Waterfront holiday rentals in Essex County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Essex County

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

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Guest favourite

Apartment in Rockport

4.99 out of 5 average rating, 186 reviews

6 Tuna Wharf - Harbor right outside kitchen door!

Dreaming of summer vacation in Rockport? This condo is in the middle of the action and excitement of Bearskin Neck yet private & directly on the wharf. Classy beachy condo overlooking Rockport Harbor & Motif 1. Steps from shops, beaches, restaurants, art galleries & beaches. Outside the kitchenette, a private patio on the wharf for morning coffee, grilling or evening happy hour. Relax and watch the boats go by year round! A fun getaway even in the off season. Book early to secure your trip!

17–24 Nov

£337 per night

Guest favourite

Loft in Rockport

5.0 out of 5 average rating, 199 reviews

Chic Downtown Loft ☆ Private Parking ☆ Ocean View

Enjoy the coastal and seaside views from the renovated and bright "jewel" located in the charming seaside New England town of Rockport on Cape Ann. The loft is centrally located is literally steps to the beaches, the Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu. 1-min walk to Bearskin Neck & Motif No.1 5-min walk to Front Beach + easy access to many others 8-min drive to Halibut Point Park 25-min drive to Salem 1-hour drive to Boston 15-min walk MBTA Train Station

11–18 Jan

£151 per night

Guest favourite

Flat in Rockport

4.96 out of 5 average rating, 257 reviews

Harbor Retreat | Ocean View | Heart of Downtown

Discover Rockport's Harbor View Apartment! 🌊 This newly renovated 1-bedroom on the second level boasts stunning harbor views from a private deck. Steps from Bearskin Neck, enjoy proximity to unique shops 🛍️, fine dining 🍽️, and beaches 🏖️. Equipped with high-speed WiFi, a 55" Smart TV, and a Murphy couch. Perfect for experiencing Rockport's vibrant atmosphere. Note: Guests must climb stairs and the downtown location can be lively and noisy 🌆. Book your unforgettable seaside escape today! ⚓

12–19 Jan

£152 per night

Guest favourite

Flat in Salem

4.93 out of 5 average rating, 209 reviews

Stay in the Heart of Salem hosted by Erin and Matt

AMAZING LOCATION!! Downtown Salem, steps from Pickering Wharf and Salem Common. One bedroom apartment on third floor of our family home. Separate entrance, private deck, and spacious open concept living space with memory foam mattress Murphy bed. Kitchen is fully functional with all basic needs. NO SMOKING NO PARTIES NO AFTER PARTIES NO EVENTS 4 guests max ONE SMALL pet considered, send inquiry and add pet guest/fee. NOT the ideal space for active young children. ONE parking spot available.

8–15 Apr

£270 per night

Guest favourite

Apartment in Rockport

4.99 out of 5 average rating, 144 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

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 shops, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport right on Bearskin Neck. Enjoy beautiful ocean breezes sipping coffee or cocktails on the deck of this sweet beach retreat nestled on the Atlantic coast. Come fall in love with charming Rockport!

29 Dec – 5 Jan

£293 per night

Guest favourite

Guest suite in Gloucester

4.98 out of 5 average rating, 377 reviews

SplashLanding Private Beach Getaway in Gloucester

Jan-March 2024 open for monthly rentals. Must Book Summer 2024 via Airbnb website not the APP! *Our 2nd unit SquishInn has openings beginning April 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. Now another 2 friends can join you!

10–17 Apr

£277 per night

Guest favourite

Home in Salem

4.95 out of 5 average rating, 123 reviews

Quaint Little New Hampshire Lake House Getaway!

Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.

13–20 Nov

£201 per night

Guest favourite

Loft in Gloucester

4.9 out of 5 average rating, 167 reviews

Rocky Neck Studio/Loft, Gloucester, Mass.

Welcome 2024! 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

6–13 Feb

£122 per night

Guest favourite

Place to stay in Salem

4.98 out of 5 average rating, 201 reviews

Seadrift Inn - 2 bedroom 2nd floor apt by the sea!

We are at Salem Willows - family-friendly activities, the ferry, trolley, train, downtown, and nightlife are all close by. Seadrift is perfect for couples traveling together as it has two bedrooms, both with King beds, a large living room, and bathroom. You have a private entrance and it is located on the second floor. You can walk to four beaches within minutes, one is right outside your door. Salem has many historic landmarks and wonderful restaurants very close by. Come visit!!

6–13 May

£205 per night

Guest favourite

Flat in Rockport

4.94 out of 5 average rating, 148 reviews

Mary's By The Sea

A unique 650 square foot ground floor apartment across the street from Front Beach. A 6 minute walk from the Rockport Commuter Train Station, MBTA. We have an in town location . There is a separate bedroom with a queen mattress and a pullout sofa bed in the living area. The pullout sofa is most ideal for teens or smaller kids .There is a bathroom with a sink and toilet. There is another room with a sink and shower. We provide one parking spot next door at The Cove parking lot.

20–27 Feb

£189 per night

Guest favourite

Tiny home in Rockport

4.94 out of 5 average rating, 129 reviews

Little Red House on Bearskin Neck!

Rockport is a lovely seaside town just 40 miles northeast of Boston at the tip of Cape Ann. It is a small peninsula surrounded by the Atlantic Ocean known for its beaches, seafood, art, and one of a kind shopping. Full of beauty&serenity RCKPT invites you to slow down. Of course you can come explore too! There is no shortage of beaching, swimming, sailing, trailing, kayaking, paddle boarding and diving . The Lil House sits in the center of it all (the neck!) Beauty awaits!

2–9 Aug

£201 per night

Guest favourite

Flat in Salem

4.99 out of 5 average rating, 264 reviews

House of Three Gables

Nestled within the historical Derby Street neighborhood in Salem, MA, The House of Three Gables offers 3 comfortable bedrooms, a livingroom w/tv, and a full kitchen. Free Wi-fi and parking available on premise. This prime location is less than a 3 minute stroll to the Salem/Boston Ferry with museums, restaurants, and shops around every corner. We welcome everyone into our quaint home, baby accomodations are available but, please no pets. We look forward to your visit!

13–20 Nov

£312 per night