Ask about children
- Pet friendly
$313.00
from $313.00 / night
Afternoon Delight: Toast the beauty of the river from the waterfront deck
Beverly House - 12.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Air conditioning
$390.00
from $390.00 / night
Tuller House, a tranquil retreat on Rockport's "the Avenues."
Rockport House - 5.3 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 28 nights min
- Ask about children
$69.00
from $69.00 / night
Granite Pier: Blends traditional craftsmanship with modern amenities.
Rockport House - 4.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Ask about children
$553.00
from $553.00 / night
Mon Altre Cove House: Gather the family to this seaside retreat.
Rockport House - 5.4 miles away
- 6 bedrooms 6
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Pet friendly
$561.00
from $561.00 / night
Clamshell Landing: Bring your game to its squash & tennis courts!
Essex House - 5.3 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 14 14
- 3 nights min
- Ask about children
- Air conditioning
$1,313.00
from $1,313.00 / night
Quarry Crest House: Includes swimming rights to Little Parker quarry
Rockport House - 4.3 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
$453.00
from $453.00 / night
The Robert House: 4 bedroom Rockport village house, sleeps 7
Rockport House - 3.9 miles away
- 4 bedrooms 4
- 1 bathroom
- sleeps 7 7
- 3 nights min
- Ask about children
$363.00
from $363.00 / night
Sage Hill: Easy access to both Gloucester & Rockport
Rockport House - 2.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$543.00
from $543.00 / night
Sea Vagabond: Amazing water views & close to Long Beach
Rockport House - 3.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- 3 nights min
- Ask about children
- Pet friendly
$248.00
from $248.00 / night
Landfall, 5 br/3 bath a welcoming respite after a journey from land or sea.
Rockport House - 4.2 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
$513.00
from $513.00 / night
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