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North Fork Holiday Rentals

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123 rentals in North Fork.
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Porch On Front~ Greenport Village 1st floor apartment, Easy Walk To Town/Jitney, holiday rental in North Fork

Porch On Front~ Greenport Village 1st floor apartment, Easy Walk To Town/Jitney

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Southold Waterfront complete with Boat Dock, Boat Ramp, Hot Tub & Beaches, holiday rental in North Fork

Southold Waterfront complete with Boat Dock, Boat Ramp, Hot Tub & Beaches

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Fabulous Waterfront Property in the Heart of Wine Country, holiday rental in North Fork

Fabulous Waterfront Property in the Heart of Wine Country

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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MATTITUCK, The North Fork's #1 Beach & Winery Town!, holiday rental in North Fork

MATTITUCK, The North Fork's #1 Beach & Winery Town!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Vintage Style Farmhouse  in the Heart of Wine Country, holiday rental in North Fork

Vintage Style Farmhouse in the Heart of Wine Country

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Historic 1830s Greenport Home, holiday rental in North Fork

Historic 1830s Greenport Home

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Escape the city! • Spectacular Beachfront Contemporary • Winter Rental: $7500/mo, holiday rental in North Fork

Escape the city! • Spectacular Beachfront Contemporary • Winter Rental: $7500/mo

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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***NEW HOT TUB AWAITS YOU***, holiday rental in North Fork

***NEW HOT TUB AWAITS YOU***

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'The Gate House' on Beach front Estate, holiday rental in North Fork

'The Gate House' on Beach front Estate

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spectacular waterfront property, with magnificent views from all sides., holiday rental in North Fork

Spectacular waterfront property, with magnificent views from all sides.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bay Beach 3bd Cottage. Walk To Beach And Jitney!, holiday rental in North Fork

Bay Beach 3bd Cottage. Walk To Beach And Jitney!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful waterfront 2BR/2BA cottage, Great location in North Fork wine country, holiday rental in North Fork

Beautiful waterfront 2BR/2BA cottage, Great location in North Fork wine country

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront Condo C204 at The Cliffside Resort, holiday rental in North Fork

Waterfront Condo C204 at The Cliffside Resort

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Adorable Southold Cottage in the heart of LI's North Fork ~ Kayak & Paddle Board, holiday rental in North Fork

Adorable Southold Cottage in the heart of LI's North Fork ~ Kayak & Paddle Board

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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One Of A Kind, Resort- Like Waterfront Cottage In Wine Country, holiday rental in North Fork

One Of A Kind, Resort- Like Waterfront Cottage In Wine Country

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cutchogue Beach Cottage, holiday rental in North Fork

Cutchogue Beach Cottage

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Orient Point Waterfront Home with Pool & Spectacular Ocean Sunset Views, holiday rental in North Fork

Orient Point Waterfront Home with Pool & Spectacular Ocean Sunset Views

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Rose Cottage by the Bay., holiday rental in North Fork

Rose Cottage by the Bay.

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront Estate - One of a Kind Vacation House, holiday rental in North Fork

Waterfront Estate - One of a Kind Vacation House

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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It's All About This Sandy Private Association Bay Beach....A North Fork Gem!, holiday rental in North Fork

It's All About This Sandy Private Association Bay Beach....A North Fork Gem!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beachfront home on the North Fork, holiday rental in North Fork

Beachfront home on the North Fork

3 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Entertainers Delight Just Steps From The Beach, holiday rental in North Fork

Entertainers Delight Just Steps From The Beach

4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Cottage on Beach front  Estate, holiday rental in North Fork

Cottage on Beach front Estate

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cleves Point Estates Home, Private sandy beach, holiday rental in North Fork

Cleves Point Estates Home, Private sandy beach

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Best kept secret in South Jamesport, holiday rental in North Fork

Best kept secret in South Jamesport

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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North Fork Winter / Spring Getaway: Cozy Fireplaces, Farm Views,  Beach Sunsets, holiday rental in North Fork

North Fork Winter / Spring Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Quaint and Quiet cottage. Newly renovated, heated built in pool!, holiday rental in North Fork

Quaint and Quiet cottage. Newly renovated, heated built in pool!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Curated Country Living In A Historic Farmhouse, holiday rental in North Fork

Curated Country Living In A Historic Farmhouse

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Summer 2021 calendar open! Long term rentals available., holiday rental in North Fork

Summer 2021 calendar open! Long term rentals available.

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Greenport Village home w/ POOL! Steps to Town Center & Bay Beach!, holiday rental in North Fork

Greenport Village home w/ POOL! Steps to Town Center & Bay Beach!

3 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Magnificent Private Orient Beach Front House, holiday rental in North Fork

Magnificent Private Orient Beach Front House

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous Historical 7 bdrm House in the GREENPORT area for Bachelorettes., holiday rental in North Fork

Gorgeous Historical 7 bdrm House in the GREENPORT area for Bachelorettes.

7 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Perfect Cutchogue - North Fork Vacation Home.  Very Private yet close to all., holiday rental in North Fork

Perfect Cutchogue - North Fork Vacation Home. Very Private yet close to all.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEWLY Renovated Family Home Great Area - Beach - Greenport - Ferry - Restaurants, holiday rental in North Fork

NEWLY Renovated Family Home Great Area - Beach - Greenport - Ferry - Restaurants

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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North Fork House with Private Beach Access, holiday rental in North Fork

North Fork House with Private Beach Access

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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On Jamesport Vineyard, Enjoy a Glass of Wine and Jazz in the Vines, holiday rental in North Fork

On Jamesport Vineyard, Enjoy a Glass of Wine and Jazz in the Vines

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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North Fork Wine Country On The Bay, holiday rental in North Fork

North Fork Wine Country On The Bay

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront on 1 acre, private beach, walk to town, holiday rental in North Fork

Waterfront on 1 acre, private beach, walk to town

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Seaside seclusion, salt water sanctuary! Monthly rental discount  fall/winter., holiday rental in North Fork

Seaside seclusion, salt water sanctuary! Monthly rental discount fall/winter.

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Classic Arts and Crafts House on the North Fork, holiday rental in North Fork

Classic Arts and Crafts House on the North Fork

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mattituck Beach Gen. Spacious & Gorgeously Renovated Beach House Steps to Bay., holiday rental in North Fork

Mattituck Beach Gen. Spacious & Gorgeously Renovated Beach House Steps to Bay.

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Relaxing Home w/pool and private beach, holiday rental in North Fork

Relaxing Home w/pool and private beach

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Unique Southold waterfront luxury house and property on Long Creek, 3500 sq.ft., holiday rental in North Fork

Unique Southold waterfront luxury house and property on Long Creek, 3500 sq.ft.

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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AUGUST WEEKS STILL AVAILABLE - Cottage in Private North Fork Beach Community, holiday rental in North Fork

AUGUST WEEKS STILL AVAILABLE - Cottage in Private North Fork Beach Community

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Perfect North Fork Getaway for All Seasons, holiday rental in North Fork

Perfect North Fork Getaway for All Seasons

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous Beach House With Stunning 280 Degree Water Views, holiday rental in North Fork

Gorgeous Beach House With Stunning 280 Degree Water Views

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Shorecrest Beach House, 4 bedroom private beach front, new renovation, holiday rental in North Fork

Shorecrest Beach House, 4 bedroom private beach front, new renovation

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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PRISTINE GETAWAY, WITHIN SHORT WALK OF TWO WHITE, SANDY, SOUND BEACHES, holiday rental in North Fork

PRISTINE GETAWAY, WITHIN SHORT WALK OF TWO WHITE, SANDY, SOUND BEACHES

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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3 Bedroom Waterfront House on Peconic Bay Sleeps 6, holiday rental in North Fork

3 Bedroom Waterfront House on Peconic Bay Sleeps 6

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning location  on 2 acre bayfront  in Jamesport, holiday rental in North Fork

Stunning location on 2 acre bayfront in Jamesport

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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