Beachfront holiday rental in The Berkshires

Find and book unique beachfront homes on Airbnb

Top-rated beachfront accommodation in The Berkshires

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

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Guest favourite

Home in New Haven

4.95 out of 5 average rating, 108 reviews

Beach Haven - waterfront, near Yale, sunsets

Everything you need for an amazing vacation, year-round, in our comfortable home right on the beach! Walk out the back door and dip your toes in the sand and in Long Island Sound. Enjoy spectacular views from the back patio, sun room, and most rooms in the house. Watch the sunset while soaking in the hot tub. Sit by the gas fireplace with a book. Stroll along the lovely nearby sea wall. 10-minute drive to Yale and all downtown New Haven has to offer. 5-minute drive to Lighthouse Point Park.

Guest favourite

Cottage in Westbrook

4.9 out of 5 average rating, 86 reviews

A Beach House Gem

Come and enjoy this beautiful beach cottage with a private beach. Sleeps up to 6 comfortably with two full beds and 1 queen in the master. with a beautiful balcony Full bath upstairs, and a 1/2 off the kitchen. The main living area has a TV, air conditioning, and sliding doors to a deck. The updated kitchen has a dishwasher, microwave, cooktop, oven, and coffee maker. There are 2 parking spots in front of the garage The house is not winterized there are no bookings from Nov1 to March 1

Guest favourite

Home in East Lyme

4.96 out of 5 average rating, 186 reviews

Beachfront Paradise

Beautiful beachfront home available weekly in season (6/21/25-9/6/25) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, movie theatre, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

Guest favourite

Cottage in Old Lyme

4.97 out of 5 average rating, 35 reviews

Hop Skip and a Jump to the Beach

Sparkling clean bright airy cottage with open concept living. Right rear side entrance of 2 unit dwelling. Hop skip and a jump to private family beach. Fully stocked well appointed kitchen. Main bath with laundry. Newly renovated half bath. Queen bed in master BR. Second BR with full size bed. Take walks in the private gated community of Old Colony Beach. Enjoy days relaxing with toes in the sand, or take a short walk to carousel, ice cream and restaurants. Outdoor space with fire pit.

Top Guest favourite

Home in Old Saybrook

5 out of 5 average rating, 15 reviews

Cornfield Point Beach House View

Nestled amidst marsh & water views, this beach house offers a relaxing coastal experience. Just a 10 min walk to the private family friendly Cornfield Point Beach. Enjoy beautiful sunsets from the house or during a leisurely beachside stroll, these panoramic views are sure to leave a lasting impression. The beach house is setup for relaxation-a fully equipped kitchen, cozy living areas & inviting bedrooms with new comfy mattresses and fluffy towels. Quick drive or bike to Main st.

Guest favourite

Apartment in East Lyme

4.97 out of 5 average rating, 226 reviews

Brand New Direct Lakefront - Panoramic Sunsets

Completely remodeled lakefront apartment offering sweeping views of Pattagansett Lake. Open floor plan, fully equipped kitchen and massive deck make for an ideal gathering place to catch up with family or friends. All three spacious bedrooms offer comfy queen memory foam mattresses, fresh linens and UHD smart TVs. Two full bathrooms, high speed internet and in-unit laundry. Picturesque natural setting yet close to town amenities, restaurants, beaches, casino and area attractions.

Top Guest favourite

Home in Westbrook

4.98 out of 5 average rating, 55 reviews

Sea Salt Air Changes Everything

Sea Salt Air Changes Everything... The mood. The conversation. The momentum. When you are here you will find yourself at the crossroads of nature and civilization. Stroll to a private association beach from this restful retreat. Stretch out on the deck overlooking swaying seagrass. Sing in the outdoor shower. Go on, no one is listening. Tasteful appointments. Elegance abounds. Salt life refined with the comforts that nourish your soul. Solitude awaits you.

Guest favourite

Home in East Lyme

5 out of 5 average rating, 7 reviews

3 Houses Off the Water-Private Black Point Beach

Newly furnished, 4 bedroom beach house steps away from Black Point Beach with lots to do for the family! Private playground, basketball, tennis courts and more… The neighborhood even has its own market, a 5 minute walk! Niantic offers great restaurants, including Sift bakery, shops, children’s museum and boardwalk. A short drive to Mohegan Sun, Rocky Neck, Mystic and the Ferry to Block Island! Don’t miss your opportunity to rent this charming home!

Top Guest favourite

Cottage in East Lyme

5 out of 5 average rating, 26 reviews

Beach Cottage!

Steps away from the beach! Located in the desirable Oak Grove Beach, this lovely 2-bedroom brick ranch is the finest of Niantic and welcomes up to 4 guests. Elegant coastal living, with a private beach, makes it ideal for year-round vacations. Sit back, relax, and take in the ocean breeze of Long Island Sound from the roomy front patio. 🐳 If there is a veteran or more than 4 guests in your party, please text us to make special arrangements. 🙂

Superhost

Home in West Haven

4.79 out of 5 average rating, 102 reviews

Cozy Home, Dog and Family Friendly - book today!

Enjoy your private getaway, located a half-block from the beautiful town beach and boardwalk. The home includes a cozy living area with large TV, books and games, a full kitchen and large back deck overlooking the fenced yard. This is the perfect place for year-round fun with family and friends (and we are dog friendly!). Enjoy a 2 minute WALK to the beach or a short drive to downtown New Haven or Milford for fine dining, music and museums.

Guest favourite

Apartment in Madison

4.91 out of 5 average rating, 11 reviews

One Bedroom Apt-Cristys Madison

1 bedroom apt with king bed, 2 full bathrooms (1 w bathtub), full kitchen with keurig, living room and workspace. All couches pull out to beds (4 beds total). Free cable/Roku, WiFi and beach access. 1 minute walk from 2 beaches, and minutes from center of town, shopping and various weekly town events. Main building has a full restaurant with breakfast, lunch and dinner. Maid service not provided. Dog friendly - dog must be well behaved.

Guest favourite

Cottage in Branford

5 out of 5 average rating, 10 reviews

Beachfront Cottage Serene Private Beach, Kayaks

Imagine waking up at a serene waterfront cottage overlooking the Branford River, Branford Marina, Branford Point, and a bay that opens up to Long Island Sound. Imagine breakfast or just sipping your coffee on an open deck at water’s edge. Imagine a day at the beach, two supplied kayaks, and beautiful sunsets to complete the day. And all this set in the picturesque neighborhood of Pawson Park.