The Cliffside Resort Condominiums

Came here with my husband and 3yr old. Check in was simple and our condo was so clean. From what I understand, each condo on the resort is individually owned but are all rented out by the same management company. So what your room looks like will be totally different then the condo next to you. I loved that the beach is located right behind the resort and it’s private. Walls are thin but there are quiet hours from 9pm-6am, so it worked out great for us. I was able to get an early check in (10am!) instead of the stated time, 5pm, which I felt was super late, especially with a young child. Our view of the LI Sound was spectacular from our room. Overall we had a great time and hope to be back next year.

Hello Everyone:
ANNOUNCEMENT: Cliffside Resort Unit B203 waterfront view has been completely renovated - Much to our surprise we are all about the view! So now we got to enjoy All new floors, the place got a new paint job, AND now has a electronic fireplace that has heat or the cooler months, or none if its warm and multi colors (grandson loved it as well as my mom) My husband loved all the new TV's - said the kids will love hooking up the tv's to their gaming consoles - and our Friends that stayed with us were WOW'ed!
We went looking for a place that had fun amanities to work remote for the 2 weeks we were looking to get away and we had NO ISSUES - ( Have had major issues elsewhere you know what i am speaking about - it can be a NIGHTMARE) Sooooo we stayed & had different friends come visit over the 2 weeks that we were there. Each of our guests were blown away with the view, the pool -its outdoor and HEATED - And then we found out it SALTWATER ( so good for your skin) -we had an amazing time to go and chill with our Yeti's (With a cocktail - sushhh its our secret!) that we enjoyed after a long day working. There is a lifeguard on duty. ANDDDD the FREE Mid-week extras were Amazing - Movie's on the lawn, Pizza truck night - (its unlimited and So good), & then there is a Bonus Taco night! Whatttt - they are included in your stay for FREEEEEE! Let's keep it our little secret!! go have fun. PS there is a great bagel store down the road, actually 2 both are good - -the restaurants in greenport are really good - -go out and explore - there is SO much to discover.

Myself and many family and friends stayed here for a nearby wedding during the month of September. We did pay extra for the upgraded views. Very glad we chose to do so. Absolutely spectacular views of the sound and beautiful sunsets. Rooms were all clean and nicely decorated. The only criticism I’d say was that the walls were thin enough that I could hear muffled voices from another unit. Wasn’t overly loud, but since the area is so quiet I guess sound travels easier.
I honestly wished I’d booked an extra night to truly enjoy the property and greenport. Would happily recommend cliffside condos and we look forward to staying here again.

Great place to really relax . View is so good . Nearby southhold fish market is wonderful and occasional barbecue on the lawn . All good. We will be back .

Great place to stay! Lots of activities

Stayed here in November for a family wedding nearby. Even though we couldn't enjoy the beach the view is absolutely breathtaking! We had a two bedroom and it was amazing with a little kitchen. It was decorated beautifully and roomy for us to get together and hangout with other family staying there! I would love to come in the summer and enjoy all this place has to offer!!

I can't understand any of the negative reviews. I was raised in the south shore but have recently become a north shore fan. This is probably the best beach I've seen on the north shore. The rooms at cliffside are very beautiful and super clean. Really nice atmosphere around the place, kept up beautifully, peaceful and serene. So very worth the money. This is our new getaway spot from now on and believe me I am going to tell everyone I know. I should have booked a longer stay but also can't wait to come back. Great job Cliffside!

Wonderful location. Clean modern condominiums. No ovens though! Be aware if you planned on baking. Only stove top with 2 burners. Also no freezer! Just a refrigerator. Beds, rooms, etc were great. Middle of May we stayed and it was so quiet. Get a room with an ocean view and patio.

Had a fabulous fews days here . Great for everyone, pool, beach and beautiful Adirondack chairs to watch the sunset 🌇 we got lucky with a pizza truck and a movie night. #makingmemories #stillsummer. We will surely be back!!

The accommodations were nice, location on the water was beautiful, and it was fairly close to downtown and wineries. The unit had 2 bedrooms and 2 bathrooms with a kitchenette area. Beds were comfortable, great space in the unit, nice outdoor pool. Would definitely stay here again.

This place is amazing we booked a night through groupon and due to weather we were unable to make it out we called them up and they were able to switch the night for us they were so friendly and great to deal with! The rooms were so cute and fun with a kitchenette and a porch with outside seating just so cool. And the view is breathtaking plus the electric fireplace made a nice evening by the TV

Great place to stay in Long Island wine country. We arrived just in time to see an amazing sunset from the condo. Unit was very clean and welcoming. Will definitely look to stay out here again. Short drive to cute downtown Greenport was a nice surprise.

Great view of the ocean (really the north shore sound with Connecticut across the water), very nice and well kept rooms, a small private beach is right behind the resort. There is also a pool. Wheelchair accessable rooms and bathrooms are available.

Over the last 10 years we have stayed there just about every year. It is in a great location, they are well-maintained and very comfortable. Perfect for two couples to have their own space.

2yrs in a row here...great place....awesome for kids ...they have a nice pool....on mondays and wednesdays they had food for people...the pizza and sliders were great

We got married at Duck Walk North Vineyard only a mile from here. All of our guests stayed here. What a beautiful place. The area and scenery is outstanding!!

Very clean and well maintained. Close to the city and lot to do around. Pool was fun and the kids had a great time. Everyone was nice.

Exceptional North Shore get away for a family. Sleeps 6 comfortably. The place is well maintained inside and out. Salt water pool and rocky "beaches" bring shoes.

Phenomenal, beautiful, grand! Just go to this place and you'll love it. Quiet, peaceful and relaxing. Right next to the beach so take a look

Stayed at nice quiet air b and b unit on the sound side. Beautiful sunsets. Close to Greenport and local eastern end activities including local breweries and wineries