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The Greenport Townhouse - Amazing Location & Large Backyard

The house is located on a .35 acre lot with plenty of outdoor dining space and a huge grass area with a firepit & hammock. There are 2 floors. The first floor has an open floor plan with a connecting kitchen, dining room, and living room. The kitchen is well equipped with a dish washer, electric stove/oven, refrigerator, and coffee bar. There is also a bedroom on the 1st floor with 2 full-sized beds. The 2nd floor has 3 bedrooms and a loft/den area. The three bedrooms on this floor have 1 queen bed+futon, 2 full-sized beds, and 2 twin beds (which can be made together to form a king upon request), respectively. All rooms have AC. There are 2 full bathrooms (1 on each floor) and a washer/dryer. Guests have access to the entire house and backyard area. We respect your privacy, but we are accessible if you have questions or need anything throughout your stay. Greenport was voted one of the prettiest towns in America by Forbes magazine. It has a vibrant and relaxing culture, offering access to beaches, wine tasting, and wonderful restaurants. The Shelter Island Ferry and Hampton Jitney stops are nearby. We are just a few short blocks from the Hampton Jitney stop, the LIRR station, and the Shelter Island Ferry. No car necessary - you can walk wherever you need!

Beach house @ NoFo

Come get away from it all and enjoy North Fork life in this quintessential ranch style beach house. Centrally located but on a quiet road where you can listen to the birds during the day & look at the stars at night on the back deck. A short few minutes stroll to gorgeous goose creek beach (with swings, bathrooms & boat launch). Bonus outdoor shower for after the beach. Few minutes bike or drive to Southold town, many farms, vineyards & restaurants. Perfect for families and groups.*2week min

Spacious house in town near beaches and wineries

You won't worry about getting sand on the floor. Feel the ocean air. Short walk to town. Beautiful light, spacious living & dining rooms. 10min drive to beach. 20min to wineries. Central AC, Fiber WiFi. The hamlet of East Quogue is a destination for fresh food: one of the only local fish markets on Long Island, gourmet Italian butcher, farm stands, wine store, sushi, bagel shop. Nine beds upstairs that can comfortably accommodate 10. We only host guests w/ reviews . No dogs. Thanks for looking.

Detached bungalow w/ private bath

Cozy, simple living, in separate guest house w/ use of amenities (shared with our family of 4) including sauna & hot tub. The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for 2 guests. 2 Adult guests ONLY, no children due to size of guesthouse and proximity to the pool. Please NO pets allowed since owners have pets

The Golden Acorn

Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are adventuring out to the North Fork wineries or a scenic drive on the south shore on your way to the Hamptons. A peaceful cozy private (not shared space) full studio apartment on the main level portion of house. Full size bed, with additional small futon couch in sitting area, kitchenette with dining area, full bathroom and private yard with outdoor seating. Everything you need to enjoy your stay.

Hamptons Waterfront Getaway – Stylish & Serene

Waterfront Luxury Retreat in Sag Harbor. As featured in Mansion Global and Homeworthy. This serene designer home offers direct bay access for kayaking and paddle boarding, plus a private path to Clam Island for peaceful walks and beach picnics. Enjoy a gourmet kitchen with Viking and Sub-Zero appliances, spa-like en-suite baths, and plush bedding. Minutes to bay beaches and Sag Harbor village—your private escape awaits. Ideal for romantic getaways, relaxing weeks, or a summer reset.

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

Cozy Home with Pool - Near Beach and Restaurants

Bright, modern, and designed for easy beachside living, this home is the perfect retreat. Enjoy an open layout with a cozy fireplace and updated kitchen, ideal for relaxed mornings or entertaining. The professionally landscaped, fenced yard is perfect for outdoor fun, BBQs, and features a private gunite, saltwater, heated pool. Minutes to beaches, parks, restaurants, shops, and the gym. EV charger on-site. Ideal as a year-round home or summer escape. Your Hamptons getaway awaits!

Sag Harbor Private Entry Guest Room + Pool 4 TWO

Private Entry Guest Room Getaway. The Room has 1 king bed. Great location at 5 mins to Sag harbor/Bridgehampton. 9 minutes to the Ocean. Walkable to a Bay Beach or Sag Village both about 1.5 miles. Fantastic backyard with Salt Water Pool. Crisp and clean with SEPARATE ENTRY. This Room is in the private Lower Level walkout in the home. In Summer SHARED Pool. You can rent this also as a full Apt with Kitchenette living room plus a queen bed. Ask for link POOL Open MD to Sept 20th

Hamptons "Get Away" Near Beach/Wineries/Golf

Located in Hampton Bays-the heart of The Hamptons surrounded by water! Close to beaches, waterfront restaurants, wineries, golf & wedding venues. Open floor plan w/ modern flair. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/ foosball. Enjoy amenities including smart TVs/appliances, EV Charger, 2 fireplaces, 1Gb WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!

The Hideaway | Clearwater Beach

Your private retreat in the heart of Clearwater Beach, East Hampton! Escape to this serene, design-forward suite nestled in one of the most peaceful corners of the Hamptons. Just minutes from the bay, this luxury hideaway offers the perfect balance of comfort, style and convenience. The space features a plush king bed and all the amenities you need for a relaxing stay. Sip your morning coffee in your private outdoor space before heading off for a swim at Clearwater Beach.

Modern Cottage with a View

Designer’s own Modern Cottage has bay views and is a short walk to bay beaches. Less than ten minutes to Sag Harbor Village or Bridgehampton. Sleeps 4-6 people. The cottage is located on a very private road and provides some welcomed peace and relaxation. It's the perfect setting for those with the flexibility to work from anywhere. Available monthly from January - May. Discounted monthly rates will be applied to stays 28 days or more.