Vacation rentals in Cutchogue, NY

101 available vacation rental offers

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Best vacation rentals and Airbnb offers in Cutchogue, NY

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

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

Holiday Home, Cutchogue

Cozy Ranch in Broadwaters Cove! Near beaches, boating and wineries! is a holiday home in Cutchogue, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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

Cozy Ranch in Broadwaters Cove! Near beaches, boating and wineries! is a holiday home in Cutchogue, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,198.

From$314/night
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The Shoals Suites & Slips - Cutchogue, NY

The Shoals Suites & Slips

Apartment, Cutchogue

The Shoals Suites & Slips is a apartment in Cutchogue, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Shoals Suites & Slips

The Shoals Suites & Slips is a apartment in Cutchogue, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,986.

From$373/night
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Walk to Love Lane! Immaculately renovated private cottage. - Cutchogue, NY

Walk to Love Lane! Immaculately renovated private cottage.

Cottage, Cutchogue

Walk to Love Lane! Immaculately renovated private cottage. is a cottage in Cutchogue, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Walk to Love Lane! Immaculately renovated private cottage.

Walk to Love Lane! Immaculately renovated private cottage. is a cottage in Cutchogue, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,559.

From$508/night
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The Melody Too - Cutchogue, NY

The Melody Too

Cottage, Cutchogue

The Melody Too is a cottage in Cutchogue, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About The Melody Too

The Melody Too is a cottage in Cutchogue, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,769.

From$538/night
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Family-friendly vacation rentals in Cutchogue, NY

Plan a trip with stays that give families more room to spread out.

1 Bedroom Hamptons Waterfront Cottage Rental - Cutchogue, NY

1 Bedroom Hamptons Waterfront Cottage Rental

Holiday Home, Cutchogue

1 Bedroom Hamptons Waterfront Cottage Rental is a holiday home in Cutchogue, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About 1 Bedroom Hamptons Waterfront Cottage Rental

1 Bedroom Hamptons Waterfront Cottage Rental is a holiday home in Cutchogue, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,438.

From$491/night
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Restored Seaport Village Cottage - Cutchogue, NY

Restored Seaport Village Cottage

Cottage, Cutchogue

Restored Seaport Village Cottage is a cottage in Cutchogue, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Restored Seaport Village Cottage

Restored Seaport Village Cottage is a cottage in Cutchogue, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,768.

From$681/night
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< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck - Cutchogue, NY

< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck

Cottage, Cutchogue

< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck is a cottage in Cutchogue, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring…

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About < 1 Mi to Beach: Luxury North Fork Retreat w/ Deck

< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck is a cottage in Cutchogue, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $6,499.

From$762/night
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Family Beach House on the North Fork of Long Island - Cutchogue, NY

Family Beach House on the North Fork of Long Island

Holiday Home, Cutchogue

Family Beach House on the North Fork of Long Island is a holiday home in Cutchogue, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Family Beach House on the North Fork of Long Island

Family Beach House on the North Fork of Long Island is a holiday home in Cutchogue, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $5,721.

From$817/night
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Pet-friendly vacation rentals in Cutchogue, NY

Bring your pet along with stays that welcome four-legged travelers.

Hampton's Vacation Inn - Cutchogue, NY

Hampton's Vacation Inn

Guest House, Cutchogue

Hampton's Vacation Inn is a guest house in Cutchogue, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Hampton's Vacation Inn

Hampton's Vacation Inn is a guest house in Cutchogue, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,990.

From$249/night
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North Fork Resort - Cutchogue, NY

North Fork Resort

Cottage, Cutchogue

North Fork Resort is a cottage in Cutchogue, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About North Fork Resort

North Fork Resort is a cottage in Cutchogue, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $5,642.

From$705/night
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Perfect Family Summer Vacation Home Close to beach 18x42 pool - Cutchogue, NY

Perfect Family Summer Vacation Home Close to beach 18x42 pool

Holiday Home, Cutchogue

Perfect Family Summer Vacation Home Close to beach 18x42 pool is a holiday home in Cutchogue, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a…

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About Perfect Family Summer Vacation Home Close to beach 18x42 pool

Perfect Family Summer Vacation Home Close to beach 18x42 pool is a holiday home in Cutchogue, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $5,697.

From$814/night
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Set on 85 acre lake with endless sunsets over water. Peaceful. Nature. Private. - Cutchogue, NY

Set on 85 acre lake with endless sunsets over water. Peaceful. Nature. Private.

Cottage, Cutchogue

Set on 85 acre lake with endless sunsets over water. Peaceful. Nature. Private. is a cottage in Cutchogue, with pet-friendly space. This stay gives travelers a comfortable base for…

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About Set on 85 acre lake with endless sunsets over water. Peaceful. Nature. Private.

Set on 85 acre lake with endless sunsets over water. Peaceful. Nature. Private. is a cottage in Cutchogue, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $6,202.

From$886/night
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Vacation rentals with a pool in Cutchogue, NY

Add a pool to the search when you want an easy place to cool off between outings.

West Neck Guesthouse - Cutchogue, NY

West Neck Guesthouse

B & B, Cutchogue

West Neck Guesthouse is a b & b in Cutchogue, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About West Neck Guesthouse

West Neck Guesthouse is a b & b in Cutchogue, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,180.

From$398/night
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The Cliffside Resort Condominiums - Cutchogue, NY

The Cliffside Resort Condominiums

Apartment, Cutchogue

The Cliffside Resort Condominiums is a apartment in Cutchogue, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Cliffside Resort Condominiums

The Cliffside Resort Condominiums is a apartment in Cutchogue, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, beachfront, and beach front.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $5,864.

From$695/night
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Beautiful Waterview Condo on the North Fork of LI - Cutchogue, NY

Beautiful Waterview Condo on the North Fork of LI

Condo, Cutchogue

Beautiful Waterview Condo on the North Fork of LI is a condo in Cutchogue, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Beautiful Waterview Condo on the North Fork of LI

Beautiful Waterview Condo on the North Fork of LI is a condo in Cutchogue, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,875.

From$696/night
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Southold Escape with Large Saltwater Pool on Wine Trail - Cutchogue, NY

Southold Escape with Large Saltwater Pool on Wine Trail

Holiday Home, Cutchogue

Southold Escape with Large Saltwater Pool on Wine Trail is a holiday home in Cutchogue, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Southold Escape with Large Saltwater Pool on Wine Trail

Southold Escape with Large Saltwater Pool on Wine Trail is a holiday home in Cutchogue, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $8,247.

From$1,178/night
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Vacation rentals with parking in Cutchogue, NY

Find vacation rentals that make arriving by car easier.

North Beach Fork Beach House - Cutchogue, NY

North Beach Fork Beach House

Holiday Home, Cutchogue

North Beach Fork Beach House is a holiday home in Cutchogue, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About North Beach Fork Beach House

North Beach Fork Beach House is a holiday home in Cutchogue, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,856.

From$408/night
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Hamptons Beach House, 5-minute walk to Bay Beach - Cutchogue, NY

Hamptons Beach House, 5-minute walk to Bay Beach

Holiday Home, Cutchogue

Hamptons Beach House, 5-minute walk to Bay Beach is a holiday home in Cutchogue, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Hamptons Beach House, 5-minute walk to Bay Beach

Hamptons Beach House, 5-minute walk to Bay Beach is a holiday home in Cutchogue, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,406.

From$629/night
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< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck - Cutchogue, NY

< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck

Holiday Home, Cutchogue

< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck is a holiday home in Cutchogue, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About < 1 Mi to Beach: Luxury North Fork Retreat w/ Deck

< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck is a holiday home in Cutchogue, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, and heating.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $6,261.

From$707/night
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Waterfront Hot Tub Retreat w Kayaks | Kayak Point - Cutchogue, NY

Waterfront Hot Tub Retreat w Kayaks | Kayak Point

Holiday Home, Cutchogue

Waterfront Hot Tub Retreat w Kayaks · Kayak Point is a holiday home in Cutchogue, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Waterfront Hot Tub Retreat w Kayaks | Kayak Point

Waterfront Hot Tub Retreat w Kayaks · Kayak Point is a holiday home in Cutchogue, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $5,180.

From$740/night
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Vacation rentals with a kitchen in Cutchogue, NY

Compare stays with kitchen access for longer trips and easier meals.

Hamptons Waterfront Suite Private Hot Tub Winter Escape Adults Only - Cutchogue, NY

Hamptons Waterfront Suite Private Hot Tub Winter Escape Adults Only

Holiday Home, Cutchogue

Hamptons Waterfront Suite Private Hot Tub Winter Escape Adults Only is a holiday home in Cutchogue, with easy beach access and kitchen access. This stay gives travelers a comfortable base…

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About Hamptons Waterfront Suite Private Hot Tub Winter Escape Adults Only

Hamptons Waterfront Suite Private Hot Tub Winter Escape Adults Only is a holiday home in Cutchogue, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,933.

From$562/night
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Charming 2 bedroom apartment in the heart of Greenport. - Cutchogue, NY

Charming 2 bedroom apartment in the heart of Greenport.

Apartment, Cutchogue

Charming 2 bedroom apartment in the heart of Greenport. is a apartment in Cutchogue, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Charming 2 bedroom apartment in the heart of Greenport.

Charming 2 bedroom apartment in the heart of Greenport. is a apartment in Cutchogue, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,582.

From$655/night
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< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck - Cutchogue, NY

< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck

Holiday Home, Cutchogue

< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck is a holiday home in Cutchogue, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for…

Read more

About < 1 Mi to Beach: Luxury North Fork Retreat w/ Deck

< 1 Mi to Beach: Luxury North Fork Retreat w/ Deck is a holiday home in Cutchogue, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $5,662.

From$809/night
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Gorgeous Historical 6 bdrm House close to vineyards and breweries, - Cutchogue, NY

Gorgeous Historical 6 bdrm House close to vineyards and breweries,

Holiday Home, Cutchogue

Gorgeous Historical 6 bdrm House close to vineyards and breweries, is a holiday home in Cutchogue, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Gorgeous Historical 6 bdrm House close to vineyards and breweries,

Gorgeous Historical 6 bdrm House close to vineyards and breweries, is a holiday home in Cutchogue, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $6,072.

From$867/night
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