Vacation rentals in Rocky Neck

4 Bed Water View w/ Parking

Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

Family · Location · Walkability

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.

Family · Location · Parking

Stay at the Marina (Gloucester)

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.

Location · Accuracy · View

Oceanfront Home Rockport

Step into your own slice of paradise with our newly renovated beachfront haven, perfectly perched along the captivating Long Beach in Rockport. Picture yourself waking up to the soothing sounds of waves and the mesmerizing sight of the ocean stretching out before you. With five cozy bedrooms accommodating up to 14 of your nearest and dearest, along with two sparkling bathrooms and a gleaming, fully equipped kitchen, this is the ultimate spot for unforgettable getaways with family and friends.

Value · Location · Amenities

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!

Family · Location · Outdoor spaces

Wonderful Rocky Neck home on Gloucester harbor

2 Bedroom with Loft, 1 Bathroom fully furnished Home on Gloucester harbor. Dead end street with 3 off street parking spots. Restaurants, local art gallery's, the beach all just a short walk away. Wake up with the sweet smell of ocean air and the sound of seagulls calling. Enjoy your breakfast with a million dollar view on the 4 season porch with 8 sliding windows overlooking the harbor. You could spend hours watching the boats go by as you read a good book with your fur baby on your lap.

Location · Family · Heating

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

Family · Value · Shared spaces

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 🏖️

Location · Family · Decor

Ocean View | Walk to Downtown & Beach | Skylight

Welcome to C by the Sea! Our stunning Penthouse apartment is located in the heart of Gloucester, MA. This beautifully renovated 1 bedroom, 1 bathroom 3rd floor unit boasts breathtaking views of the Gloucester Harbor and Ten Pound Island and features stunning skylight windows, which flood the space with natural light. C by the Sea is located in a charming historic building, built in 1865, sleeps up to 4 people, and is just steps away from all that Gloucester has to offer!

Value · Location · Nearby

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.

Family · Location · Check-in

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.

Family · Location · Kitchen

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!

Location · Family · Amenities