Northern Massachusetts Vacation Rentals & Homes - 57 Rentals Available
57 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
$421.00
from $421.00 / 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
$593.00
from $593.00 / 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
- Pet friendly
$743.00
from $743.00 / night
Boulevard Bungalow: Steps away from Gloucester's fabled Stacy Boulevard.
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Air conditioning
$545.00
from $545.00 / 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
$1,507.00
from $1,507.00 / 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
$804.00
from $804.00 / 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
$2,140.00
from $2,140.00 / 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
$563.00
from $563.00 / 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
$269.00
from $269.00 / 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
$401.00
from $401.00 / 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
$470.00
from $470.00 / 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
$463.00
from $463.00 / night
Salt Island Views: Walking distance to Good Harbor & Long Beach.
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
$788.00
from $788.00 / night
Seaside House: Good Harbor Beach and the Back Shore right outside your door.
Gloucester House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 6 nights min
- Child friendly
$861.00
from $861.00 / night
Granite Pier: Blends traditional craftsmanship with modern amenities. Views!
Rockport House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Air conditioning
$775.00
from $775.00 / 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
$404.00
from $404.00 / 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
$1,280.00
from $1,280.00 / night
Annisquam Singing Pines: Private riverfront setting & tidal dock.
Gloucester House
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- 3 nights min
- Child friendly
- Air conditioning
$1,254.00
from $1,254.00 / night
Perrywinkle: Waterfront on Gloucester’s Rocky Neck.
Gloucester House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Child friendly
$916.00
from $916.00 / night
The Cable House: High-end oceanfront family home, 1/10 mi to Cape Hedge Beach
Rockport House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 3 nights min
- Ask about children
- Pet friendly
$1,139.00
from $1,139.00 / 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
$532.00
from $532.00 / night
Magnolia Tides: Multi-level waterfront home
Gloucester House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 3 nights min
- Child friendly
- Air conditioning
$1,604.00
from $1,604.00 / 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
$435.00
from $435.00 / 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
$626.00
from $626.00 / 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
$532.00
from $532.00 / 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
$1,173.00
from $1,173.00 / 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
$685.00
from $685.00 / night
Family Tides: Only a half-mile from Good Harbor Beach.
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Air conditioning
$824.00
from $824.00 / 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
$757.00
from $757.00 / 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
$1,322.00
from $1,322.00 / night
Bell View: Private tennis court and an in-law suite.
Gloucester House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 16 16
- 7 nights min
- Child friendly
- Air conditioning
$1,364.00
from $1,364.00 / night
Two Beaches: Walk to Long Beach or Good Harbor!
Gloucester House
- 3 bedrooms 3
- 1 bathroom
- sleeps 8 8
- 3 nights min
- Child friendly
$675.00
from $675.00 / night
Squam Light: A newly renovated cottage, nestled in the village of Annisquam.
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- 3 nights min
- Ask about children
$643.00
from $643.00 / night
Kris' Kottage at Long Beach
Gloucester Cottage
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Ask about children
$610.00
from $610.00 / night
Helena House: European flair, close to Plum Cove Beach.
Gloucester House
- 3 bedrooms 3
- 1 bathroom
- sleeps 7 7
- 3 nights min
- Child friendly
- Pet friendly
$337.00
from $337.00 / night
Annisquam River Sunsets: Enjoy spectacular sunsets and a relaxed river vibe.
Gloucester Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Child friendly
- Air conditioning
$421.00
from $421.00 / night
Ships Bell: Water views and amazing sunsets on a quiet street in Lanesville.
Gloucester House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Child friendly
- Air conditioning
$683.00
from $683.00 / night
Plaisance - a summer vacation rental near Bass Rocks
Gloucester House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Child friendly
- Air conditioning
$721.00
from $721.00 / night
Booth Cottage: Walk down a private path to fabled Singing Beach.
Manchester-by-the-Sea House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 6 nights min
- Ask about children
$886.00
from $886.00 / night
Rocky Neck Hilltop: Living is easy high atop Rocky Neck!
Gloucester Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 3 nights min
- Child friendly
$417.00
from $417.00 / night
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