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300+ Vacation Rentals · Riverhead
300+ Vacation Rentals · Riverhead
4-bed, 2.5-bath house in Southampton, carefully designed and curated to create a contemporary getaway convenient to NYC. 10 minute drive to the center of Southampton village and to beautiful Coopers Beach, or spend the day lounging by the pool. Learn More
Lovingly and tastefully decorated, this beautiful home is set on nearly an acre of manicured and mature gardens. When purchased, the house was new but in need of some extra care, and we have been carefully renovating and upgrading ever since. There are two spacious living rooms, one on the first floor and one on the second provides ample and unique living spaces. With 4 bedrooms, 1 office, and 2.5 baths, there is plenty of room for entertaining. Open and airy kitchen and dining room is fil...
Gateway to Oregon Road's, Sophisticated Designer's Retro Art drenched 2 Bedroom, 1.5 bath ranch w/ porch on 1.5 acres borders farmland from the front yard, a tree farm from the back yard & vineyard. Ideal for couples or families. Child friendly! Learn More
Chic, ecclectic and comfortably designed for easy living on one floor with designer and retro details makes this home a perfect central location to explore the North Fork's beaches, vineyards, villages and nature or have a getaway. The house sleeps 6 with the Queen sleeper couch in the living room. Ideally two couples with a guest can sleep comfortably or a family of four for shorter stays. For longer stays, a family of three with an occasional guest. Whether a couple, couples or for a...
This is a charming rustic 5 bedroom 3 bathroom house with a pool. Recently updated interior and exterior. Glass enclosed patio overlooking backyard with view of pool . House includes new BBQ. Pergola with dinning table . Less than 2mi into town. Learn More
Charming country retreat boasting two living rooms. Outside enclosed glass porch overlooking pool and adjacent farm views. There are five bedrooms all with flat screen TV's and air conditioners. Guest will have access to everything on the first and second floor as well as outdoor property and pool. I am available by phone or email to answer any questions during your stay. You will receive an email or text from me before your arrival with check in instructions including Wi-Fi and all other...
The Manor @ Rampasture Point. Tower I: A Small Comfortable Bedroom, Bed is done with beautiful bedding, fresh towels, Wireless Internet. Room Sleeps 2, The Manor is a spacious large country house located a mile from the bay beach, and 3 miles from the ocean beach. With 2 living rooms, 3 baths, large kitchen, hardwood or stone floors throughout, it is decorated by an interior designer in a eclectic fashion, you are truly staying in a private european country house at the ocean whic...
Perfect retreat. Great for entertaining. Cathedral ceilings and heated pool with central air. Big expansive deck across the whole back of the home. 5 minutes to cooper's beach and 5 minutes to town. Learn More
As part of the strip of historic homes along Main Road in Cutchogue village , this tastefully restored antique cape offers all the charm you seek of a North Fork home with many added conveniences of the village location. Learn More
Renovated, clean and tastefully appointed by architect/owner with upscale amenities. Guests have full house and yard access. I will be available for any questions/communication a guest feels is needed. However, I expect you'll find my notes left for guests sufficient as far as information is concerned. The neighborhood is in the heart of the North Fork and all its known for. Beautiful blocks for evening walks & star gazing, along with views of picturesque country club green and horses/ba...
Take it easy in the Over Easy Room!!! Sleep in a comfy bed and relax in your private pedestal tub. Recharge for the adventures that await on the North Fork... Learn More
A truly one of a kind B&B offers a great place to stay and and awesome breakfast to start your day. Sit back and watch the world go by on the front porch or relax on the back deck. There are many guest areas both inside and out to relax and enjoy. Wanna know what's around. We're here to help you make the best of your stay. Cutchogue is known as the "sunniest place" in New York. Come see the local wineries, beaches and farms. There's a little bit of everything. Feel like shopping? Check...
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LOCATION ! LOCATION ! No car needed, walk to town, beaches, train! Please see all our AirBNB Southampton homes and beach houses here. https://www.airbnb.com/s?host_id=994702 Learn More
This home is modern, clean and comfortable. It is located in the heart of the Southampton! The house is located just a few blocks from the Village of Southampton and a few blocks from the most beautiful beaches in the world. It is in one of the most desirable neighborhoods in Southampton. The house Sleeps 10! The home has 4 bedrooms, Conveniently located near the village and train station along with night life and shopping and restaurants. Shop and dine in one of the towns Great restaur...
Perfect for the weekend getaway or a longer stay. This house in North Sea (Southampton) is minutes away from public beaches and the charming downtown area. There is a lovely patio and enormous backyard. Learn More
You are staying in one of the two bedrooms that are provided in the house. There may or may not be other guests staying in the other room. Moreover, I will usually be staying in the large living room area at night. But the room is accessible for use during the day. I am usually around to help with recommendations and any issues, but I can also stay out of your way if you prefer more privacy. That said, I always love to meet new people! While there is public transportation, taxi service, ...
private and gated, mint, 5 en suite bedrooms, 7 baths, gourment kitchen, open living room, central air, central stereo system, freshwater gunite pool and spa, outdoor shower, all-weather tennis & basketball court, on 2.5 acres with walking trails. Learn More
Located in the middle of sag harbor, east hampton, and bridgehampton, makes it easy to spend time in all three villages. No
Private small bedroom with ONE single bed and ONE pull-out single bed-sleeps up to 2 people but (recommended for single person). Private entrance and shared bathroom in our house located in an exclusive, upscale beach community. Learn More
Private small bedroom with ONE single bed and ONE pull-out single bed-sleeps up to 2 people but recommended for single person. Private entrance and shared bathroom in our house located in an exclusive, upscale beach community between Southampton and Sag Harbor. Your own Hamptons PRIVATE BEACH within five minutes walking distance! Beautifully furnished with designer linen and towels you will find everything in comfort for a vacation in the Hamptons. Private entrance lead to beautiful garden...
Gorgeous water and sunset views every day from your own waterfront paradise in Sag Harbor Village. Very comfortable and perfect for summer entertaining. Learn More
Private room with private bath in charming house designed by owner on bay side of Southampton. Two great beaches (bay beach, 10 mins drive to ocean, and town/village) and a marina nearby. Good for single or couple. Short drive to Sag Harbor. Learn More
The house mixes Asian and Western styles. A cool wall of Kallwall lets in diffused light, and gives effect of modern shoji screen wall. There is a fireplace in the living room, and a modern kitchen. Outside is a stone garden, weber grill, outdoor table, with benches for relaxing. Towels, toiletries provided. Beach chairs and umbrella available. Bicycles available. Guest access to house and backyard, plus outdoor grill. No kitchen privileges. Host available if needed. The area is ...
Sag Harbor village house totally renovated 4 bed, 3 bath house. .25 Mile walk to town, all sidewalks. Perfect for families. Central air. Off street parking. Fenced in yard perfect for pets/kid. Everything included. Wifi. Cable with premium channels. Learn More
Perfect Village Home for family rental - Walk to town - Fenced in yard - Driveway parking for 2, street is free and overnight is OK - 2 zone Central Air - Town water, not well - Gas grill hooked up to house - Outdoor shower great on return from beach - Main floor is child proofed and can be left this way or removed. - Easy drive to Bridge Hampton, East Hampton, Wainscott, Sagaponack or Shelter Island Ferry Everything other than unfinished basement and attach. Dishes, Towels, Linens, Wifi,...
Perfect location for a getaway beach vacation. This is a homey space that will make you feel like you are a part of the community. Everything is walkable and bikeable. What it lacks in luxuries is made up for in charm and location. Learn More
Located in the charming Village of Southampton. The house is just 50 yards from Main Street so you can walk to everything. Grab your morning coffee at the famed Golden Pear, shop at one of the deluxe 50+ clothiers or 20+ shops for children, find hidden gems at the towns 8 antique shops, join the creative community in Agawam Park for concerts and art shows, "buy local" at the Sunday Farmer's Market, catch up on the latest films at the UA Southampton Movie Theater, visit any of the 10 museums...
7 bd, 4 bath home Location- South of HWY, conveniently located btwn 27 & Montauk Hwy Professionally decorated this year by an interior designer. Amenities include: AC, Pool, designer bedding, popcorn machine, flat screen with Roku, grill, prking Learn More
Everything in this home is brand new, furnished in May! More pictures are available upon request. 6 brand lounge chairs are poolside now too since these photos. Restaurants •Edgewater oLive music and good food •Cowfish oBar and outdoor scene •Cabana Latina oLatin brunch spot •Goldbergs Famous bagles oEven if you don’t eat carbs, this is a must! Get there early and order the loxs Grocery and stores oBottle Hampton oGreat deals on wine and liquor oSchmidt’s oSeafood oCVS in Southampton oWa...
Sag Harbor Elegant Home - Walk To Town sleeps 5 two queen one double memory foam futon. We love living in this house long conversations in front of the fire or at the big kitchen table. Learn More
Perfect for Thanksgiving. Classic furnishings, comfortable and at the same time upscale, see beautiful garden from your window and walk to town. Included Wi-Fi, Cable TV. Just minutes away from town with ocean beaches 14 minutes away and bay beaches 5 minutes away. We will welcome and provide tea. If guests choose to rent a room, we will be there and provide breakfast. We will hear what they like to do and direct them to do it. We love Sag Harbor. Water everywhere...a little town with m...
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