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Greenport West Vacation Rentals

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Vacation Rentals in Greenport West

Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, 185 reviews
"Had issue with check in. Nothing sent to phone as stated because of limited cell service in area. Had to go to office to get room and code. They have wrong room and had to go back for correct room. This was frustrating because it was after the check in time, which is later than most properties. The unit was fine, bare bones with decor etc. shower in one bathroom was leaking. I have stayed on property few times. This time was definitely less impressive."
The price is CA $446
CA $569 total
includes taxes & fees
Jul 18 - Jul 19
Cliffside Resort Condominiums
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, 192 reviews
"Staff is friendly "
The price is CA $582
CA $694 total
includes taxes & fees
Jul 21 - Jul 22
Driftwood Resort
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, 241 reviews
"Access to the beach. "
The price is CA $662
CA $785 total
includes taxes & fees
Jun 30 - Jul 1
Windward Shores Ocean Resort
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Location and views! Located directly on Shinnecock Bay!
9.0 out of 10, Wonderful, 14 reviews
"We enjoyed our stay at the cottage. It had an old, rustic cottage feel. It was perfect for what we needed and close to the beach. Everything was very clean and well taken care of."
Location and views! Located directly on Shinnecock Bay!
Gorgeous private Hamptons house with pool and volleyball court
7.8 out of 10, Good, 8 reviews
"This was perfect for me and my friends to stay for a couple of days! The property was gorgeous, neighbors were great, however there were definitely things that needed updates like the kitchenware, cabinets and bathrooms. But overall had an amazing time!"
Gorgeous private Hamptons house with pool and volleyball court
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, 86 reviews
"It was a cute cottage, nicely decorated. We were very comfortable. Each bedroom had a private bathroom which was very nice. It was close to downtown Southampton so that was great. The owner checked in and was very helpful. "
The price is CA $1,645
CA $2,191 total
includes taxes & fees
Jun 29 - Jun 30
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
"Salt 'n' Lyme" - Walk to everything !
9.2 out of 10, Wonderful, 21 reviews
"This cottage is so adorable and just a short walk to the beach and a local convenience store. This makes it easy to park the car and just walk to get coffee and such. We stayed in October so not much open this time of year, but we were in the area for a family wedding so not much time to hang out anyway. This was the first time I've rented on Vrbo, so I wasn't sure what to expect as have read a lot about obnoxious owners with tons of rules, but Brett is super-chill with only a couple of things...
"Salt 'n' Lyme" - Walk to everything !
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
10.0 out of 10, Exceptional, 12 reviews
"Incredible property, incredible people to work with! We this is our second year in a row renting this house for a holiday weekend, and we look forward to renting every year forward! The house itself is stunning, clean and full of activities from the pool, to the tennis court, to the movie room. Rebecca and Shaun are truly a pleasure, and reply immediately to any questions, requests or needs. They even left us a welcome present for returning this year! Thank you for allowing us to have an annual...
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, 26 reviews
"What a special property that is so wonderfully serene and cozy. The home itself has a great layout and and truly brought a relaxed feeling to my family. The pool and outside area is idyllic - while we were there the entire back of the house was covered with roses. We cooked and found everything we needed in the kitchen and used the outdoor dining space and felt like we were miles and miles away from the city. Communication with the host was great. I would stay here again definitely."
Beautiful Family Home Nestled In The Heart Of Sagaponack
Summer getaway
9.6 out of 10, Exceptional, 5 reviews
"We had a great stay at the house! It was much larger than we even expected and came outfitted with everything you could need for a weekend away in July. Our host was super communicative and flexible. The pool is perfect and the location is ideal for a comprehensive weekend away in the Hamptons. We will be back- thank you again!"
Summer getaway
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
9.8 out of 10, Exceptional, 38 reviews
"Great place. Cozy cottage!"
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
Patchogue River Retreat, 8 minute walk to West Beach
10.0 out of 10, Exceptional, 6 reviews
"House was very nice. Location is great. Easy walk to beach and convenient to Westbrook center."
Patchogue River Retreat, 8 minute walk to West Beach
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
9.0 out of 10, Wonderful, 69 reviews
"We very much enjoyed our stay and the host had everything prepared for us. The check in/out process was very easy as well!"
The price is CA $512
CA $989 total
includes taxes & fees
Jul 14 - Jul 15
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, 53 reviews
"Beautiful Sag Harbor home"
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
10.0 out of 10, Exceptional, 4 reviews
The price is CA $5,288
CA $6,163 total
includes taxes & fees
Jul 25 - Jul 26
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
9.4 out of 10, Exceptional, 60 reviews
"The house was simply wonderful. It was clean and very roomy. There are many rooms in this house. The yard is to die for. We were so happy that we chose this place. The owner is wonderful and she was very easy to work with."
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, 18 reviews
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, 74 reviews
"From the minute I stepped on the property and then went inside, I fell in Love! So tranquil and peaceful, yet you can drive 10 minutes into the heart of it all and experience the reasons East Hampton’s is well known for, and then some! I have never been to a vacation home where I didn’t have to scrub down, clean and or have to pack everything I needed because it was ALL there. The attention to every detail .. I thank Rick for that and he was exceptionally responsive! ( this is my first booking...
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Recently renovated private 2.1 acre gated home with heated pool and tennis court
10.0 out of 10, Exceptional, 14 reviews
"Great for a large group!"
Recently renovated private 2.1 acre gated home with heated pool and tennis court
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, 8 reviews
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
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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.

Other types of properties in Greenport West you may be interested in

Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, 185 reviews
"Had issue with check in. Nothing sent to phone as stated because of limited cell service in area. Had to go to office to get room and code. They have wrong room and had to go back for correct room. This was frustrating because it was after the check in time, which is later than most properties. The unit was fine, bare bones with decor etc. shower in one bathroom was leaking. I have stayed on property few times. This time was definitely less impressive."
The price is CA $446
CA $569 total
includes taxes & fees
Jul 18 - Jul 19
Cliffside Resort Condominiums
Silver Sands
2.5 star property
9.6 out of 10, Exceptional, 51 reviews
"We had a lovely stay. "
Silver Sands
Pier Blue Inn Old Saybrook - Essex
2.0 star property
7.8 out of 10, Good, 804 reviews
"Very nice hotel and service "
The price is CA $108
CA $125 total
includes taxes & fees
Jun 30 - Jul 1
Pier Blue Inn Old Saybrook - Essex
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.

Everything you need to know about Greenport West vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenport West vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenport West vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greenport West vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenport West. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenport West vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenport West vacation rentals we have selected for you start as low as CA $446 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenport West rentals

At Expedia, we put the best Greenport West vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Greenport West rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenport West vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenport West. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in Greenport West?

Yes, we have vacation rentals in Greenport West near Norman E. Klipp Marine Park, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Greenport West?

Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool: Visitors like this Greenport West vacation home rental. It offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Greenport West?

Expedia has 53 vacation rentals for your stay in Greenport West.

What’s there to see and do in Greenport West?

Family-friendly attractions include Norman E. Klipp Marine Park, whereas 67 Steps Beach is a spot to enjoy the outdoors. Other places in town to visit include Kontokosta Winery and Safe Harbor Stirling.

What are vacation rentals like in Greenport West?

Vacation rentals are private properties you can stay in for several days or longer in Greenport West. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.

Recent reviews of Greenport West properties
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