Waterfront vacation rentals in Montauk

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Montauk

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

An aerial view captures a lush landscape surrounding a waterfront property, with direct access to a private area of the water. The shoreline curves around the pond, and the proximity to the town beach and nearby shopping and dining is indicated.

Home in North Fork

5 out of 5 average rating, 24 reviews

Beautiful waterfront 3 bedroom home in Southold

Beautiful waterfront home with stunning views of Hashamomuck Pond, making it the perfect escape for a memorable family vacation. Enjoy beaches, wine country, farm stands, and excellent restaurants. Featuring 3 bedrooms and 2 full baths. 1st floor, master bedroom, a guest room, and a bonus room with a pull-out couch. The second floor offers an additional guest room with two queen beds. BBQ, paddle boards, kayaks, fire pit, and plenty of seating to enjoy the beauty that surrounds this home.

Superhost

A sandy beach stretches along the Long Island Sound, bordered by greenery. A wooden boardwalk leads to the shore, with lounge chairs positioned for sunbathing. In the background, several buildings are nestled among the trees, completing the tranquil seaside scene.

Condo in North Fork

4.84 out of 5 average rating, 128 reviews

Oceanfront Condo – Incredible Spring Rates!

Overlooking the Long Island Sound, this oceanfront condo is the ultimate escape. Bask in the sun on a 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

Guest favorite

A riverfront deck is furnished with two lounge chairs and a glass table, surrounded by lush greenery and trees. The view overlooks a calm stretch of the Patchogue River, creating a serene environment for relaxation and enjoyment of nature.

Cottage in Westbrook

4.89 out of 5 average rating, 151 reviews

Peaceful Riverfront Cottage w/Dock, Walk to Beach

This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

Guest favorite

A wooden deck area features a dining table with six chairs, accompanied by a grill. A large umbrella provides shade, while the picturesque view of the water and distant marina is visible beyond the railing, set against a clear blue sky.

Bungalow in Hampton Bays

5 out of 5 average rating, 124 reviews

Hamptons Waterfront- Great Location!

My place is right on the water with your own sandy beach. A quick walk to the restaurant and dining. No worries about having a drink and getting home. You’ll love my place because of the location and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Note: If this house does not have availability in June, July or August- please check out my other listing also a 2 bdrm/2 bath waterfront house (https://www.airbnb.com/h/canoebeachhousebh).

Top guest favorite

Home in Branford

5 out of 5 average rating, 14 reviews

Breathtaking Panoramic Waterfront

Relax to sweeping views from every room in this unique, 4600 sq foot direct-waterfront home with two small private beaches, boulders by the water, large pool, hot-tub, outdoor bar, kayaks, and fire pit. 2 floors of wraparound patio/deck, plus 3rd floor loft and roof patio. Open floor plan, sweeping staircase, 5 bedrooms plus loft, 3.5 bath plus half bath and outdoor shower by pool. A real oasis! (Note: pool not heated and open mid-may to mid-Oct only; hot tub closed Jan-March)

Guest favorite

Houseboat in North Fork

5 out of 5 average rating, 10 reviews

Peconic River Boatel

Perfectly updated nautical houseboat situated on the scenic Peconic River. Featuring two picturesque bedrooms, a full service eat-in kitchen and a living room with panoramic river view. Enjoy your morning coffee on the outside deck while taking in the sunrise. This historic waterfront town was named to Forbes Advisor’s “Best Places to Travel in 2023” — one of just 11 U.S. destinations on this year’s list. A must see for adventurers and families alike!

Top guest favorite

A wooden deck is showcased, complete with a dining table and chairs, under a large umbrella. Lush green reeds line the waterway, which reflects the cloudy sky. A lamp post and planters with flowers enhance the serene setting, while private docks are visible in the background.

Cottage in Flanders

4.9 out of 5 average rating, 39 reviews

Bayside bliss - Charming 2bdrm on the water w dock

Lovely 2 bedroom cottage located on the water with your own private dock. 2 queen beds, 1 bathroom, and full kitchen. Enjoy a swim and outdoor shower after a blissful kayak along the shores of the Peconic Bay. Easy access to the North and South Forks of Long Island, famous wine trails, Ocean Beaches, and amazing farms. 2 kayaks included in the rental. Experience the food, drink, and beautiful scenery with a short drive to all of the Hamptons.

Guest favorite

An aerial view of a peaceful waterfront cottage surrounded by greenery. The property is situated near a winding river, with visible boat docks and lush vegetation. A private lane is shown leading to the home, emphasizing its secluded location.

Cottage in North Fork

4.98 out of 5 average rating, 44 reviews

Stunning waterfront modern farmhouse with dock.

Relax with the whole family or a group of friends at this peaceful, waterfront cottage. Perfect spot to bring a group for a country retreat in the heart of stunning vineyards, spectacular restaurants and stunning waterscapes. Our home’s interior is beautifully appointed where you will be comfortable both inside and outside on our patio, or deck with a breathtaking waterfront view. Peaceful, relaxing and magical place in an idyllic spot.

Top guest favorite

The cottage's exterior is shown, featuring natural shingles and a welcoming entrance. Lush green grass and flower beds with blooming plants enhance the yard, while the serene waterfront and dock are visible in the background, framed by a clear blue sky.

Cottage in Old Saybrook

5 out of 5 average rating, 98 reviews

Cozy Waterfront Retreat

Serene waterfront retreat! Direct waterfront property on Oyster River perfect for kayaking, fishing, paddle boarding or just soaking up the sun. This cozy cottage with views of stunning sunsets allows guests to relax and unwind. Minutes to local restaurants and shopping, walking/bicycling distance to the towns best beaches; close to outlets and casinos. Quaint, charming cottage with beach decor throughout.

Guest favorite

A paved pathway leads toward a private waterfront property, bordered by a white fence and lush greenery. The exterior features light-colored siding, and large windows provide views of the Long Island Sound. The serene atmosphere is enhanced by bright blue skies.

Bungalow in North Fork

4.92 out of 5 average rating, 63 reviews

Incredible Beach Front Bungalow w/ Private Beach!

Experience the very best North Fork has to offer at this beautifully renovated and peaceful private waterfront property. Open sliding doors and step onto a large patio to enjoy panoramic views of the Long Island Sound, and witness the most stunning sunsets! The perfect beach retreat for family and friends or a couple's getaway, one thing for shore is you will absolutely love this charming bungalow!

0 of 0 items showing

What guests are saying

Waterfront NoFo Cottage w/ public beach access

4.94 out of 5 average rating, 31 reviews4 months ago

Andrew and Kenneth were excellent hosts. Some of the most professional, responsive and attentive I have experienced. The home is cozy, and the space is really well used and appointed. Some of the appliances are a bit quirky -- like the washer/dryer, which isn't very effective; and the stove/oven which the hosts are aware needs some repairs. The location is lovely. Be prepared to listen to the ducks on the lake. They can be loud even during the night. The outdoor shower was the icing on the cake for me. I nearly stayed longer, except I had another opportunity overseas.

Home in North Fork

What guests are saying

Modern House with water views at shore beach

4.8 out of 5 average rating, 10 reviews5 days ago

We had a great stay at Ana’s home for a night of fun team bonding activities. The house was spacious and lovely with nice views of the river nearby, and we especially loved the giant rock in the basement! Ana was very clear and responsive throughout our stay so everything went smoothly for us.

Home in Branford

What guests are saying

Direct Shoreline Long Island Sound Waterfront

4.95 out of 5 average rating, 80 reviews7 months ago

Our visit was utilitarian. We needed accommodations for us, our grown children and grandchildren and a dog. But the site of the cottage, its charm, its comfort made us wish we were staying another week. James' thoughtfulness went beyond any other Airbnb hosts' that we've experienced. Everything we might need if we were staying 10 days was there, clean, labeled. Thank you, James.

Cottage in Guilford

What guests are saying

Stunning sunset charming waterfront home 4 seasons

4.98 out of 5 average rating, 65 reviews3 months ago

Absolutely stunning! This house has an amazing view from gigantic glass doors in the main room. Details in the house are well thought out and of great quality, including a high end coffee maker and other appliances. The place has lots of premium touches that make this experience a cut above the rest. Steven is an amazing, friendly, and communicative host. Incredible experience all around, I would definitely book here again.

Home in Shirley

What guests are saying

Waterfront Apartment-Guilford CT-***New Listing

4.98 out of 5 average rating, 59 reviews6 months ago

We had a wonderful stay at this charming waterfront apartment in Guilford, CT. The location is unbeatable—steps from the beach, with boutique shops and cafes nearby. The weather in early October was perfect—cool, crisp, and sunny, ideal for exploring. We visited the Henry Whitfield State Museum and enjoyed Guilford Center’s unique shops and eateries, especially The Spice & Tea Exchange, where we picked up amazing spice blends and teas. The apartment is cozy, with stunning views of Long Island Sound. We loved relaxing on the private patio while watching the sunset. Kim, our host, was kind, responsive, and made our stay seamless. Overall, a peaceful retreat perfect for relaxing by the water. Highly recommended!

Loft in Guilford

What guests are saying

Charming 3 bedroom Beach Front Cottage

4.96 out of 5 average rating, 27 reviews6 days ago

Our family loved staying here! It was a perfect fit for us (2 adults upstairs & 2 young teen kids in their own room) + grandma downstairs (so no fall hazard!) The views were perfect and added bonus for my kids to burn off steam even in the chilly weather. The open layout downstairs worked great. We weren’t there for many meals so didn’t utilize the kitchen to its fully potential. Jonathan was very responsive and polite with any questions I had during our stay. It was a lovely place that worked out perfectly during our time spent visiting family in CT!

Home in Woodmont

What guests are saying

Waterfront Beach Cottage

4.97 out of 5 average rating, 36 reviews1 week ago

Gabriel & Tori’s house was perfect for two couples during a long weekend getaway! Conveniently located across from the beautiful bay and a stones throw away from Legends restaurant - it was a peaceful and clean retreat from “normal” life. Pro tip- bring a projector for the bonus room :-) 10/10, would love to stay again!

Home in North Fork

What guests are saying

Waterside retreat! 4BR/3BA with private dock/views

5 out of 5 average rating, 11 reviews7 months ago

We had the pleasure of staying at Alan's place over Labor Day weekend and it did not disappoint. It was a beautiful setting right across from the water with a dock and walking distance to the town beach , where there are also walking paths along the water. We thoroughly enjoyed sitting out on the expansive front porch watching the birds and fishermen. We rented kayaks from the place around the corner. The house is very charming. There are many nooks and crannies to sit and relax and to enjoy the outdoor scenery. There is plenty of space for everyone to spread out and have their own space. The beds were comfortable with two bedrooms upstairs and 2 bedrooms downstairs. You can access the house from the back where it is only one step in and you are on the main level of the home which is really upstairs. The kitchen is more than adequate with upgraded appliances. Alan was a perfect host/ always available to answer any questions. We will definitely be back!

Home in Clinton