Holiday Homes in The Hamptons

Southampton Duplex with private Hotub + backyard

inside this thoughtfully renovated 2 bedroom duplexed cottage you will find hardwood floors, high ceilings, brand new furniture and fixtures and a gorgeous kitchen. Outside you will find a beautiful patio, garden, and deck equally perfect for enjoying your morning coffee or a cocktail after a long day in the private hot tub. while there are two other guest cottages on the property this unit is completely private and sectioned off from the rest of the world. Built for friends and families alike

Family · Value · Laundry

Private Entrance to Duplex Apartment on Lush Acres

Private Exterior Entrance to QUEEN BED bedroom and private bath ONE FLIGHT OF STAIRS UP. 1 mile to Ditch, half mile to L.I. Sound. Quiet, Out-of-the-way 1900s house on Several Acres. 100% non-smoking both inside and out. Friendly DOGS WELCOME provided they do not chew, scratch, bark when left alone, are picked up after outside and are kept OFF furniture. NO UN-HOUSEBROKEN PUPPIES. WE ACCEPT DOGS ONLY. NO CATS OR OTHER PETS. NO EXCEPTIONS. Friendly Dogs & Chickens live on property. 2 NIGHT MIN

Location · Value · TV

Oceanview Townhouse, steps away from the beach

Perfect for a romantic getaway or a family vacation, our home is located directly across the ocean and just steps away from the path to the beach. Relax in our beautiful condo where you can unwind and take in views of the ocean while you dine on the deck or sip your coffee on the balcony of the master bedroom. The village of Montauk is just steps away where you will find restaurants, shops and local attractions. The unit has a designated parking spot, a fully equipped kitchen, A/C and Wi-Fi.

Value · Family · Amenities

PINES Cozy Beach Hideaway with modern touches

NEW listing, owner occupied, 4 bedroom / 2 bathroom modern, classic beach house centrally located - 5 minute walk to Pines harbor and 2 minute walk to the beach. Comfortably sleeps 8 people; King or Queen sized bed in each room. Open kitchen and dining room space ideal for cooking and hosting intimate dinner parties. Spacious and fully furnished patio area located behind the house for ultimate privacy. Fully redecorated and central AC added in the Fall of 2021. Not a typical share house!

Location · Comfort · Barbecue

THE MULBERRY OASIS

Bring your family to the custom luxurious mansion on Long Island carefully curated furnishings. No need to lift a finger - wonderfully comfortable and professionally decorated spaces are ready for you to enjoy. Many bespoke items such as a large crystal entry chandelier- custom living room furniture that add unique character and charm. Amazing entertainer's kitchen with gray cabinet. A premier basement with amazing entertainer's, pool table, game table, theater room, exercise /sauna room.

Family · Value · Kitchen

45-Seconds to Beach & Only 5 Minutes from Harbor-4

Ocean views make this newly renovated home the perfect place to stay in the Pines with beach access only 45-seconds away. This is an LGBTQ+ property offering a private bedroom with a new, very comfortable queen size bed, stainless steel appliances in a spacious open-concept living room/dining room/kitchen, a 75-inch TV and a gorgeous balcony for you and your guest to feel right at home. Fully landscaped yard offers several lounging decks, a new hot tub and pool. Very friendly & fun hosts.

Location · Hospitality · Amenities

45-Seconds to Beach & Only 5 Minutes from Harbor-2

Ocean views make this newly renovated home the perfect place to stay in the Pines with beach access only 45-seconds away. This is an LGBTQ+ property offering a private bedroom with a new, very comfortable full sized bed, stainless steel appliances in a spacious open-concept living room/dining room/kitchen, a 75-inch TV and a gorgeous balcony for you and your guest to feel right at home. Fully landscaped yard offers several lounging decks, a new hot tub and pool. Very friendly & fun hosts.

Value · Location · Pets

Top Guest favourite

Guest favourite

Renovated North Fork Retreat-Rental Permit #0781

This fully renovated 4 bed, 2 bath home sits on a park-like acre in the heart of the North Fork. It's walkable to all Cutchogue hamlet amenities, restaurants, Wickham's farm stand, wineries, and is a bike ride or short car drive to beautiful New Suffolk beach. Enjoy the wood-burning fireplace in the Winter and the spa-like outdoor shower, fire pit and al fresco dining from Spring to Fall. End your day shooting some hoops on the half court or swinging in the hammock with a glass of Rose.

Location · Family · Indoor spaces

Vacation home with pool by the North Fork

Beautiful ranch-style house with modern comforts is waiting for you. Our vacation home (built in 2017) with very high ceilings includes new appliances and luxury furnishings. This home offers 2,300 square feet of space with an open living room, 3 bedrooms and 2.5 bathrooms. The backyard has a swimming pool during the summers and a BBQ grill. (Pool is closed during the winters.) We have a ping pong table and EV charger in the garage. Our home is only 20 minutes away from the North Fork.

Family · Value · Outdoor spaces

Beautiful 2 bed w Pool near to beach/village

Spacious 2 -Bedroom duplex , modern and bright w/private Entrance and driveway. The pool is private and is all yours during your stay. The Bedrooms are spacious. One bedroom has 1 queen size bed , an en-suite bathroom and walk-in closet. The 2nd bedroom is massive, it has 2 queen sized beds. The place has a well-equipped kitchenette with an electric stovetop/coffee maker/ pots and pans, connected with the living room. By the pool is a grill and extra stovetop for outdoor cooking.

Value · Family · Nearby

Beautiful new private beach house paradise

Experience a private beach in Milford and enjoy a beautiful and spacious new construction fully furnished luxury home! Scandinavian design. Only 4 houses from the best beach in Connecticut. Large outdoor deck with barbecue and tables and chairs for meals and cocktails. Color changing electric fireplace. 4 car automatic garage. Walking distance to ice cream parlors and nature preserve. Rent kayaks and paddle boards down the road. Enjoy your private beach with tide pools at low tide!

Family · Location · Accuracy

Top Guest favourite

Guest favourite

2 BR apartment near ocean in Hither Hills

Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hamptons! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

Family · Location · Air conditioning