Waterfront vacation rentals in Rockport

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Rockport

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Rockport

4.98 out of 5 average rating, 182 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

JUST OPENED NOV/DEC DATES! From the deck of this New England vacation retreat enjoy amazing views of Rockport Harbor and the iconic Motif #1. Steps from delightful shops, restaurants, and ice cream/coffee, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport on Bearskin Neck. Enjoy beautiful ocean breezes with coffee or cocktails on the deck of this sweet beach retreat nestled on the N.E. coast. Come fall in love with charming Rockport!

Guest favorite

Guest suite in Gloucester

4.98 out of 5 average rating, 420 reviews

SplashLanding Private Beach Getaway in Gloucester

Jan-March 2025 monthly rentals. Must Book Summer 2025 via Airbnb website not the APP! *Can't find an opening in SplashLanding? Our 2nd unit SquishInn has openings June-Oct 2024 airbnb.com/h/squishinn-gloucester-ma Long walks on a private beach. Get sun-kissed; toes in the sand. Romantic dinners on the deck. Cozy in Winter (Energy Star home and Radiant heat throughout). TRAVELING WITH ANOTHER COUPLE? Book Private Beach Getaway SquishInn. Our 2nd unit for adult couples 2 friends can join you!

Guest favorite

Rental unit in Arlington

4.98 out of 5 average rating, 186 reviews

Lakeside apartment, patio, hot tub, outside shower

Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom. Private from public, patio and hot tub overlooks lake and conservation land. No stairs. Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit. $25 pet fee, 1 pet only under 50 #'s. Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures.

Guest favorite

Rental unit in Hull

4.9 out of 5 average rating, 42 reviews

Brand new ocean front apartment on Nantasket Beach

Direct water front development, Owners unit with a wrap around balcony that has magnificent ocean views on one side and beautiful sunsets over looking Worlds End and the Bay on the other side. This is a brand new custom apartment in a new luxury apartment buiIding. Step outside, be on Nantasket Beach, one of the most beautiful beaches in the state. Walk to great restaurants, The Paragon Boardwalk and Beer Garden. Visit the Swedish candy store on the 1st floor or see live bands at the C-Note.

Guest favorite

Home in Sandown

4.95 out of 5 average rating, 19 reviews

Private Waterfront home

WATERFRONT HOME! Come escape to this home on the lake. Get ready to kyak, waterski, swim, fish or just relax on the large new deck & watch the sunsets. This Crate & Barrel-esque styled Cape has room to entertain & sleep plenty of guests. Sit, relax & listen to the loons. Sonos speaker system throughout the home and outside. 2 kyaks & a pedal boat for guest use. Boat launch is next door. Hannaford Grocery store & Walgreens is 1 mile away. Enjoy the Fire pit & fire up the grill.

Guest favorite

Home in Gloucester

4.93 out of 5 average rating, 151 reviews

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.

Guest favorite

Condo in Rockport

4.96 out of 5 average rating, 77 reviews

Rockport Oceanfront: Take the Train to Salem

Dreaming of a magical seaside getaway? Our charming eco-apartment in the Dream House awaits you! A beach lover's paradise, we're located directly on the ocean in the heart of downtown on Bearskin Neck. Watch the sunset from our amazing windows overlooking the harbor. Steps to shopping, dining, art galleries, Front Beach and Motif #1. A short drive to Halibut Point for wonderful walks and an easy train ride or drive to Salem. Make a trip to this delightful seaside village a priority!

Guest favorite

Home in Gloucester

4.98 out of 5 average rating, 46 reviews

Swim in Summer, Ski in Winter—Waterfront Sunsets!

Stunning sunsets, a parade of boats going by, a charming marina and a beach brimming with natural beauty—these are the sights you’ll behold at this year-round waterfront home built to maximize its spectacular maritime views. The modern yet cozy house features a balcony overlooking the water. An open floor plan allows for maximum water views from the kitchen, dining and living areas thanks to an expanse of windows across the entire first floor. Registration #: C0176131070

Guest favorite

Vacation home in Derry

4.97 out of 5 average rating, 120 reviews

Little Lake House-Kayaking, Swimming & more

Welcome to our home away from home. This cozy lake get away just minutes over the border from Massachusetts is the perfect place to connect with friends and family. Enjoy days out on the water which is right outside your back door! Or nights at the fire pit enjoying the stars. We have wifi, tv w/ streaming services, laundry, a/c & heat, and kayaks to make your stay as comfortable and fun as possible. We're family friendly and have a crib for infant/baby.

Guest favorite

Guest suite in Hull

4.96 out of 5 average rating, 25 reviews

Sunset Point Waterfront Apartment

Best location in Hull! Remodeled studio on Sunset Point with direct views of Worlds End and Hingham Bay. Private parking for your car and private mooring for your boat with shared dock, canoe and grill. Fully equipped kitchen with all new appliances, spacious living room with biofuel fireplace, modern bath including washer & dryer, private patio for lounging or dining al fresco as you watch the ever-changing and always spectacular sky and water views.

Guest favorite

Cottage in Newburyport

4.93 out of 5 average rating, 107 reviews

Sunset Waterfront Privacy Beach

Newly renovated waterfront with private beach and panoramic views. Enjoy the private pool (heated June through September). Unmatched privacy and large outdoor living. Front row wildlife views of marsh. Bikes to venture out and discover the island. Evenings by the firepit watching the tides roll in. Amazing sunsets! Private sleeping loft in bedroom 3 perfect for older kids. Modern kitchen with a washer/dryer combo. Wake up to a fresh Tea or Coffee.

Guest favorite

Home in Gloucester

4.97 out of 5 average rating, 115 reviews

Harbor View Walk to Town&Beach, 6 Guests King beds

Spectacular Gloucester home. Book this Fall to stay on Cape Ann. From the private oasis, you have a beautiful walk to local beaches & Gloucester center, restaurants, museums, galleries & boutiques, sailing and whaling charters, power boat rentals, SUP, kayaking, historic landmarks, seaside restaurants & also ocean front tennis, boce ball and so much more! or just come for happy relaxing! This place is a happy haven! ♡