Beach house vacation rentals in Wingaersheek Beach

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Top-rated beach house rentals in Wingaersheek Beach

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Guest favorite

An aerial view displays the modern exterior of the seaside home, featuring solar panels on the roof. The surrounding neighborhood is visible, showcasing nearby houses and a glimpse of the coastline. The area appears walkable, with a mix of greenery and roads leading to the beach.

Home in Swampscott

4.9 out of 5 average rating, 91 reviews

Ocean Views at Casa de Mar near Salem & Boston

Relax and unwind at Casa de Mar - our 3 bed, 3 full bath seaside home on the North Shore. Close to Salem and Boston, overlooking Swampscott Bay to Nahant. The great room has 25' ceilings, a 70" flat screen TV, a desk, and 2 seating areas. Modern kitchen, new appliances . The master bedroom has a king-sized bed, sitting area, flat screen TV, private balcony, and en suite bath. The first floor bedroom has a queen bed and a private balcony. The third bedroom has a queen bed and en suite bath.

The front view of a two-story beach house is captured, showcasing a light-colored exterior with large windows. Two blue chairs are positioned on the upper deck, and flowering window boxes add a touch of greenery. A staircase leads to the entrance, with a stone façade accentuating the base.

Home in Rye

4.85 out of 5 average rating, 13 reviews

Amazing Beachfront & Marsh Views, Rye, NH

Directly across the street from Foss Beach, with wonderful tidal pools; shifting sands alter the beach from smooth to pebbly constantly. From the front of our home, enjoy beautiful sunrises, moonrises, and the ever-changing ocean toward the Isles of Shoals. The Awcomin Marsh behind our home has a clear, calm view during the day, and sunsets at dusk. Our open and bright home has natural light and central air conditioning for those hot summer days; spaces to congregate and spaces for privacy.

Guest favorite

A welcoming approach to the vacation home is highlighted by a brick pathway surrounded by lush greenery. Colorful shrubs and flowers frame the entrance, leading to a multi-level deck. The home features wooden siding and large windows, nestled among a serene wooded environment.

Home in Gloucester

5 out of 5 average rating, 5 reviews

Magnolia By The Sea

Enjoy the wooded setting, beautiful gardens and privacy of our family vacation home, just a few minute walk to Magnolia beach. Our 4 bedroom, 2 bathroom home includes a large family room, well appointed eat-in kitchen, basement rec room with pool table, spacious deck and huge yard. We're a 15 minute drive from two of the most beautiful beaches in New England, Wingaersheek and Good Harbor. Whale watch, deep sea fishing, museums, shops and restaurants in downtown Gloucester are a 10 minute ride

Superhost

A spacious kitchen island features four blue upholstered stools with gold legs, positioned around a light wood counter. Large windows provide expansive views of the harbor, while pendant lights hang above, adding a modern touch to the open space.

Home in Seabrook

Seabrook Beach water views all around

Relax with the whole family at this peaceful place to stay. Water views from every room in this newly built coastal clean home on the harbor. Paddleboard or swim from the backyard or walk to the “big beach”. Seabrook Beach is a beautiful “residents only” beach and a parking pass is included if driving over is preferred. Walk to restaurants, bars, ice cream and yoga studio! Relax on the second floor deck and watch the sunset. Open concept kitchen and living areas make this home perfect for you!

Top guest favorite

The historic two-story exterior of the 1767 Tuck House is presented, featuring white siding and a green front door. Black shutters frame the windows, and a stone pathway leads to the entrance. Lush greenery surrounds the home, contributing to its inviting appearance.

Home in Rockport

5 out of 5 average rating, 92 reviews

Walk To Beach at Historic Luxury Renovation

Dreaming of sun, sand, and seafood this summer? Stay at the 1767 Tuck House, where historic charm meets New England luxury! This is the perfect home for groups/families. Steps to the beach, shops, restaurants and arts. This home offers the privacy of a boutique hotel with all the modern comforts: plush Casper mattresses, AC, 4K TV, laundry, heated floors, quartz counters, new appliances, 3BR, 3 Full Baths, 2 Kitchens, 2 Decks, Private Entries. A true Rockport gem, we promise a special stay.

Top guest favorite

The exterior of a charming farmhouse features light-colored siding and a covered front porch. Vibrant flowers in shades of pink and white line the pathway, complemented by lush greenery surrounding the property. Clear skies provide a serene backdrop.

Home in Rockport

5 out of 5 average rating, 23 reviews

Modern farmhouse with all the comforts of home!

Nestled in the Pigeon Cove neighborhood, a sweet spot between beaches, Bearskin Neck, and Halibut Point, The Nest is your home base for exploring Cape Ann, Salem, Boston, and more…and an oasis where your friends and family can gather to relax and recharge. Hang out in the open floorplan, grill out on the deck, or cook in the well-appointed kitchen and gather round the table for a family meal. Or enjoy one of the many private spots to play, work, read, or nap. There's no place like The Nest!

The exterior of a blue Victorian home is captured, displaying a wraparound porch adorned with flowers. An American flag is mounted by the entrance. The property is framed by a lush green lawn and is situated near a peaceful bay, with a road leading up to the house.

Home in Essex

Conomo Point, Essex, MA.

Enjoy incredible sunrise views of Essex Bay from the wraparound porch of this stately Victorian home in the quaint and picturesque Conomo Point community. The beach and dock are nearby, making it a paradise for boating and swimming. The enormous living room features a side room with upholstered window seats, the dining room easily seats 8, and a large eat-in kitchen. Each four-bedroom is spacious and bright, with one full bathroom and one half, plus an outdoor shower.

Top guest favorite

Home in Rockport

4.97 out of 5 average rating, 334 reviews

Charming Toe-Hold, A Short Walk to Town and Beach

Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

A cozy living room features a mix of furnishings, including a blue sofa, a white slipcovered couch, and a plush armchair. A rustic coffee table is centered, with a gas fireplace and a television on a stand nearby. Large windows provide natural light and offer ocean views.

Home in Rockport

5 out of 5 average rating, 4 reviews

Cozy Beach Home with Ocean Views

Escape to the charm of Rockport, MA with this cozy, light-filled, 4 bedroom, 1 1/2 bath well equipped home located across the street from Back Beach and just a short stroll from Bearskin Neck and the picturesque harbor. Enjoy breathtaking ocean views from nearly every room in the house. Whether you're here for a romantic weekend, a family vacation, or a peaceful retreat, this inviting space offers the perfect base to experience all the beauty of Cape Ann.

Superhost

A collection of buoys and fishing gear is arranged with a 'Welcome' sign, positioned in sandy dunes. The scene is framed by tall grass, with a vibrant sunset casting warm hues across the sky, while the sun sets over the water in the background.

Home in Salisbury

4.94 out of 5 average rating, 71 reviews

Oceanside Haven 2-Family Beach House 5BR 2BA

Welcome to Oceanside Haven, a charming two-unit retreat in Salisbury Beach, just seconds from the shore and 0.4 miles from dining and entertainment. This tastefully decorated home offers 5 bedrooms and 2 bathrooms, perfect for family beach retreats, getaways, staycations, or remote work. Explore nearby gems like Newburyport, Plum Island, Hampton Beach, Portsmouth, Kittery, York, Ogunquit, and Kennebunkport, all just a short drive away!

Guest favorite

A bright and airy sunroom features large windows lined with decorative string lights. A long wooden dining table sits surrounded by wooden and metal chairs. A colorful area rug adds warmth, while potted plants and wall-mounted greenery enhance the inviting setting.

Home in Hampton

4.76 out of 5 average rating, 172 reviews

Lorraine's Landing | 2 Min to Beach | Pet-Friendly

Welcome to Lorraine's Landing - the sister cottage to Pat's Porch's. This coastal escape includes 2-bedrooms, 1 bathroom, and is just a 5-minute stroll from the beach and boardwalk. Enjoy the recently renovated and fully stocked kitchen featuring butcher block counters. With an outdoor grilling area, designated parking, and thoughtful amenities throughout, your seaside retreat promises relaxation and adventure for all.

Top guest favorite

An outdoor deck is showcased, featuring a modern grill and a table surrounded by a set of black wicker chairs. Lush greenery provides privacy, while a door leads into the interior of the cottage. The space is designed for relaxation and gatherings.

Home in Lakeside Marblehead

5 out of 5 average rating, 60 reviews

Dotey Cottage

Just a short walk to Devereux Beach and centrally located in town, Dotey Cottage is a newly-renovated getaway for those looking to enjoy Marblehead, Salem and Boston's North Shore. You'll have the entire cottage to yourself, so whether you choose to relax in the fenced in backyard, kayak at Riverhead beach, or walk to the movie theater or restaurants close by, you'll have all you need to enjoy your stay!