
Apartment vacation rentals in Greenport
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Top-rated apartment rentals in Greenport
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Greenport apartment rentals
Weekly apartment rentals

1 Bedroom Apartment with Kitchen & Full Bath
I really liked the place

All Private Bright Spacious Close to All
The place was very clean and very quiet. Great location right between NYC and eastern Long Island. Very easy to find and very reasonably priced. The host was easy to communicate with and very welcoming and polite. My wife, kids and myself had a great weekend and would definitely stay again.

DTWN | Yale | Wooster Square | Laundry | Parking
Fantastic stay! The hosts were super responsive and the place was perfectly clean. The location is fantastic for enjoying New Haven.

W1 Elegant, eclectic, spacious apartment
We had such a nice stay at Brian’s! The place was very large and comfortable. Brian was very responsive and helpful multiple times. The area was nice and we always felt safe. I would definitely recommend Brian and this location!

Perfection! 2 Bedroom Apt. Friends or Family!
Had a great stay, very clean and peaceful apartment, host was super responsive. Would definitely stay again!

Brand New Modern Spacious Apartment
Joanne greeted us when we arrived - wanted to make sure we were comfortable. She encouraged us to contact her with any questions. The apartment was clean, well equipped and spacious. We are native Long Islanders and this location was central to the family and friends we were visiting.

Sperry House one bedroom private apartment
I had the pleasure of staying at Rosaria’s apartment for two months, and it was an amazing experience. The place was spotless, well-equipped, and had everything I needed for a comfortable stay. Rosaria herself was incredibly kind and helpful, always making sure everything was perfect. I highly recommend staying here to anyone looking for a great place. Thank you, Rosaria!

Bright Downtown New Haven Escape
Great apartment. Super beautiful location with lots to do and places to eat just a foot out the door. We had an issue with the toilet during our stay, and our host was quick to resolve it! The maintenance man was there within an hour. Overall we really enjoyed the stay and comfy beds. Only caveat, it is on the second floor after you go up the initial half flight of stairs. So it’s really like almost three floors up. But once you’re in it’s beautiful and super cozy.
Private apartment rentals

One Bedroom Apt in Cherry Grove
Really impressed with the attentiveness of the staff. My only callout is expect to be surrounded by other guests, especially at the communal spaces outside – table, grill, etc. We overlapped with two different friend groups staying in a few of the properties, but everyone was really respectful and quiet. Just close quarters!

Private Apartment. Close to main st!
Perfect place for our little family to stay while we visited my brother’s family. Easy to find, we were greeted by the host and even had some treats waiting inside. We had to cut our trip short due to my son getting sick, but would definitely stay here again.

Modern Cozy Hampton's Apartment
Deborah's place was fantastic. It was a last-minute booking; she was very responsive and an excellent host. I'll give it five stars and recommend it to everyone.

Urban Garden Suite
This apartment is beautiful decorated, comfortable, and exactly as pictured! It is such a cozy spot to rest and relax, with everything you could ask for, when not out exploring New Haven and surrounding areas. The neighborhood is quiet and peaceful with Edgewood Park within walking distance. There is a wide variety of coffee shops & food options as well as only being a few minutes away from Yale and many cultural experiences. We really enjoyed our weekend before traveling on to Hartford for our daughter’s choral performance. Thank you so much to Barbara, Patty & Jonah for providing such a wonderful home away from home!

Elegant Apartment
This is my 3rd stay here. I sometimes come on my own to visit my daughter at Yamaha and I pay extra per night to stay at this comfy relaxing spot so I feel at home. I have private parking, easy entry, close to downtown Yale shopping and minutes from raved Whooster Villlage. Don’t be hesitate because it is on the corner of the busy street, it allows for spreading out of family and each bedroom with own bathroom/TV sitting area. The upstairs room can get warm but use the AC unit in room and it is cool in no time! This will be my home away from home for my daughter’s next 3 years at UNH. My only suggestion is the main floor bedroom does not have King size bed but the room Itself is gorgeous! Enjoy and highly recommend this spot!

Cozy 2 Bedroom Suite
Kettly and Peter's place is clean, peaceful, and private -- the suite has a separate outer staircase and entrance. We enjoyed being able to come and go without disrupting the owners. Kettly and Peter were gracious to receive our two Amazon packages during our stay. We highly recommend their place for its location. It was close to the village of Wading River, the local beach, and several historical sites. Several wonderful restaurant options were a short drive away. Wildwood State Park is within 15 minutes by car and well worth a visit; likewise for the North Fork communities located farther East on the Island. BTW, the Fall scenery and local wildlife (i.e., wild turkey, white-tail deer, and pheasant) were abundant and delightfully unexpected. We highly recommend Kettly and Peter's place as a comfortable base -- Thanks, Kettly and Peter! We'll book again on our next trip to LI!

Montauk- Cute, Private 1 Bedroom Apartment
Thank you Jaime for a wonderful, last minute getaway to Montauk. Your apartment was perfect for us & in a great location. We will definitely be back!

Southampton Village Duplex
Great stay! Cozy, had everything we needed! Maria and Jack's place is a great option if you're coming to visit the Hamptons for a weekend.
Apartment rentals with a hot tub

Updated 4 Bed, 1 Bedroom Waterfront Condo
We had an amazing stay! Beautiful condo the decor is spotless & the outdoor deck is a huge bonus. Watching the sunset or having coffee in the morning really lade the stay even more relaxing. I cant wait to go back. :)

Luxury Penthouse Minutes to Yale
Great location. Easy check in and out.

Cherry Grove, Fire Island Cottage with Hot tub
I looooove this spot. It’s my second time staying, but the first time as the person booking the Airbnb, and it was exactly the same as last year. So well-maintained, with a gorgeous private back yard and perfectly hot hot tub! Just a 7-8 minute walk to the Ferry, 2 minute walk to the beach, and a 20 minute walk to the middle of the Pines. The couch in the living room pulls out into a bed, which was perfect for rainy-day movie time! Verrrry cold AC, soft comfy beds, and extra sheets. Also love the outdoor shower that gets hot incredibly quickly. We had an issue with a broken appliance and the hosts responded to our message within literally a minute. So lovely to chat with, so helpful and friendly! I hope I get the chance to stay a third time!

Cherry Grove, Fire Island. Large deck & hot tub
I have stayed at Firefly multiple times and always come back for the same reasons: the home is cozy, clean, great location, all the supplies and amenities you need in a special community. The hosts are responsive and easy to coordinate with. I love this charming beach home.

Private w/Hot tub Fire Pit Coffee Bar
Deborah’s place was very comfortable and super clean! It was close to Southampton town (10 min drive) and Deborah offered lots of local restaurant recommendations that were all delicious. The location was quiet and although the hot tub and pool are attached to the main house we felt vey comfortable utilizing them and even had the tiki torches lit for us at night which was fun. The space was roomy and the beds were comfortable. The kitchen had all of the necessities we needed. Would love to come back again during the summer and stay again!

Two Bedroom Beach Vacation Home
We had a great stay! The location is perfect and quiet. House was way better than what we expected. This place is a true heaven! Highly recommended!

LOVELY STUDIO APT W/ PRIVATE ENTRANCE & PATIO
Thank you for a wonderful stay.

Designer poolhouse in the Pines
I had the best time I’ve ever had at Fire Island Pines, thanks to Alan and Ethan and their beautiful home. We loved the Poolhouse - it was incredibly comfortable, well-looked after, had beautiful amenities, and had the flexibility of being both a place to gather and a place of rest and privacy. Great kitchen and bathroom, comfortable bedroom. Alan and Ethan were welcoming, generous and charming hosts, who made us feel very special and part of the family. I can’t wait to go back!
Quick stats about apartment rentals in Greenport
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ551 before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Giants Neck Beach
- Seaside Beach
- Blue Shutters Beach
- TPC River Highlands
- Clinton Town Beach
- Jennings Beach
- Amagansett Beach
- Shennecossett Beach
- Sunken Meadow State Park
- Anchor Beach
- Attawan Beach