Waterfront vacation rentals in Springs

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Springs

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Superhost

A living room features a light-colored sofa against a neutral wall, complemented by a striped area rug. A wall-mounted TV and decorative elements, including a mirror and wall hooks, enhance the space. Soft lighting is provided by two standing lamps, creating a welcoming environment.

Condo in North Fork

4.9 out of 5 average rating, 125 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

Overlooking the Long Island Sound, this oceanfront condo is the ultimate escape. Bask in the sun on your private beach or unwind on the waterfront deck with breathtaking views Minutes from the town center, you’ll find local farms, award-winning wineries, gourmet restaurants & charming shops ⚓️ Explore Greenport: A historic seaport with coastal charm & rich culture 🏖 Premium Amenities – Waterfront deck, private balcony, grills, pool, private beach & parking ⛴ Ferry Access to Shelter Island & CT

Top guest favorite

A charming cottage is set against a backdrop of lush greenery, featuring a welcoming front porch with a white railing. Natural light illuminates the exterior, showcasing the textured shingle siding and a gabled roof. The grassy area extends toward the tree line, creating a serene atmosphere.

Home in East Hampton

4.95 out of 5 average rating, 232 reviews

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.

Guest favorite

A sunken living room features a spacious sectional sofa surrounded by pillows, creating an inviting seating area. Large windows allow natural light to illuminate the space. Stylish hanging chairs are positioned nearby, complemented by potted plants and a vibrant rug, enhancing the room's modern aesthetic.

Home in East Hampton

5 out of 5 average rating, 8 reviews

New Midcentury-Dream Modern Gym Pool Beach

Welcome to your EH retreat! This 2024 modern renovation combines sleek with sophistication over 5 bedrooms and 3 full baths. Outside enjoy a large fenced backyard with 20x40 pool, loungers, outdoor living room, fire pit, outdoor shower. Inside indulge in hotel comforts—shampoo, conditioner, towels, fresh linens, and robes. Relax in one of the 3 living rooms with big-screen TVs and high-speed WiFi or workout in the full gym w/ sauna. The kitchen has all modern appliances and even includes coffee.

Top guest favorite

A large stone patio extends towards the water, featuring two blue lounge chairs positioned for relaxation. Decorative planters and a freestanding umbrella provide a welcoming touch. A railing and lamp posts line the edge, with gentle waves visible in the background.

Apartment in Woodmont

4.97 out of 5 average rating, 574 reviews

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!

Top guest favorite

Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.

Condo in Montauk

5 out of 5 average rating, 226 reviews

Montauk Waterfront Condo w/ Sunset Views

Modern 1 Bedroom Condo in gated community (Rough Riders) with sunset views from beautiful deck. The community has multiple tennis courts, pool, jacuzzi, and sauna (pool / sauna / jacuzzi only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy swimming off the pier. The unit is less than a 5 minute car / Uber ride to town and a short 5-10 minute walk to Navy Beach and Duryea's. Strong wifi in unit, Smart TV ( Netflix, etc, - no cable)

Guest favorite

Two blue Adirondack chairs are positioned on a manicured lawn, facing a vibrant sunset over the ocean. The sky displays pink and orange hues as the sun sets on the horizon, creating a serene outdoor setting.

Condo in North Fork

4.92 out of 5 average rating, 139 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Relax in a pristine 2Br condo with ocean & pool views. Our remodeled apartment is part of high-end development nestled on LI Sound, just minutes from downtown Greenport. Sip a glass of wine while watching sunset, catch some rays on the beach or deep in the pool. 2 bedroom condo with ocean view, beach, and pool (seasonal) Comfortably sleeps 6 Private beach access year-around Pool (seasonal) Functional kitchenette 2 bathrooms, all toiletries Linens and towels are provided Smart TV AC/Heat

Guest favorite

A coastal beach house is positioned directly on the water's edge, featuring a wrap-around deck and a vibrant red umbrella. A kayak rests on the sandy shore, while trees provide a natural backdrop to the scene.

Home in Old Lyme

5 out of 5 average rating, 48 reviews

Beachfront Oasis

Named in "thrillist.com" (7/6/22) "Best Beach Houses to Escape to Near NYC". This beachfront oasis is just steps from the beach with SUPs, kayaks, grill and more. Every comfort of home plus many luxury details including a Sub Zero chef kitchen and jet massage shower. Located in family friendly Hawks Nest Beach, Old Lyme, close to restaurants, shopping, casinos and the historic sights along the CT shoreline. Convenient, by car or train, to NYC and by ferry to Long Island and Block Island.

Guest favorite

Home in Amagansett

4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

(4 night minimum) Perfect place for a family, couple, or friends. Close to Amagansett Village and 12 minutes to Montauk, this waterfront retreat is great for nature activities like windsurfing, kiteboarding, sailing, stand-up paddle board, hiking, biking, and much more. Located just minutes from ocean beaches and 3 minutes to the "Napeague stretch", home to the famous "Lobster Roll" a/k/a "LUNCH" and the Napeague Clam Bar restaurants. East Hampton registry RR 25-417

Top guest favorite

The beachfront home features a wrap-around balcony and large windows that provide views of the shore. The exterior is surrounded by a stone wall and sandy beach, with a staircase leading down to the water from the deck.

Home in North Fork

5 out of 5 average rating, 12 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

★ "Beautiful hidden home on the water… enjoy the North Fork summer in style." Private beachfront property with 2 homes & views of Gardiner’s bay. ☞ Bikes + kayaks + paddle boards ☞ Wrap around balcony w/ seating ☞ Fully equipped + stocked kitchen ☞ Deck w/ lounging + water views ☞ Dedicated workspace + printer ☞ Master w/ king + bathroom ☞ 55” Smart TV + Xbox ☞ Indoor gas fireplace 6 mins → DT Greenport (cafes, dining, shopping) 13 mins → Orient Beach State Park ⛱

Guest favorite

The spacious patio is shaded by a vine-covered pergola, featuring a round dining table surrounded by black chairs. Lounge chairs are positioned nearby, and the yard extends beyond, showcasing green grass and a variety of plants, contributing to an inviting outdoor space.

Home in North Fork

4.94 out of 5 average rating, 112 reviews

Maritime Village Getaway with Backyard

Well located Greenport 3 bedroom, 2 bath home. Historic renovated private home with modern furnishings and updated appliances and finishings. Patio and yard with outdoor shower, fire pit, and yard. Central AC and heat. Properly licensed as a rental with Greenport Village and Suffolk County. I now add the airbnb fees and local and state taxes onto the listing. If you have questions about this please reach out. Not sure how transparent the fee structure is for guests.

Guest favorite

A serene view of calm water featuring kayakers enjoying a sunny day. The distant shoreline is dotted with houses, creating a relaxed coastal atmosphere. Clear blue skies reflect on the water, enhancing the peaceful scene.

Home in Southampton

4.96 out of 5 average rating, 169 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of the Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

Guest favorite

A bright living area showcases large windows framing a view of Gardiner’s Bay. Soft furnishings in neutral tones are present, complemented by decorative plants. Natural light fills the space, and a light wood floor adds a warm touch to the cozy ambiance.

Bungalow in East Hampton

5 out of 5 average rating, 9 reviews

Charming Bungalow on the Bay

This newly remodeled 1960’s bungalow is the perfect getaway for couples and families alike. Located right on Gardiner’s Bay, there’s a gorgeous view of the water from the large windows and front porch. From the front steps you can follow the 300 yard path to your own private beach where you can wade, swim, snorkel, paddleboard, or just enjoy the amazing view and salt air. (East Hampton Rental Registry Certificate Number: 24-234)