- Entire Place
- Listings where you have the whole place to yourself.
- Private Room
- Listings where you have your own room but share some common spaces.
- Shared Room
- Listings where you'll share your room or your room may be a common space.
- Room Type
- Social Connections
- Employee host
- Instant Book
- Property Type
- Host Language
1000+ Rentals · Southold
1000+ Rentals · Southold
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
This rare beautiful cubic structure South Hampton home has 5 acres, 4 bedrooms, 3.5 bath, power room, pool, central air, 2 fireplaces, music and A/V control, and the house uses reclaimed wood. Central location in SH and mins away from the beach. Learn More
Elegant details abound in this 3,500 sq. ft.Southampton Village shingle style traditional. 5 bedrooms, 5 1/2 bath, chef's kitchen, finished basement, rear porch, and heated gunite pool. Master bedrooms on 1st and 2nd floors. Very clean with 3 flat TV Learn More
Walking distance to Tate's bakery in 5 minutes, and a 10 minute walk to shopping in the village. It's also only a 10 minute drive to Coopers Beach which has been ranked # 1 beach in America in 2013. If someone is interested in private tennis instruction we could connect you with a pro. Property is on a dead end street with off street parking. Owner is available to answer questions. This house is new, clean, and a town gem for the offering. 5 minute walk to Southampton Train station. Th...
Great Farmhouse: 3 bedrooms, 2 bathrooms, Outdoor Shower, Full Dining Room, Enormous Kitchen with Sunporch, Living Room, Fireplace, Large Outdoor Deck w Golfcourse Views, Patio w Weber grill, Steps to Sunset Beach + Golf Course. Walk to town + beach Learn More
Shelter Island Farmhouse For Rent, Steps to Sunset Beach, Overlooks Town Golf Course: Comfortable, relaxing, sunny 3+ bedrooms, 2 baths plus outdoor shower, full dining room, large eat in kitchen, sun porch, large living room with fireplace, 30 foot front porch, Steps to Sunset Beach and town boat launch, and located directly across the street from the Shelter Island Golf Course. Easily walk to town, deli, restaurants, ferry to Greenport - no car needed if you are a Manhattan visitor. Up...
Shelter Island Heights
Our newly renovated house is modern and cool on gated large grounds - is mere steps from a wonderful private beach and a short 10 minute drive to the local villages. Ideal for families & couples looking to escape the heat of the city this summer! Learn More
3500 sq. ft.New High End Renovation. Designer curated finishes and furnishings by among others Britain's Terrance Conran & Jonathan Adler. Mint finished kitchen & bathrooms, enormous wrap around deck, outdoor shower, on well over an acre. Covered porch areas front and back. Retreat feel in the woods, steps from the bay beach water-front. From our family to yours, come and have a great time full of lifelong summer memories. Rate Information: PEAK SEASON PRICING (utilities, cleaning an...
Quiet, cozy private apt in the Hamptons! Bordering a nature preserve with a pool on property, the apt is a perfect summer getaway for up to 4 people. This 1 BR in Southampton is close to bay and ocean beaches, Southampton Village and Sag Harbor. Learn More
The 400 sq ft apartment features 3 rooms bordering a nature preserve. The apt features a bedroom with a queen-size bed; living room with a queen sofa bed, a 45" television with cable; a kitchen with a full sized fridge, oven, microwave, toaster, coffee maker and cooking gear. The suite sleeps 4 comfortably, with two people in bedroom and two people on queen pull-out sofa in the living room. The apartment has fresh linens for all beds and fresh bath and beach towels. Guests are also enco...
...a short 8 minute walk to the Gardiner's Bay Beach. Private to our community only. Thank you for your interest in our newly renovated modern loft vacation home. Labor Day Week from Sept 1-7/8th is now available. 8k* plus required fees ($700) Learn More
Thank you for your interest in our newly renovated modern loft vacation home. Come be neighbors with designer Donna Karen and now our newest celebrity neighbor, Hugh Jackman in the NW Woods of East Hampton. Select times in May and June are available July is booked except for 7/12-7/16 (4 nights available for $4800). August is booked. Labor Day Week, Sept 1-7, Available: 8k* * Required Fees include check-in/out housekeeping, weekly housekeeping (for stays greater then 2 weeks), weekly...
Enjoy a week Out East in a three bedroom, two bath ranch style home one of East Hampton's most beautiful private beach communities. Amenities offered include an in-ground pool; central air conditioning; expansive kitchen with double ovens, marble counter tops, and a designated office/work area; fireplace; finished basement; large walk-in closet in master suite; outdoor shower; and more. The home is located in the Lion Head Beach community and is within walking distance to a private beach and ...
Newly renovated duplex apartment. King sized en suite master on its own floor. 2nd bedroom and full bath off of open living/dining/kitchen. Large outdoor deck with new propane Weber grill. Walk to everything! Learn More
Charming fully furnished 3 bedroom 2 bathroom home in Shinnecock Hills. Learn More
Escape to this charming home in the Hamptons. The home comes fully furnished, 3 bedrooms, two bathrooms, and an indoor/outdoor bonus room perfect for lounging after the beach. Two large outdoor patios complete with outdoor furniture. The home is conveniently located in Shinnecock Hills, Southampton just south of Route 27; a few miles drive to villages of Southampton, Westhampton, Bridgehampton, Water Mill, and Sag Harbor for shopping, restaurants and vineyards. Minimum stay 2 weeks $6000 ...
adorable private 1br apartment in a house in east hampton. beautiful property, close to bay beaches and 4 great seafood restaurants. newly constructed in modern style, clean, sunny and peaceful Learn More
House is centrally located in beautiful Hampton Bays, NY near beach, bay and town! It is on one of the most beautiful tree-lined streets in Hampton Bays. The house has 3 bedrooms and 2 full bathrooms. The house is 2 miles from Ponquogue Beach and an 8 minute walk to the Shinnecock Bay. Great restaurant/bars in the area. Recommendations include: Cowfish Rumba Rum Bar Squiretown Oaklands Restaurant Sundays On the Bay Agave's Blue Cactus Backbar Grille Orlando's Cafe All of these bars and re...
3 Bedroom, 2.5 bath home on quiet street in North Haven. Steps to private beach perfect for paddle boarding, kayaking, etc... Short walk or bike to Sag Harbor village and short drive to Ocean Beaches. Beach cruisers and paddle boards available. Learn More
Open floor plan, large dining and living rooms, large deck with gas and charcoal grill, hot tub, and garage bar with multiple tv's perfect for watching any sporting event!
A true Hamptons house - the suite is the entire lower level with bar, full bath, and walk out to 40' pool. Light and airy sitting area with TV, fireplace, WiFi and complete privacy. Very quiet and peaceful, 5 minutes by car to village or beach. Learn More
Entire floor available with direct access to pool, private entrance, total privacy and private parking off the garage. The suite consits of one bedroom with either twin beds or a king. Private full bath, sitting area with fireplace and wet bar with wine refrigerator. Direct access to pool area . Sliding door and pool door. As much or as little as they prefer - their area is private. Always off to beach or wineries, so welcome to come along. Quiet - especially off the back area. ...
Just added to the Sag Harbor rental market and just in time for summer, this newly furnished and professionally designed home is the one you've been waiting for! Nestled in a gorgeous wooded location just minutes to beaches and Sag Harbor village. Learn More
Just added to the Sag Harbor rental market and just in time for summer, this newly furnished and professionally designed home is the one you've been waiting for! Nestled in a gorgeous wooded location just minutes to the many nearby beaches and Sag Harbor's Main Street shops, this spacious home sleeps up to 15 and has all the amenities to cater to a wide variety of vacationing preferences. Complete with brand new furnishings, electronics, linens, and accessories from top to bottom, the featu...
Charming Private Room with Double Bed and Shared Bath. Quiet neighborhood just minutes from Sag Harbor. and a quick 1.5 miles from Long Beach. 20x40 pool, private back yard. Breakfast served till 11am Learn More
Guests have separate entrance into BnB wing of the house. We have 2 rooms available. Guests are welcome to enjoy the use of the pool and quiet backyard. Long beach is less then a mile away 2 night minimum weekend stay
Beautiful Southampton Retreat w/heated gunite Pool, Spa, custom outdoor kitchen, 1/2 Basketball Court, Putting Green, Fire Pit, Community Tennis.Prof decorated inside & hitech w/Sonos & Samsung. Bike to Southampton Village(1mi) & Coopers Beach(2mi). Learn More
The house is located in a quaint development just south of the highway. It has a large park in the middle of the neighborhood that has a playground for children, a sunken tennis court and a large lawn. Please know the home is located about ~1.5mi from the Southampton LIRR Train Station. Southampton offers both local taxi and UBER transportation services. We supply 4 bicycles at the home as well.
2 story on .5 acre. 6 bedrooms, 4 bathrooms. Open floor plan, soaring ceilings; brand new kitchen and dining area. Pool, outdoor shower, hot tub. 5 minutes to beach and E. Hampton village, 10 minutes to Sag Harbor, Amagansett, Bridgehampton Learn More
Beautiful Newly Listed 6 bedroom, 4 bathroom Contemporary. Open floor plan, soaring ceilings; brand new kitchen and dining area. Pool, outdoor shower, hot tub. 5 minutes to beach, village, 7 minutes to Sag Harbor Village. Also available for holidays and special occasions short term. Pool, Hot Tub, Outdoor Shower, Wifi, Four 52" HD TV's with 500+ channels and Netflix, Bikes in Garage, Boogie Boards, Beach Chairs, Pool Table, 5 Minutes to E Hampton Village and Beach Phone, Email, Text, In P...
Book without waiting for your reservation to be accepted