Cape Ann Luxury Holiday Rentals
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374 rentals in Cape Ann.
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
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Good Harbor Beach House - walk to beach, close to restaurants and shopping!
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Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
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4 Bedroom LUX House/with Pool Next Door
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Elegant Italian Villa On The Scenic Coast of New England
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Single Level Home - Steps to Downtown Gloucester & A/C throughout
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Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat
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Perfect Rockport Downtown Vacation Destination
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Featured on HGTV's Beach Hunters
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"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
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Gladview Rockport Apt #gladview#thacher
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Quaint getaway with full kitchen and lush yard - close to the beach and downtown
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"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven
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Dog-Friendly, Waterfront Home with Washer and dryer & Two Decks
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The Duval House
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Ocean views just steps to Back Beach, Front Beach, and downtown Rockport
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Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi
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NEWLY Renovated Luxury Home, Walk To Town & Beach. 5 Bedroom, 3.5 Bath + Office.
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Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family View Annisquam
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Experience Rockport charm, walk to the beach ,restaurants & Shalin Liu Center
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Adorable Beach house with lots of outdoor space and steps to Long Beach!
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2 Bd/2 Bth with ·King bed ·2 floors · Private Parking · Downtown Rockport
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End of an Era: limited days between now and January 10th - Then POOF!
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Sweet cozy house located in Pigeon Cove
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Wonderful home sitting right between two terrific beaches!
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Walk to Good Harbor Beach, pet friendly, family beach home
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Sunset Views, Waterfront Property, Dock - Sleeps 12
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Luxury 1900's romantic retreat steps from the beach - King Suite!
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HEART OF HISTORICAL ROCKPORT with Reserved Parking
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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A tranquil ocean retreat steps from the water's edge
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Relaxing Rivers Edge Main Street Retreat
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Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
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Holbrook House: Charming Rockport Village Cottage, Walk To Everything!
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Classic charmer near the coast with with a firepit, outdoor shower, & beach gear
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NEW 1BR with Private Deck + Ocean Views· Private Parking · King Bed
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Quaint Two-bedroom House with Ocean Views in the South End of Rockport
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WALK TO BEACH! Conveniently located! Booking for June & Sept 2025!
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3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
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Charming, Modern 3 BR Home near Good Harbor Beach (Gloucester)
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First Period Colonial Lodging in Gloucester MA
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Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
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Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
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Grafton Estate: Ultimate Luxury With Private Beach
Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 13
Match: Sleeps
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Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach
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Coastal retreat steps to the beach with smart TVs, desk, grill, children's items
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Beach dreaming??
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Thanksgiving getaway special: 5% rebate at checkin for your 3+night escape!
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Long Beach Suites: Ocean Views, Book 2024 Already!
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Majestic summer rental
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Stunning Views from Beachfront House in Manchester-by-the-Sea!
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Showing results 1-50 of 374
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Holiday Rentals near Halibut Point State ParkHoliday Rentals near Eastern Point LighthouseHoliday Rentals near Beauport, the Sleeper-McCann HouseHoliday Rentals near Good Harbor BeachHoliday Rentals near Stage Fort Park and BeachHoliday Rentals near Wingaersheek BeachHoliday Rentals near Bearskin Neck