Southold Rentals
From $1156 per night (USD)VRBO
Amazing Beach House in the North Fork Wineries
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Heart of wine country, steps from the beach, minutes to Greenport. Spacious 3 bedroom/ 2.5 bath boasts vaulted ceilings ...
From $1156 per night (USD)VRBO
From $1617 per night (USD)VRBO
Contemporary Colonial home with pristine Peconic bay views, steps to...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Vineyard Beach House Con ...
From $1617 per night (USD)VRBO
From $778 per night (USD)VRBO
Cozy Long Island Escape
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy all the beauty of Long Island’s North Fork with this conveniently located farmhouse. Close to wineries, farms and ...
From $778 per night (USD)VRBO
From $928 per night (USD)VRBO
Discounted Winter Rental! Hot tub, sauna, fire pit, beach, minutes to vineyards!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Welcome to our modern beach house, boasting all the amenities you could ask for including 6 Bedrooms and 3 Full Baths, a ...
From $928 per night (USD)VRBO
From $595 per night (USD)VRBO
NF Wine Country Retreat with Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Enjoy this idyllic family friendly home in the heart of North Fork, Long Island. It's a newly renovated and spacious 4 b ...
From $595 per night (USD)VRBO
From $249 per night (USD)Expedia
Charming home with fireplace, kayaks, patio, fast WiFi, & washer\/dryer-dogs ok
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Minnehaha Marvel Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $249 per night (USD)Expedia
From $683 per night (USD)VRBO
Dog-friendly, comfortable home with private pool, large yard, WiFi, & fire pit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Southold Serenity Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $683 per night (USD)VRBO
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LI Sound view, walk to beaches,lake access\/kayaking, fishing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Water views from every room of LI Sound and Great Pond. Walk to beautiful sound beaches and watch the sunset from the de ...
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From $682 per night (USD)VRBO
Serene bay front home with a private beach, deck, board games, & washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Watersedge Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $682 per night (USD)VRBO
From $1151 per night (USD)Expedia
North Fork Waterfront Spectacular Views Cottage circa 1930
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
North Fork Waterfront Spectacular Views Cottage circa 1930' On Golden Pond' Private road, amazing waterfront vie ...
From $1151 per night (USD)Expedia
From $995 per night (USD)VRBO
Newly Renovated Gem on the Cedar Beach Peninsula!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Come and experience the peaceful tranquility of the North Fork with this newly renovated gem in the heart of Southold. I ...
From $995 per night (USD)VRBO
From $464 per night (USD)Expedia
Beautiful North Fork 3-Bedroom Home Steps Away from a Private Sandy Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful vacation home in the Bay Haven community of Southold. The house is on a fully landscaped property of over a th ...
From $464 per night (USD)Expedia
From $1145 per night (USD)VRBO
Waterfront property with own dock and stunning views, overlooking Southold Bay.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our home, a one of a kind Bayfront property with a private dock, a large, expansive deck, overlooking Southol ...
From $1145 per night (USD)VRBO
From $1609 per night (USD)Expedia
Gorgeous Greenport Beach House right on the Sound! Breathtaking views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Villa Sonore. A gorgeous beachfront home in Greenport located right on the LI Sound. Walk to restaurants and ...
From $1609 per night (USD)Expedia
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Farmhouse Oasis with Vineyard Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Unwind and soak in summer at this incredibly charming North Fork farmhouse. Private back yard with in-ground heated poo ...
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Palm Springs Vibes on the North Fork
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Feel the happy vibes of Palm Springs with a fully guy renovated ranch home on an acre of land. Brand new appliances. Clo ...
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From $1644 per night (USD)VRBO
Modern North Fork Haven: Beachfront, Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: As you step into this charming stunning and newly constructed home beachfront oasis, you'll be greeted by a spa ...
From $1644 per night (USD)VRBO
From $800 per night (USD)VRBO
Secluded charmer with gunnite & saltwater pool, stone fireplace steps to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Built in 1928, this gorgeous shingled home is fully equipped to host your getaway. You're within easy walking distance o ...
From $800 per night (USD)VRBO
From $1781 per night (USD)VRBO
Well-appointed coastal home with large yard, pool, basketball, & outdoor kitchen
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Secret Garden Estate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $1781 per night (USD)VRBO
From $322 per night (USD)VRBO
Waterfront Beach House Nestled Along the Wondrous North Fork Wine Trail,...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Wine Trail Waterfront Wa ...
From $322 per night (USD)VRBO
From $583 per night (USD)VRBO
STATELY, PEACEFUL & TASTEFUL WITH SPARKLING POOL AND FIREPLACES
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Beautiful home on gorgeous tree-lined street in Southold on the North Fork, Long Island. Near Greenport, Orient, Shelter ...
From $583 per night (USD)VRBO
From $1205 per night (USD)VRBO
A cozy and family-friendly haven with heated pool, minutes from the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
A family-friendly home that covers all the bases. Everything your family needs (toys, cribs, bouncers, tub, playmats, hi ...
From $1205 per night (USD)VRBO
From $581 per night (USD)VRBO
Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Steps from Peconic Bay and Cedar beach. Stay in our Southold home in the heart of North Fork and enjoy the best the No ...
From $581 per night (USD)VRBO
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Enjoy Wine Country and Walk The Beautiful Beach At Sunset
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
* 10 min walk to neighborhood sandy beach! * 5 min walk to vineyard with tasting room. Spacious Contemporary home. ...
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Enjoy Wine Country and Take Walks On Beautiful, Solitary beaches At Sunset
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
* 10 min walk to neighborhood sandy beach * 5 min walk to vineyard with tasting room. Spacious Contemporary home. Ma ...
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The Stucco House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Very unique style house in the area. Updated with newly Gut renovated bathroom and new appliances. Large enclosed porch ...
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Stunning Home & Private Beach on the North Fork
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to a slice of Heaven on the pastoral North Fork. Jaw dropping views, visible from almost every room in the house ...
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Cozy Cottage on North Fork
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy Cottage. Great Location and nice yard with BBQ and rear deck. Fully furnished Site says I have to have 96 more le ...
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From $862 per night (USD)VRBO
Sea Breeze Paradise: Beachfront & Panoramic Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Summary: Sea Breeze Paradise is a newly renovated home. A paradise for those of you who want to enjoy the sun and fresh ...
From $862 per night (USD)VRBO
From $514 per night (USD)Expedia
Another rental season is coming up.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Hi everyone: I hope you'll look at the photos of our property and our guest reviews. But please allow me to say we do ha ...
From $514 per night (USD)Expedia
From $401 per night (USD)VRBO
Lovely 4 Bedroom Southold Home Walking Distance to Peconic Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Beautiful and quiet corner home in a lovely neighborhood in Southold. 100 year old farmhouse but with modern convenienc ...
From $401 per night (USD)VRBO
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North Fork Waterfront Home - Lots of Room - Luxurious Comfort
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Waterfront private dock-Luxury comfort on North Fork -perfect for family fun-Lots of room Amenities include newly renova ...
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From $588 per night (USD)VRBO
Southold, NY- Heart of North Fork Wine Country
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This is a Spacious & Meticulous Cape On Great Hogs Neck Peninsula ~ This Charming 4-Plus Bedroom 3.5 Bath Expanded Cape ...
From $588 per night (USD)VRBO
From $974 per night (USD)Expedia
Water front beach house w\/ private beach with 3 bedrooms\/2 bathrooms\/Large Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
In the picturesque seaside village of Greenport, this ocean-view three-bedroom retreat provides a peaceful and refreshin ...
From $974 per night (USD)Expedia
From $610 per night (USD)VRBO
Heated pool on Goose Creek, private dock, massive yard walk to beach, wineries
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Southold Permit # 0361. Pool opens Mid April! One season off of a full renovation - reviews before 2022 are from befo ...
From $610 per night (USD)VRBO
From $581 per night (USD)VRBO
Cottage by Cedar Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Cute as a button cottage with 2 bedrooms and 1.5 bath. Oversized outside patio with large teak dining table and huge con ...
From $581 per night (USD)VRBO
From $1064 per night (USD)VRBO
Beautiful waterfront house in Southold
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Beautiful Waterfront Home With Stunning Views of Hashamomuck Pond. Escape from it all for a memorable family vacation in ...
From $1064 per night (USD)VRBO
From $676 per night (USD)Expedia
Water View Beach House just steps to Private Sandy Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Just steps from a private sandy beach with a beautiful view across the Peconic Bay to Sag Harbor and perfect sunsets. Ho ...
From $676 per night (USD)Expedia
From $294 per night (USD)VRBO
Cottage on private road and 5-min walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Perfect all-season cottage with easy access to beaches, wineries, restaurants, and all the great things the North Fork h ...
From $294 per night (USD)VRBO
From $740 per night (USD)VRBO
North Fork Sound Front Beach House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Designed by renowned architects Abercrombie & Vieyra for their private use, this 4 bedroom, sound front home with a priv ...
From $740 per night (USD)VRBO
From $977 per night (USD)VRBO
North Fork Waterfront Gem!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Live the waterfront life! Kayak, paddle board, boat from your front door! Enjoy gathering your own oysters and clams fro ...
From $977 per night (USD)VRBO
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Private Guest Room-heart of Long Island's North Fork wine country-steps to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Small clean guestroom with private entrance and private bath located on private road with minimal traffic. Free onsite p ...
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From $1007 per night (USD)VRBO
Southold Escape with Large Saltwater Pool on Wine Trail
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom, 2.5 bathroom home on a 0.55 acre property with large pool and outdoor deck in enclosed private backyard. Bran ...
From $1007 per night (USD)VRBO
From $403 per night (USD)VRBO
House in North Fork Beach Access minutes walk to private beach⛱️
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This house is beautifully decorated and comfortable, light and spacious with it's wooden floors throughout with every a ...
From $403 per night (USD)VRBO
From $474 per night (USD)VRBO
Charming Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming cozy cottage located in the heart of the Northfork, East End of Long Island. Come explore the beautiful vineyar ...
From $474 per night (USD)VRBO
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Southold by the bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful ranch style home within walking distance of the beach. Has a large backyard and deck for entertaining. Featur ...
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From $579 per night (USD)VRBO
Peconic Sound Beach Home: Backyard & Vineyards
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Summary: Peconic Sound Beach Home in Peconoc Southold is a quaint beach cottage that has a charming allure. Enjoy your a ...
From $579 per night (USD)VRBO
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Cute and simple summer cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked in a shady private road in the heart of the North Fork wine district with access to the white sandy beach of the ...
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From $680 per night (USD)VRBO
Greenport 'Sunshine Home'
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 10
This welcoming colonial is situated on three-fourths of an acre. Family friendly, the house is perfect for your time awa ...
From $680 per night (USD)VRBO
From $599 per night (USD)Expedia
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
CHECK OUT OUR REDUCED SEASONAL RATES 6 WINERIES IN UNDER A MILE NO CLEANING FEES NO EXTRA PERSON FEES FREE BIKES FREE B ...
From $599 per night (USD)Expedia
From $917 per night (USD)VRBO
Modern North Fork Retreat with massive pool and Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Newly built farmhouse-style retreat with in-ground pool and private beach access in the heart of the North Fork. This lo ...
From $917 per night (USD)VRBO
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The North Fork Loft
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Spectacular Waterfront Loft in the heart of The North Forks' Wine Country. Enjoy the tranquil setting at this waterfront ...
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Experience the North Fork!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This beautifully renovated farmhouse is centrally located next to multiple award-winning wineries which is why we named ...
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Cozy Retreat surrounded by Wine Country and Beach Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This retreat is the ultimate country escape. The house has a spacious living space perfect for entertaining or kids. T ...
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Beach Front House with Amazing Views on Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Freshly renovated beautiful beach front house on private beach. This quaint 2 bedrooms, 1 1/2 bathroom house has centra ...
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From $1220 per night (USD)Expedia
Spacious North Fork Home in Greenport, Heated Pool, Perfect for Families
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Greenport Cove Contemporary Spacious North Fork Home in Greenport, Heated Pool, Perfect for Families 4BR/3.5BA: privat ...
From $1220 per night (USD)Expedia
From $450 per night (USD)VRBO
Waterfront Greenport Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This two-bedroom, two-bathroom condo at Cliffside Resort offers a serene escape with breathtaking views of the Long Isla ...
From $450 per night (USD)VRBO
From $1131 per night (USD)VRBO
Sun-Filled 4-BR Home, North Fork - amid Dunes, Beach & Spectacular Sunsets. 3-BA
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
We fell in love with this inlet, this neighborhood, this beach, these dunes, and this home the first time we visited in ...
From $1131 per night (USD)VRBO
From $1215 per night (USD)VRBO
North Fork Family Villa- large family home with fenced in pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Grand Beach Home, Room For Family and guests. 5 BR, 3.5 BA, Radiant Heat, Gourmet Kitchen With gas Wolf Stove. 10 Foot ...
From $1215 per night (USD)VRBO
From $485 per night (USD)VRBO
Between the Vineyard and Sea. Walk to sandy beach from this charming cottage.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our charming 3-bedroom vacation home in the heart of Southold, where you can immerse yourself in the beauty of ...
From $485 per night (USD)VRBO
From $705 per night (USD)VRBO
Wineries, Apple Picking, Pumpkin Picking, Outdoor Restaurants and Beaches!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious home great layout for work or school from home. Featured 3-4 bedrooms, 3.5 baths, CAC, hardwood floors, gourmet ...
From $705 per night (USD)VRBO
From $839 per night (USD)VRBO
Shelter Island Waterfront Home!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
A water front home with magnificent Shelter Island Sound views from the entire main area, including living room, porch, ...
From $839 per night (USD)VRBO
From $1411 per night (USD)VRBO
Dream Beach House on the North Fork: Waterfront, Private Beach + Stunning Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
One of the nicest spots on the North Fork (that's a quote from a knowledgeable local!), beautifully designer-renovated b ...
From $1411 per night (USD)VRBO
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Private beach house and Long Island sound views, North Fork
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This two bedroom home sits on a lush bluff overlooking the Long Island sound in the North Fork. The guest house with a l ...
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From $434 per night (USD)VRBO
Beautifully decorated water view resort condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Cliffside Resort is located on a bluff overlooking the Long Island sound with beautiful water vistas. The resort has an ...
From $434 per night (USD)VRBO
From $1097 per night (USD)Expedia
Greenport Village walking distance to all
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
3 bedroom 2 floor cape with large great room and enclosed patio perfect for families and small groups. Relax in the hot ...
From $1097 per night (USD)Expedia
From $368 per night (USD)VRBO
North Beach Fork Beach House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy our tranquil home in a private beach community.Located on a half acre of private land, this home has all the ameni ...
From $368 per night (USD)VRBO
From $857 per night (USD)VRBO
Beautiful condo on the Long Island Sound in a resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This condo is one of the nicest decorated in Cliffside. Gorgeous shiplap walls with navy accents. It has a beautiful f ...
From $857 per night (USD)VRBO
From $818 per night (USD)VRBO
Greenport Waterfront Private Dock
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
GREENPORT CONKLING PT CREEKFRONT MINT 3BR COTTAGE W/PRIME VIEWS - This cottage on a half-acre lot fronts on the pristine ...
From $818 per night (USD)VRBO
From $470 per night (USD)Expedia
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Waterfront Water's Edge luxury suite, Suite C-204 accommodates up to 6 guests (see below) with two bedrooms and two bath ...
From $470 per night (USD)Expedia
From $529 per night (USD)VRBO
The Cottage at Sunset Bluff
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This newly renovated charming cottage is sure to spark your romantic side. Located just steps away from the Long Island ...
From $529 per night (USD)VRBO
From $130 per night (USD)Expedia
Southold Cottage w\/ Patio & Grill - Walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 3
If you’re a nature lover, a beach lover, a wine lover, or just in need of an escape, plan your dates for a stay at this ...
From $130 per night (USD)Expedia
From $695 per night (USD)VRBO
Warm Peconic home…short walk to a private beach.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Minimum 14 day rental required (as per Town of Southold) Quaint cozy quiet private road short walk to sandy private bea ...
From $695 per night (USD)VRBO
From $629 per night (USD)VRBO
Renovated 1930's cottage on the water near Greenport with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Escape to a charming 3-bedroom cottage on Breezy Shores located between Greenport and Southold. This lovely retreat feat ...
From $629 per night (USD)VRBO
From $1052 per night (USD)VRBO
Waterfront home with private beach on property!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
"Baydreams" is an amazing bayfront home ready for rent to create memories! Walk out onto the large deck which extends to ...
From $1052 per night (USD)VRBO
From $523 per night (USD)VRBO
Beautiful Waterview Condo on the North Fork of LI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Waterview luxury suite accommodates up to 6 guests with two bedrooms and two bathrooms located on the North Fork of Long ...
From $523 per night (USD)VRBO
- From $1249 per night (USD)
VRBO
Sandy Bay Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Stunning waterfront location with amazing sugar sand beach! Well proportioned home with beautiful symmetry. The centra ...
From $1249 per night (USD)VRBO
From $749 per night (USD)VRBO
Coastal Getaway, water views, walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Coastal Vibes: Home with waterviews, short distance from a secluded beach on Pipes Cove overlooking Shelter Island. Bea ...
From $749 per night (USD)VRBO
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Two minuet walk to the beach. On a quiet private road
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located in the north forks famous wine district. Can sleep up to five. Eat in glassed/screened front porch faces the sou ...
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Charming '30s cottage on water overlooking Shelter Island—5 mins from Greenport.
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Breezy Shores is like no other place on the North Fork. Our 1930s cottage is set on 80 acres of private, waterfront prop ...
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Water views Beach and pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious entertainment, relax by the fireplace or relax in the closed porch , Private Beach on the corner of property. E ...
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From $1250 per night (USD)VRBO
Waterfront Historic Artist’s Home, with private beach, sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beachfront Historic Artist’s Residence If you’re looking for 2 to 3 amazing weeks in prime vacation time, August 22 ...
From $1250 per night (USD)VRBO
From $1468 per night (USD)VRBO
Sandpoint by Rove Travel Modern 5BR Family Home with Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Welcome to Sandpoint, a Rove Travel Home! Rove offers curated, luxury residences with the quality and care of ...
From $1468 per night (USD)VRBO
From $628 per night (USD)VRBO
Beautiful Soundfront condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful 2 bedroom 2 bathroom direct sound front condo in greenport at Cliffside resort direct view. heated pool, beac ...
From $628 per night (USD)VRBO