Beachfront vacation rentals in Middlesex County

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Middlesex County

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

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Guest favorite

Vacation home in Guilford

4.99 out of 5 average rating, 87 reviews

Spacious Oceanfront Getaway with Spectacular Views

Perfect vacation getaway! Awaken to the sun rising over Long Island Sound! Panoramic waterfront views from 70 ft of windows spanning NY to RI. Quiet, private, updated home, NOT a cottage: >2200 sq ft, single level 3B/3B, + bonus lower-level walk-out/office. Master bed double shower/jacuzzi overlooking the water! Multiple oceanfront decks. 100 ft granite shoreline, short stroll to nearby sand beaches. Swim, fish, read a book, or watch the sailboats go by! (Not suitable for children/pets/events.)

Guest favorite

Vacation home in East Hampton

5 out of 5 average rating, 42 reviews

Family Friendly Lake House Lake Pocotopaug Sunsets

Enjoy this newly renovated and decorated, cozy retreat on the lake! With breathtaking views and sunsets, this beautiful lakefront cottage provides a peaceful setting that offers an unforgettable experience for anyone visiting. The 3-bedroom, 2-bathroom cottage is full of charm with cozy indoor and outdoor living spaces. Including an outdoor undersea mermaid mural. With all the amenities of a larger home, this cottage on the lake is the perfect place to make memories that will last a lifetime.

Guest favorite

Rental unit in Branford

4.94 out of 5 average rating, 18 reviews

Stony Crk Studio ideal for trvl nurses…

Peaceful shoreline studio/retreat for trvl nurses, grad students etc near New Haven. Single occupancy studio comprises upper east-wing of our home—has its own entrance up the exterior stairway with a dbbl-locked interior door and soundproofing for your privacy. Enjoy the balcony views and sunny chaise lounge chairs in rear-garden. Kick off your shoes and totally RELAX in our sleepy niche called Stony Creek, where the beach and harbor, food and shops & historic Thimble Islands are steps away.

Guest favorite

Rental unit in Westbrook

5 out of 5 average rating, 5 reviews

Private Guest Suite Water Views

This cozy fully equipped guest suite boasts scenic water and marina views in the center of the Westbook Marine area. This charming retreat offers an escape from the hustle of everyday life. Ocean breeze and views from upper private covered porch. Bring your bikes enjoy scenic shore rides. One queen bed, full bath and fully equip kitchen, cozy living and dining area. Roku ready, AC and Wifi. Free parking. Rent kayaks across the street. Restaurants in all directions. Casino's 30 min.

Guest favorite

Home in Westbrook

4.95 out of 5 average rating, 19 reviews

Barnacle Bay Beach House

Welcome to Barnacle Bay Beach House, in Westbrook, CT! A cozy 3BR, 2BA home just a short trip from the beach. Enjoy a fully-equipped kitchen, comfortable living area with a TV, and serene bedrooms. Features include Wi-Fi, a kitchen fit for a chef, and tons of updates throughout. Perfect for a family getaway or a beachside retreat! Barnacle Bay is more than just a place to stay - it's a place to create lasting memories. Book your stay now and experience the magic of coastal Connecticut!

Guest favorite

Home in Guilford

5 out of 5 average rating, 27 reviews

Beach Sanctuary on the Long Island Sound

Kick back and relax in this stylish, retro, newly renovated coastal oasis with beach access & stunning views of the Long Island Sound. You can enjoy bird watching in the backyard garden in the spring, swimming and fishing at the private association beach in the summer, and leaf-peeping in the fall. The Beach Sanctuary is located in charming, historic Guilford CT, minutes from the town green, train station, local restaurants, and shopping as well as 20 minutes from New Haven and Yale.

Guest favorite

Cottage in Chester

4.98 out of 5 average rating, 253 reviews

Updated cottage "Beriozka" on Cedar Lake

Originally from Russia (hence the name “Beriozka” meaning Birch Tree) I live in Stamford CT. About 7-8 years ago I’ve discovered Chester/ Essex area and fell in love. I’ve been coming here during summer to enjoy river rides, during winter just to see snow on the ground of old towns and needless to say during fall – when all the beauty of nature unfolds. Then came an idea to have an own place here and when an opportunity came to buy this small cottage on Cedar Lake I’ve jumped on it.

Guest favorite

Cottage in Guilford

4.99 out of 5 average rating, 96 reviews

Waterfront Joshua Cove Cottage with private beach.

Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

Guest favorite

Home in Clinton

5 out of 5 average rating, 22 reviews

Soundscape Beachfront House!

Need an escape by the sea with gorgeous sunrises and stunning sunsets? Come stay at this beautiful beachfront retreat. Wake up with the best views of the Long Island Sound, smell the ocean and enjoy your coffee or wine while watching sailboats and admiring seagulls take flight. Sunbathe on the extended sand deck or step down into the lower sandy beach to swim, kayak, or paddle board. Come relax with friends and family, seize the day, escape the daily grind and get re-energized!

Guest favorite

Home in Old Saybrook

5 out of 5 average rating, 25 reviews

Romantic Couples Retreat with Private Sandy Beach

Get ready to relax and unwind! Old Sea Lane Cottage is located in a peaceful quiet setting in Old Saybrook’s premier Indian Town Association. Tucked away on a dead end street, this cottage is home to your own private beach. Catch the sunrise and sunsets. During low tide, swim or paddle board across the water to Harveys Beach. You will never get tired of watching the birds and hearing the sounds of nature! This is a truly special location. INQUIRE ABOUT OUR EVENT FEE. No pets

Guest favorite

Home in Westbrook

4.98 out of 5 average rating, 51 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 favorite

Guest suite in Westbrook

4.98 out of 5 average rating, 65 reviews

*Newly Renovated* Private Suite - Steps to Beach!

Discover why guests are raving about our private guest suite in coastal Westbrook, CT! Thoughtfully designed for comfort and convenience, it’s an ideal retreat for those seeking a seamless, relaxing travel experience. Perfect for solo travelers or couples, the suite combines contemporary design with thoughtful amenities for an unforgettable stay. Guests love the proximity to the beach, fine dining, and local attractions!