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Charming 2 bedroom apartment in the heart of Greenport.
Beach
Charming 2 bedroom apartment in the heart of Greenport.
2.0 star property
10.0 out of 10, Exceptional, (3)
"Apartment was neat and clean! John and Kyra were awesome and we had a blast!!"
Charming 2 bedroom apartment in the heart of Greenport.
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Property grounds
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
9.8 out of 10, Exceptional, (59)
"Very nice, clean and convienent place to stay. Very comfortable."
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Convenient and cute in Downtown Old Saybrook
Property grounds
Convenient and cute in Downtown Old Saybrook
9.6 out of 10, Exceptional, (43)
"Wonderful!! Prefect get away for 2!! Everything you need."
Convenient and cute in Downtown Old Saybrook
Sag Harbor Suite by the Beach
1 bedroom, WiFi, bed sheets
Sag Harbor Suite by the Beach
8.8 out of 10, Excellent, (10)
"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."
Sag Harbor Suite by the Beach
Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.
Terrace/patio
Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.
10.0 out of 10, Exceptional, (147)
"Maritza and John were very friendly hosts and we even met their lovely dog Sara! Central location to Greenport. You have access to the top floor of the house where it is both homely and inviting. Would stay here again"
Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.
Hamptons Haven: Sunny 1-bedroom oasis with modern comforts near the bay!
Interior
Hamptons Haven: Sunny 1-bedroom oasis with modern comforts near the bay!
9.6 out of 10, Exceptional, (5)
"Great place great price nice people. This is an apartment in someone’s house, they were welcoming and helpful. Definitely would stay here again."
Hamptons Haven: Sunny 1-bedroom oasis with modern comforts near the bay!
Ocean Dunes at Amagansett
Lobby
Ocean Dunes at Amagansett
2.5 star property
8.6 out of 10, Excellent, (8)
"Ocean Dunes is a perfect place where the beach meets the village."
The price is HK$4,201
HK$4,911 total
includes taxes & fees
16 Oct - 17 Oct
Ocean Dunes at Amagansett
Harbor Heights
Property grounds
Harbor Heights
10.0 out of 10, Exceptional, (1)
"We had an absolutely wonderful stay in this apartment - it is cozily decorated, spotlessly clean, the kitchen is extremely well stocked (Keurig machine with K cups - for all the coffee fiends like us 😁 - plus anything else we needed), the hosts thoughtfully left lists of recommendations and sightseeing and food along with all the local papers, and the location is unbeatable - a short walk to Greenport town, the marina, and the beach. We were four adults and two kids and we slept comfortably...
Harbor Heights
MATTITUCK, Weekend Special Sept & Oct !
Fridge, microwave, oven, stovetop
MATTITUCK, Weekend Special Sept & Oct !
10.0 out of 10, Exceptional, (104)
"We meet Manny when we arrived at the property and he showed us around and gave us great tips on things to do and beaches to visit, his wife found out it was my wife's birthday and she made her a special dessert. It was a great time. "
MATTITUCK, Weekend Special Sept & Oct !
Charming Greenport Gem 1, 1 Mile to Ferry!
Exterior
Charming Greenport Gem 1, 1 Mile to Ferry!
10.0 out of 10, Exceptional, (13)
"The rental is very nice and as listed. The tenants downstairs do make a good bit of noise and there was a loud party next door on our first night. The property itself is very nice however we will not be back due to those 2 issues."
Charming Greenport Gem 1, 1 Mile to Ferry!
Bright Apartment - 1/2 Mi to Greenport Harbor!
Beach nearby
Bright Apartment - 1/2 Mi to Greenport Harbor!
10.0 out of 10, Exceptional, (74)
"Great place. Have stayed there before. Wonderful location and owner. Highly recommend!!!"
Bright Apartment - 1/2 Mi to Greenport Harbor!
Hamptons Apartment
Fridge, microwave, oven, stovetop
Hamptons Apartment
9.8 out of 10, Exceptional, (7)
"We had a great experience. The location was very convenient and the place was very comfortable and clean. The listing is exactly how it looked when we arrived. We will certainly stay again. "
Hamptons Apartment
Spacious Hamptons Apartment - Below Ground Level
Fridge, microwave, stovetop, coffee/tea maker
Spacious Hamptons Apartment - Below Ground Level
Spacious Hamptons Apartment - Below Ground Level
Charming Greenport Gem 1, 1 Mile to Ferry!
Exterior
Charming Greenport Gem 1, 1 Mile to Ferry!
3.0 star property
10.0 out of 10, Exceptional, (1)
"extra clean brand new rooms. bathroom door did lock by itself and the small hole on the plate outside did unlock it when depressed otherwise perfect. we had 2 under 3 kids and the way it was set up was safe and fun"
Charming Greenport Gem 1, 1 Mile to Ferry!
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Interior
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
3.0 star property
10.0 out of 10, Exceptional, (1)
"This was the perfect, in town place to stay for the two of us. Located on a quiet street of well-maintained homes, and with parking right outside, it was a short 1-1/2 block walk to all the shops, restaurants, ferry, docks, etc. The apt is small, but clean and tidy, sun-filled and air-conditioned. We loved staying here and will again in the future."
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Beautiful 2bedroom w Pool close to the beach and Southampton Village
Outdoor pool
Beautiful 2bedroom w Pool close to the beach and Southampton Village
9.6 out of 10, Exceptional, (5)
"We were 5 adult women and had a wonderful time. The 2 fire pits by the pool were wonderful and the owners were very attentive to our requests and needs, friendly too. Good location next to Shinnecock Bay Beach, walking distance. Would stay here again!"
Beautiful 2bedroom w Pool close to the beach and Southampton Village
Villa Bridgehampton Village
Fridge, microwave, stovetop, dishwasher
Villa Bridgehampton Village
3.5 star property
The price is HK$32,470
HK$46,797 total
includes taxes & fees
24 Sept - 25 Sept
Villa Bridgehampton Village
Walk to everything from this ideally located Westhampton Beach condo with...
Microwave, oven, stovetop, cookware/dishes/utensils
Walk to everything from this ideally located Westhampton Beach condo with...
5.4 out of 10, (3)
"I was really looking forward to staying here. Unfortunately I was surprised when we entered the listing to find, “pest repellant” plugs in more than one outlet, multiple traps set out in virtually every corner. The surfaces of the property like countertops, etc were clean. One thing I’ve never experienced before was that the property owners personal belongings were still in the property such as in the fridge and personal toiletries in the shower. Also, they require you to take the garbage out...
Walk to everything from this ideally located Westhampton Beach condo with...
Bright Apartment - 1/2 Mi to Greenport Harbor!
Interior
Bright Apartment - 1/2 Mi to Greenport Harbor!
3.0 star property
Bright Apartment - 1/2 Mi to Greenport Harbor!
Cozy studio apartment near beach
Beach
Cozy studio apartment near beach
Cozy studio apartment near beach
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See all available properties in Cutchogue
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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Other property types in Cutchogue

Cliffside Resort Condominiums
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (201)
"Beautiful condo Convienent Spacious Only issue check in 4 pm Checkout at 10 am "
The price is HK$2,430
HK$3,112 total
includes taxes & fees
22 Sept - 23 Sept
Cliffside Resort Condominiums
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
View from property
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
9.8 out of 10, Exceptional, (24)
"We booked late in summer and spent 2 nights on beach road when we should have stayed longer. Fantastic location, great neighborhood, clean and comfortable beach house, my wife and I very much enjoyed the house and the shore. Can’t wait to book again!"
The price is HK$4,521
HK$7,857 total
includes taxes & fees
13 Oct - 14 Oct
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Outdoor pool, a heated pool
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (158)
"Mark was very responsive. The kids loved the bouncy house and riding in the bike stroller. Lots of space, good location. Perfect for families."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
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.

Frequently asked questions

What's it like to stay at an apartment in Cutchogue?
You’ll find a lot of options for your stay in Cutchogue with 58 hotels and other lodging options. Though there aren’t many apartments, we can help you find similar accommodation. When you search on Expedia, you can filter by amenities such as a kitchen— just one of the conveniences you might find in an apartment. Even filter by similar properties such as condos, holiday homes or cottages.
Why should you consider an apartment over a traditional hotel room?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the best apartment for a stay in Cutchogue?
Listed below are some of the top apartments in the area: Sag Harbor Suite by the Beach: It’s located in Sag Harbor , 10.9 mi/17.5 km away. Quaint DT Greenport Apt - 2 Mi to Shelter Island!: It’s located in Greenport , 9.3 mi/15 km from Cutchogue. Includes a balcony .
What can I expect from the weather when I travel to Cutchogue?
Although weather is just one factor, it can really affect your travel plans, especially if you’re planning an extended stay in Cutchogue. The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Cutchogue is 1452 mm.
What should I see in Cutchogue?
While exploring the area, visit family-friendly sights like Railroad Museum of Long Island, or get outside and enjoy nature at Fisherman Beach. Other places in town to visit include Peconic Bay Winery and Bedell Cellars.
What's the best way to get to and around Cutchogue?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into East Hampton, NY (HTO), which is located 12.8 mi (20.7 km) away from the heart of the city. Otherwise, look for flights into Westhampton, NY (FOK-Francis S. Gabreski), which is 14.2 mi (22.9 km) away. If you’d like to explore around the area, you may want a rental car for your journey.