Beachfront vacation rentals in Winthrop

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Winthrop

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Weymouth

4.94 out of 5 average rating, 124 reviews

Newly remodeled home with ocean views!

Spacious home newly remodeled with all high end touches. This house has views of the Boston skyline and harbor Islands. Each bedroom and floor has it's own split system air conditioning for maximum comfort. Preferred neighborhood of North Weymouth which is 10 miles from Boston. This house provides a convenient location for you and your family to explore the city with all the comforts of home. Full laundry facilities are on the same floor with the bedrooms. 2 decks to relax and enjoy the views.

Guest favorite

Apartment in Beverly

4.91 out of 5 average rating, 87 reviews

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!

Top guest favorite

Apartment in Winthrop

4.96 out of 5 average rating, 236 reviews

Oceanfront Pool. Close to Boston. Free Parking.

Enjoy a relaxing & tranquil beach setting while having quick access to Boston and all it has to offer. Stunning ocean views can be seen from our seasonal saltwater pool and all-season hot tub (exclusive during your stay). We are 4 short miles from Boston & public transportation is easily accessible. Winthrop is a welcome relief from the hustle and bustle of the city, where you can come "home" and wind down to the sound of ocean waves, seaside birds, gorgeous sunrises, and beautiful moon rises.

Guest favorite

Apartment in Hull

4.9 out of 5 average rating, 42 reviews

Brand new ocean front apartment on Nantasket Beach

Direct water front development, Owners unit with a wrap around balcony that has magnificent ocean views on one side and beautiful sunsets over looking Worlds End and the Bay on the other side. This is a brand new custom apartment in a new luxury apartment buiIding. Step outside, be on Nantasket Beach, one of the most beautiful beaches in the state. Walk to great restaurants, The Paragon Boardwalk and Beer Garden. Visit the Swedish candy store on the 1st floor or see live bands at the C-Note.

Top guest favorite

Condo in Winthrop

4.99 out of 5 average rating, 181 reviews

Truly Ocean-Front!: Spacious Family Home + Pets

Truly ocean-front! Don’t be fooled by Winthrop listings of side-street homes. This is an entire 1st floor unit with a private entrance. In an owner-hosted, classic triple-decker home with normal family/town sounds. Pro-cleaned and pet-friendly. Adjacent to Boston by car, ferry/transit. Family time with everything you need. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all.

Top guest favorite

Apartment in Beachmont

4.99 out of 5 average rating, 110 reviews

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!

Top guest favorite

Guest suite in Gloucester

4.98 out of 5 average rating, 283 reviews

PrivateBeach for 2 Adults, Gloucester MA SquishInn

SquishInn & SplashLanding are quiet, couples beach getaways. 2 adults/unit. No pets. Enjoy the pristine 1 1/4 mile private beach on our beach chairs/towels. SquishInn - hotel room-style unit. Large walk-in shower, vanity, private toilet, small sized refrigerator, Keurig & micro. FULL access to private beach & off street parking. * Combine w/ SplashLanding for a full kitchen, oceanside deck & accommodations for 4 adults. Splashlanding: copy and paste airbnb.com/h/splashlanding-gloucester-ma

Guest favorite

Home in Gloucester

4.97 out of 5 average rating, 118 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).

Guest favorite

Home in Marshfield

5 out of 5 average rating, 37 reviews

Lovely Family House Steps Away from Sandy Beach

Lovely 5-bedroom single family home located across the (quiet) street from a resident-only long sandy beach in a kid’s friendly neighborhood. Ocean views from all the rooms with new furniture and comfortable mattresses across the house. Nice yard, outside table, barbeque and rocking chairs on a nice porch. Kitchen has brand new appliances. Large TV in the Living Room. Parking available for 2-3 cars. If you are looking for a house to party, this is not the right fit.

Superhost

Guest suite in Winthrop

4.85 out of 5 average rating, 112 reviews

The Strand on the Beach

Welcome to the 129 The Strand! This accommodation will transport you to a tropical paradise where you can relax and enjoy the sun, sand and sea. Located a few steps from the beach, our Airbnb is the perfect place for your dream vacation. The interior is decorated in a modern and cozy style, and is equipped with everything you need for a comfortable and relaxed stay, it has 1 bed, 1 bath, living room, private entrance, parking, & refrigerator.

Guest favorite

Home in Marshfield

4.96 out of 5 average rating, 24 reviews

The Lily Pad

Beautiful beachfront property overlooking Brant Rock. Just steps away from various restaurants and bars. Very lively atmosphere. House is completely remodeled . Private access to the beach . A great place to enjoy making memories, watch beautiful sunrises and sunsets from comfort while having a cup of coffee or practice yoga on the beach while watching the visiting seals.

Guest favorite

Apartment in Nahant

4.97 out of 5 average rating, 122 reviews

Steps from Short Beach - Nahant - 3 Bedroom

Just steps from 2 amazing beaches including Short Beach and Doggy Beach which looks out over Boston's skyline for beautiful sunsets. Walking distance to Tides, Long Beach, Seaside Pizza and Seaside Variety. Perfect location for a weekend get-away in the small quaint beach town of Nahant, Ma!