Holiday rentals with a pool in Westhampton Beach

NEW DECK! Private, Heated Pool, Home Office & Gym

BRAND NEW DECK! Relax, dine, and take in the view. POOL is open EARLY MAY to END OF SEPT! Ideal for family getaways Privacy and tranquility can be appreciated on this 1 acre land that is surrounded by tall trees and lush landscaping. Plenty of space indoors for working at home or gathering together and outdoors for bbq and sun. House is centrally located near famed Dune Road beaches, Downtown Main Street shops and restaurants, and just a quick drive away from the best winery, golf and farms!

Hamptons Oasis: pool, grill, lush landscape

Kick back and relax in this calm, stylish, contemporary masterpiece. 4 beds, 3 baths, eco pool, and expansive outdoor living space. Architecturally impressive structure surrounded by lush landscape and tastefully decorated. The outdoor space includes a pool, a new outdoor grill, a fire pit, pool lounge chairs, a dining table under a wisteria pergola and an outdoor sofa area big enough to fit your entire party. Fully equipped kitchen. Short drive to the beach, walkable to downtown Westhampton.

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully fenced tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.

Newly built cottage near the bay and hamptons

Kick back and relax by the amazing pool in this calm, newly built stylish space hosted by a super host! In the estate area of Remsenburg ten minutes from Westhampton Beach Main Street and fifteen minutes from several beaches. At the end of a private road across from the Moriches bay. Wonderful area to bike and walk. Tour options available and include sunset cruising, fishing, etc. Inquire within! Vineyards about 40 minutes away. Exclusive access to 1300 square foot cottage. 2 bed/2 bath!

Secluded Farmhouse - Studio Apartment Style Unit

Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

Hampton's Haven

5 bedroom, 3.5 bath contemporary ranch style home, with custom shaped heated pool and meticulously maintained 7 seater hot tub. Expansive patio w/outdoor dining for 10 - close to beach, town and more! Our home has comfortable office space with gigabit wifi throughout! Fabulous game room with ping pong, 4 person air hockey, smart tv and board game lounge. Everything you'll need for a memorable gathering of friends or the perfect family vacation!

Historical House in Westhampton

Built by the Tuttle family in the mid-1800s as the homestead of a large working farm that stretched the entire neighborhood, the wide-plank wood floors and hand-hewn exposed beams bring you back in time while adding modern day conveniences. Enjoy a large swimming pool, sprawling backyard, and well kept grounds. All of this in close proximity to vibrant Westhampton Beach Main Street, ocean and bay beaches, and North Fork farms and wineries.

Luxury Hamptons Home with Heated Saltwater Pool

Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.