Northern Massachusetts Vacation Rentals & Homes - 55 Rentals Available
55 Vacation rentals
Ocean Front Cottage on Scenic Long Beach
Rockport Cottage
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Child friendly
$287.00
from $287.00 / night
Directly on Long Beach Rockport MA
Rockport House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 14 14
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Child friendly
$590.00
from $590.00 / night
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
$236.00
from $236.00 / night
The Rockporter: Enjoy beautiful views of Pigeon Cove Harbor.
Rockport House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
- Air conditioning
$325.00
from $325.00 / night
Golden Sands at Good Harbor: Across the street from the beach
Gloucester Cottage
- 7 bedrooms 7
- 3 bathrooms
- sleeps 12 12
- 3 nights min
- Ask about children
$763.00
from $763.00 / night
Granite Cottage: Charming cottage in Rockport with private deck and views
Rockport Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Ask about children
- Pet friendly
$177.00
from $177.00 / night
Poolside Summers: Swim in the private in-ground pool or walk to the beach
Rockport House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 6 nights min
- Swimming pool
- Child friendly
- Air conditioning
$627.00
from $627.00 / night
Wonson Cove House: Rocky Neck, Eastern Point and Beaches
Gloucester House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 6 nights min
- Child friendly
- Pet friendly
$431.00
from $431.00 / night
Clamshell Landing: Bring your game to its squash & tennis courts!
Essex House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 14 14
- 3 nights min
- Ask about children
- Air conditioning
$999.00
from $999.00 / night
Happy Days Cottage: Charming Folly Cove house with waterfront deck
Rockport Cottage
- 4 bedrooms 4
- 1 bathroom
- sleeps 7 7
- 3 nights min
- Ask about children
- Pet friendly
$221.00
from $221.00 / night
North Seas Cottage: Water views in serene Pigeon Cove
Rockport Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Ask about children
- Pet friendly
$210.00
from $210.00 / night
Garden by the Sea: Relax & enjoy wonderful coastal views. Walk to the beach!
Gloucester Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Ask about children
$191.00
from $191.00 / 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
$525.00
from $525.00 / night
Salt Island Views: Walking distance to Good Harbor & Long Beach.
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
$508.00
from $508.00 / night
Thurston Point: Waterfront rental with deepwater dock on Annisquam River!
Gloucester Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 7 7
- 3 nights min
- Child friendly
$307.00
from $307.00 / night
Meet Me On South Street: Walk to Rockport's village and beaches.
Rockport Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Ask about children
$198.00
from $198.00 / 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
- 3 nights min
- Child friendly
$763.00
from $763.00 / night
Quarry Crest House: Includes swimming rights to Little Parker quarry
Rockport House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
$333.00
from $333.00 / night
Seaside House: Good Harbor Beach and the Back Shore right outside
Gloucester House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 6 nights min
- Child friendly
$608.00
from $608.00 / night
Tuller House, a tranquil retreat on Rockport's "the Avenues."
Rockport House
- 3 bedrooms 3
- 1 bathroom
- sleeps 5 5
- 3 nights min
- Ask about children
$338.00
from $338.00 / night
Granite Pier: Blends traditional craftsmanship with modern amenities. Views!
Rockport House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Ask about children
$401.00
from $401.00 / night
Strawberry Cove House: Multi-level waterfront home
Gloucester House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 3 nights min
- Child friendly
- Air conditioning
$736.00
from $736.00 / night
Perrywinkle: Waterfront on Gloucester’s Rocky Neck.
Gloucester House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
$473.00
from $473.00 / night
Captain's Cottage: Traditional setting with a private footbridge to the beach
Rockport House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Ask about children
$188.00
from $188.00 / night
Treehouse by the Sea: Stacy Boulevard, Downtown Gloucester, and Beaches
Gloucester House
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Pet friendly
$198.00
from $198.00 / night
Sage Hill: Easy access to both Gloucester & Rockport
Rockport House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
- Air conditioning
- Pet friendly
$268.00
from $268.00 / night
Long Beach House: Large, comfortable home just 285 feet from the white sands!
Gloucester House
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- 6 nights min
- Ask about children
- Pet friendly
$477.00
from $477.00 / night
The Robert House: 4 bedroom Rockport village house, sleeps 7
Rockport House
- 4 bedrooms 4
- 1 bathroom
- sleeps 7 7
- 3 nights min
- Child friendly
$264.00
from $264.00 / night
Eastern Point on the Sea: Water views, private beach and gorgeous sunrises
Gloucester House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Ask about children
- Pet friendly
$620.00
from $620.00 / night
Straitsmouth Cove: Outstanding ocean views at Gap Head Cove in Rockport.
Rockport House
- 5 bedrooms 5
- 2 bathrooms
- sleeps 9 9
- 3 nights min
- Child friendly
- Air conditioning
$533.00
from $533.00 / night
Sunset Cove: Waterfront home in Goose Cove section of Gloucester
Gloucester House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Air conditioning
$308.00
from $308.00 / night
Rockport Hideaway: Private pool & a short walk to all Rockport has to offer.
Rockport House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Swimming pool
- Child friendly
$305.00
from $305.00 / night
Bell View: Private tennis court and an in-law suite.
Gloucester House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 16 16
- 3 nights min
- Ask about children
- Air conditioning
$729.00
from $729.00 / night
Family Tides: Only a half-mile from Good Harbor Beach.
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Ask about children
- Air conditioning
$376.00
from $376.00 / night
Rockport Beach Escape: Stroll to Old Garden Beach or town.
Rockport House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- 3 nights min
- Child friendly
$643.00
from $643.00 / night
Beach Stone Cottage: Just feet from the white sands of Good Harbor Beach.
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Pet friendly
$432.00
from $432.00 / night
Reeds Wharf is a charming one bedroom condo, overlooking Smith Cove.
Gloucester Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 28 nights min
- Ask about children
$169.00
from $169.00 / night
Two Beaches: Walk to Long Beach or Good Harbor!
Gloucester House
- 3 bedrooms 3
- 1 bathroom
- sleeps 8 8
- 6 nights min
- Ask about children
$394.00
from $394.00 / 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
- Child friendly
$370.00
from $370.00 / night
Beach Bungalow: The perfect getaway to two of Rockport's finest beaches!
Rockport Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Ask about children
$178.00
from $178.00 / night
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