
Beachfront holiday rentals in Westport
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Westport
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

Beach Cottage by the Sea
Beautiful 1920's beach cottage with beach access just across the street. Enjoy the sea breeze, ocean views, and sound of the waves lapping in this quaint home with unique architecture. Ten minutes to downtown New Haven and Yale for great places to eat, museums, and nightlife. Public beach and playground nearby. Warm and welcoming community. Master bedroom has vaulted ceilings and deck with views of the sea. Central Air, Cable TV, outdoor grill, plenty of parking. Enjoy this lovely home!

waterfront on Lake Zoar[ SUITE]
Enjoy your private patio overlooking the lake, Or just walk 12 steps to water Edge and visit the cozy lower level and enjoy the swings . Use our kayaks, and don’t forget to bring your fishing pole, go swimming ,or just sit in the sun with a book and listen to the waterfall and you are welcome to sit by the firepit Optional boat dock space, parking Hosts live upstairs Two miles to quaint Sandy Hook center with grocery and restaurants All quests must be register Ninety minutes to Boston/nyc

Beach Haven - waterfront, near Yale, sunsets
Everything you need for an amazing vacation, year-round, in our comfortable home right on the beach! Walk out the back door and dip your toes in the sand and in Long Island Sound. Enjoy spectacular views from the back patio, sun room, and most rooms in the house. Watch the sunset while soaking in the hot tub. Sit by the gas fireplace with a book. Stroll along the lovely nearby sea wall. 10-minute drive to Yale and all downtown New Haven has to offer. 5-minute drive to Lighthouse Point Park.

Beautiful & Fun Waterfront Duplex on the Hudson
Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more. Non shedding pets welcome with additional fee $150.

“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!

Serene Waterfront Retreat - 400 ft Private Beach!
Welcome to a slice of waterfront heaven! Located on Milford's Cedar Beach, this newly renovated 3 bedroom / 1.5 bath home features over 400 feet of private beach. Enjoy breakfast prepared in the Chef's kitchen while watching one of the most radiant sunrises you will ever see. Stunning views from every room in the house. Wade into Long Island Sound with your own private beach. Located 3 doors down from the CT Audubon Society, known for its views & wildlife. We can't wait to host you!

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Milford Beach House - Newer Construction!
Relax on the beach! Recently built 3 bdrm home (2300 square foot) on the beach facing Long Island Sound w/ view of Charles Island! Silver Sands State Park 30 yards away! Big deck! Restaurant within walking distance & plenty more a short drive away. Park up to 4 vehicles below the house. This is a stylish beach house with loads of windows! Views, location and ambiance! Great for couples, adventurers, families & small groups. Dogs are welcome with pet fee.

Private Lake House 1 Hour to NYC & Near Westpoint
Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away Pets are welcome! WiFi is extremely fast and we have free electric car charging

Seabreeze at the beach, West beach Stamford Ct
3 bedroom 4 beds at the beach , free parking also free access to the beach, comes with cart, chairs, towels and umbrella , 3 adult bicycles and boogie boards. close to downtown and Harbor point, great for people coming to work in stamford. about 5 minutes to route 95. also a nice little Irish Pub as you enter the beach. "GREAT FOOD AND DRINKS" this Airbnb is one of the very few that is legal.

Charming Fairfield Beach Cottage
Escape to our newly renovated waterfront cottage in Fairfield, just steps from a private beach on the Long Island Sound. This charming retreat is perfect for families and couples, offering a modern kitchen, private deck, and high-speed WiFi. Unique perk: Enjoy complimentary 24/7 access to a beautiful co-working space just 3 miles away. A perfect blend of relaxation and productivity awaits!

#1 Milford Beach (across street) Charles Isle 2BR
Beachfront Bliss in Milford! ✨ This sun-drenched 2BR/1BA 1st-floor gem boasts stunning water views & direct beach access. Just steps to Silver Sands State Park, enjoy pristine beaches, scenic trails, & the iconic boardwalk. 🏖️ Relax in the private yard with sunset dinners, or explore Milford's vibrant downtown. Beach gear provided! Ideal for romantic escapes or family adventures.
Popular amenities for beachfront rentals in Westport
Pet-friendly beachfront home rentals

River Stone Hollow

Private Beach on Lake Oscawana by Mosaic Getaways

Cottage in Calverton

Cozy Fall Getaway, Dog Friendly

Beachy Bay Breeze Bungalow 2BR with parking and close to many amenities.

Bohemian Beach Oasis- Private Beach

Pet Frndly Lake House w/Fireplace & Fire Pit W/D

Mid Week Specials! - Beachfront, Dog Friendly
Private beachfront home rentals

Private Beach House

South Salem Vacation Rental w/ Furnished Deck!

Peaceful & Bright Beach Cottage

A BREATHTAKING AND RELAXING PLACE TO CALL HOME

Caroline Beach Escape

3 Bedroom Private Beachfront Hideaway KO

Cozy hose next to the water

Stunning direct waterfront beach house!
Luxury beachfront home rentals

Steps to Beach-Water View-Pet Friendly-Fenced Yard

Beautiful, Spacious, Waterfront Home on the Bay

Beach house - Sapphire Sandbar

Waterfront beach house 1 hr from Brooklyn and NYC

Beachfront paradise- come, stay, relax!

Hang by the (Chel)SEA

House of the Rising Sun!

Beach House on LI Sound Waterfront
Quick stats about beachfront rentals in Westport

Nightly prices starting at
Westport holiday rentals start at $565 SGD per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Westport rentals

4.9 Average rating
Westport stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Rentals with a firepit Westport
- Fitness-friendly rentals Westport
- Family-friendly rentals Westport
- Pet-friendly rentals Westport
- Rentals with outdoor seating Westport
- Rentals with a patio Westport
- Rentals with a fireplace Westport
- House rentals Westport
- Rentals with beach access Westport
- Rentals with a washing machine and dryer Westport
- Rentals with pools Westport
- Beachfront rentals Connecticut
- Beachfront rentals United States
- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Columbia University
- Brooklyn Bridge
- Central Park Zoo
- MetLife Stadium
- Yale University
- Bronx Zoo
- Grand Central Terminal
- Ohel Chabad-Lubavitch
- Yankee Stadium
- United Nations Headquarters
- Jones Beach
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Old Glory Park
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art




