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Waterfront holiday rentals in Westbrook

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Popular amenities for Westbrook 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.
Top Guest favourite
Apartment in Northport
4.99 out of 5 average rating, 147 reviews

Amazing one bdrm flat at the beach!

BethRating, 5 stars1 week ago
Jeannette was there to greet us and made sure we knew where everything was and that we had everything we needed. She even provided breakfast. Her place was immaculate. The location was amazing. She made our departure very easy. We are looking forward to staying there again. If you looking for a great place to stay, this is it.
Guest favourite
Apartment in Stonington
4.95 out of 5 average rating, 289 reviews

Mystical Ocean View in Historic Stonington Borough

YuwenRating, 5 stars1 month ago
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!
Top Guest favourite
Apartment in Guilford
4.96 out of 5 average rating, 83 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, 217 reviews

Mystic River Getaway - Walk To Downtown & Seaport!

SarahRating, 5 stars1 week ago
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!
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 stars1 week 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 Middletown
4.82 out of 5 average rating, 163 reviews

Lakeside apartment 2.5 miles from Wesleyan campus!

ElisaRating, 5 stars2 weeks ago
The apartment was beautiful and as soon as we walked in I could feel myself relax. The view is stunning and the apartment is warm and inviting. We reserved the apartment on very short notice and Mark was so helpful and responsive. Highly recommend!

Waterfront house rentals

Superhost
Home in Westbrook
4.83 out of 5 average rating, 47 reviews

Duckling Crossing | Beach House on the Sand

KelsieRating, 5 stars1 week ago
Great space that accommodates 9 people and 2 dogs comfortably and has ample parking. Jason & team were proactive. Thanks for your hospitality.
Guest favourite
Home in Milford
4.96 out of 5 average rating, 222 reviews

Designer Beach Retreat on Exclusive Cedar Beach

SaraRating, 5 starstoday
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 Coventry
4.98 out of 5 average rating, 113 reviews

Cozy cottage 5 minutes from UConn

JdRating, 5 stars2 days ago
Immaculate space. Location and views are incredible. Check in was easy, hosts were very communicative and you can tell they put a great deal of energy into their home. They also included fresh eggs from their farm. We were obsessed with it and will definitely rebook.
Guest favourite
Home in East Lyme
4.96 out of 5 average rating, 192 reviews

Beachfront Paradise

SandraRating, 5 stars2 weeks ago
I went there to relax and to see and hear the ocean... it didn't disappoint... Not only sand and ocean waves, but I got a birds-eye view of a small members only marina (dealing mostly in sailboats). Plus the added enjoyment of watch boat traffic since we're close to NY and the islands. Plenty of beach to play on and constant sm wave action. Lots of restaurants, stores and Costco all within 15 minutes of the house if you need something. I would definitely return to enjoy this sanctuary. Sandy Y. Manchester CT
Guest favourite
Home in Southington
4.95 out of 5 average rating, 117 reviews

Connecticut Chalet - Private Pond, Firepit, Views!

RamonaRating, 5 stars2 weeks ago
My family had a great stay at Amanda's place. It was the perfect vacation spot - we really enjoyed the panorama view! Everything was just as described and we felt right at home.
Top Guest favourite
Home in South Kingstown
4.97 out of 5 average rating, 101 reviews

Stunning Waterfront Cottage with Big Yard & Dock!

OscarRating, 5 stars2 weeks ago
It was a very relaxing home surrounded by beautiful waterfront wildlife( a pair of swans and other birds ) and views. It was well worth the stay and I would like to stay there again and I would recommend it to family and friends in the future.
Top Guest favourite
Home in New Haven
4.99 out of 5 average rating, 299 reviews

Q River House - 2 bdrm, minutes from Yale/Downtown

HeatherRating, 5 stars6 days ago
The details are what made all the difference, from disposable eye masks and ear plugs to the milk for coffee in the refrigerator and tower of snacks. Unlike any other place we have stayed, we felt that the hosts sincerely cared about our comfort and well-being! The home was beautiful, spotless, cheery, and bright. I loved finding little surprising touches in the garden out back and throughout the home. The welcome book has great recommendations. This will be our go to place any time we return to the area! Many thanks to Jill and Elia for an amazing stay!
Superhost
Home in Old Saybrook Center
4.87 out of 5 average rating, 46 reviews

Iconic home at Saybrook Point with pool

LoriRating, 5 stars1 month ago
This is a spacious, historic home super close to Saybrook Point Resort & Marina. Rooms are large and home was very clean. Great location with nice outdoor deck and pool to enjoy the peaceful surroundings. I wish we had visited during pool season, however we did have beautiful spring weather to enjoy on the deck.

Waterfront condo accommodation

Guest favourite
Condo in North Fork
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 stars3 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 North Fork
4.89 out of 5 average rating, 153 reviews

Beautiful Waterview Condo on the North Fork of LI

JeffreyRating, 5 stars2 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 North Fork
4.9 out of 5 average rating, 125 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 North Fork
4.92 out of 5 average rating, 139 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars2 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.
Top Guest favourite
Condo in Norwich
4.98 out of 5 average rating, 82 reviews

King Bed - hot tub - saunas - 1 mile Mohegan Sun

SeannaRating, 5 starstoday
We considered staying at Mohegan Sun for our weekend event there, but we are so glad we chose to stay here instead. It was a peaceful little escape! Taylor thought of everything and we never ran into any issues. Thanks for a great stay!

Quick stats about waterfront rentals in Westbrook

  • Total rentals

    50 properties

  • Nightly prices starting at

    $183 NZD before taxes and fees

  • Total number of reviews

    940 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore