Beach house holiday rentals in Westbrook

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Top-rated beach house rentals in Westbrook

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Guest favourite

Home in East Hampton

4.95 out of 5 average rating, 435 reviews

Silver House: 3BR Home with Private Beach Access

Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Guest favourite

Home in Westbrook

4.8 out of 5 average rating, 5 reviews

Middle Beach House 3 Min Walk

Located in the Private Middle Beach Association! A quick 3 minute walk to the beach and another 3 minute walk to Julie’s Cup of Joe for your morning coffee! Enjoy the ease of this fully renovated beach house with updated kitchen and spacious island. This special home is comfortable and fully equipped so you can relax and enjoy your stay. Outdoor space with fire-pit and patio. Outdoor shower after a day at the beach. Walk to town and restaurants,Close to Water Edge and many other area attractions

Top guest favourite

Home in Old Saybrook

4.96 out of 5 average rating, 125 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach

Top guest favourite

Home in Westbrook

5 out of 5 average rating, 63 reviews

Home Away From Home

This cape style house is placed in a discrete location with easy access to local activities, cuisine, and I-95. The property is located within walking distance of the famous Lenny & Joe’s FishTale, Coastline Brewing Company with an open outdoor area, and Westbrook’s local Dairy Queen. Just a few minutes North is the famous Bill’s Seafood; known for their waterside dining & singing bridge. Westbrook is located right on Long Island Sound with numerous scenic areas and a plethora of entertainment.

Top guest favourite

Home in East Lyme

4.96 out of 5 average rating, 193 reviews

Beachfront Paradise

Beautiful beachfront home available weekly in season (6/21/25-9/6/25) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, movie theatre, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

Top guest favourite

Home in Milford

4.99 out of 5 average rating, 112 reviews

The ARLO - Walk to Brewery & Restaurants

Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Guest favourite

Home in Westbrook

4.96 out of 5 average rating, 26 reviews

Barnacle Bay Beach House

Welcome to Barnacle Bay Beach House, in Westbrook, CT! A cozy 3BR, 2BA home just a short trip from the beach. Enjoy a fully-equipped kitchen, comfortable living area with a TV, and serene bedrooms. Features include Wi-Fi, a kitchen fit for a chef, and tons of updates throughout. Perfect for a family getaway or a beachside retreat! Barnacle Bay is more than just a place to stay - it's a place to create lasting memories. Book your stay now and experience the magic of coastal Connecticut!

Top guest favourite

Home in Stonington

4.96 out of 5 average rating, 189 reviews

Romantic Seaside Cottage in Mystic

This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

Top guest favourite

Home in Branford

4.98 out of 5 average rating, 159 reviews

“The Lighthouse” A Beach Cottage by the Sea!

Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

Guest favourite

Home in Waterford

4.94 out of 5 average rating, 136 reviews

Niantic Bay & Play House

Stay at the end of a quiet cul-de-sac located half a mile from downtown Niantic with several beaches located minutes from the house. The Niantic Bay & Play House is packed full of indoor and outdoor games while conveniently located close to several attractions. Sit by the fire pit, play Corn Hole or Frisbee Golf in our large open private backyard. Inside you will find big open spaces to relax with friends and family. Our house is perfect for everyone including your furry family member.

Top guest favourite

Home in North Fork

4.94 out of 5 average rating, 187 reviews

Harbor Heights

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Guest favourite

Home in Clinton

4.95 out of 5 average rating, 101 reviews

Treasured 1924 Colonial "Sweet Caroline"

"Sweet Caroline" is a charming 4 bedroom shoreline colonial that has been recently renovated to provide an up-to-date feel while maintaining it's 1920's charm. We fell in love with this home last summer while visiting friends and family and decided to make it our home away from home. We have enjoyed her so much that we decided to share her with others seeking similar cozy, New England shoreline, accommodations.