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Cutchogue, NY Holiday Rentals, Apartments and Villas
Holiday Rentals
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North Fork
Cutchogue, NY Holiday Rentals, Apartments and Villas
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Kid friendly (45)
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Holiday Rental House (48)
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Waterfront (6)
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Housekeeping Included (4)
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Neighbourhood
50 rentals
in Cutchogue.
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Vintage Style Farmhouse in the Heart of Wine Country
41 reviews
3 bedrooms
3 bathrooms
Sleeps 7
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Cutchogue Beach Cottage
9 reviews
2 bedrooms
1 bathroom
Sleeps 6
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North Fork Winter / Spring Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets
14 reviews
4 bedrooms
5 bathrooms
Sleeps 10
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Perfect North Fork Getaway for All Seasons
6 reviews
4 bedrooms
2 bathrooms
Sleeps 10
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Perfect Cutchogue - North Fork Vacation Home. Very Private yet close to all.
6 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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1920s Beach House on Nassau Point with Heated Pool and Private Beach
2 reviews
5 bedrooms
4 bathrooms
Sleeps 10
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Spend the holidays overlooking the bay!
1 review
5 bedrooms
2 bathrooms
Sleeps 10
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Sanctuary in the Vineyards Available Labor Day week 2020
1 review
4 bedrooms
2 bathrooms
Sleeps 8
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Barn Life in Cutchogue
2 bedrooms
1 bathroom
Sleeps 4
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North Fork retreat walking distance to Peconic bay beach
3 bedrooms
2 bathrooms
Sleeps 8
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MATTITUCK, The North Fork's #1 Beach & Winery Town!
61 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Fabulous Waterfront Property in the Heart of Wine Country
75 reviews
3 bedrooms
1 bathroom
Sleeps 5
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Beautiful waterfront 2BR/2BA cottage, Great location in North Fork wine country
36 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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***NEW HOT TUB AWAITS YOU***
64 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Bay Beach 3bd Cottage. Walk To Beach And Jitney!
52 reviews
3 bedrooms
1 bathroom
Sleeps 6
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Adorable Southold Cottage in the heart of LI's North Fork ~ Kayak & Paddle Board
17 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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It's All About This Sandy Private Association Bay Beach....A North Fork Gem!
17 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Spectacular, Brand New North Fork Beach - Wine Country Home
14 reviews
5 bedrooms
4 bathrooms
Sleeps 10
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Summer 2021 calendar open! Long term rentals available.
12 reviews
4 bedrooms
2 bathrooms
Sleeps 8
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SALE!! Renovated Breakwater Historic Estate with Exquisite Decor
10 reviews
6 bedrooms
4 bathrooms
Sleeps 14
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North Fork Wine Country On The Bay
9 reviews
4 bedrooms
4 bathrooms
Sleeps 8
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Classic Arts and Crafts House on the North Fork
8 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Mattituck Beach Gen. Spacious & Gorgeously Renovated Beach House Steps to Bay.
7 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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Gorgeous Historical 7 bdrm House in the GREENPORT area for Bachelorettes.
6 reviews
7 bedrooms
6 bathrooms
Sleeps 14
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Sea view beach house North Fork Vineyards Farm Stands Your own Private Beach!
11 reviews
2 bedrooms
1 bathroom
Sleeps 6
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Steps to Beach and Spectacular Sunsets
3 reviews
4 bedrooms
4 bathrooms
Sleeps 7
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Sand Dollar North Fork Beach House Vineyards, Farm Stands, Kayaks
3 reviews
3 bedrooms
1 bathroom
Sleeps 6
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Rare Waterfront Experience :: Forever Bay Vistas ::
2 reviews
4 bedrooms
4 bathrooms
Sleeps 8
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Relaxing Home w/pool and private beach
2 reviews
2 bedrooms
2 bathrooms
Sleeps 5
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North Fork cottage getaway with private beach
1 review
4 bedrooms
2 bathrooms
Sleeps 9
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Wonderful sunsets overlooking LI Sound!
4 bedrooms
4 bathrooms
Sleeps 6
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3 Br North Fork Getaway In Private Beach Community
3 bedrooms
2 bathrooms
Sleeps 8
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Sea view beach house North Fork Vineyards Farm Stands Your own Private Beach!
2 bedrooms
1 bathroom
Sleeps 6
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Beach Front, spacious 5 Bedrooms, North Fork, Long Island
5 bedrooms
4 bathrooms
Sleeps 12
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piece of Heaven
4 bedrooms
3 bathrooms
Sleeps 14
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Home in Long Island Wine Country - Walk to Beach!
3 bedrooms
2 bathrooms
Sleeps 7
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Sand Dollar North Fork Beach House Vineyards, Farm Stands, Kayaks
3 bedrooms
1 bathroom
Sleeps 6
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Waterfront in Mattituck
4 bedrooms
4 bathrooms
Sleeps 13
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The Perfect Setting for a Magical Summer
3 bedrooms
2 bathrooms
Sleeps 6
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Brand New Construction - Beaches, Hiking, Wineries, Farms, Fine Dining
4 bedrooms
4 bathrooms
Sleeps 8
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Charming farmhouse on creek
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Sound Front Home w Private Beach, Infinity Pool, Waterfall, Sauna
4 bedrooms
5 bathrooms
Sleeps 8
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Dog-friendly waterfront home w/ a dock & access to Long Island Sound
3 bedrooms
2 bathrooms
Sleeps 6
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Southold Cottage w/Deck+Grill - Walk to Beach
2 bedrooms
1 bathroom
Sleeps 6
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Modern Barn Loft in North Fork, ***. Wine Country in backyard Farm stands
3 bedrooms
2 bathrooms
Sleeps 14
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Waterfront with dock on Goose Creek (just off Peconic Bay) and chef's kitchen
3 bedrooms
3 bathrooms
Sleeps 6
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Beautiful cottage, large private yard, only two minutes walk from private beach
3 bedrooms
2 bathrooms
Sleeps 6
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Long Island NY Luxury Getaway spa amenities Wineries INDOORPOOL Gym hamptons
1 bedroom
1 bathroom
Sleeps 2
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Greenport Waterfront Coastal Cottage on the beach Newly remodeled
2 bedrooms
1 bathroom
Sleeps 5
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Gorgeous Beach House With Stunning 280 Degree Water Views
3 bedrooms
3 bathrooms
Sleeps 10
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