
Beachfront vacation rentals in Cutchogue
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Cutchogue

Total vacation rentals
Explore 10 vacation rentals in Cutchogue

Nightly prices starting at
Cutchogue vacation rentals start at ﺩ.ﺇ 1,175 per night before taxes and fees

Verified guest reviews
Over 290 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Cutchogue vacation rentals include wi-fi access

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

4.9 Average rating
Cutchogue stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated beachfront rentals in Cutchogue
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

Luxurious Waterfront Beach House On The Bay
Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi
4.98 out of 5 average rating, 244 reviews
Incredible 2 Bedroom Waterfront Cottage!
An amazing & unique experience on the North Fork of Long Island. Sitting on a bluff 15’ above our private beach, this 3 season multi-family property boasts panoramic views of the LI Sound. Amazing sunset/sunrise views, fishing, beach combing, swimming, wineries, restaurants, shopping. Huge 2nd story deck for evening cocktails. Full kitchen, BBQ, loads of amenities. Updated inside & out. Private beach shared only with other guests of the property Please note there is some noise from passing cars
4.82 out of 5 average rating, 83 reviews
Cheerful 3 Bedroom Cottage with Fire Place
We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.
4.88 out of 5 average rating, 109 reviews
A-Frame cabin with private beach & epic sunsets
Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.
4.82 out of 5 average rating, 220 reviews
Designer Beach Retreat on Exclusive Cedar Beach
Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!
4.97 out of 5 average rating, 270 reviews
Savor Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.
4.98 out of 5 average rating, 184 reviews
Coastal Cottage on the Water
A coastal cottage on the water surrounded by vineyards and farm stands on the North Fork. Unwind in the backyard with a private view of the Goldsmith's Inlet where you can watch the sunrise, bird watch, and admire our local swans. A quick 5-minute walk to the Long Island Sound where you can sunbathe, swim, kayak, and watch the beautiful sunset. Conveniently located near Greenport, Orient, and Southold. *IMPORTANT* Kayaks and grill are only available from May 1st to October 31st.
4.88 out of 5 average rating, 43 reviews
Hamptons WaterLiving-Dock, Kayak, Beach, EV charge
[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.
5.0 out of 5 average rating, 118 reviews
Beach Cottage 3 | New Suffolk | Northfork
The Studio Cottage has a picture postcard water view, nestled in the corner of a beautifully maintained garden compound just one minute from private sandy beaches on Peconic Bay. Quaint New Suffolk is among the most coveted hamlets on the North Fork. Come for spring blossoms, summer beaches or autumn harvest. Enjoy wine tastings at world class vineyards and best of market locally grown produce, farm to table dining, fresh fish markets, orchards and miles of scenic vineyards.
4.95 out of 5 average rating, 88 reviews
North Fork Sound Front Home with Pool
This Long Island Sound front property on nearly three acres of land with an inground, custom designed, gunite pool is the perfect vacation home. Walk down the ramp to your private beach for a kayak, paddle board or swim in the summer and enjoy a luxurious outdoor shower afterwards. In the fall and winter months, enjoy the extensive book collection and stay cozy by the fireplaces. Spacious and bright, this home has a unique aesthetic and can accommodate 8 guests comfortably.
4.87 out of 5 average rating, 46 reviews
Beautiful Waterview Condo on the North Fork of LI
Waterview luxury suite accommodates up to 6 guests with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. This location is minutes from town as well as wineries and centrally located to the ferry which can take you to Shelter Island and the South Fork. The resort is well maintained with a pool , BBQ grills and private beach access as well as ample parking for guests.
4.9 out of 5 average rating, 200 reviews
Hamptons Waterfront Suite | Private Hot Tub
✔ Separate private guest suite with its own entrance ✔ Entire back property exclusively yours (not shared) ✔ Year-round saltwater hot tub ✔ Private dock + 2-person kayak ✔ Fire pit, lounge chairs & beach towels ✔ Stunning waterfront sunrise & sunset views ✔ Private porch & outdoor shower ✔ 55" Smart TV & electric fireplace ✔ Self check-in & central air ✔ 19 minutes to Southampton Village ✔ Adults only – No pets – No children
4.94 out of 5 average rating, 106 reviewsPopular amenities for Cutchogue beachfront rentals
Beachfront home rentals with a pool

1 Bedroom Hamptons Waterfront Cottage Heated Pool
5.0 out of 5 average rating, 37 reviews
3BR/2BA: beachfront, pool, hot tub, outdoor dining
5.0 out of 5 average rating, 3 reviews
Private oasis with pool steps away from the bay
5.0 out of 5 average rating, 38 reviews
Waterfront Condo C-204 at The Cliffside Resort
4.89 out of 5 average rating, 113 reviews
Beachside Waterview 2Br Condo w/ Pool in Greenport
4.9 out of 5 average rating, 159 reviews
Breezy Bay
5.0 out of 5 average rating, 11 reviews
Shelter Island Retreat w/ Outdoor Pool!
4.5 out of 5 average rating, 10 reviews
The View
5.0 out of 5 average rating, 6 reviewsPet-friendly beachfront home rentals

The North Star: Greenport Waterview Beach Getaway
4.96 out of 5 average rating, 70 reviews
Best View + Putting Green + Private Beach
4.95 out of 5 average rating, 77 reviews
Hang by the (Chel)SEA
5.0 out of 5 average rating, 46 reviews
Lovely North Fork Beach Cottage (2 BR/2 bath)!
4.94 out of 5 average rating, 34 reviews
Mastic Beach Surf House
4.92 out of 5 average rating, 65 reviews
Waterfront 3BR Home w/Private Beach on Peconic Bay
4.89 out of 5 average rating, 44 reviews
Toes in the Sand Beach Cottage
4.96 out of 5 average rating, 91 reviews
Beach House on LI Sound Waterfront
4.86 out of 5 average rating, 76 reviewsPrivate beachfront home rentals

Waterfront Beach Cottage in Connecticut
4.93 out of 5 average rating, 55 reviews
Beautiful, Spacious, Waterfront Home on the Bay
4.98 out of 5 average rating, 44 reviews
A BREATHTAKING AND RELAXING PLACE TO CALL HOME
4.94 out of 5 average rating, 50 reviews
Steps to the Beach. Lovely 2-Bedroom apt
4.97 out of 5 average rating, 89 reviews
Charming Milford Beach House – Walk to Shore
4.65 out of 5 average rating, 23 reviews
Cozy & Chic Beach Cottage!
4.74 out of 5 average rating, 204 reviews
Beachfront house on Long Island Sound
4.82 out of 5 average rating, 125 reviews
Waterfront Beach Cottage
4.88 out of 5 average rating, 160 reviewsDestinations to explore
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