Waterfront holiday rentals in Rockport

A balcony view reveals a tranquil harbor filled with anchored boats, framed by vibrant flowers in a planter. The clear blue sky reflects on the water, while a bustling street lined with parked cars leads towards the waterfront.

4.95 out of 5 average rating, 164 reviews

Harborside Oasis | Harbor View | Heart of Downtown

Step into Coastal Bliss at Our Rockport Apartment! 🌊🏠 Perfectly positioned just steps from Bearskin Neck, immerse yourself in unique shops 🛍️, exquisite dining 🍽️, and serene beaches 🏖️. Revel in the spectacular views of iconic Motif Number 1 from your balcony, enjoy high-speed WiFi, and a 55" Smart TV in a fully stocked kitchen. Ideal for soaking in Rockport's vibrant yet relaxing atmosphere. Note: Requires climbing stairs and can get noisy! Book your unforgettable seaside retreat today! ⚓

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, 237 reviews

Winter retreat & waterviews in downtown Rockport

Rockport is charming over the holidays with lights, music and shopping! This brand new waterfront apartment is in a historic home with onsite parking & a private entrance. Galleries, restaurants, coffee shops, live music and shopping on Bearskin Neck are steps away. 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.

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, 150 reviews

4 Bed 2.5 Bath 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

The Waterline – A Private Harborfront Retreat

Stay in a cozy two-bedroom waterfront apartment in the heart of Bearskin Neck! The Waterline offers a charming ground-floor retreat with stunning views of the Rockport harbor and wharf. Relax in our beachside retreat adorned with nautical accents and stunning harbor and ocean views on our unique peninsula-bearskin neck. This beautifully updated space features two private bedrooms with queen beds, a cozy living area, and a private patio perfect for enjoying morning coffee, or picturesque sunsets

4.96 out of 5 average rating, 170 reviews

A spacious living area with a plush sectional couch in a neutral tone, centered around a coffee table, invites relaxation. Large sliding glass doors frame panoramic ocean views and provide natural light. A modern gas fireplace and stylish decor enhance the cozy atmosphere.

Flat in Beachmont

Beachmont Guest Suite

Experience tranquility in our modern guest suite with stunning ocean views and a private deck overlooking the Atlantic. Wake up to breathtaking sunrises and relax by the cozy gas fireplace. Features a fully equipped kitchen with island seating, a comfortable queen bed, a plush sectional couch, and a luxurious bathroom. Just minutes from Boston, enjoy beachfront living—ideal for romantic getaways, peaceful retreats, or business travelers. Book now to experience the best of beachfront living!

4.87 out of 5 average rating, 127 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.

Flat 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.

4.97 out of 5 average rating, 310 reviews

Seacoast Getaway

Seacoast, NH’s popularity is well-earned, with museums, the finest restaurants, spas and shopping that blend perfectly with the Seacoast landscape. From our beautiful beaches and coastline combined with plentiful outdoor recreation, including fishing and whale watching, kite flying and more with Portsmouth, Rye, Exeter and Kittery Maine, all a short ride our beachfront condo has something for all. After a day of outdoor activity and exploring, come retire and rest in our place with a view.

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 2025! 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

A view of a waterfront building is framed by leafy tree branches. A staircase leads to a second-floor entrance. Brightly colored kayaks are lined up along the calm water's edge, with a wooden dock visible in the background.

4.98 out of 5 average rating, 123 reviews

Harbor Place - Airy hideaway over Rockport Harbor

Enjoy stunning views of Rockport Harbor and the Atlantic from Harbor Place, a breezy, quiet open-floorplan bnb on Tuna Wharf, steps from the galleries, shops and restaurants of bustling Bearskin Neck. You'll be within easy strolling distance of several beaches, the train station, the Shalin Liu Performance Center, kayak rentals, walking paths, parks and boat tours. Relax and enjoy the view, eat in or out, lounge on our private beach! Access to Harbor Place is via staircase.

Guest suite in Lakeside Marblehead

A light-filled living area features a pull-out sofa adorned with striped cushions and a coffee table with a decorative book and lamp. A sliding glass door opens to a sleeping area with a spacious bed, while bright curtains frame the window, offering a view of the exterior.

4.9 out of 5 average rating, 293 reviews

Ocean Park Retreat

Bright and cheery 1 bedroom ground floor apartment with two+ car parking on quiet street in Marblehead's Ocean Park neighborhood, just steps from the ocean. Full size bed and pull-out full-size sofa in living room, private bathroom with in-floor heating, kitchenette with microwave, dishwasher, sink, double induction cook-top, refrigerator, and toaster oven. Laundry access. Walk to the waterfront, watch the sailboats drift by. Fifteen- minute walk to Historic town center.

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.

4.99 out of 5 average rating, 210 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, 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, 110 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.

Apartment 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 waterfront rentals in Rockport

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, 112 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.

Flat 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.

Flat in Winthrop

Newly Renovated Ocean View 2 Bdrm Apt

4.98 out of 5 average rating, 122 reviews

An open-concept living space features brick walls and wooden beams. A cozy gray sofa with decorative pillows faces a glass coffee table. The kitchen, equipped with stainless steel appliances, includes a breakfast bar with three stools, enhancing the functional design of the area.

Flat in Portsmouth

Tugboat Vista | 2 Bedroom | Downtown Portsmouth

4.98 out of 5 average rating, 427 reviews

A well-lit sleeping area features a spacious bed adorned with soft linens and decorative pillows. Natural light fills the room from multiple windows, complemented by a cozy seating nook and shelving that adds a charming touch to the serene atmosphere.

Flat in Salem

Winter Island Retreat

4.9 out of 5 average rating, 146 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.

Flat 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.

Flat 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.

Flat in Nahant

Ocean view studio with hot tub & access to Boston

Waterfront house rentals

4.96 out of 5 average rating, 309 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!

4.95 out of 5 average rating, 43 reviews

A sandy beach area is equipped with a gas grill, dining table, and lounge chairs under a large umbrella. Kayaks are neatly arranged along the shoreline, while a view of the calm water and distant boats is visible beneath the clear blue sky.

Home in Annisquam

Private Beach!

4.97 out of 5 average rating, 87 reviews

Two white rocking chairs sit invitingly along a stone walkway, facing a calm harbor. Reflections of colorful buildings and boats can be seen on the water's surface, framed by a vibrant sky during sunset.

Home in Rockport

Charming waterfront home. Patio, AC, Shops, Dining

4.94 out of 5 average rating, 178 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!

4.91 out of 5 average rating, 116 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

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

4.9 out of 5 average rating, 120 reviews

The dining area features a wooden table with built-in seating, adorned with decorative pillows. A vibrant mural of 'Salem Massachusetts' frames the black accent wall, while natural light enters through a window covered by dark curtains.

Home in Salem

*NEW Spooky Halloween |2BR|Downtown Salem|Parking

4.96 out of 5 average rating, 23 reviews

The living room features comfortable seating arranged around a round coffee table. Large sliding doors provide access to a waterfront view, while natural light illuminates the space. A smart TV is mounted on the wall, and a mirrored wall adds depth to the open-concept area.

Home in Rockport

Waterfront Rockport Gem Steps to Shops and Beaches

Waterfront apartment rentals

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, 100 reviews

The Wave • Ocean condo on sands of Hampton Beach •

A serene beach scene showcases soft waves gently lapping against the shoreline. Light sand is dotted with smooth rocks, while the horizon features clear blue skies meeting the ocean. A few distant figures can be seen enjoying the beach, contributing to a peaceful atmosphere.

4.98 out of 5 average rating, 166 reviews

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.

4.94 out of 5 average rating, 117 reviews

Cozy up in our oceanfront 2BR condo Hampton Beach

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.

4.9 out of 5 average rating, 126 reviews

The Nest - The Heart of Bearskin Neck

Seating for two is positioned by expansive windows, offering views of the ocean and harbor at sunset. Natural light enhances the inviting atmosphere, while curtains frame the scene, highlighting the serene coastal setting.

4.95 out of 5 average rating, 111 reviews

Rockport Oceanfront Apartment Heart of Downtown

Apartment in Badger's Island

A weathered building with colorful buoys decorates its side, positioned alongside a misty waterfront. A bridge is visible in the distance, with boats navigating nearby. The cloudy sky provides a soft, muted light to this coastal scene.

4.96 out of 5 average rating, 217 reviews

Badgers Island Condo- Sweeping Portsmouth Views #1

A bright and airy studio features a spacious bed dressed in white linens and vibrant accent pillows. A wall-mounted TV is positioned across from the bed, and a sliding glass door opens to a balcony. Decorative items and natural light enhance the welcoming atmosphere.

4.89 out of 5 average rating, 114 reviews

Welcome to "Sea Forever" Ocean front studio condo