
Waterfront vacation rentals in Middlesex County
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Middlesex County
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlesex County waterfront rentals
Waterfront apartment rentals

"Meteor": River View Penthouse in Downtown Mystic
We will definitely stay here again. The apartment is pristine and decorated perfectly. We played records on the antique player and relaxed on the deck overlooking the Mystic River. Bed is very comfortable. Big roomy bathroom with a soaking bath. Fully equipped kitchen. Didn’t miss a TV. Assigned parking is a HUGE bonus. Aiden was great and polite and answered all of my questions promptly.

Stony Crk Studio ideal for trvl nurses…
Great stay in Stony Creek Village with a view of Long Island Sound and short walk to the pier, Stony Creek Market (breakfast & lunch). I used the Library and went to services at the Stony Creek Congregational Church. Overall, a nice experience.

Mystical Ocean View in Historic Stonington Borough
Sam's place exceeded our expectations! The view was marvelous, and the house was beautifully decorated with a wonderful collection of books we truly enjoyed. The kitchen was fully equipped with everything we needed, and the room was super clean. We had a great time during our two-day stay. The small town offered so much to explore, and the nearby seafood market was a delightful surprise. we had fresh lobster at a very reasonable price. We highly recommend Sam's place for a relaxing and enjoyable getaway!

Cozy Private Lake Q Retreat
Great little spot. This rental has everything you need. Forget something-they got it. Very clean and modern with thoughtful touches. Had an extended stay here and extended for longer. 1 bedroom with loft that owner made into another bedroom for me. Loved it. Great deck, stunning lake view from all the windows. Owner very responsive to any needs. 100 percent recommend. Neighborhood lovely and quiet. Amazing respite.

Mystic River Getaway - Walk To Downtown & Seaport!
We just came home from our long weekend in Mystic and Anthony’s place was a great find. We comfortably fit myself, my husband, and my 2 year old with ample space. The house was walking to distance to many amenities including downtown Mystic which we enjoyed. I would highly recommend Anthony’s place to anyone else traveling to Mystic!

The Millhouse Downtown Chester
This is our second time staying at this property. Four of us were visiting people in the area and The Millhouse is a great location to explore the area, with nice places to eat only steps away on Chester Center Main Street. The stream-side location makes it a very unique experience and the interior of the property is very nicely decorated and maintained.

Cozy Apartment with Water View of Brook
We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!

The Pond Mill Retreat w/ 2 Bdrms & Pool
Dawn and Bob’s place is one of the top Airbnb’s we have stayed in! Top notch in every way. It was spotless, comfortable and had everything we needed. And on top of that Dawn and Bob were the most friendly hosts we have met! I would recommend this Airbnb without reservation and will be back whenever we are back in CT!
Waterfront house rentals

Designer Beach Retreat on Exclusive Cedar Beach
We love staying at Cail and Jayne’s beach home in Milford! This is our second time at one of their homes, first time on the marsh side of street. It’s a beautiful setting and great for bird watching! This is also why I love staying at superhost properties. Communication is always fast and easy, the place is spotless, tons of amenities, easy to follow instructions, comfortable beds, and the home is decorated beautifully. My Mom and I were sad to leave. Tl;dr: Great home, great hosts, great location. Highly recommended!

Boulder Lake House Retreat
The Boulder Lake House was absolutely beautiful. The photos do not do the home justice. They have everything you can possibly need inside and it was immaculately clean! We traveled with our 2 & 4 year olds who are very particular about things & they loved the house. Made themselves right at home. The amenities were endless and the kitchen was a treasure to use; we ate home for every meal. We had an issue with the deck door & owner was at the house within 20 minutes to help. Very respectful & helpful. I would definitely reserve this house in the future.

Waterfront 10 min to Uconn - fire pit outdoor tv
This was our second stay. The house is cute and comfortable. Nice outdoor space with a sandy beach area and shallow lake entry. Jena is great to work with.

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
We had a wonderful weekend stay at Eileen's beautiful waterfront home. The view from the living room and primary bedroom of the water was so peaceful. The kitchen was well appointed and the cozy living room made for a wonderful family gathering spot when we weren't dining out at the fabulous nearby restaurants, visiting wineries, or viewing local scenery. Eileen was incredibly responsive to small questions we had. We would definitely book again!!

Thames River Cottage · Near Casinos + USCGA
Great space, accurate description

The Perch
I have stayed at lots of places in the last few years . . . and this place ranks right at the top. It is beyond beautiful. The water views from the living room and both bedrooms made it hard to leave and come home. It's actually even more amazing than the pictures. Don't think twice! Book this place now!

WaterviewsTakeWedding pics,CollegeTours Yale&Beach
Cannot say enough good things about this charming home! The house had beautiful bay windows with a spectacular view, large bedrooms with plenty of room, and was very clean. Directly across the street was a waterfront park with trails along the coastline that were a blast to explore. And it was close to everything. Highly recommend!

Secret Seaside Stone Cottage
Our stay at the Secret Stone Cabin was truly unforgettable. The breathtaking views and thoughtful touches made it feel like a home away from home. It was a luxurious retreat, complete with extra amenities like plush bathrobes, quality toiletries, and a chef-style kitchen. We took the row boat for a short spin, and had the weather been nicer, we would have loved to enjoy the beautiful outdoor fireplace. Every detail was perfectly curated for comfort — we can’t wait to come back!
Waterfront condo rentals

Beautiful condo on Long Islands Northfolk
We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!

Montauk Waterfront Condo w/ Sunset Views
We loved Montauk - low key, wild and upmarket at the same time. This apartment was perfect, super quiet yet near everything and loved seeing wild deer from the terrace

Cozy Vacation Villa 5 minutes from Mohegan
The stay was very peaceful, friendly neighbors. The scenery was great, Desiree was there for any concerns we had, and with timely response. I would anyone that want a pleasurable stay while in Norwich, this is the place to be. Thanks again, for a wonderful stay. William & Potreen

Beautiful Waterview Condo on the North Fork of LI
Mia’s place is excellent. Exactly what the listing describes and more — Mia is a great host and super attentive despite us being a last minute booking, she even helped us through a tough time late in the day when I thought my daughter’s stuffie had been picked up by the maid service. Above and beyond!

Endless Summer Studio Condo w Balcony Bayview
We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

Seaside Summer Escape –2BR Waterfront Condo w/Pool
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!

Beachside Waterview 2Br Condo w/ Pool in Greenport
We had a great stay! Instructions were clear and the home had everything we needed.

King Bed - hot tub - saunas - 1 mile Mohegan Sun
We stayed at Taylor's place because of the proximity to Mohegan Sun! What we got was an adorable space in a beautiful neighborhood that was super close to the concert venue! It truly is a nice neighborhood! It was peaceful with beautiful water views and fountains! Everything in the house was nice and clean! It was awesome that there were little snacks and water! Such a nice touch! It was super easy to get into the villa, easy to lock and just a great spot! Keyless..perfect! Thank you, Taylor! We will return if you'll have us again!
Destinations to explore
- The Hamptons Vacation rentals
- Long Island Vacation rentals
- Plainview Vacation rentals
- Hudson Valley Vacation rentals
- East River Vacation rentals
- Boston Vacation rentals
- New York Vacation rentals
- Jersey Shore Vacation rentals
- Pocono Mountains Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Montreal Vacation rentals
- Family-friendly rentals Middlesex County
- Cottage rentals Middlesex County
- Kid-friendly rentals Middlesex County
- Pet-friendly rentals Middlesex County
- Bed and breakfasts Middlesex County
- House rentals Middlesex County
- Rentals with pools Middlesex County
- Rentals with a fire pit Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with a kayak Middlesex County
- Rentals with an EV charger Middlesex County
- Rentals with lake access Middlesex County
- Rentals with a fireplace Middlesex County
- Rentals with a hot tub Middlesex County
- Rentals with a washer and dryer Middlesex County
- Rentals with breakfast Middlesex County
- Fitness-friendly rentals Middlesex County
- Guesthouse rentals Middlesex County
- Apartment rentals Middlesex County
- Rentals with beach access Middlesex County
- Rentals with a patio Middlesex County
- Beachfront rentals Middlesex County
- Private suite rentals Middlesex County
- Waterfront rentals Connecticut
- Waterfront rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Six Flags New England
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Seaside Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- Bushnell Park
- Jennings Beach
- Silver Sands Beach
- South Jamesport Beach
- Groton Long Point Main Beach