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House holiday rentals in Greenport West

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Popular amenities for Greenport West house rentals

House rentals with a pool

Top Guest favourite
Home in North Fork
4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars1 month ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Guest favourite
Home in East Hampton
4.91 out of 5 average rating, 113 reviews

Private & Pristine with Pool and Kid’s Playard

BridgetRating, 5 stars2 weeks ago
Marta could not have been more accommodating! She was responsive and provided everything we needed. She even went the extra mile and insta cart-ed garbage bags and paper towels when we ran out. She could not have been a kinder host! We had the best weekend and would HIGHLY recommend staying at Marta’s place! We will definitely be back!
Superhost
Home in Hampton Bays
4.94 out of 5 average rating, 131 reviews

Peaceful Retreat in Immaculate Architect’s House

JessikahRating, 5 stars1 month ago
Michael’s place was amazing, means a few friends stayed this weekend for my birthday. He was always willing to help and very accommodating! The house itself is so beautiful and had everything we needed! It was our first time in The Hamptons and he gave us tons of recommendations!
Superhost
Home in East Hampton
4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

MariaRating, 5 stars1 month ago
Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.
Guest favourite
Home in Hampton Bays
4.96 out of 5 average rating, 107 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

RolandaRating, 5 stars2 weeks ago
Our hosts were amazing. They responded quickly. They were very welcoming to us and provided easy-to-follow instructions. The location was great and the house was lovely. I would definitely stay here again.
Superhost
Home in East Hampton
4.84 out of 5 average rating, 100 reviews

East Hampton Oasis - Pool and Hot Tub

MaryRating, 5 stars2 weeks ago
We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!
Guest favourite
Home in Manorville
4.98 out of 5 average rating, 255 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

SolomonRating, 5 stars1 month ago
This Home was Amazing!! Anastasia is Phenomenal, I could see why they are Super Hosts. Their home is Beautiful and very clean. It’s filled with amenities! all that are in the description. So much so we didn’t even get a chance to take advantage of them all. We were only there for two days. Next time it’ll be much longer. I love this place!
Top Guest favourite
Home in North Fork
5 out of 5 average rating, 14 reviews

Long Island home w/ large pool

WilliamRating, 5 stars6 days ago
Nice private quiet location but close to beaches and main street shops and restaurants. Convenient to visit many local vineyards within 15 - 20 minutes. Home is comfortable and nice set up.

Weekly house rentals

Guest favourite
Home in North Fork
5 out of 5 average rating, 36 reviews

North Fork paradise between beaches and vineyards

BarrettRating, 5 starstoday
Spent a long weekend here with one other couple and had an amazing first trip to the North Fork. Karine's home was beautiful and close to everything we wanted to see, and her recommendations were excellent and super helpful! I hope to come back soon and would absolutely recommend this place to others. Thank you Karine!
Top Guest favourite
Home in North Fork
5 out of 5 average rating, 32 reviews

Private Waterfront Access + Hot Tub + Scenic Yard

KathrynRating, 5 stars2 weeks ago
We had a fabulous stay at this adorable cottage. It had everything we needed and more. Great spaces indoors and out to hang out, walkable to one of our favorite wineries, other wineries & restaurants close by. Appreciated having a tandem kayak to use & explore Goose Creek. Enjoyed watching birds, including Baltimore oriole parents in a nest in the backyard. Would return again. Thank you!
Guest favourite
Home in North Fork
4.93 out of 5 average rating, 27 reviews

Charming Home in Village Center!

BreanneRating, 5 stars2 weeks ago
Had a great stay at Venetia’s. The house is located within easy walking distance to the water and downtown. The street is surprisingly busy but we still enjoyed the screened-in front porch. If you have a dog, the backyard is large and would be great. The kitchen is fully stocked and has everything you’d need. We enjoyed our stay and the easy check-out was much appreciated.
Guest favourite
Home in North Fork
5 out of 5 average rating, 64 reviews

The Big Easy... A gentle, slow and easy going stay

CaitlinRating, 5 stars2 months ago
Dave was an amazing host. Incredibly responsive, everything was clearly communicated, and very helpful. The house was perfect for our family--great location near the beach with shops/restaurants nearby. Highly recommend!
Superhost
Home in North Fork
4.73 out of 5 average rating, 22 reviews

Greenport Beauty 3bdr 2 bath

BrianRating, 5 stars4 months ago
House was perfect for our quick And easy family get away. Would certainly Stay again and recommend
Guest favourite
Home in North Fork
4.87 out of 5 average rating, 23 reviews

The Sandy Shack - Coastal Escape

ElizabethRating, 5 stars2 months ago
As a native long islander I enjoy finding great properties I can bring my family to to take advantage of all long island has to offer. This was the DREAMIEST beach bungalow!! The bedroom with the two beds was just my favorite room especially since we visited off season. You cannot beat this location. I can't wait to book again during high season! Thanks for sharing your home with us !!
Guest favourite
Home in North Fork
4.94 out of 5 average rating, 65 reviews

Greenport Village-sunny 3 bedroom/3 full baths

BriannaRating, 5 stars3 weeks ago
We had a lovely stay at this home in Greenport! The location was perfect—close to everything we wanted to explore—and the decor was charming and thoughtfully done. The house was clean, well-kept, and the beds were very comfortable, which made for restful nights after busy days out. We didn’t spend much time in the house since we were out and about, but it had everything we needed. Overall, it was a great home base for our trip!
Guest favourite
Home in North Fork
4.91 out of 5 average rating, 11 reviews

East end home away from home

NeelamRating, 5 stars3 weeks ago
we loved this place! Beach was so close walkable, the house was perfect for our stay. Host is super responsive. House had all the amenities we needed, beautifully tastefully decorated. We loved our stay

Private house rentals

Guest favourite
Home in North Fork
5 out of 5 average rating, 10 reviews

Sunset Ranch

Brian ReginaldRating, 5 stars8 months ago
Loved Kenneth’s house. Perfect for my wife & I to get away and explore the north fork for a weekend. Great location Private house Clean Comfy Walkable to Kenneys beautiful beach sunset Drivable/uberable to key winery or Greenport locations if needed Exactly what we were looking for as a mini couples getaway Would highly recommend; likely a returning customer Kenneth was responsive and pleasant with clear instruction 5 stars!
Guest favourite
Home in Branford
4.97 out of 5 average rating, 36 reviews

Adorable Beach House on LI Sound

LisaRating, 5 stars2 days ago
There’s so much to love about this charming open plan beach cottage! We especially enjoyed the water views, hearing the birds, and eating on the breezy porch. It was sparkling clean and stocked with everything you’d need, from comfortable beds and towels to many thoughtful essentials like hand and dish soaps, tea and coffee pods, paper towels/toilet paper, and shampoo/conditioner. Eileen is a gracious and responsive host — she was particularly understanding when we had to reschedule our visit. Thank you for a wonderful stay, Eileen, and we hope to return!
Guest favourite
Home in Sag Harbor
4.95 out of 5 average rating, 20 reviews

Beach Cottage | Steps to Water | Firepit

EleanorRating, 5 stars1 month ago
Anne Marie’s cottage was exactly as described right along w/the peaceful surroundings, lovely views of the water and close proximity to beach and town. She gave us recommendations for local gems, and we thoroughly enjoyed our time. We will certainly try to get back again. Cheers to the host 🥂
Guest favourite
Home in Clinton
4.89 out of 5 average rating, 18 reviews

Boulder Lake House Retreat

AmandaRating, 5 stars1 week ago
Great stay! Although it was a rainy weekend, we had a great weekend!! There were close restaurants and coffee shops and the house itself was perfect. Great aesthetic to the home, very cozy and relaxing.
Top Guest favourite
Home in North Fork
5 out of 5 average rating, 11 reviews

Private Waterfront home with Dock!

MeganRating, 5 stars7 months ago
We had a lovely fall weekend stay at Paul’s place. The house and the water views are just as pictured. Convenient location allowed us a good home base to explore the north fork wine trail and local businesses. We did have one small plumbing issue during our stay however Paul was extremely responsive to ensure it did not affect our stay at all. It was a nice experience having such a responsive host. Overall our friend group had a great time and would return again.
Top Guest favourite
Home in Sag Harbor
5 out of 5 average rating, 17 reviews

Sag Harbor Village Waterfront

PeterRating, 5 stars1 month ago
This is a very clean and comfortable house with good quality linen and towels. There is minimal clutter and the place is well furnished with everything you need in the kitchen. The house gives off very good vibes. The view from the French windows across the deck to the little bay is exquisite. All in all, highly recommended.
Guest favourite
Home in Shelter Island
4.88 out of 5 average rating, 26 reviews

Newly Renovated w/ Pool, Hot tub & Fireplace

JonahRating, 5 stars2 weeks ago
This spot was a great find. Hadn't been to Shelter Island before. I found the location super convenient. Literally every place I went was 5 mins on GPS from her house. She was very clear about everything, responsive to emails, and everything was as described, however the pictures don't do it justice. Beautiful home and pool, people came to clean the pool early one morning during the stay and were not disruptive at all. There were beach chairs, umbrellas, pool floaties, games, netflix, literally everything you could want or need. Loved our stay!
Guest favourite
Home in North Fork
4.92 out of 5 average rating, 88 reviews

Modern farmhouse w/ pool, beach, horses and winery

XiuRating, 5 stars2 weeks ago
I had a wonderful stay! The place was exactly as described—clean, cozy, and well-equipped. The host was friendly and responsive, making check-in and check-out super easy. The neighborhood was quiet and convenient, perfect for relaxing after a day out. I would definitely stay here again and highly recommend it to anyone visiting the area!

Quick stats about house rentals in Greenport West

  • Total rentals

    190 properties

  • Nightly prices starting at

    $186 AUD before taxes and fees

  • Total number of reviews

    7.3K reviews

  • Family-friendly rentals

    170 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    50 properties have a pool

Destinations to explore