
Waterfront vacation rentals in Cutchogue
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Cutchogue

Total vacation rentals
Explore 20 vacation rentals in Cutchogue

Nightly prices starting at
Cutchogue vacation rentals start at G$27,150 GYD per night before taxes and fees

Verified guest reviews
Over 430 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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 waterfront rentals in Cutchogue
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Private beach, fully updated house, on 2 acres.
Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

Beautiful 2 bdrm cottage on NoFo
Our "Little Piece of Heaven" on the North Fork of L. I. Located on a large Creek with fantastic sunsets! Enjoy the peaceful nature watching Egrets, blue & green Herons, Cormorants and Osprey diving into the water & retrieving a fish almost every time? It's mesmerizing! Centrally located between Riverhead (Water Park) and Orient Point, where a ferry can take you to Conn. (if you like Casinos). Farm stands galore, beautiful clean private beach (walking distance) & incredible restaurants nearby!

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Water front studio apartment with fireplace.
This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

WaterviewsTakeWedding pics,CollegeTours Yale&Beach
PETS ALLOWED! Spectacular unobstructed Long Island Sound views year-round, out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes to wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.

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.

Enchanted Cottage on the Marsh, walk to beach
Enjoy an idyllic stay at Enchanted Cottage on the Marsh! Private, quiet one bedroom cottage on Farm River with breathtaking views from deck. Take in the herons, ospreys and other birds among the natural surroundings while relaxing on your very private deck. Or take a stroll to the neighborhood beach, trails or a restaurant. Enjoy daily retreat from everyday life. We want you to have a relaxing stay with us, free from worry. 10 min walk to beach, trails, 10 min drive to Yale University.

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.

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My
Welcome to nature's retreat, our secluded North Fork haven where 2+ acres of wild beauty and private beach access promise unparalleled relaxation. Delight in our hot tub's warmth under the stars, unwind on swings, or glide on bay waters with our kayak. With enchanting porch views, an invigorating outdoor shower, and nearby organic farms, our cabin is an idyllic escape. Experience the local charm with vineyard tours and return to a haven of comfort and adventure.

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.

Modern Farmhouse Steps to Beach & Love Lane
Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

Waterfront Escape | Private Beach, Pool & Views
Overlooking the Long Island Sound, this beautiful waterfront condo is the perfect North Fork coastal escape. Enjoy peaceful mornings with panoramic water views, spend your days soaking up the sun on the private beach, and unwind on the waterfront deck as the sun sets over the Sound. Located just minutes from Greenport Village, you’ll be close to charming boutiques, local farms, award-winning wineries, and gourmet dining.
Popular amenities for Cutchogue waterfront rentals
Waterfront apartment rentals

Lakefront GetawaY & Romantic NightS + BeacheS NeaR

Guest favorite - ALL YEAR LONG!

Amazing one bdrm flat at the beach!

Hamptons Waterfront Suite | Private Hot Tub

Greenport Condo with Stunning Views & Beach Access

Turtle Dove Cozy Gem on the Bay

Steps to the Beach. Lovely 2-Bedroom apt

The Pond Mill Retreat w/ 2 Bdrms & Pool
Waterfront house rentals

North Fork Waterfront Escape · Sunset Views

Joyful Beach House, viewing The Great South Bay

Private Waterfront Access + Hot Tub + Scenic Yard

Best View + Putting Green + Private Beach

Ritz-East Hampton Cottage- 5 stars

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON

Coastal Cottage on the Water

Cottage by the beach
Waterfront condo rentals

Beautiful 2 Bedroom 2 Bathroom Pool-Side Condo

Waterfront Condo C-204 at The Cliffside Resort

Water front, sunsets, sail boats, 30 day minimum

Waterfront Escape | Private Beach, Pool & Views

Beachside Waterview 2Br Condo w/ Pool in Greenport
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- Rentals with a fireplace Cutchogue
- Beachfront rentals Cutchogue
- Rentals with a washer and dryer Cutchogue
- Rentals with a fire pit Cutchogue
- Rentals with a kayak Cutchogue
- Pet-friendly rentals Cutchogue
- Rentals with beach access Cutchogue
- Rentals with a patio Cutchogue
- House rentals Cutchogue
- Family-friendly rentals Cutchogue
- Rentals with outdoor seating Cutchogue
- Rentals with pools Cutchogue
- Fitness-friendly rentals Cutchogue
- Rentals with a hot tub Cutchogue
- Waterfront rentals Suffolk County
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Fairfield Beach
- Charlestown Beach
- Ocean Beach Park
- Robert Moses State Park Beach
- Southampton Beach
- Mystic Aquarium
- Mystic Seaport Museum
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Compo Beach
- Yale University Art Gallery
- Long Island Aquarium
- Wölffer Estate Vineyard
- Sherwood Island State Park
- Meschutt Beach
- Wesleyan University
- Mount Southington Ski Area
- Orient Beach State Park





