
House holiday 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.

Secluded Farmhouse - Studio Apartment Style Unit
Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

Sunny & Serene Private Cottage near Downtown EH
Our lovely one-bedroom cottage sits on a quiet lane 3/4 of a mile from downtown East Hampton. The cottage is light and bright, with whitewashed walls, vaulted ceilings and skylights, lots of windows and beautiful minimalist décor. It's an incredibly peaceful place to wake up in the morning, with a gorgeous green yard right outside the many bedroom windows. Every bay and ocean beach around East Hampton is 5-10 minutes away and Nick and Toni's is less than a 10 minute walk.

Harbor Heights
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. You’ll 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!

The Cooper-Burke House
Many Main Street restaurants such as the American Hotel, Lulu's, Page 63, Wolffer Kitchen, Sen, Sag Pizza and Goldberg's, etc are a few minutes away. On Main Street one finds the Sag Harbor Cinema, The Bay Street Theater, Schiavoni's Market and Yoga Shanti. The house is a 12-minute walk to Haven's Beach. 1-minute around the corner from the house is Cavaniola's Wine, Cheese and Kitchen shops as well as the Sag Harbor Beverage store.

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.

Beach House in L.I. Wine Country
Time to wine down 🍷 and escape to the North Fork. The Navy House is a centrally located beach retreat just steps from Norman Klipp Marine Park (aka Gull Pond Beach) and minutes from Greenport’s historic village, vineyards, and waterfront dining.
Popular amenities for house rentals in Greenport West
House rentals with a pool

Corwin House

Joyful Beach House, viewing The Great South Bay

Private Oasis W/Stunning Vinyard and Pool Views

Private & Pristine with Pool and Kid’s Playard

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Peaceful Retreat in Immaculate Architect’s House

Stylish Getaway in Greenport

Amazing Home close to Everything -
Weekly house rentals

North Fork Waterfront Escape · Sunset Views

Greenport Getaway - North Fork Rental

Waterfront NoFo Cottage w/ public beach access

Charming Home in Village Center!

Greenport Grace: Private, Serene & Family Friendly

Greenport Village Relaxation

Enchanted Story Book Home

Old Lyme Farmhouse
Private house rentals

POOL + Beach Oasis! Winter deals 2+ nights!

Newly renovated farmhouse - steps to Village

Quaint Chalet w/Salt-heated Pool

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

Gorgeous home with saltwater pool. Steps to beach!

Stylish Beach Getaway: pool & walking location

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

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub
When is the best time to visit Greenport West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $540 SGD | $545 SGD | $545 SGD | $545 SGD | $683 SGD | $817 SGD | $833 SGD | $842 SGD | $705 SGD | $637 SGD | $641 SGD | $550 SGD |
| 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 holiday rentals
Explore 200 holiday rentals in Greenport West

Nightly prices starting at
Greenport West holiday rentals start at $103 SGD per night before taxes and fees

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

Family-friendly holiday rentals
180 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
190 of Greenport West holiday rentals include wifi 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 guests – averaging 4.9 out of 5!
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- Rentals with a hot tub Greenport West
- Rentals with beach access Greenport West
- Pet-friendly rentals Greenport West
- Rentals with a patio Greenport West
- Rentals with a firepit Greenport West
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- Rentals with a washing machine and dryer Greenport West
- Rentals with pools Greenport West
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- Rentals with a fireplace Greenport West
- Rentals with outdoor seating Greenport West
- Fitness-friendly rentals Greenport West
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- Family-friendly rentals Greenport West
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