Holiday rentals with a kayak in The Hamptons

Magnificent Bayfront Retreat

Welcome to the Hamptons! The view from this home, that sits right on the water, boasts the most beautiful sunsets that need to be seen to be believed. Whether you’re spending the day in the sun on the beach (a short 5 minute walk), grilling on the deck watching the sunset over the bay, soaking in the new hot tub, fishing on the private dock, or lounging on the couch watching a movie on our 75 inch TV after a day of fun in the sun, this home is a perfect getaway for you, your family, and friends!

Chic & Spacious Designer Home, Heated Pool/Spa

RowHouse_EH, Ideally located just down the block from East Hampton's best waterfront restaurants, this chic beach house is designed as a year-round getaway. This 3 bedroom & 2.5 bath home combines sunny interiors & dreamy outdoor living spaces with thoughtful amenities & privacy on a 1-acre lot. Heated saltwater pool & spa, designer chef’s kitchen with Viking appliances. Walk to dinner on the water, take the four bikes or kayak out for a spin, then relax in a stylishly modern, luxurious setting.

Heart of the Hamptons

Peaceful 3 bedroom cottage in a quaint section of the Hamptons. Located on the south shore, closest to the ocean beaches you can get. Bay water at end of lane, ocean beach just over the Ponquogue bridge. Large backyard for games & BBQ grilling. Enclosed patio for morning coffee & evening dinners. The house is best suited for families & friends needing space & looking for simple, low key relaxation. Please click "Contact Host" if you have specific booking requests & I will look to accommodate.

3 Bedroom Beach House with Hot Tub!

Enjoy breathtaking sunset views in our spacious beach house while dining or relaxing in the hot tub. Snuggle up in front of the fireplace while watching a movie on the frame TV. Wake up in the master suite to spectacular marsh views while listening to birds from the Audubon Society. Steps to a white sand beach, heated bathroom floors, luxury bathrobes, linens, and organic mattresses. 6-bikes for exploring. A true resort-like experience with a chef's kitchen making a home away from home.

The Hamptons Casita: Modern Elegance Meets Cozy

NOTE: the Hamptons Casita accommodates 6 guests from December 2 to March 31, with 3 bedrooms and 2.5 bathrooms. One bedroom with a private bathroom is winterized and unavailable during colder months. Our newly-renovated home is available for month-long summer stays. Designed by award-winning firm Sommet, it offers modern comforts, two floors, 3 decks, a pool, cozy firepit, and a rooftop deck. Close to Foster Memorial Beach, popular wineries, and Sag Harbor's amazing dining and shopping.

Breezy Waterfront Home With private Dock

This charming waterfront home is the ideal getaway for the active family with the Hamptons' largest natural 'saline pool' (the Peconic Bay) just footsteps away. This home easily sleeps 7 - with 3 bedrooms and 3 separate kids' sleeping cabins. You can jump on our standup paddle board right off our private dock, jog along wide stretches of pebble beach, have a swim race to our floating swim platform or simply relax in the hammock. 2 bathrooms indoors and 1 private outdoor shower,

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 ⛱

Cedar Hot Tub, Suana, Heated Pool walk to water

Heated pool through April 25-November 1st. Sauna & hot tub open year round. Kayak, swim, fish 3 mile harbor, 5 min walk to water, 1 mile to Sammy's Beach, 9min to EH village and 13min to Sag Harbor. organic bedding, best cookware, decorated with ligne roset, Roche Bobois etc. 3 bikes , 2-single sea kayaks. New HUUM Sauna, 1200 sq ft ipe deck w/ cedar hot tub. *POOL HOUSE with additional queen bed, full bath and steam shower available May 1st.

Tranquility at the Water’s Edge

Come rest your mind and renew your inspiration at Towd Point Landing, a tranquil seaside oasis of natural beauty and wildlife. Swim, kayak or board right off the patio or take a 5-minute scenic stroll to our world class beach. Towd Point has been called The Hamptons of yesteryear with its slow pace and rustic charm. There are no mansions here, or pools, or tennis courts…only a pristine bay, a harbor, an inlet, a beach and endless sunsets.