Waterfront vacation rentals in Westbrook
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Top-rated waterfront rentals in Westbrook
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Popular amenities for Westbrook waterfront rentals
Waterfront apartment rentals
Apartment in Southbury
5 out of 5 average rating, 6 reviewsWaterfront View - Unit F
I was looking for a little peace and tranquility for New Years and this was absolutely perfect. It’s down a pretty big hill, but that really just adds to the feeling of privacy and being really immersed in the scenery. Sleeping in the front room and waking up with the sun beaming in over the lake, there’s really nothing like it. Honestly, this place may have to become a yearly tradition, couldn’t have enjoyed myself more.
Apartment in Northport
4.99 out of 5 average rating, 142 reviewsAmazing one bdrm flat at the beach!
This was our first time staying in an Airbnb and it was a wonderful experience. We were visiting our daughter and her family in Northport. Jeannette's apartment is beautiful and has a beachy, homey feel. We enjoyed a very relaxing week there and it made our stay in Northport extra special. Jeannette is a very welcoming and fantastic host!
Apartment in Stonington
4.95 out of 5 average rating, 270 reviewsMystical Ocean View in Historic Stonington Borough
We love this place! Our second visit was even better than the first. If you love the water, enjoy watching the sea birds and fishing boats throughout the day and the unbelievable sunsets in the evening, this is your place. There's lots of room to spread your stuff out, a fully-equipped and convenient kitchen, fascinating books and artwork all over, a super-convenient location, and easy parking right in front. Okay, the spiral staircase to the third floor takes a little getting used to, but the view from the third floor is absolutely worth it. Thank you, Sam, for hosting us at this great place.
Apartment in Stonington
4.97 out of 5 average rating, 211 reviewsMystic River Getaway - Walk To Downtown & Seaport!
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 you’re looking to explore the area, I’d highly recommend staying here!
Apartment in Fairfield
5 out of 5 average rating, 69 reviewsBright, private 1,000 sq. ft. 1-Bedroom Apartment
Andy's place was impeccably clean and well-appointed. I cook most of my meals while traveling and the kitchen was well stocked with the basics (oils, spices, soy sauce, vinegar) and all the necessary cookware (including containers & wrap to store leftovers & prepped food items). It was the type of Airbnb that felt more like visiting the home of a friend who had thoughtfully considered anything you might need. (including detergent for laundry & toiletries). This was refreshing in light of many Airbnb's feeling more like a Residence Inn, than a home. As a bonus, Andy has excellent taste in books and I wished my stay was longer so I could have read some of what was on the shelves.
Apartment in Middlebury
4.94 out of 5 average rating, 108 reviewsCozy Apartment with Water View of Brook
Traci’s place is a gem 💎! It was just as described plus more! It felt like you were tucked away in a winter wonderland forest because I was there during a snow storm. Traci even went above and beyond because she salted the ground and made sure it was clear and safe. The faucet water is filtered at this house which was a luxury for me! The bed was a dream to sleep on, and the propane heat made it nice and cozy inside! Perfect for a peaceful getaway or to catch up on much needed work because the wifi was fast. Also please check out the pizza place right around the corner, it’s absolutely delicious with great service!
Apartment in Milford
4.97 out of 5 average rating, 62 reviewsSteps to the Beach. Lovely 2-Bedroom apt
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.
Apartment in Middletown
4.83 out of 5 average rating, 157 reviewsLakeside apartment 2.5 miles from Wesleyan campus!
Always nice to stay with Mark and Tina. Wonderful people. Very convenient location for us. Beautiful setting. We keep coming back!!
Waterfront house rentals
Home in Waterford
5 out of 5 average rating, 6 reviewsDirect Waterfront / Riverside
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.
Home in Stonington
4.91 out of 5 average rating, 88 reviewsWaterfront Home, Mystic, CT
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.
Home in Farmington
5 out of 5 average rating, 52 reviewsWater front home with lake amenities
We wanted a place to gather with our adult children and 2 very young grandchildren. The layout provided sleep and bathroom space for each family that gave privacy. The open concept living-kitchen space helped us feel like we were together and sharing in the cooking and child care. Even in winter the lake view is peaceful and lovely. Cozy, well equipped, and the lake vibe made this a wonderful family get away. So glad we chose the lake house for our Holiday get together.
Home in Groton
4.95 out of 5 average rating, 185 reviewsTrue Ocean Front Vacationing - Groton/Mystic
This was a great space for our family! Lots of room! Loved the kitchen space. Beautiful view of the water. Perfect for the sunrise and sunset.
Home in North Fork
4.64 out of 5 average rating, 11 reviewsQueen Vic Beach House: 5 min to Vineyards & Farms
Perfect for our girls weekend. Plenty of space for 7. We traveled mid October and the weather was beautiful! Plenty of places to sit outside and inside. There is an outside gas fireplace right on the beach, which was a great place to have an evening cocktails and relax! The house was accommodating, clean, and fully equipped. Beautiful sunrises and sunsets!
Home in Preston
4.94 out of 5 average rating, 33 reviewsLarge Island Lake House, near casinos
We loved the lakehouse! The setting and house were more beautiful than the photos. Panoramic lake views abound from inside and outside the house. The kitchen has new appliances and the house was toasty on a few very cold days. Also, there is a nice fire pit, outdoor lounge area, and a new dock that is amazing at night to walk out onto and gaze up at the stars. The sunrises and sunsets are visible from the property and provide a bonus. It’s very peaceful and everyone in my group slept well. I hope to be back in the warmer weather to swim, kayak, and unwind.
Home in East Hampton
4.89 out of 5 average rating, 38 reviewsWaterfront Lake House
Cute getaway for family. The home is cozy, we can imagine its beauty in the warmer seasons with the lake.
Home in East Haven
4.96 out of 5 average rating, 27 reviewsHome in East Haven directly on Waterfront
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 reviewsMontauk Sunset at your fingertip!
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!
Condo in Montauk
5 out of 5 average rating, 20 reviewsSun N Sound Resort, Montauk, NY
We had a pleasant stay at Nick’s place. The unit was comfortable and clean. The location was perfect with a beautiful view of the water & restaurants in walking distance. Check-in was very easy and Nick was always responsive.
Condo in North Fork
4.84 out of 5 average rating, 105 reviewsBeautiful condo on Long Islands Northfolk
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!
Condo in Montauk
5 out of 5 average rating, 217 reviewsMontauk Waterfront Condo w/ Sunset Views
This place was perfect! It looks exactly like the pictures and was perfectly clean inside. Doug was always responsive for any questions we had. We couldn’t have asked for a better place to spend the weekend. Would definitely come back and stay again
Condo in Norwich
4.93 out of 5 average rating, 30 reviewsCozy Vacation Villa 5 minutes from Mohegan
Desiree's place made for a great weekend away for a work conference at Mohegan Sun. The home was neat, clean and smelled nice. Comfortable king bed and great water pressure in the shower. Also, a close drive to the casino. I would stay there again. Thank you Desiree!
Condo in North Fork
4.89 out of 5 average rating, 148 reviewsBeautiful Waterview Condo on the North Fork of LI
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.
Condo in Montauk
4.89 out of 5 average rating, 9 reviewsEndless 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.
Condo in Montauk
5 out of 5 average rating, 8 reviewsBeautiful Waterfront Condo in Montauk!
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!!
Quick stats about waterfront rentals in Westbrook
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ404 before taxes and fees
Total number of reviews
920 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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