Vacation rentals in Rocky Neck

Gorgeous Oceanfront 2-Bdrm Apartment w/ Fireplace

Spectacular, furnished 2-bedroom apartment is just moments from the North Shore's iconic Good Harbor Beach, Bass Rocks Golf Club, colorful Rocky Neck & historic Gloucester with its storied seaport & burgeoning cultural & dining scene. This beautifully renovated oceanfront apartment rental makes the most of its spectacular setting in a 2-unit Victorian home with 2 bedrooms (1 King & 1 Queen), 1 1/2 bathrooms, fireplaced living room w/ Queen sofa bed, quartz kitchen countertops & laundry in unit.

Stay at the Marina

Welcome to Stay Cape Ann, where exceptional homes meet local hospitality. This property features: ✓ Private waterfront unit located within a small working marina on Rocky Neck ✓ Shared waterfront deck with lounge seating, outdoor dining, and BBQ grill ✓ Sleeps 5 across 2 bedrooms with 2 full bathrooms ✓ Marina and Gloucester Harbor views from the living spaces ✓ Dedicated parking, in-unit laundry, and walkable waterfront location See more photos and local recommendations on IG @staycapeann.

Amazing Ocean View In-Law Apt.

Step into a breath-taking magical seaside residence with 180-degree ocean views. This private in-law apartment has a sprawling lawn, steps to the ocean, and landscaped gardens. The apartment has one queen size bed with sliding doors opening out to the lawn, a queen pullout couch, granite counter-top complete kitchen including micro and dishwasher, ping-pong table, flat screen TV, home office and bathroom/ shower. The apartment has been thoroughly cleaned and meets all covid-19 standards.

Luxury Portside Townhome Steps to Niles Beach

Escape to Niles Beach and experience the ultimate coastal getaway in our inviting 3 bedroom 3 1/2 bath townhome, just a short walk away from the serene Niles Beach in Gloucester. Perfectly situated for families, couples or friends looking to unwind by the sea. Explore Gloucester's historic harbor and waterfront, discover local seafood dining options and charming shops in downtown or take a scenic walk along Cape Ann's beautiful coastline. Book NOW and Experience the Magic of Gloucester!

Waterfront Rocky Neck Cottage | Gloucester Harbor

Wake up directly on Gloucester Harbor in the heart of historic Rocky Neck. This charming 2-bedroom home with loft features incredible harbor views from a four-season porch with 8 sliding windows overlooking the water. Enjoy morning coffee while watching fishing boats and sailboats pass by, or relax with a good book and your fur baby. Restaurants, art galleries and the beach are just a short walk away. Includes 3 private off-street parking spaces. A true Gloucester waterfront experience!

Sunset Serenity-Entire Cozy Home-30 min to Salem

Imagine yourself waking up to the waves, enjoying a cup of coffee and watching boats travel between the Annisquam River and Gloucester Harbor. It’s an invitation to an unparalleled waterfront experience. Sunset Serenity offers 1,000 Sq Ft 2 beds 2 baths with one vehicle driveway. Our 1st floor features a spacious kitchen, open concept dining and living area. Upstairs offers 2 bedrooms with water view and full bath with clawfoot tub. Just minutes to downtown and 30 minutes to Salem.

Rocky Neck Studio/Loft, Gloucester, Mass.

Welcome 2026! We look forward to you visiting RockyNeck in Gloucester. You will be sure to enjoy various special activities and events this summer and fall. We are located in the "quiet end", on a private residential dead end street in a historic artist colony . Nearby public transportation, Audubon sites, cultural events, the Gloucester Stage Co and beaches . Parking is on street with a parking lot nearby, if needed. PLEASE NOTE: the yard is private Bring your passcodes for TV

The Mariner|Family Friendly|Backyard|Walk 2 Beach

KEY FEATURES: ☀ Sleeps 8 | 3 bedrooms: 1 King, 1 Queen, 2 Twins ☀ Cozy queen pull-out sofa for extra guests ☀ 2.5 freshly renovated spa-style bathrooms ☀ Bright, fully equipped kitchen + seating for 6 ☀ Fully fenced backyard oasis with patio, new grill & lounge seating ☀ Central AC for breezy summer days ☀ Fast WiFi + Roku Smart TV for movie nights ☀ Screened-in porch for morning coffee ☀ Beach kit included: umbrella, chairs, cooler & cart ☀ Serene primary suite with King bed 🏖️

Luxury Townhouse in Downtown with Free Parking #2

Welcome to Gloucester, the beautiful fisherman city. This spacious home has a beautiful living space and an ocean view from the balcony. The home boasts numerous features including in-unit laundry and 2 free off street parking spaces. Enjoy the convenience of being close to the beach, downtown, and the prestigious Beauport Hotel. Indulge in the vibrant culinary scene with many restaurants just steps away. Don't miss this opportunity to stay in this coastal paradise.

3BR Oceanfront Condo with decks

Have fun with the whole family at our stylish oceanfront condo. Capture exquisite sunrises and sunsets off of the decks overlooking the ocean. Spend time in the spacious arcade/game room with family and friends or listen to some smooth beats using our retro record player. Walk to downtown Gloucester where you will find a number of restaurants and bars or alternatively walk to exquisite beaches or parks all available steps from your front door.

Ocean views! Welcome to Sea Breeze! Winter rates!

Sea Breeze offers a spacious, newly renovated, 4 bedroom escape, that smiles down upon Good Harbor beach. Take in the refreshing salt air breezes while enjoying the solitude of being situated at the end of a quiet cul de sac. A short 3-5 minute drive gets you into the Good Harbor parking lot or take a 20 minute walk instead. Close-by downtown Gloucester is teeming with spectacular restaurants and activities for the whole family.

Luxurious beach house w/ harbor views & near beach

There isn't a better location on Cape Ann! Rocky Neck is the oldest art colony in the US. This luxurious 1br boasts ocean views & was updated w/ designer & custom features. Not only can you walk to the beach, there are amazing restaurants across the street and a wine & cheese bar featuring local art you can peruse while having a cocktail. Come and enjoy sunsets from the deck and everything else Gloucester has to offer!