
House vacation rentals in Greenport West
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Top-rated house rentals in Greenport West
Guests agree: these houses are highly rated for location, cleanliness, and more.

The Greenport Townhouse - Amazing Location & Large Backyard
The house is located on a .35 acre lot with plenty of outdoor dining space and a huge grass area with a firepit & hammock. There are 2 floors. The first floor has an open floor plan with a connecting kitchen, dining room, and living room. The kitchen is well equipped with a dish washer, electric stove/oven, refrigerator, and coffee bar. There is also a bedroom on the 1st floor with 2 full-sized beds. The 2nd floor has 3 bedrooms and a loft/den area. The three bedrooms on this floor have 1 queen bed+futon, 2 full-sized beds, and 2 twin beds (which can be made together to form a king upon request), respectively. All rooms have AC. There are 2 full bathrooms (1 on each floor) and a washer/dryer. Guests have access to the entire house and backyard area. We respect your privacy, but we are accessible if you have questions or need anything throughout your stay. Greenport was voted one of the prettiest towns in America by Forbes magazine. It has a vibrant and relaxing culture, offering access to beaches, wine tasting, and wonderful restaurants. The Shelter Island Ferry and Hampton Jitney stops are nearby. We are just a few short blocks from the Hampton Jitney stop, the LIRR station, and the Shelter Island Ferry. No car necessary - you can walk wherever you need!

Cozy Farmhouse Retreat in North Fork, NY
A 1905 farmhouse with modern touches, Arthur's Vineyard is a cozy 3-bed, 2-bath home in walking distance of Greenport village's beaches, marina, restaurants and boutiques. An open plan living area, breezy decor and a large landscaped backyard for spending relaxed summer days and nights with your family and friends, including the 4-legged ones. Walk to the train station/jitney or take a short drive to the wineries & farm stands of the North Fork. Recent updates: central heat/AC & new bathrooms.

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool
Situated on a half-acre of land, this classic shingle cottage with brand new designer interiors offers the ideal Hamptons getaway. Located in the picturesque village of Sag Harbor, less than a mile from town, bay beaches. 10 minute drive to Wolffer & ocean beaches. 3 bedrooms, 2 modern bathrooms and heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking ā no exceptions!

The Sandpiper
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. Youāll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Designer's Dream - Charming Boathouse
An architect's and interior decorator's dream home! This home is a historic boathouse built in the late 1890's with modern updates. In the middle of Greenport Village - walking distance to train station, Jitney stop, and Shelter Island Ferry as well as the best North Fork restaurants, vineyards, bars, and beaches. Two bedroom home with ground floor fireplace, outdoor shower (not enclosed), and beautifully landscaped outside patio w/grilling & dining areas.

The Greenport Bungalow
Sweet Modern Bungalow Walking Distance to Town Located in the historic town of Greenport Village - 8 min walk to the beach, center of town, Shelter Island Ferry and LIRR... A newly built sun filled 3 bedroom house with all the amenities you would need when renting a home. Enjoy the large and fenced in back yard after a fun day in this historic Long Island fishing village. Great restaurants, and even better locally produced wine and beer!

Cheerful East Hampton home with Pool
Situated off of a quiet lane on one and a half-acres of land, this amazing residence offers a peaceful and quiet Hamptons getaway. The home consists of 4 wonderful bedrooms, 3.5 modern bathrooms, a heated pool & mature landscaping. Additionally, please read my disclosures and "rules". Not a party house. No Events, parties & No smoking will be permitted. The house is beautiful, tranquil and very comfortable. THANK YOU!

1830 Historic garden wing - walk to it all
This historic Captain's house is located in the heart of beautiful Greenport Village. It dates back to 1830 and has been beautifully renovated preserving its historic detail. It has a huge garden with mature trees, plants and a wonderful gazebo. Once you step outside, you can walk to all the restaurants, bars, shops, the water as well as the Hampton Jitney and the LIRR. It's an ideal yet very quaint location.

Greenport Village walking distance to all
Large spacious home in the heart of wine country. Roomy den for relaxing after the wineries. Screened in patio for al fresco dining and enjoying the spacious yard. Hot tub operational year round! Strong, fast wifi with multiple extenders. Message me with any questions or for special offers on 4/5 day stays or midweek 2/3 night specials.

Nofo Bungalow-In The Heart of Greenport Village
This historic Greenport home has been completely renovated . The Bungalow is in the heart of Greenport Village on a quiet dead end. The home includes 1500 square feet of open concept living, two bedrooms, and two full baths. The downstairs bedroom features a queen and upstairs bedroom four twins.

4 BD w/ Heated Pool in E Hampton, Fully Furnished
Rent a beautiful and spacious 4 bedroom/3 bathroom property in East Hampton with a heated swimming pool in the backyard. This three level house with large kitchen, central A/C, BBQ in the backyard, and a garage is the perfect place to entertain guests or to relax and escape in East Hampton.

Adorable Beach Cottage - Private Beach Association
Enjoy New England's coastline while you stay in this sparkling condition, fully updated home with coastal decor in a private beach community. Ā This home is perfectly located for exploring the coastline or sunbathing at the beautiful, Ā private sandy beach.
Popular amenities for Greenport West house rentals
House rentals with a pool

Private & Pristine with Pool and Kidās Playard

Modern East Hampton Home w/ Heated Saltwater Pool

Stylish+Cozy Hamptons Winter Getaway-5min to Beach

Private oasis~1 block to water, 5 mins to Main St.

Stunning Farmhouse in NoFo I Heated Pool, Wineries

Southampton Charmer, 5 bedrooms w pool - Location

Secluded Farmhouse - Studio Apartment Style Unit

Explore the Water & Woods at a Relaxing Retreat
Weekly house rentals

Sunny Harbor Suite

Greenport Grace: Private, Serene & Family Friendly

Casa Greenport

Perfect Beach Home in Sag Harbor

Stylish Getaway in Greenport

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Greenport Village-sunny 3 bedroom/3 full baths

Le Petit Cottage, Southold, NY
Private house rentals

POOL + Beach Oasis! Winter deals 2+ nights!

Modern Farmhouse Oasis in GP Village

Charming Home in Village Center!

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

Historic East Hampton Home - Private Beach Access

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub

Delightful Sag Harbor Home w Pool

Contemporary East Hampton 4 Bedroom, Pool
When is the best time to visit Greenport West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$87,941 GYD | G$88,777 GYD | G$88,777 GYD | G$88,777 GYD | G$111,336 GYD | G$133,061 GYD | G$135,776 GYD | G$137,238 GYD | G$114,887 GYD | G$103,817 GYD | G$104,443 GYD | G$89,612 GYD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about house rentals in Greenport West

Total vacation rentals
Explore 200 vacation rentals in Greenport West

Nightly prices starting at
Greenport West vacation rentals start at G$16,711Ā GYD per night before taxes and fees

Verified guest reviews
Over 8,330 verified reviews to help you choose

Family-friendly vacation rentals
180 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
190 of Greenport West vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Greenport West rentals

4.9 Average rating
Greenport West stays are highly rated by guestsāaveraging 4.9 out of 5!
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