
Beachfront holiday rentals in Wingaersheek Beach
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Wingaersheek Beach
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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.

Spacious 2BR Steps To Beach. 2.4 miles to Salem 28
Forget your worries in this spacious and serene space. The Airbnb is seconds away from the beach w/partial ocean views . It includes Wi-Fi, a newly furnished, recently updated, fully equipped kitchen, 3 smart TVs, master bedroom and another room with two double beds. In a brick apartment complex, second floor walk up and free street parking. Minutes away from downtown Beverly and 40 minutes from Boston/Airport. Near Endicott College, Gordon College, Monserrat College of Art, and historic Salem!

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

Cozy up in our oceanfront 2BR condo Hampton Beach
Welcome to our waterfront condo—a cozy retreat for the off-season at Hampton Beach. Enjoy peaceful ocean views and quiet charm, just steps from the shoreline. Whether you're planning a romantic escape or a relaxing family stay, our warm and inviting space offers comfort and convenience. Take in the crisp sea air from the balcony, explore local shops and restaurants, and enjoy the slower pace of coastal life. Be sure to check the space and parking details to make sure it meets your needs!

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).

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.

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

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!!

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.

*Beachfront* Vintage Coastal Cottage - Relaxation
It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here: https://bit.ly/3vK5F0G We've outfitted it with an extra screen and a setup to get you up and running. Google home and Sonos systems bring this 100 year old beauty into this century.

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.

Welcome to the Beach Escape! Seabrook, NH
Come stay in the BEACH ESCAPE! Walk 1,000 feet to Seabrook Beach in New Hampshire. After a day at the beach, come back to relax on the balcony overlooking the marsh, watch the sunsets and fireworks. The condo sleeps up to 3-4 people with a full sized bed and full sleeper sofa, TV, WiFi, kitchenette, central AC, and 2 chairs. Walk to amazing restaurants steps away. Our goal is for you to have an amazing time on the New Hampshire Seacoast! We have a check in time of 2PM.
Popular amenities for beachfront rentals in Wingaersheek Beach
Pet-friendly beachfront home rentals

4BR Oceanfront Rockport Vacation on Long Beach!

Tulum Theme|Pvt Beach Access|Parking|New Listing

Great location! 3 Bedroom apartment near Boston

Adorable spacious renovated private home on beach

2 BDR - 2 Bath-Private Deck Waterfront House

Designer beach-front apartment

Ocean Views at Casa de Mar near Salem & Boston

Lakeside apartment, patio, hot tub, outside shower
Beachfront home rentals with a pool

Nautical Bliss - Luxury Studio Condo w/ Pool

Beachfront apartment with city accessibility

2 bedrooms with pool access . #4

Ocean View - Steps to the Beach!

~Salty Sunsets & Sandy Toes~ 493 Ocean Blvd

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

406 Co. Seascape

Oceanfront Pool. Close to Boston. Free Parking.
Private beachfront home rentals

Newly renovated Boston Condo

Remodeled NH Lakefront home-Sunrise & Sunset Views

Ocean View Oasis: The perfect North Shore Getaway

Waves in the Cove - includes offstreet parking

Coastal Bliss | Sweeping Views | Updated Kitchen

Prized 5th floor oceanfront!

Entire Lower Level of House, Across From The Beach

Relaxing Beachfront Cottage, 20min Ferry to Boston
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Freedom Trail
- New England Aquarium
- Long Sands Beach
- MIT Museum
- Boston University
- Boston Seaport
- Canobie Lake Park
- York Harbor Beach
- Crane Beach
- Boston Convention and Exhibition Center
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- Gillette Stadium
- North Hampton Beach
- Prudential Center




