Waterfront vacation rentals in Westbrook

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Popular amenities for Westbrook waterfront rentals

Waterfront apartment rentals

Top guest favorite
Apartment in Northport
4.99 out of 5 average rating, 142 reviews

Amazing one bdrm flat at the beach!

MissyRating, 5 stars1 week ago
Jeanetteā€™s place is a beautiful escape by the water! Peaceful surroundings, right across from beautiful beach walk and trails to the woods a short walk away. The space itself is decorated like the perfect beach cottage, and cozy couches and a comfortable bed made for a relaxing evening and great nights sleep. Thank you Jeanette! I will be back!
Guest favorite
Apartment in Stonington
4.95 out of 5 average rating, 282 reviews

Mystical Ocean View in Historic Stonington Borough

HeatherRating, 5 stars2 weeks ago
What an amazing place! We had such a great time. The place was bigger than I thought it would be. The description is perfect. Everything was so well done and the decor was fun and inviting and homey! We will definitely be back again. The location was gorgeous and the sunset!! Ahhh the sunset. šŸ˜šŸ˜šŸ˜ I canā€™t wait to go back for a longer stay. Thanks so much!
Top guest favorite
Apartment in Stonington
4.97 out of 5 average rating, 212 reviews

Mystic River Getaway - Walk To Downtown & Seaport!

JillRating, 5 stars3 months ago
My mother and I had the perfect Christmas Weekend in Mystic! The place was home away from home for us. We felf so welcomed, safe and relaxed. Everything you could possibly need they thought of and had ready for us! The surrounding area had so many local gems - we would absolutely love to come back! Thank you to our amazing hosts for making us feel so comfortable! If youā€™re looking to explore the area, Iā€™d highly recommend staying here!
Superhost
Apartment in South Norwalk
4.9 out of 5 average rating, 80 reviews

Water View SONO 2 Bedroom Walk to Metro & Dining

JanetRating, 5 stars1 month ago
Great stay! Thank you Kim!
Top guest favorite
Apartment in Fairfield
5 out of 5 average rating, 71 reviews

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

WendyRating, 5 stars1 week 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
Apartment in Middlebury
4.92 out of 5 average rating, 114 reviews

Cozy Apartment with Water View of Brook

PedroRating, 5 stars1 week ago
Had an amazing stay at Traciā€™s place, love the view and peaceful surrounding., I would definitely go back again.
Top guest favorite
Apartment in Milford
4.97 out of 5 average rating, 62 reviews

Steps to the Beach. Lovely 2-Bedroom apt

BrennaRating, 5 stars7 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
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
Home in Waterford
5 out of 5 average rating, 6 reviews

Direct Waterfront / Riverside

JosephRating, 5 stars7 months ago
Jimā€™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 weā€™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 stars7 months ago
My family had a wonderful time at Robertā€™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!
Top guest favorite
Home in Stonington
4.91 out of 5 average rating, 88 reviews

Waterfront Home, Mystic, CT

AileenRating, 5 stars6 months ago
This house is in an idyllic, lovely location with a fabulous water view. It is spacious and well-supplied to have a comfortable stay. Enjoyed every minute of our visit.
Guest favorite
Home in North Fork
5 out of 5 average rating, 17 reviews

Waterfront with private dock & bocce court

AlisonRating, 5 stars4 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. ā¤ļø
Guest favorite
Home in Groton
4.95 out of 5 average rating, 189 reviews

True Ocean Front Vacationing - Groton/Mystic

MattRating, 5 stars3 weeks ago
The location of the home is beautiful. The views from the patio and rooftop patio are stunning. The area is so calm and peaceful. The home is unique and beautiful. My wife thoroughly enjoyed our time there and are already planning a return trip!
Guest favorite
Home in East Hampton
4.89 out of 5 average rating, 38 reviews

Waterfront Lake House

MatthewRating, 5 stars3 months ago
Cute getaway for family. The home is cozy, we can imagine its beauty in the warmer seasons with the lake.
Top guest favorite
Home in Guilford
5 out of 5 average rating, 9 reviews

3BR Waterfront Oasis on Joshua Cove, Private Beach

MaddieRating, 5 stars2 months ago
Don't hesitate to book Katherineā€™s place! The views are stunning, the house is comfortable and modern. We had a very relaxing weekend watching the tides and playing ping pong.
Guest favorite
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

Waterfront condo rentals

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!
Guest favorite
Condo in North Fork
4.84 out of 5 average rating, 105 reviews

Beautiful condo on Long Islands Northfolk

CarolineRating, 5 stars3 months ago
This was the perfect last-minute getaway for my always on-the-go family in need of some quiet bonding time. The condo was simple and clean, the beach beautiful (even in the winter), and Alice and Gasper were very responsive. Would highly recommend!
Top guest favorite
Condo in Montauk
5 out of 5 average rating, 221 reviews

Montauk Waterfront Condo w/ Sunset Views

PatriciaRating, 5 stars1 week ago
Comfy, clean and peaceful. Would definitely go back.
Guest favorite
Condo in Norwich
4.94 out of 5 average rating, 31 reviews

Cozy Vacation Villa 5 minutes from Mohegan

JillianRating, 5 stars3 months ago
My husband and I stayed at Desireeā€™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
Condo in North Fork
4.89 out of 5 average rating, 148 reviews

Beautiful Waterview Condo on the North Fork of LI

AnnaRating, 5 stars4 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 stars19 months ago
We really enjoyed staying at Lynnā€™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.
Condo in Montauk
5 out of 5 average rating, 8 reviews

Beautiful Waterfront Condo in Montauk!

JamieRating, 5 stars18 months ago
Our second time renting a condo at Rough Riders in Montauk. Contrary to the name, there is nothing rough about this picturesque location with unobstructed views of the ocean, pier and wonderful wildlife everywhere. The condo we rented Sept 30 -Oct 2, 2023 has a well appointed kitchen with new amenities, including a pot filler faucet over the stove! Pristine/clean condo and lovely deck for lounging w/ book and coffee. The couch is very comfortable and the master bedroom has plenty of closet and bureau space for longer stays. The 2nd bedroom has bunkbeds so not ideal for two couples but perfect for small families. The television was a little tricky (if you bring tv-loving kids). Not walkable to downtown but theres at least one restaurant/bar just outside the entry to this gated community. Short drive to shops/restaurants in downtown Montauk. Horse lovers call Deep Hollow Ranch in advance to book truly memorable trail rides. Enjoy!!
Guest favorite
Condo in North Fork
4.92 out of 5 average rating, 137 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MariaRating, 5 stars5 months ago
Irinas place was exactly as she described. She answered all inquiries in a timely manner. We will definitely be back.

Quick stats about waterfront rentals in Westbrook

  • Total rentals

    50 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    930 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

  1. Airbnb
  2. United States
  3. Connecticut
  4. Middlesex County
  5. Westbrook
  6. Waterfront rentals