Waterfront holiday rentals in Middlesex County

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Middlesex County waterfront rentals

Waterfront apartment accommodation

Top Guest favourite
Apartment in Branford
4.95 out of 5 average rating, 21 reviews

Stony Crk Studio ideal for trvl nurses…

CarolRating, 5 stars4 months ago
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.
Guest favourite
Apartment in Stonington
4.95 out of 5 average rating, 290 reviews

Mystical Ocean View in Historic Stonington Borough

GraceRating, 5 stars2 weeks ago
We had such a fun and memorable stay at this unique home! The layout was so interesting ,with a spiral staircase leading up to the attic, where there were two cozy rooms and a small library that we absolutely loved exploring. It added such a charming touch to the whole experience. The house was incredibly spacious and comfortable, with plenty of room for everyone to relax. The views of the beach were absolutely beautiful …waking up to that was such a treat! The owner was lovely -very pleasant, helpful, and gave us some great recommendations on things to do in the area, which we really appreciated. Overall, it was a wonderful stay in a one-of-a-kind house, and we’d absolutely love to come back again!
Top Guest favourite
Apartment in Guilford
4.96 out of 5 average rating, 84 reviews

Cozy Private Lake Q Retreat

JenniferRating, 5 stars3 weeks ago
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.
Top Guest favourite
Apartment in Stonington
4.97 out of 5 average rating, 220 reviews

Mystic River Getaway - Walk To Downtown & Seaport!

JenniferRating, 5 stars2 days ago
Our stay at this lovely Mystic apartment was nothing short of perfect. The location near the river made for a peaceful and scenic escape, and it was just a short walk to everything—shops, restaurants, and the mystic drawbridge. The apartment itself was clean, cozy, and thoughtfully decorated with charming coastal touches. I especially loved enjoying my morning coffee on the front porch. We took the kayaks out for a paddle right from the end of the street from property—such a peaceful way to experience the Mystic River!
Top Guest favourite
Apartment in Chester
4.99 out of 5 average rating, 95 reviews

The Millhouse Downtown Chester

PhilipRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Middlebury
4.92 out of 5 average rating, 121 reviews

Cozy Apartment with Water View of Brook

EvelindaRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in West Granby
4.9 out of 5 average rating, 131 reviews

Majestic Farmhouse Private & Peaceful Guest Apt.

CindyRating, 5 stars9 months ago
This was a quick trip to the area to break up the drive to a further destination. Joy's little 18thc apartment was perfect. Joy met and explained everything needed, and was very helpful with local suggestions for dining and activities.Was'nt here long enough to experience any of the hiking trails,.etc but truly seems like a place I'd like to return. if you're lucky, you will meet the inimitable Baloo!
Top Guest favourite
Apartment in Milford
4.98 out of 5 average rating, 104 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

JudyRating, 5 stars2 weeks ago
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

Guest favourite
Home in Milford
4.96 out of 5 average rating, 224 reviews

Designer Beach Retreat on Exclusive Cedar Beach

SaraRating, 5 stars4 days ago
We had a great stay! Incredible one-of-a-kind view over the marsh. We saw so many different beautiful sea birds and an incredible sunset. Very short walk from the beach. Great place to stay with young kids. Well stocked kitchen with supplies and basic seasonings. Would return! Very cozy great family getaway! There are extensive requirements for clean up upon check out.
Guest favourite
Home in Clinton
4.89 out of 5 average rating, 18 reviews

Boulder Lake House Retreat

AmandaRating, 5 stars4 days ago
Great stay! Although it was a rainy weekend, we had a great weekend!! There were close restaurants and coffee shops and the house itself was perfect. Great aesthetic to the home, very cozy and relaxing.
Top Guest favourite
Home in Coventry
5 out of 5 average rating, 143 reviews

Waterfront 10 min to Uconn - fire pit outdoor tv

KellyRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in East Marion
5 out of 5 average rating, 13 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

SamanthaRating, 5 stars1 month ago
Can not recommend more! Beautiful house and perfect location! Would love to come back. Kids loved the beach and finding shells and little sea creatures in low tide!
Guest favourite
Home in North Stonington
4.96 out of 5 average rating, 122 reviews

The Perch

DeniceRating, 5 stars7 months ago
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!
Guest favourite
Home in East Haddam
4.88 out of 5 average rating, 48 reviews

Historic House by the River

DhaniRating, 5 stars1 month ago
This house and host exceeded all expectations. House was historic facing the CT River & Goodspeed Opera House. Great sunsets. House is clean and well appointed with comfortable beds and bathroom facilities. Kitchen is spacious and eating areas comfortable. Andrea is extremely responsive and accommodating. Will be back again.
Top Guest favourite
Home in New Haven
4.98 out of 5 average rating, 175 reviews

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

AdamRating, 5 stars1 week ago
great place. Exactly as described, walkable to some beautiful places like Morris Cove and Pardee Sea Wall. If weather dampens your plans, the space is hospitable and comfy enough to chill there for a bit. very relaxing. Great, courteous and responsive hosts.
Top Guest favourite
Home in Westbrook
5 out of 5 average rating, 25 reviews

Secret Seaside Stone Cottage

SabineRating, 5 stars3 weeks ago
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 accommodation

Top Guest favourite
Condo in Montauk
5 out of 5 average rating, 26 reviews

Sun N Sound Resort, Montauk, NY

DevinRating, 5 stars1 week ago
Perfect spot for a Montauk getaway. Walking distance to everything dockside has to offer, great pool and lounge chairs on the property, very simple check-in via code with the front desk. Nick was kind and communicative our whole stay. We’ll be coming back!
Guest favourite
Condo in Greenport
4.84 out of 5 average rating, 106 reviews

Beautiful condo on Long Islands Northfolk

LauraRating, 5 stars1 month ago
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!
Top Guest favourite
Condo in Montauk
5 out of 5 average rating, 229 reviews

Montauk Waterfront Condo w/ Sunset Views

RachelRating, 5 stars1 week ago
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
Guest favourite
Condo in Norwich
4.94 out of 5 average rating, 32 reviews

Cozy Vacation Villa 5 minutes from Mohegan

WilliamRating, 5 stars4 weeks ago
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
Guest favourite
Condo in Greenport
4.89 out of 5 average rating, 153 reviews

Beautiful Waterview Condo on the North Fork of LI

JeffreyRating, 5 stars3 weeks ago
Great retreat for a long weekend. Enough space for family of four. Easy access to everything in the Greenport area. Mia was very responsive, and the place was great. We would stay here again!
Superhost
Condo in Montauk
4.89 out of 5 average rating, 9 reviews

Endless Summer Studio Condo w Balcony Bayview

StephenRating, 5 stars22 months ago
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.
Superhost
Condo in Greenport
4.89 out of 5 average rating, 126 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

DebbieRating, 5 stars1 month ago
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!
Guest favourite
Condo in Greenport
4.92 out of 5 average rating, 140 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars3 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.

Destinations to explore