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Vacation rentals in Cutchogue

Vacation rentals in Cutchogue

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cutchogue

Guests agree: these stays are highly rated for location, cleanliness, and more.

Walk to Vineyards, Beaches, Farms & Town
SUPERHOSTEntire guest suite · 2 guests · 1 bed · 1 bath
Walk to Vineyards, Beaches, Farms & Town

Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, Apple TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!

What guests are saying:

“We had a wonderful stay at the Tudor Bungalow with Alexis. During this pandemic, it can be nerve wracking to travel outside your home but our minds were immediately put at ease once we arrived. The guest suite was private and extremely clean when we arrived. The hosts kept a distance away but were easily accessible through messages on Airbnb if we needed and the town of Cutchogue was a pleasure to stay in. This suite is nestled between vineyards and farms and everyone we saw was taking social distancing and mask wearing protocols very seriously. It was a wonderful stay and a great value for the gorgeous location.”

5 Star Rated Private Cottage Southampton/Sag Hrbr
SUPERHOSTEntire guesthouse · 2 guests · 2 beds · 1 bath
5 Star Rated Private Cottage Southampton/Sag Hrbr

The Honeycomb Cottage is a little retreat located on a lush acre of evergreens in Southampton rated 5 Star by every guest that has stayed. One block to Peconic Bay Beach - perfect for a day in the sun. A cozy space with TV, WiFi and Sun Deck. Luxury soaps provided, amazing shower and crisp white linens to add to your 5 Star stay. Easy parking and located 15 minutes drive to Sag Harbor or Southampton Village. Koi pond with waterfall will sooth the mind and spirit.

What guests are saying:

“Joel’s place was everything we expected. Exceptionally clean with COVID-19 guidelines In mind. In addition, Joel has a designer‘s eye, so expect to be wowed by the landscaping and cottage details. The atmosphere was everything you’d want for tranquility and relaxation- think My Secret Garden with a koi pond. Lastly, the location was great. An easy car rider to any of the Hampton neighborhoods and Montauk. And don’t overlook the Mashomack Preserve on Shelter Island, the 6 mile easy hike was beautiful.. The Dockhouse seafood restaurant in Sag Harbor was excellent. Get the cod fish, it’s delicious. If we ever get back to Sag Harbor, we’ll be sure to stay with Joel.”

MATTITUCK,The North Fork's #1 Winery & Beach Town!
SUPERHOSTEntire apartment · 4 guests · 3 beds · 1 bath
MATTITUCK,The North Fork's #1 Winery & Beach Town!

The Brand New house with all new furnishing is located in the quaint town of Mattituck on Long Island's idyllic North Fork! Walk to a Private Long Island Sound Beach. Only minutes from the Historic Seaport Village of Greenport, Wineries and Farmstands!)

What guests are saying:

“Manny and Amal are wonderful hosts and their apartment has everything you could need for a relaxing vacation on the North Fork. Check in and check out were super easy and Manny is super fast to respond to any questions you have and a great resource for local recommendations. Located a very short drive from the beach, super convenient. Very quiet neighborhood and only a 5 minute drive from Love Lane and all the quaintness of Mattituck. Short drives to Jamesport, Southold and lots of popular wineries and farm stands. The apartment is even nicer than the pictures with none of the “surprises” you often find with some Airbnb rentals. Book with confidence on this one - worth the money for a super clean and well furnished apartment! Cell service is spotty in the area so be prepared to be ”off the grid” which is actually nice on vacation. Manny has WiFi so no issues when you’re at the apartment and a land line is available for your use. Thanks again for a great vacation!”

Holiday rentals for every style

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Popular amenities for Cutchogue holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Cutchogue

Stunning Wine Country Views!
SUPERHOSTEntire house
Stunning Wine Country Views!
Price:$960 AUD / night
Private studio apartment
SUPERHOSTPrivate room
Private studio apartment
Price:$127 AUD / night
Sag Harbor Cottage in historic district
SUPERHOSTEntire guesthouse
Sag Harbor Cottage in historic district
Price:$231 AUD / night
Romantic Luxury Suite on a Vineyard!
SUPERHOSTBarn
Romantic Luxury Suite on a Vineyard!
Price:$348 AUD / night
Romantic Cottage/Cozy/Wine/Beach/Beautiful
SUPERHOSTEntire guesthouse
Romantic Cottage/Cozy/Wine/Beach/Beautiful
Price:$310 AUD / night
Perfect North Fork Getaway for All Seasons
Entire house
Perfect North Fork Getaway for All Seasons
Price:$835 AUD / night
Nofo Bungalow-In The Heart of Greenport Village
SUPERHOSTEntire house
Nofo Bungalow-In The Heart of Greenport Village
Price:$754 AUD / night
Kirby Cottage in the heart of Wine Country
SUPERHOSTEntire cottage
Kirby Cottage in the heart of Wine Country
Price:$279 AUD / night
New Suffolk Beach House Tranquility Getaway
Entire house
New Suffolk Beach House Tranquility Getaway
Price:$314 AUD / night
Wonderful Private Spacious Pool House
SUPERHOSTEntire guesthouse
Wonderful Private Spacious Pool House
Price:$608 AUD / night
CHARMING OCEAN BUNGALOW
SUPERHOSTEntire guest suite
CHARMING OCEAN BUNGALOW
Price:$299 AUD / night
Relax on the North Fork in Orient!
Entire apartment
Relax on the North Fork in Orient!
Price:$119 AUD / night
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