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Southold Vacation Rentals and Hotels

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We have over 100 properties in the Southold, New York area.
Please browse our top 30 properties below

Vacation Rentals in the Southold/Southampton area. (7 miles away)

	Beautiful Southampton lake front home #1279
	6 Beds	4 Baths	Sleeps 14	House
A beautiful and private Southampton, six-bedroom, four-bathroom house nestled in a preserve in New York. Just minutes from Sag Harbor, Shelter Island, and Bridge Hampton. Lake access with canoes on lake, pool, tennis club access, and much more! Walk to US Open, world-class golf. This is a nature lover's ...

Vacation Rentals in the Southold/Hampton Bays area. (14 miles away)

	Secluded Contemporary Hamptons Estate #2729				From $2,500/week
	7 Beds	5 Baths	Sleeps 18	House
Enjoy poolside living in this stunning contemporary home complete with lots of skylights and cathedral ceiling. Bike along the Peconic Bay or enjoy miles of sandy beach just steps away. This spacious home has a large heated pool, 7 person hot tub/spa, large deck area, outdoor shower and large backyard. ...

Vacation Rentals in the Southold/Manhattan area. (87 miles away)

	New York Luxury Vacation Rental Apt #2662				From $300/night
	2 Beds	2 Baths	Sleeps 6	Apartment
An Apartment that's family friendly, that families would love because of the huge savings they get by staying here. A beautiful two bedroom APT. that comes with a whirlpool bath at prices that are totally cool. Private,secure, clean, crisp cool, family friendly APT. with a hydrotherapy whirlpool bath. ...

Vacation Rentals in the Southold/New York area. (87 miles away)

	MANHATTAN MIDTOWN DESIGNER LUXURY CONDO #2087				From $1,750/week
	2 Beds	1 Baths	Sleeps 6	Condo
What to expect: In this environment the emphasis is placed on fitness and health. Guests may borrow health-and-fitness books, tapes, and music CDs from a complimentary Wellness Library. Fitness magazines are included in your suite. Amenity highlights: The independently operated Oasis Day Spa offers ...


Hotels in the Southold/Riverhead area. (15 miles away)

	Greenview Inn Riverhead				From $99.00/nt 1 Star Hotel
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The Greenview Inn Riverhead is centrally located with easy access to area wineries, Splish-Splash Water Park, and Tanger Outlet Shopping Center.

Hotels in the Southold/Southampton area. (7 miles away)

	Southampton Holly Motel				From $58.00/nt
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Welcome to the Holly Motel in Southampton

Hotels in the Southold/East Hampton area. (13 miles away)

	East Hampton House				From $104.00/nt
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Hotels in the Southold/Riverhead area. (15 miles away)

	Holiday Inn Express Hotel and Suites East End Riverhead				From $98.11/nt 3 Star Hotel
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Holiday Express Suites Riverhead is located in the heart of the North and South Forks of Long Island's Suffolk County near many local attractions. The


	Greenview Inn Riverhead				From $99.00/nt 1 Star Hotel
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The Greenview Inn Riverhead is centrally located with easy access to area wineries, Splish-Splash Water Park, and Tanger Outlet Shopping Center.


	Swiss Motel Riverhead				From $119.94/nt 2 Star Hotel
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The Swiss Motel Riverhead, a Magnuson Hotels affiliate, is located in Riverhead, NY. The Swiss Motel Riverhead is centrally located between the World famous


	Hilton Garden Inn Riverhead				From $109.66/nt 3 Star Hotel
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Enjoy a relaxing wine tasting and tour of the North and South Fork Vineyards or escape for a day of shopping at Tanger Outlet Center located within walking


	Hotel Indigo Riverhead				From $102.00/nt 4 Star Hotel
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At the very center of it all, including the Hamptons, the North Fork, beaches, vineyards, shopping and nightlife, Hotel Indigo is an ideal starting point


	Hyatt Place Long Island East End Riverhead				From $98.00/nt 3 Star Hotel
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Located on the tip of Long Islandï¿½ï¿½s famed North Fork this hotelï¿½ï¿½s ideal East End location is near the Long Island Aquarium, Long Island Wine Region

Hotels in the Southold/Amagansett area. (16 miles away)

	Windward Shores				From $92.50/nt
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	The Ocean Colony				From $92.50/nt
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Hotels in the Southold/Westhampton Beach area. (21 miles away)

	The Grassmere Inn				From $119.01/nt 2 Star Hotel
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Located in Westhampton Beach in the Hamptons, the Grassmere Inn Hotel has been completely refurbished. Our 25-room hotel is the largest historic accommodation

Hotels in the Southold/Montauk area. (24 miles away)

	Montauk Ocean Beach Resort				From $90.00/nt 3 Star Hotel
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Ocean Beach is the ideal resort getaway located just two blocks from the center of Montauk.


	Montauk Yacht Club Resort & Marina				From $109.33/nt 4 Star Hotel
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Come and experience the reinvented Montauk Yacht Club Resort and Marina which is a 3 season hotel with a peak Summer and incredible Spring and Autumn.


	A Wave Inn				From $165.00/nt
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A Wave Inn hotel is accessible from the Montauk Airport. The local attractions include Gucci and Tiffany And Co, area beaches, and the quaint Main Street.


	Driftwood				From $109.00/nt
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The Driftwood Hotel is accessible from the East Hampton Airport.


	Montauk Sun N Sound
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	Montauk The Surf Club
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The Surf Club Hotel is accessible from the Montauk Airport. The local attractions include Montauk Downs, Montauk Lighthouse, and Sag Harbor Golf Course.

Hotels in the Southold/Port Jefferson area. (34 miles away)

	Port Jefferson Danfords Hotel And Marina				From $139.00/nt 4 Star Hotel
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Enjoy a new season in Port Jefferson for an unforgettable getaway. Danfords Hotel and Marina is located in the heart of the village which offers live theatre

Hotels in the Southold/Farmingville area. (36 miles away)

	Farmingville Hampton Inn				From $92.66/nt 3 Star Hotel
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Come and experience the The Hampton Inn Long Island/Brookhaven, located off the LIE at exit 63. The hotel offers a complimentary hot deluxe breakfast.

Hotels in the Southold/Hauppauge area. (36 miles away)

	Holiday Inn Express Hauppauge-long Island Ny				From $111.00/nt 3 Star Hotel
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The Holiday Inn Express in Hauppauge is located in Western Suffolk and offers a complimentary Hot Deluxe Breakfast. Free shuttle service to destinations


	Residence Inn by Marriott Long Island Hauppauge				From $129.00/nt 3 Star Hotel
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The Residence Inn by Marriott Long Island Hauppauge is located approximately five miles from Islip MacArthur Airport and 50 miles from New York City.


	Hauppauge Hyatt Regency Long Island At Wind Watch Golf Club				From $98.78/nt 4 Star Hotel
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The Hyatt Regency Long Island at Wind Watch Golf Club is approximately 43 miles from JFK International Airport.


	Sheraton Long Island Hotel Hauppauge				From $89.00/nt 3 Star Hotel
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The recently renovated Sheraton Long Island Hotel is centrally located on the North Shore of Long Island, convenient the area's beautiful beaches.

Hotels in the Southold/Ronkonkoma area. (36 miles away)

	Ronkonkoma Hilton Garden Inn Islip Macarthur Airport				From $99.00/nt 3 Star Hotel
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The Hilton Garden Inn Islip/MacArthur Airport hotel is located just a half mile from the MacArthur Airport and is in the heart of the Ronkonkoma, Bohemia


	Rodeway Inn Macarthur Airport				From $69.00/nt 2 Star Hotel
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Welcome to the Rodeway Inn® MacArthur Airport, a Ronkonkoma hotel centrally located three miles east of the Long Island Expressway and two miles from

We have over 100 properties in the Southold, New York area.
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Southold Vacation Rentals | Hotels