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

Home in Haddam

4.84 out of 5 average rating, 31 reviews

Tranquil Lakefront Home @ Hidden Lake

Lakefront! Look no further than our tranquil home on Hidden Lake! What a gem! Relax with the whole family as you sit by the fire pit and enjoy the sights and sounds of nature on the lakefront. NOTE, next door neighbors have started exterior renovations which include activity that can at times be noisy. If booking for September/October you can message us ahead for expected activity on your desired dates. One bedroom has a spacious dedicated workspace ideal for remote workers on longer stays.

Sep 24 – Oct 1

R6,695 ZAR per night

Guest favorite

Apartment in Branford

4.89 out of 5 average rating, 9 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.

Oct 20 – 27

R1,768 ZAR per night

Guest favorite

Home in Old Saybrook

4.96 out of 5 average rating, 50 reviews

Steps to Beach! *Cozy Cottage* Pet Friendly

Relax and enjoy the beach life in this newly renovated charmer just steps from The Saybrook Manor Assoc private beach which is only available to Saybrook Manor Assoc members. Enjoy cooking your favorite family meals in our fully stocked kitchen or venture out to some of the best restaurants on The CT Shore with a short 5-15 min drive. Free wifi for work or entertainment , private outdoor patio dining and serenity await you. You will feel at home in our little slice of heaven on The Shore.

Nov 18 – 25

R3,635 ZAR per night

Guest favorite

Vacation home in Guilford

4.98 out of 5 average rating, 61 reviews

Spacious Oceanfront Getaway with Spectacular Views

Perfect summer getaway! Awaken to the sun rising over Long Island Sound! Panoramic views from 70 ft of waterfront 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, hike, fish, read a book, or watch sailboats go by! (Not suitable for children/pets.)

Jan 25 – Feb 1

R10,629 ZAR per night

Guest favorite

Cottage in Westbrook

4.99 out of 5 average rating, 80 reviews

The Old Salt Cottage · Cozy Gateway Near Beach

Grab your flip-flops and bathing suit and let your beach vacation begin! Located within walking distance to the private beach of the Old Salt Works Road Beach, the Old Salt Cottage has 3 beds, and 2 full baths, which will be the ideal landing pad for your friends and family. Bonus playroom with sleeper sofa and lots of games! The Cottage accommodates up to 8 guests, with an open-floor concept, fully-equipped kitchen, and a sunroom. The outdoor space has a grill, shower, and a fire pit.

Apr 28 – May 5

R11,022 ZAR per night

Guest favorite

Cottage in Chester

4.98 out of 5 average rating, 229 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.

Feb 6 – 13

R3,934 ZAR per night

Guest favorite

Home in Clinton

5.0 out of 5 average rating, 18 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!

Sep 20 – 27

R11,693 ZAR per night

Guest favorite

Cottage in Guilford

5.0 out of 5 average rating, 82 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.

May 27 – Jun 1

R8,914 ZAR per night

Guest favorite

Cottage in Guilford

5.0 out of 5 average rating, 15 reviews

Waterfront Cottage With Unforgettable Views

Enjoy Sea Breeze Cottage from sunrise to sunset. Spectacular views from two decks. This cottage has a well-appointed kitchen, dock, patio, flat-screen TV, internet, and 2 bedrooms. Here you'll enjoy bird watching, fall leaf-peeping, swimming, and fishing, and we are dog friendly! Minutes from the Guilford train station, local restaurants, shopping, and the historic town green. Sea Breeze is only 20 minutes from New Haven and the Yale campus. We have it all, even the beach towels!

Feb 3 – 10

R8,383 ZAR per night

Guest favorite

Vacation home in East Hampton

5.0 out of 5 average rating, 26 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 for guests to enjoy. 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.

Dec 1 – 8

R6,323 ZAR per night

Guest favorite

Home in Westbrook

5.0 out of 5 average rating, 28 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.

Dec 29 – Jan 5

R6,082 ZAR per night

Guest favorite

Guest suite in Westbrook

4.98 out of 5 average rating, 40 reviews

*Newly Renovated* Private Suite - Steps to Beach!

Escape to the charming coastal town of Westbrook, CT and experience ultimate luxury & comfort in your own private guest suite! Completely renovated in 2022 with modern amenities, lighting, heating/cooling, and more! After a long day exploring the town or enjoying the beach nearby, relax in the comfortable rocking chairs on the front porch, or retreat to your cozy private suite where you can rest comfortably in luxurious bedding & linens.

Oct 29 – Nov 5

R3,570 ZAR per night