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Vacation Rentals in Southold
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Spectacular, Brand New North Fork Beach - Wine Country Home – Property 386740
- Southold rental - house, 5 bedrooms, sleeps 10, 4 bathrooms, accept credit card, Beach
- $2,000 - $4,250/week
- Calendar Last Updated On: May 23, 2013
Brand new custom built 5 bedroom, 4 bathroom North Fork Wine and Beach country home. Nestled in a beautiful private beach community in the heart of Southold on the...
Charming Waterfront Home with Private Dock Close to Vineyards & Beaches – Property 237018
- Southold rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, accept credit card, Beach, Waterfront
- $2,000/week
- Calendar Last Updated On: May 22, 2013
Wonderful year round home with 3 bedrooms and 2 Bathrooms. Private Dock accommodates boat up to 22 feet. Floating dock is great for launching your kayak or canoe.
Beautifully Restored Historic Country Home on Li Near Beaches – Property 981643
- Southold rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, Beach, terrace
- Calendar Last Updated On: May 22, 2013
Ideal if your are looking for a quiet place with large garden, fireplace and stove for all seasons, with elegant spaces, antique furnishings and modern amenities.
Lakefront Cottage, Walk to Beach, Hot Tub, Beautiful Sunsets – Property 115439
- Southold rental - house, 2 bedrooms, sleeps 4, Beach, Waterfront, Lawn / Garden
- Calendar Last Updated On: May 20, 2013
This unique country cottage is situated on a spring-fed fresh water lake one block from Kenney's Beach - a sandy Long Island Sound beach staffed by Southold Town...
The Waterfront Loft in Southold – Property 281432
- Southold rental - cottage, 1 bedroom, sleeps 4, 1 bathroom, Beach, Waterfront, Air Conditioning
- $975 - $1,350/week
- Calendar Last Updated On: May 20, 2013
Breathtaking Waterfront Loft on Southold Bay with efficiency kitchenette; fridge/microwave/coffeemaker. * Queen size Bed with the best pillow top mattress available...
Chaming Cottage on L I Sound, Magnificant Sunsets, Private Beach, All Amenities – Property 297578
- Southold rental - cottage, 2 bedrooms, sleeps 6, 1 bathroom, Beach, Waterfront, pets considered
- Calendar Last Updated On: May 20, 2013
This charming cedar shingled beach cottage is located 45 feet from Long Island Sound with steps leading down to its own private beach.
Secluded Cottage on Lake - Walk to Sound Beach – Property 304995
- Southold rental - cottage, 2 bedrooms, sleeps 6, 1 bathroom, 1 half bath, accept credit card, Beach, Downtown, Lake, Village, Waterfront
- Calendar Last Updated On: May 21, 2013
From a quiet, secluded property of woods and lake you can swim, boat, fish, bike, and watch the sunset and listen to the birds and frogs from our hammocks at our...
Lakefront House in Natural Setting, Near Town Beaches and North Fork Wineries – Property 135006
- Southold rental - house, 2 bedrooms, sleeps 4, 1 bathroom, Beach, Lake, Near The Ocean, Rural, Lawn / Garden
- Calendar Last Updated On: May 23, 2013
This ranch house is beautifully located on a freshwater lake in the heart of Long Island's wine country, just minutes from the beach.
Secluded Lakefront Cottage Near Town Beaches and North Fork Wineries – Property 122096
- Southold rental - cottage, 2 bedrooms, sleeps 4, 1 bathroom, Lake, Near The Ocean, Rural, Waterfront, Lawn / Garden
- Calendar Last Updated On: May 20, 2013
This cottage is beautifully located on Great Pond on one-half acre in the heart of Long Island's North Fork. The lakefront is secluded from neighboring properties...
Charming vacation house peaceful setting with waterview steps from boat access – Property 399409
- Southold rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, Beach, Waterfront, Lawn / Garden
- $1,400 - $1,750/week
- Calendar Last Updated On: May 23, 2013
Lovely newly renovated 3 bedroom house across street from water in Southold, Long Island. Enjoy the tranquility of the country and a view of Hashamomock Pond - an...
Pristine Getaway, Within Short Walk Of Two White, Sandy, Sound Beaches – Property 975260
- Southold rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, Beach, Downtown, Near The Ocean, Balcony
- $1,800 - $2,000/week
- Calendar Last Updated On: May 21, 2013
Pristine, year round, vacation getaway, within short walk to two white, sandy, Sound beaches. Nestled in the North Fork wine country, this home away from home is...
100 acres on the water w heated pool, golf, gourmet kitchen and more! – Property 253123
- Southold rental - estate, 5 bedrooms, sleeps 12, 5 bathrooms, 1 half bath, accept credit card, wheelchair accessible
- $9,000 - $10,000/week
- Calendar Last Updated On: May 16, 2013
Perfect for people or families who want a vacation property with style, elegance and extraordinary amenities. The gunite pool and all decks have cable fencing to...
Cute Cottage Apartment Near town, beaches and vineyards (WBH) – Property 174265
- Southold rental - cottage, 2 bedrooms, sleeps 4, 1 bathroom, wheelchair accessible, Beach, Village
- $1,100/week
- Calendar Last Updated On: May 14, 2013
Come listen to the bands while tasting the local wines (See local vineyards and events) ,
Walk to Southold Village or Beautiful Bay Beaches or just relax on your...
A beautiful quaint getaway nestled along the shore of the Great Peconic Bay – Property 987257
- Southold rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, Lawn / Garden, Air Conditioning
- $2,500/week
- Calendar Last Updated On: May 14, 2013
This quiant residence is located in the heart of Long Island's wine country along the beautiful Great Peconic Bay. The location can be used as a relaxing couples...
2 Bedroom Apartment in Historic Home with private yard (WBH) – Property 185644
- Southold rental - apartment, 2 bedrooms, sleeps 4, 1 bathroom, wheelchair accessible, Beach, Village
- $1,100/week
- Calendar Last Updated On: May 14, 2013
Come listen to the bands while tasting the local wines (See local vineyards and events). Walk to Southold Village or Beautiful Bay Beaches or just relax on your own...
Beach Front in Southold; newly renovated/baths/kitchen/2nd floor family room! – Property 340957
- Southold rental - house, 4 bedrooms, sleeps 10, 2 bathrooms, Beach, Near The Ocean, Rural, Waterfront, pets considered
- $2,800 - $4,800/week
- Calendar Last Updated On: May 12, 2013
Newly renovated this past spring with two new full bathrooms, new kitchen and second floor entertainment/family/ bedroom with glorious views overlooking the Long...
SPECIAL OFFER!
3 nights for $1000
May 22
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June 20
Newly Renovated Studio With Panoramic Views Of Garden, Water And Steps To Beach – Property 3560225
- Southold rental - cottage, 1 bedroom, sleeps 3, 1 bathroom, accept credit card, wheelchair accessible
- Calendar Last Updated On: May 10, 2013
The studio cottage consists of a detached building, some distance from the main house with it's own outdoor seating, table and chairs and unobstructed views of the...
Aug 3 to 17 Wonderful sunsets overlooking Long Island Sound – Property 138675
- Southold rental - house, 4 bedrooms, sleeps 6, 3 bathrooms, Beach, Lake, Near The Ocean, Rural, Lawn / Garden
- $3,000/week
- Calendar Last Updated On: May 12, 2013
A traditional cedar shingles two story beach house just steps from a glorious sandy LI Sound Beach. There are three bedrooms and 3 full baths plus an outside shower...
Spectacular Waterfront home on Southold bay - one of a kind! – Property 281433
- Southold rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, Beach, Waterfront, Lawn / Garden
- $3,800 - $4,200/week
- Calendar Last Updated On: May 10, 2013
Located in the private beach community of Reydon Shores, 'The Roost' was newly built in 2007-2008. This property is bordered by over 400 acres of forever wild land...
Southold Vacation Rental – Property 3526577
- Southold rental - house, 3 bedrooms, sleeps 8, 3 bathrooms, Air Conditioning, Internet
- Calendar Last Updated On: May 14, 2013
This new 3 bedroom home sits on top of the Goose Creek. Perfect location in a great community offering vineyards, farms, beaches, restaurants, and more.
Equipped...
