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Cutchogue Holiday Apartments

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Bedrooms

Bathrooms

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5 km
44 rentals in Cutchogue.
Newly renovated North Fork beach house! 5 mins from the beach w/ new game room, holiday rental in Cutchogue
Newly renovated North Fork beach house! 5 mins from the beach w/ new game room, holiday rental in Cutchogue
Newly renovated North Fork beach house! 5 mins from the beach w/ new game room, holiday rental in Cutchogue

Newly renovated North Fork beach house! 5 mins from the beach w/ new game room

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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North Fork Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets, holiday rental in Cutchogue
North Fork Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets, holiday rental in Cutchogue
North Fork Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets, holiday rental in Cutchogue

North Fork Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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North Fork, New Construction with heated pool, walking distance to beach, holiday rental in Cutchogue
North Fork, New Construction with heated pool, walking distance to beach, holiday rental in Cutchogue
North Fork, New Construction with heated pool, walking distance to beach, holiday rental in Cutchogue

North Fork, New Construction with heated pool, walking distance to beach

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pace's Place Close to North Fork Vineyards, holiday rental in Cutchogue
Pace's Place Close to North Fork Vineyards, holiday rental in Cutchogue
Pace's Place Close to North Fork Vineyards, holiday rental in Cutchogue

Pace's Place Close to North Fork Vineyards

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy Cottage on the North Fork Close to Vineyards & Beaches, holiday rental in Cutchogue
Cozy Cottage on the North Fork Close to Vineyards & Beaches, holiday rental in Cutchogue
Cozy Cottage on the North Fork Close to Vineyards & Beaches, holiday rental in Cutchogue

Cozy Cottage on the North Fork Close to Vineyards & Beaches

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful fall getaway in a newly renovated waterfront home, holiday rental in Cutchogue
Beautiful fall getaway in a newly renovated waterfront home, holiday rental in Cutchogue
Beautiful fall getaway in a newly renovated waterfront home, holiday rental in Cutchogue

Beautiful fall getaway in a newly renovated waterfront home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Totally Renovated Cottage on the North Fork 7 min. walk to the Beach, holiday rental in Cutchogue
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach, holiday rental in Cutchogue
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach, holiday rental in Cutchogue

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Melody Too, holiday rental in Cutchogue
The Melody Too, holiday rental in Cutchogue
The Melody Too, holiday rental in Cutchogue

The Melody Too

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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North Fork Wine Country, quiet tree lined street, 4 min walk to beach & bay, holiday rental in Cutchogue
North Fork Wine Country, quiet tree lined street, 4 min walk to beach & bay, holiday rental in Cutchogue
North Fork Wine Country, quiet tree lined street, 4 min walk to beach & bay, holiday rental in Cutchogue

North Fork Wine Country, quiet tree lined street, 4 min walk to beach & bay

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Bay Breeze, holiday rental in Cutchogue
The Bay Breeze, holiday rental in Cutchogue
The Bay Breeze, holiday rental in Cutchogue

The Bay Breeze

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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North Fork Beach House - short walk to Peconic Bay and beach, holiday rental in Cutchogue
North Fork Beach House - short walk to Peconic Bay and beach, holiday rental in Cutchogue
North Fork Beach House - short walk to Peconic Bay and beach, holiday rental in Cutchogue

North Fork Beach House - short walk to Peconic Bay and beach

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic North Fork Farmhouse Near Wineries!, holiday rental in Cutchogue
Historic North Fork Farmhouse Near Wineries!, holiday rental in Cutchogue
Historic North Fork Farmhouse Near Wineries!, holiday rental in Cutchogue

Historic North Fork Farmhouse Near Wineries!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming home with a fire pit, grill, W/D, & AC - North Fork Wine Country, holiday rental in Cutchogue
Charming home with a fire pit, grill, W/D, & AC - North Fork Wine Country, holiday rental in Cutchogue
Charming home with a fire pit, grill, W/D, & AC - North Fork Wine Country, holiday rental in Cutchogue

Charming home with a fire pit, grill, W/D, & AC - North Fork Wine Country

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Ranch in Broadwaters Cove!  Near beaches, boating and wineries!, holiday rental in Cutchogue
Cozy Ranch in Broadwaters Cove!  Near beaches, boating and wineries!, holiday rental in Cutchogue
Cozy Ranch in Broadwaters Cove!  Near beaches, boating and wineries!, holiday rental in Cutchogue

Cozy Ranch in Broadwaters Cove! Near beaches, boating and wineries!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country, holiday rental in Cutchogue
Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country, holiday rental in Cutchogue
Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country, holiday rental in Cutchogue

Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect Cutchogue/Southold -North Fork Vacation Home. Very Private, close to, holiday rental in Cutchogue
Perfect Cutchogue/Southold -North Fork Vacation Home. Very Private, close to, holiday rental in Cutchogue
Perfect Cutchogue/Southold -North Fork Vacation Home. Very Private, close to, holiday rental in Cutchogue

Perfect Cutchogue/Southold -North Fork Vacation Home. Very Private, close to

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Peconic Bay idyllic waterfront for perfect relaxation, holiday rental in Cutchogue
Peconic Bay idyllic waterfront for perfect relaxation, holiday rental in Cutchogue
Peconic Bay idyllic waterfront for perfect relaxation, holiday rental in Cutchogue

Peconic Bay idyllic waterfront for perfect relaxation

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe, holiday rental in Cutchogue
Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe, holiday rental in Cutchogue
Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe, holiday rental in Cutchogue

Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Walk to Beach: Long Island Wine Country Home!, holiday rental in Cutchogue
Walk to Beach: Long Island Wine Country Home!, holiday rental in Cutchogue
Walk to Beach: Long Island Wine Country Home!, holiday rental in Cutchogue

Walk to Beach: Long Island Wine Country Home!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Wine Country Getaway on Private Street & Peconic Bay Neighborhood Beach Access, holiday rental in Cutchogue
Wine Country Getaway on Private Street & Peconic Bay Neighborhood Beach Access, holiday rental in Cutchogue
Wine Country Getaway on Private Street & Peconic Bay Neighborhood Beach Access, holiday rental in Cutchogue

Wine Country Getaway on Private Street & Peconic Bay Neighborhood Beach Access

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Family-friendly getaway walk to beach in private community, w/ park, playground, holiday rental in Cutchogue
Family-friendly getaway walk to beach in private community, w/ park, playground, holiday rental in Cutchogue
Family-friendly getaway walk to beach in private community, w/ park, playground, holiday rental in Cutchogue

Family-friendly getaway walk to beach in private community, w/ park, playground

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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North Fork Farms & Vineyards Near Beaches & 40 Minutes From The Hamptons, holiday rental in Cutchogue
North Fork Farms & Vineyards Near Beaches & 40 Minutes From The Hamptons, holiday rental in Cutchogue
North Fork Farms & Vineyards Near Beaches & 40 Minutes From The Hamptons, holiday rental in Cutchogue

North Fork Farms & Vineyards Near Beaches & 40 Minutes From The Hamptons

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Relaxation Awaits-Fully renovated home heated pool, private manicured  grounds., holiday rental in Cutchogue
Relaxation Awaits-Fully renovated home heated pool, private manicured  grounds., holiday rental in Cutchogue
Relaxation Awaits-Fully renovated home heated pool, private manicured  grounds., holiday rental in Cutchogue

Relaxation Awaits-Fully renovated home heated pool, private manicured grounds.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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one of the best beaches on the North Fork; completely private, holiday rental in Cutchogue
one of the best beaches on the North Fork; completely private, holiday rental in Cutchogue
one of the best beaches on the North Fork; completely private, holiday rental in Cutchogue

one of the best beaches on the North Fork; completely private

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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North Fork Life: Pool, Beach, Wineries, Farmstands, holiday rental in Cutchogue
North Fork Life: Pool, Beach, Wineries, Farmstands, holiday rental in Cutchogue
North Fork Life: Pool, Beach, Wineries, Farmstands, holiday rental in Cutchogue

North Fork Life: Pool, Beach, Wineries, Farmstands

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Recently Updated Waterfront Home, holiday rental in Cutchogue
Charming Recently Updated Waterfront Home, holiday rental in Cutchogue
Charming Recently Updated Waterfront Home, holiday rental in Cutchogue

Charming Recently Updated Waterfront Home

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous, Creek-front vacation rental, holiday rental in Cutchogue
Gorgeous, Creek-front vacation rental, holiday rental in Cutchogue
Gorgeous, Creek-front vacation rental, holiday rental in Cutchogue

Gorgeous, Creek-front vacation rental

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Stunning, Waterfront, newly renovated cottage with deck on water., holiday rental in Cutchogue
Stunning, Waterfront, newly renovated cottage with deck on water., holiday rental in Cutchogue
Stunning, Waterfront, newly renovated cottage with deck on water., holiday rental in Cutchogue

Stunning, Waterfront, newly renovated cottage with deck on water.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Wine Country Oasis in the Heart of Nassau Point, holiday rental in Cutchogue
Wine Country Oasis in the Heart of Nassau Point, holiday rental in Cutchogue
Wine Country Oasis in the Heart of Nassau Point, holiday rental in Cutchogue

Wine Country Oasis in the Heart of Nassau Point

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly, holiday rental in Cutchogue
Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly, holiday rental in Cutchogue
Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly, holiday rental in Cutchogue

Historic Renovated Farmhouse, 2min to Beach, Vineyards, Fireplace, Kid Friendly

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront North Fork Escape on Nassau Point, rare August availability, holiday rental in Cutchogue
Beachfront North Fork Escape on Nassau Point, rare August availability, holiday rental in Cutchogue
Beachfront North Fork Escape on Nassau Point, rare August availability, holiday rental in Cutchogue

Beachfront North Fork Escape on Nassau Point, rare August availability

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious New 4 Bedroom Home With Pool on 2 Acre Property, holiday rental in Cutchogue
Spacious New 4 Bedroom Home With Pool on 2 Acre Property, holiday rental in Cutchogue
Spacious New 4 Bedroom Home With Pool on 2 Acre Property, holiday rental in Cutchogue

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Exclusive Nassau Point House with Pool and Deeded Beach!, holiday rental in Cutchogue
Exclusive Nassau Point House with Pool and Deeded Beach!, holiday rental in Cutchogue
Exclusive Nassau Point House with Pool and Deeded Beach!, holiday rental in Cutchogue

Exclusive Nassau Point House with Pool and Deeded Beach!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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North Fork Wine Region—Walk to Beach, holiday rental in Cutchogue
North Fork Wine Region—Walk to Beach, holiday rental in Cutchogue
North Fork Wine Region—Walk to Beach, holiday rental in Cutchogue

North Fork Wine Region—Walk to Beach

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Restored Farmhouse in The Heart of Wine and Farm Country, holiday rental in Cutchogue
Restored Farmhouse in The Heart of Wine and Farm Country, holiday rental in Cutchogue
Restored Farmhouse in The Heart of Wine and Farm Country, holiday rental in Cutchogue

Restored Farmhouse in The Heart of Wine and Farm Country

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards, holiday rental in Cutchogue
Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards, holiday rental in Cutchogue
Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards, holiday rental in Cutchogue

Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyards

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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North Fork Retreat near apple picking, pumpkin farms, wineries, beaches and more, holiday rental in Cutchogue
North Fork Retreat near apple picking, pumpkin farms, wineries, beaches and more, holiday rental in Cutchogue
North Fork Retreat near apple picking, pumpkin farms, wineries, beaches and more, holiday rental in Cutchogue

North Fork Retreat near apple picking, pumpkin farms, wineries, beaches and more

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Farmhouse in Cutchogue, holiday rental in Cutchogue
Farmhouse in Cutchogue, holiday rental in Cutchogue
Farmhouse in Cutchogue, holiday rental in Cutchogue

Farmhouse in Cutchogue

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Private Beach Front Summer Rental, holiday rental in Cutchogue
Private Beach Front Summer Rental, holiday rental in Cutchogue
Private Beach Front Summer Rental, holiday rental in Cutchogue

Private Beach Front Summer Rental

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Guest Cottage, holiday rental in Cutchogue
Waterfront Guest Cottage, holiday rental in Cutchogue
Waterfront Guest Cottage, holiday rental in Cutchogue

Waterfront Guest Cottage

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spacious and Modern North Fork Home Close to Multiple Wineries, Perfect for..., holiday rental in Cutchogue
Spacious and Modern North Fork Home Close to Multiple Wineries, Perfect for..., holiday rental in Cutchogue
Spacious and Modern North Fork Home Close to Multiple Wineries, Perfect for..., holiday rental in Cutchogue

Spacious and Modern North Fork Home Close to Multiple Wineries, Perfect for...

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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3-bedroom house in charming Cutchogue with AC, WiFi. Enjoy your stay, holiday rental in Cutchogue
3-bedroom house in charming Cutchogue with AC, WiFi. Enjoy your stay, holiday rental in Cutchogue
3-bedroom house in charming Cutchogue with AC, WiFi. Enjoy your stay, holiday rental in Cutchogue

3-bedroom house in charming Cutchogue with AC, WiFi. Enjoy your stay

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful charming 1930s fully renovated cottage walking distance to the beach!, holiday rental in Cutchogue
Beautiful charming 1930s fully renovated cottage walking distance to the beach!, holiday rental in Cutchogue
Beautiful charming 1930s fully renovated cottage walking distance to the beach!, holiday rental in Cutchogue

Beautiful charming 1930s fully renovated cottage walking distance to the beach!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Best Waterfront VIEW ON THE NORTH FORK MATURE GARDENS QUIET STREET PRIVATE BEACH, holiday rental in Cutchogue
Best Waterfront VIEW ON THE NORTH FORK MATURE GARDENS QUIET STREET PRIVATE BEACH, holiday rental in Cutchogue
Best Waterfront VIEW ON THE NORTH FORK MATURE GARDENS QUIET STREET PRIVATE BEACH, holiday rental in Cutchogue

Best Waterfront VIEW ON THE NORTH FORK MATURE GARDENS QUIET STREET PRIVATE BEACH

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Showing results 1-44 of 44
Frequently Asked Questions about Cutchogue