Waterfront vacation rentals in Gloucester

The open kitchen features a large island with seating for several guests. A cozy living area is visible, with a comfortable seating arrangement and large windows allowing natural light and ocean views. Warm wood flooring complements the airy atmosphere.

4.99 out of 5 average rating, 155 reviews

4 Bed Water view Downtown with 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.

A comfortable living area is showcased, featuring a plush leather sofa and an armchair with a checkered pattern. Natural light streams through windows adorned with sheer curtains, illuminating the rustic wooden beams above. A wooden coffee table sits in front of the seating area, with a decorative rug beneath.

4.89 out of 5 average rating, 198 reviews

Harborfront Retreat on Bearskin Neck

Experience true waterfront living at this private retreat perched directly over Rockport Harbor. Enjoy coffee on your patio as boats drift by and take in peaceful harbor views from one of Rockport’s most iconic locations. Step outside to beaches, art galleries, boutiques, and fresh seafood dining — all just moments away on foot. Perfect for couples or small families seeking a relaxing coastal escape. Inside, historic charm meets modern comfort with exposed beams, a welcoming living space, and

The image captures a serene waterfront scene with comfortable Adirondack chairs arranged on a grassy area overlooking a calm harbor. The view includes a small dock with boats and a waterfront lined with rocky formations, creating a peaceful coastal ambiance.

4.98 out of 5 average rating, 251 reviews

Springtime waterviews in downtown Rockport

Come to Rockport this spring and stay at this renovated waterfront apartment in a historic home with onsite parking, yard and a private entrance. Our prime downtown location is steps from beaches, restaurants, coffee shops, live music, and shopping on Bearskin Neck. Features full kitchen and bathroom with new applicances and fixtures. Living room has a loveseat, swivel chair, dining table, coffee table, roku TV, games, puzzles & books. Kitchen has a fridge, stove, oven, microwave and Keurig.

A spacious living area features large windows overlooking the water. A gray sofa and a blue armchair provide comfortable seating, while a wooden coffee table sits in front. A dining table with white chairs is positioned nearby, creating an inviting space for relaxation and meals.

4.96 out of 5 average rating, 140 reviews

Views over Lobster Cove! Book spring/summer now

Booking spring and summer. Water views/access, sunsets above Lobster Cove on Washington St. Ideal for couple, NEW KING BED in master, queen in 2nd. Fast WiFi./TV. Not suitable for young children. Central A/C. 2nd fl unit large windows. Large living/dining/kitchen area. Comfy new mattresses, 100% cotton sheets,sound machines. Overlooks beautiful Lobster Cove and footbridge. Minutes walk to the village of Annisquam and Lighthouse Beach. Small deck. Swim/kayak out your door. Parking for one car

4.87 out of 5 average rating, 129 reviews

An expansive view of the ocean showcases rolling waves under a partially cloudy sky. A deck is visible, outfitted with outdoor seating, surrounded by lush greenery and coastal vegetation, creating a serene outdoor space.

Apartment in Magnolia

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.

A charming white house is positioned along a rocky shore, showcasing a four-season porch with large windows that provide views of the harbor. Lush greenery surrounds the property, complementing the tranquil water scene with boats in the distance.

4.93 out of 5 average rating, 175 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.

Vacation home in Rockport

A private outdoor deck is visible, featuring a round table and two chairs with aqua cushions. Scenic ocean views extend beyond the railing, framed by lush greenery and boats in the harbor. The serene setting invites relaxation and outdoor dining.

4.96 out of 5 average rating, 110 reviews

Dreamy Oceanfront Deck 1 Bed Apt *No Cleaning Fee

Dreaming of a magical seaside getaway this Halloween? Our romantic eco-apartment in the Dream House awaits you! This October we'll have the Halloween spirit for you to enjoy. Rockport is a short drive or train ride to Salem and offers an alternative classic New England vibe for your North Shore visit. Located directly on the ocean in the heart of downtown. Watch the sunset every night from your private deck. Steps to shopping, dining and art galleries. Come stay with us, if you dare!

The exterior view of the home reveals a modern wooden structure surrounded by lush greenery. A spacious deck extends from one side, while stone pathways weave through well-maintained gardens. Soft blue skies and gentle clouds create a serene atmosphere.

4.97 out of 5 average rating, 146 reviews

Harbor View Walk to Beach & Town, 6Guests KingBeds

Spectacular Gloucester home on Cape Ann. Walk to Stage Fort Park & local beaches right across the street. Gloucester center is about 1 mile. On the way to town, walk by beaches & the park with waterfront tennis & bocce ball courts, plus a great water view playground and playing fields. Just beyond the park is famous Stacy Boulevard with the Fisherman's Memorial Monument along the waterfront. There are beautiful white sandy beaches (Good Harbor, Wingaersheek, Singing, & Crane's Beach).

An inviting living space features a kitchenette with a stone accent wall and a modern concrete countertop. Comfortable seating is arranged beside large windows, allowing natural light to fill the area. A door leads to an outdoor space, enhancing accessibility and openness.

4.95 out of 5 average rating, 204 reviews

Mary's By The Sea

A unique 650 square foot ground floor apt across the street from Front Beach. 6 minute walk from the Rockport MBTA . There is a separate bedroom with a queen mattress and a pullout sofa bed in the living area. The pullout sofa is best for teens or smaller kids . There is a bathroom with a sink and toilet. There is another room with a sink and shower. The kitchen area is more like a kitchenette than a full-size kitchen. We provide one parking spot next door at The Cove parking lot.

4.92 out of 5 average rating, 231 reviews

A welcoming sign for the Rocky Neck Art Colony is displayed prominently. The sign features blue and white colors with decorative elements, including an image of a bird. Text indicates the area is one of America's oldest working art colonies, situated in historic Gloucester.

Loft in Gloucester

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

4.99 out of 5 average rating, 210 reviews

A private deck overlooks Rockport Harbor, featuring two white Adirondack chairs with turquoise cushions. The calm water is dotted with boats, and the iconic Motif #1 is visible in the background, enhancing the coastal ambiance.

Condo in Rockport

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, 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!

4.98 out of 5 average rating, 118 reviews

An open living space features hardwood floors and a modern aesthetic. A sleek fireplace is mounted on the wall beneath a flat-screen TV. Bar stools with orange upholstery are positioned at the kitchen island, and a glass coffee table sits on a patterned area rug.

Condo in Gloucester

Boho Beach Condo for Ocean Escape

Enjoy a stylish experience at our centrally-located oceanfront condo. We are walkable to exquisite beaches and parks as well as downtown Gloucester where you will find a number of bars and restaurants to explore. If you feel like hanging in, share a meal/cocktail on the private deck. Perfect for a couples getaway or a group of friends looking to explore the North Shore without ever getting in your car.

Popular amenities for Gloucester waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

A cozy bedroom features a spacious bed adorned with a colorful quilt and is positioned near a large window. Sheer curtains frame the window, providing a view of the harbor and boats outside. A softly illuminated bedside lamp adds a warm touch to the room.

4.94 out of 5 average rating, 156 reviews

Spectacular Views of Rockport Harbor.

4.97 out of 5 average rating, 113 reviews

A spacious window with dual openings frames a view of the ocean and sandy beach across the street. The interior walls are painted in a calming blue, complementing the natural light that fills the room. Grassy areas can be seen in the foreground.

Apartment in Nahant

The Blue Pearl

4.93 out of 5 average rating, 158 reviews

A scenic view captures a charming two-story white house overlooking the ocean, framed by a vibrant blue sky with scattered clouds. The foreground features a street with pedestrians, while vehicles are parked nearby. Greenery line the roadside, enhancing the coastal setting.

Apartment in Winthrop

Newly Renovated Ocean View 2 Bdrm Apt

4.9 out of 5 average rating, 148 reviews

A bench positioned on sandy beach overlooks a calm waterway, reflecting the sky's clouds and distant shoreline. The scene captures a peaceful outdoor environment, inviting visitors to relax and enjoy the serene landscape.

Apartment in Beverly

Enjoy Stunning Sunrises&Sunsets Ocean Views 33

4.97 out of 5 average rating, 198 reviews

A spacious living room features a comfortable sofa with yellow accent pillows and two armchairs. A coffee table rests on a decorative area rug, complemented by a potted plant. Natural light filters through light curtains, enhancing the room's inviting ambiance.

Apartment in Salem

Mariam’s On Becket

4.94 out of 5 average rating, 158 reviews

A private deck features comfortable green seating and a glass table, surrounded by colorful potted flowers. Ocean views extend beyond the railing, with trees visible in the background, creating a peaceful outdoor space for relaxation.

Apartment in Nahant

Ocean view studio with hot tub & access to Boston

4.96 out of 5 average rating, 265 reviews

A vibrant flower pot filled with colorful flowers is positioned near a sparkling saltwater pool. In the background, ocean views are visible, complemented by lounge chairs and a hot tub. Gentle water splashes from the pool add a lively touch to the serene setting.

Apartment in Winthrop

Oceanfront Pool. Close to Boston. Free Parking.

4.98 out of 5 average rating, 207 reviews

A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.

Apartment in Arlington

Lakeside apartment, patio, hot tub, outside shower

Waterfront house rentals

4.96 out of 5 average rating, 312 reviews

The exterior of the cottage is visible, featuring light gray siding and multiple windows with white trim. A vibrant display of pink flowers is situated in the foreground, providing a colorful contrast to the structure.

Home in Hampton Beach

2 Bedroom Beach Bungalow, Steps from the Beach!

5 out of 5 average rating, 174 reviews

A welcoming living area showcases a large screen displaying Netflix. Two brown armchairs with throw pillows are positioned beside a modern coffee table. A cozy fireplace adds warmth, while soft gray and blue tones create a relaxing atmosphere. Natural light filters through the windows.

Home in Kittery Point

A water view slice of heaven at Pepperrell Cove

Superhost

A spacious private deck overlooks the tidal Annisquam River, featuring comfortable outdoor seating with blue cushions. A small table is placed beside the seating area. String lights illuminate the space, enhancing the inviting atmosphere for relaxation while enjoying scenic water views.

4.85 out of 5 average rating, 26 reviews

PVT Waterfront Deck|Firepit|Workspace|Free Parking

4.94 out of 5 average rating, 182 reviews

A serene view of the lake is framed by two bright blue chairs and a small white table topped with a pot of yellow flowers. Lush greenery surrounds the water, with residential homes visible in the distance.

Home in Salem

Quaint Little New Hampshire Lake House Getaway!

4.95 out of 5 average rating, 167 reviews

A serene view of a calm river, reflecting the warm light of sunrise. A bridge spans the water, with a rainbow faintly visible in the sky. A wooden dock extends towards the water, bordered by trees and boats moored nearby.

Home in Kittery

Gorgeous Waterfront Home with Dock and Beach

4.91 out of 5 average rating, 117 reviews

The great room is highlighted by 25-foot ceilings and panoramic windows offering views of the ocean. A large sectional sofa surrounds a coffee table, while a flat-screen TV is mounted above the fireplace. Sliding glass doors lead to an outdoor space, enhancing the airy feel.

Home in Swampscott

Ocean Views at Casa de Mar near Salem & Boston

4.89 out of 5 average rating, 160 reviews

A spacious facade of a home is framed by well-maintained green lawns and vibrant landscaping. The entrance features a series of steps leading to a covered porch, while ornamental trees and shrubs enhance the welcoming appearance.

Home in Kittery Point

Kittery Point Jewel

5 out of 5 average rating, 108 reviews

A modern blue house is nestled within lush greenery, featuring multiple large windows and a rooftop deck with an umbrella. The tranquil marshland, dotted with tall grasses, stretches into the distance under a sky filled with soft clouds.

Home in Salisbury

Pirates Hideaway - Sanctuary on the Marsh

Waterfront condo rentals

4.98 out of 5 average rating, 194 reviews

A view of the illuminated bridge at night, showcasing vibrant purple lights reflecting on the water. Mist rises from the surface, creating an enchanting atmosphere. Nearby, buildings are visible along the waterfront, enhancing the scene's appeal with their warm lights.

Condo in Badger's Island

Badgers Island Condo-Sweeping Portsmouth Views #3

The kitchen area features modern stainless steel appliances and a spacious marble countertop. Bar stools provide seating at the counter, and a dining table is visible near large glass doors that open to a private balcony, allowing natural light to fill the space.

4.93 out of 5 average rating, 105 reviews

The Wave • Ocean condo on sands of Hampton Beach •

4.98 out of 5 average rating, 166 reviews

Top Floor Beachfront Getaway

An outdoor balcony is furnished with wooden seating and a coffee table, providing ocean views and a serene atmosphere. The nearby sandy beach can be seen in the background, framed by a clear blue sky and a gentle horizon.

4.93 out of 5 average rating, 119 reviews

Cozy up in our oceanfront 2BR condo Hampton Beach

4.9 out of 5 average rating, 126 reviews

A bright kitchen area features a sleek countertop and modern appliances. Large sliding glass doors access a balcony with scenic views. A dining table is set for four, complemented by a relaxed workspace on the side, allowing for comfortable meal preparation and enjoyment.

Condo in Rockport

The Nest - The Heart of Bearskin Neck

4.98 out of 5 average rating, 320 reviews

Seacoast Getaway

4.8 out of 5 average rating, 189 reviews

A sandy pathway leads to the beach, flanked by tall grass and a low fence. A wooden bench provides a resting spot along the way. The ocean stretches into the distance under a clear blue sky, inviting relaxation and exploration.

Condo in Seabrook Beach

Welcome to the Beach Escape! Seabrook, NH