Book Holiday Homes in Cutchogue

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Featured Holiday Homes in Cutchogue

Gorgeous private Hamptons house with pool and volleyball court

Gorgeous private Hamptons house with pool and volleyball court

Hampton bays
Located in Hampton Bays, this vacation home is a 4-minute drive from The Hamptons Beaches and 10 minutes from Meschutt Beach.
Gorgeous private Hamptons house with pool and volleyball court
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton
With a stay at this vacation home in Southampton, you'll be within a 5-minute drive of Southampton Golf Range and North Main Street Historic District.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

Westhampton Beach
Located in Westhampton Beach, this vacation home is by the sea, within a 5-minute drive of Westhampton Beach Performing Arts Center and Quogue Community ...
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
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Waterfront Beach House

Waterfront Beach House

Clinton
Located in Clinton, this vacation home is by the ocean, within a 5-minute drive of Clinton Plaza Shopping Center and Adam Stanton House and General Store ...
Waterfront Beach House
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court-  WATCH VIDEO!!!

Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!

East Hampton
When you stay at this vacation home in East Hampton, you'll be next to a golf course, within a 5-minute drive of Guild Hall and LongHouse Reserve.
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Clinton
When you stay at this vacation home in Clinton, you'll be near the beach and 11 minutes by foot from Clinton Town Beach.
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Coastal Retreat: Waterfront, Deck, Awesome Views

Coastal Retreat: Waterfront, Deck, Awesome Views

Wading River
When you stay at this vacation home in Wading River, you'll be on the beach, within a 5-minute drive of Wildwood State Park and Police Officers Memorial ...
Coastal Retreat: Waterfront, Deck, Awesome Views
Quaint Family-sized Home w/private beach — 5 minutes from wineries!

Quaint Family-sized Home w/private beach — 5 minutes from wineries!

Riverhead
A stay at this vacation home places you in the heart of South Jamesport, within a 5-minute drive of Sherwood House Vineyards and Jason's Vineyard.
Quaint Family-sized Home w/private beach — 5 minutes from wineries!
Northfork Townhouse- walk to all/ newly renovated

Northfork Townhouse- walk to all/ newly renovated

Greenport
When you stay at this vacation home in Greenport, you'll be near the beach, within a 10-minute walk of Greenport Farmers' Market and Railroad Museum of Long ...
Northfork Townhouse- walk to all/ newly renovated
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cutchogue Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cutchogue vacation homes are the perfect way for you to wing it.

Holiday houses in Cutchogue let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cutchogue in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cutchogue adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cutchogue with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cutchogue vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cutchogue Holiday Homes essential information

Accommodation
1536 Holiday Homes
Lowest Price
AU$194
Highest Price
AU$510
Popular accommodation
Gorgeous private Hamptons house with pool and volleyball court, Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr, Waterfront Beach House, Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!, Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included, Coastal Retreat: Waterfront, Deck, Awesome Views, Quaint Family-sized Home w/private beach — 5 minutes from wineries!, Northfork Townhouse- walk to all/ newly renovated

Top trending hotels in Cutchogue

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is AU$311 per night from 1 Dec to 2 Dec
AU$311
includes taxes & fees
1 Dec - 2 Dec
When you stay at Sound View Greenport in Greenport, you'll be by the ocean, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.
Sound View Greenport
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

3 out of 5
2038 Old Country Rd, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 26 Nov to 27 Nov
AU$194
includes taxes & fees
26 Nov - 27 Nov
A stay at Hilton Garden Inn Riverhead places you in the heart of Riverhead, within a 5-minute drive of Splish Splash Water Park and Out East Family Fun.
Hilton Garden Inn Riverhead
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$510 per night from 1 Dec to 2 Dec
AU$510
includes taxes & fees
1 Dec - 2 Dec
With a stay at Saybrook Point Resort & Marina in Old Saybrook (Old Saybrook Center), you'll be a 4-minute walk from Connecticut River and within a 5-minute drive ...
Saybrook Point Resort & Marina
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The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd, Southampton, NY
Fully refundableReserve now, pay when you stay
The price is AU$295 per night from 24 Nov to 25 Nov
AU$295
includes taxes & fees
24 Nov - 25 Nov
When you stay at The Bentley Hotel Southampton in Southampton, you'll be near the airport, within a 5-minute drive of The Hamptons Beaches and Meschutt ...
The Bentley Hotel Southampton
Don't see what you're looking for?
See all available properties in Cutchogue
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.