Waterfront vacation rentals in Westbrook

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Popular amenities for Westbrook waterfront rentals

Waterfront apartment rentals

Top guest favorite
The bedroom features a queen bed with a colorful marine-themed bedding set. Light blue walls complement the natural wood flooring. Two windows allow ample natural light, with blinds for privacy. Decorative elements include beach-themed art, a nightstand, and a dresser.
Apartment in Northport
4.99 out of 5 average rating, 144 reviews

Amazing one bdrm flat at the beach!

DavidRating, 5 stars2 weeks ago
Jeanette is a wonderful host. She met us on our arrival and gave us a tour of our rental ensuring that she answered any questions. She is very responsive and quick to answer any follow up. questions or concerns. The space is beautifully decorated and comfortable. The location is great, across the street from Long Island Sound and bordering a large nature preserve. All this and easy access to shops, groceries, and restaurants. We highly recommend this rental.
Guest favorite
Apartment in Stonington
4.95 out of 5 average rating, 284 reviews

Mystical Ocean View in Historic Stonington Borough

SelenaRating, 5 stars3 weeks ago
It was great to browse through Sam's library! Amazing to wake up to beautiful sunlight. Adorable and fun layout for a home. Sam was extremely attentive, considerate, and responsive. Thanks for a great experience!
Top guest favorite
A panoramic view captures the serene waterfront of Mystic, featuring charming houses along the banks and a winding road. Boats are docked nearby, and lush greenery lines the water's edge, creating a peaceful coexistence of nature and community.
Apartment in Stonington
4.97 out of 5 average rating, 214 reviews

Mystic River Getaway - Walk To Downtown & Seaport!

ChristinaRating, 5 stars1 week ago
We thoroughly enjoyed our week at this charming home. The location truly is perfect - we walked over to the Seaport one day and took many walks into the downtown area for shopping, meals at amazingly good restaurants, ice cream, and bake shops. Anthony and Kelly were wonderful hosts - the home was just as described and their communication was clear and friendly- just what you want from hosts. We couldn't have asked for more and would be happy to stay here again.
Superhost
Apartment in South Norwalk
4.9 out of 5 average rating, 82 reviews

Water View SONO 2 Bedroom Walk to Metro & Dining

TammiRating, 5 stars4 days ago
We were in town for a figure skating competition. The layout was perfect for enough privacy traveling with a teammate and the house was super clean and cozy. House was super quaint and beautifully restored!!! We loved the picturesque area, proximity to shopping malls and great restaurants AND local skating rinks. One of our best stays ever, thanks to the attentive host — we will absolutely book again.
Top guest favorite
A well-maintained exterior of a two-story home features a welcoming porch with white railings and an American flag. Lush green landscaping surrounds the front, with vibrant flower beds and several large windows allowing natural light inside.
Apartment in Fairfield
5 out of 5 average rating, 72 reviews

Bright, private 1,000 sq. ft. 1-Bedroom Apartment

WendyRating, 5 stars1 month ago
The whole experience was perfect. There were even fresh flowers to greet me. The location is easy, a beautiful neighborhood that is very quiet and safe. I'm ready to return!
Guest favorite
A bright dining area is illuminated by natural light, featuring a wooden table with a yellow patterned runner. Two chairs are positioned around the table, and a glass door leads to the patio. Light blue curtains frame the windows, enhancing the spacious feel of the room.
Apartment in Middlebury
4.92 out of 5 average rating, 118 reviews

Cozy Apartment with Water View of Brook

JulieRating, 5 stars3 days ago
Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.
Top guest favorite
A view from the apartment showcases the beach and ocean beyond, featuring red and white umbrellas and lounging chairs on the sand. A flag is seen fluttering in the breeze, while the beachfront scene is framed by nearby residential buildings.
Apartment in Milford
4.97 out of 5 average rating, 62 reviews

Steps to the Beach. Lovely 2-Bedroom apt

BrennaRating, 5 stars8 months ago
Perfect house for a family/couple visit to the beach. It was great for my kids and I. We loved the space that the house offered and how close it was to the beach. Everyone was very pleasant that we spoke to. The house was clean, safe and felt like a home away from home.
Guest favorite
A cozy living area features a plaid sofa and a wooden rocking chair, positioned near a large window. Outside, a serene lake is visible, reflecting the surrounding trees. Natural light fills the space, enhancing the peaceful view of the water.
Apartment in Middletown
4.83 out of 5 average rating, 158 reviews

Lakeside apartment 2.5 miles from Wesleyan campus!

RichardRating, 5 stars3 months ago
Always nice to stay with Mark and Tina. Wonderful people. Very convenient location for us. Beautiful setting. We keep coming back!!

Waterfront house rentals

Guest favorite
A peaceful waterfront view is presented, featuring lush green grass and trees along the river. A gas grill is positioned on a patio, with a glimpse of boats gently bobbing on the water in the distance. The scene conveys a serene outdoor atmosphere.
Home in Waterford
5 out of 5 average rating, 6 reviews

Direct Waterfront / Riverside

JosephRating, 5 stars8 months ago
Jim’s place was great, with plenty to see in the area. We ended up spending most of the time enjoying the little beach and kayaks. Very cute house with plenty of room and we’ll stocked kitchen. The grill made for a perfect Labor Day cookout looking out at the water. Would stay again.
Guest favorite
Home in Amagansett
4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

DanielleRating, 5 stars8 months ago
My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!
Guest favorite
The exterior of a charming two-story home is displayed under clear blue skies, surrounded by well-maintained landscaping. A spacious gravel driveway accommodates multiple vehicles. Comfortable outdoor seating is arranged on either side, with a bocce court visible and vibrant greenery framing the scene.
Home in North Fork
5 out of 5 average rating, 17 reviews

Waterfront with private dock & bocce court

AlisonRating, 5 stars5 months ago
We thoroughly enjoyed our stay and would definitely book again ! Close to the many wineries and cute towns, and peaceful and comfortable to come back and relax at. We enjoyed the fire pit , the view from the dock of the changing tree colors and the flow of the kitchen. ❤️
Guest favorite
Home in Groton
4.94 out of 5 average rating, 193 reviews

True Ocean Front Vacationing - Groton/Mystic

KellyRating, 5 stars3 weeks ago
The pictures don't do this place justice! The home itself is gorgeous and the view is stunning. The neighborhood is peaceful and it was perfect for me and four friends to stay the weekend.
Top guest favorite
A charming family home is nestled along the water, featuring a private dock with a small boat. Lush greenery surrounds the property, while the sun casts warm light on the exterior, highlighting the inviting porch and scenic views of the tidal Hammock River.
Home in Clinton
5 out of 5 average rating, 11 reviews

Waterside retreat! 4BR/3BA with private dock/views

EvelynRating, 5 stars8 months ago
We had the pleasure of staying at Alan's place over Labor Day weekend and it did not disappoint. It was a beautiful setting right across from the water with a dock and walking distance to the town beach , where there are also walking paths along the water. We thoroughly enjoyed sitting out on the expansive front porch watching the birds and fishermen. We rented kayaks from the place around the corner. The house is very charming. There are many nooks and crannies to sit and relax and to enjoy the outdoor scenery. There is plenty of space for everyone to spread out and have their own space. The beds were comfortable with two bedrooms upstairs and 2 bedrooms downstairs. You can access the house from the back where it is only one step in and you are on the main level of the home which is really upstairs. The kitchen is more than adequate with upgraded appliances. Alan was a perfect host/ always available to answer any questions. We will definitely be back!
Guest favorite
Four lounge chairs are positioned along a deck overlooking the water. The chairs are made of light fabric and have dark metal frames, providing a relaxed seating area for enjoying the coastal view.
Home in East Haven
4.96 out of 5 average rating, 27 reviews

Home in East Haven directly on Waterfront

ShukhratRating, 5 stars3 months ago
Beautiful house beautiful ocean view! We had a wonderful time with our family, we would like to come back again summertime Thank you
Guest favorite
A serene view of the ocean stretches across the horizon, framed by wooden railings. Clear blue skies reflect on the calm waters, with distant land visible on the far side. Foliage can be seen along the shoreline, creating a natural border to the expansive vista.
Home in Shoreham
4.86 out of 5 average rating, 104 reviews

Lush Waterview rainforest retreat

KarenRating, 5 stars4 months ago
The location and views from Phil's place are absolutely beautiful. It was a cozy place to stay and unwind while visiting family in the area. The beach and pathway to it are wonderful. Phil was very responsive to our couple of questions. We would happily go back when in the area again!
Top guest favorite
A view of the waterfront area features a private dock with a small wooden boat. White chairs are arranged on the grass near the house, which has a welcoming front porch. Lush greenery and a rustic shed complement the serene setting.
Home in North Fork
4.95 out of 5 average rating, 21 reviews

Waterfront Greenport Boathouse

LindsayRating, 5 stars7 months ago
Very quaint and charming property with a lot of love and history that guests can feel. We really enjoyed all the artifacts and maps collected over the years, much more interesting than your average rental. Very walkable which was particularly handy for a wedding weekend. Really appreciated the proactive outreach just 30 minutes after check out when I forgot some very special jewelry pieces, I was able to get them back quickly!

Waterfront condo rentals

A deck with wooden flooring provides an unobstructed view of the waterfront and sea. The horizon features a clear blue sky merging with the ocean, while a wooden walkway leads toward the pier in the distance, surrounded by lush coastal vegetation.
Condo in Montauk
5 out of 5 average rating, 4 reviews

Montauk Sunset at your fingertip!

NickRating, 5 stars31 months ago
Picture perfect! Newly updated accommodations with all the comforts of home. Extremely clean and very well managed. The view from this place is incredible. The perfect oasis in Montauk. Khrisna was extremely responsive and accommodating in our needs. Will definitely be back again!
A serene waterfront view showcases a calm blue waterway, with boats docked at a wooden pier. Lush green grass leads towards the shoreline, and a clear sky adds to the tranquil ambiance of the setting.
Condo in North Fork
5 out of 5 average rating, 6 reviews

Water front, sunsets, sail boats, Wi-fi, birds

CharlesRating, 5 stars8 months ago
John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!
Guest favorite
Four white Adirondack chairs are arranged on a lush green lawn, facing the Long Island Sound. The calm water stretches into the distance, framed by clear blue skies with a few scattered clouds.
Condo in North Fork
4.84 out of 5 average rating, 106 reviews

Beautiful condo on Long Islands Northfolk

LauraRating, 5 stars4 days 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 favorite
An overhead view showcases the gated community surrounding the waterfront, highlighting a series of buildings, tennis courts, a swimming pool, and a sandy beach area. A pier extends into the water, and the well-maintained pathways connect the various features of the community.
Condo in Montauk
5 out of 5 average rating, 222 reviews

Montauk Waterfront Condo w/ Sunset Views

MollyRating, 5 stars1 week ago
Absolutely wonderful stay and host. I've stayed at dozens of Airbnbs and this is one of my favorites! Doug's place is even better in person than the photos. We were a little nervous taking our first trip away with our baby, but it was extremely clean and comfortable, and Doug was so kind and responsive. The condo complex has a lovely boardwalk for taking walks, and the deck furniture was so comfortable to lounge in and take in the beautiful view. We hope to be back!
Guest favorite
A clean, rectangular outdoor pool is framed by a white fence and surrounded by colorful hanging flower baskets. Lounge chairs line the poolside, inviting relaxation under a wooden trellis that casts dappled shadows across the deck.
Condo in Norwich
4.94 out of 5 average rating, 31 reviews

Cozy Vacation Villa 5 minutes from Mohegan

JillianRating, 5 stars4 months ago
My husband and I stayed at Desiree’s place for New Years weekend. The space was beautiful, clean, comfortable and perfect for our getaway. Close to the casino and spa and anything you need. Would definitely recommend!
Guest favorite
A spacious outdoor dining area features a rectangular table surrounded by six chairs. The setting provides a clear view of the ocean, with a grassy area and parking visible in the background, offering a serene space for meals or relaxation.
Condo in North Fork
4.89 out of 5 average rating, 149 reviews

Beautiful Waterview Condo on the North Fork of LI

AnnaRating, 5 stars5 months ago
Such a beautiful condo by the water! Too bad we stayed in November, we would have enjoyed the terrace way more! Mia was so responsive and helpful with my questions prior to the weekend at her place.
Superhost
Condo in Montauk
4.89 out of 5 average rating, 9 reviews

Endless Summer Studio Condo w Balcony Bayview

StephenRating, 5 stars20 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.
Guest favorite
Condo in North Fork
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.

Quick stats about waterfront rentals in Westbrook

  • Total rentals

    50 properties

  • Nightly prices starting at

    $110 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

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