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House vacation rentals in Greenport West

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Top-rated house rentals in Greenport West

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Home in Greenport

4.83 out of 5 average rating, 190 reviews

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!

Apr 7 – 14

ﺩ.ﺇ1,915 per night

Home in Greenport

4.92 out of 5 average rating, 121 reviews

Beautiful Cottage Home W/ Beach & Dock Access

Beautiful, spacious beach side home situated within a block of a private beach. This cozy home is walking distance to Kontokosta Winery, Island's End Golf & Country Club, Lavender By the Bay and a five minute drive to the Village of Greenport. Replete with natural light and an open backyard perfect for outdoor dining and barbecues, this home is perfect for your stay in Greenport. Netflix/Hulu/Disney+ / ESPN+ / HBO MAX. Please note, 4 Bikes/1 Paddle Board/1 Kayak & Life Jackets provided May-Sept.

Sep 22 – 29

ﺩ.ﺇ3,213 per night

Home in Greenport

4.98 out of 5 average rating, 85 reviews

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, and recently & lovingly fully renovated and restored. 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.

Mar 16 – 23

ﺩ.ﺇ1,586 per night

Home in Greenport

4.94 out of 5 average rating, 136 reviews

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).

Jan 13 – 20

ﺩ.ﺇ288 per night

Home in Greenport

4.97 out of 5 average rating, 223 reviews

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!

Jun 9 – 14

ﺩ.ﺇ1,669 per night

Home in Shelter Island

4.89 out of 5 average rating, 106 reviews

Hay Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Monday-Thursday stays February through June no cleaning fees!!!

Mar 20 – 27

ﺩ.ﺇ3,043 per night

Home in Greenport

5.0 out of 5 average rating, 30 reviews

Historic Stunner in Heart of Village

Enjoy this centrally-located historic home restored w/ modern conveniences. 1st FL includes sunny living room w/ comfortable seating and smart TV; full eat-in modern kitchen; mudroom and powder room. 2nd FL has two spacious bdrms each with full ensuite bathrooms. Short walk to LIRR, Shelter Island Ferry and Jitney stop, steps from vibrant Front and Main Street shops, restaurants and beach.

Jan 23 – 30

ﺩ.ﺇ2,045 per night

Home in Sag Harbor

4.97 out of 5 average rating, 260 reviews

Sag Harbor Cottage, Walk to the Beach!

Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.

Sep 26 – Oct 3

ﺩ.ﺇ2,166 per night

Home in Greenport

4.96 out of 5 average rating, 28 reviews

Walk to town, Greenport Village - Harbor Views

Located in the historic district of Greenport Village - Walk to Town- this unique 1st floor apartment has it all. Relax on the porch with a glass of wine or a cup of coffee, and enjoy beautiful marina views and people watching. This Victorian Farmhouse has been fully renovated with all modern amenities. Gorgeous chefs kitchen, central air and a private 3 car driveway!

Dec 15 – 22

ﺩ.ﺇ2,228 per night

Home in Greenport

4.98 out of 5 average rating, 145 reviews

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.

Nov 27 – Dec 4

ﺩ.ﺇ3,117 per night

Home in Old Lyme

4.96 out of 5 average rating, 128 reviews

Modern Farmhouse with Hot Tub in Old Lyme, CT

Originally built in 1856 this farmhouse has been lovingly restored with stylish and modern amenities for a perfect vacation getaway. Nestled in the heart of downtown, historic Old Lyme the property is convenient to shops, restaurants and local shoreline activities including water sports and hiking.

Jan 26 – Feb 2

ﺩ.ﺇ1,454 per night

Home in Greenport

4.98 out of 5 average rating, 165 reviews

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.

Sep 4 – 11

ﺩ.ﺇ2,102 per night

Vacation rentals for every style

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Popular amenities for Greenport West house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Sag Harbor

4.94 out of 5 average rating, 102 reviews

Sag Harbor Village Cottage with Pool

Jun 11 – 18

ﺩ.ﺇ3,768 per night

Home in East Hampton

4.97 out of 5 average rating, 116 reviews

Explore the Water & Woods at a Relaxing Retreat

Oct 15 – 22

ﺩ.ﺇ3,349 per night

Home in Cutchogue

4.87 out of 5 average rating, 116 reviews

The Perfect North Fork Escape

Oct 16 – 23

ﺩ.ﺇ2,112 per night

Home in Sag Harbor

4.85 out of 5 average rating, 250 reviews

Exclusive Sag Harbor Compound

Dec 8 – 15

ﺩ.ﺇ1,924 per night

Home in Cutchogue

4.96 out of 5 average rating, 190 reviews

Private Oasis W/Stunning Vinyard And Pool Views

Mar 7 – 14

ﺩ.ﺇ3,049 per night

Home in Water Mill

4.91 out of 5 average rating, 110 reviews

Beach Barn w/ Sauna and Heated Pool - Dog Friendly

Nov 12 – 19

ﺩ.ﺇ3,581 per night

Home in East Hampton

4.93 out of 5 average rating, 141 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

Oct 28 – Nov 4

ﺩ.ﺇ3,188 per night

Home in East Hampton

4.92 out of 5 average rating, 128 reviews

Heated pool, games room, near beach, kid-friendly

Oct 23 – 30

ﺩ.ﺇ2,537 per night

Weekly house rentals

Home in Greenport

5.0 out of 5 average rating, 19 reviews

The Corwin House

May 10 – 17

ﺩ.ﺇ2,097 per night

Home in Greenport

5.0 out of 5 average rating, 36 reviews

Beachfront Greenport Villa

Jan 19 – 26

ﺩ.ﺇ2,182 per night

Home in Greenport

5.0 out of 5 average rating, 3 reviews

Waterfront Greenport Boathouse

Oct 24 – 31

ﺩ.ﺇ2,240 per night

Home in Greenport

4.97 out of 5 average rating, 38 reviews

Freshly renovated farmhouse

May 16 – 23

ﺩ.ﺇ1,658 per night

Home in Greenport

4.99 out of 5 average rating, 72 reviews

Beach House in L.I. Wine Country

Oct 24 – 31

ﺩ.ﺇ1,765 per night

Home in Greenport

4.9 out of 5 average rating, 20 reviews

modern 3 bedroom home with fireplace

Dec 24 – 31

ﺩ.ﺇ2,433 per night

Home in Greenport

5.0 out of 5 average rating, 10 reviews

The Sandy Shack - Coastal Escape

Nov 7 – 14

ﺩ.ﺇ2,402 per night

Home in Greenport

4.99 out of 5 average rating, 84 reviews

Greenport Village Rental

Aug 11 – 16

ﺩ.ﺇ2,535 per night

Private house rentals

Home in Greenport

4.96 out of 5 average rating, 24 reviews

Victorian Pearl

Nov 3 – 10

ﺩ.ﺇ982 per night

Home in Greenport

4.91 out of 5 average rating, 86 reviews

North Fork Escape - Walk To Village, Beach, Parks

Nov 1 – 8

ﺩ.ﺇ1,989 per night

Home in Greenport

5.0 out of 5 average rating, 44 reviews

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

Nov 17 – 24

ﺩ.ﺇ2,258 per night

Home in Greenport

4.91 out of 5 average rating, 54 reviews

Greenport Village Relaxation

May 13 – 20

ﺩ.ﺇ726 per night

Home in Greenport

4.96 out of 5 average rating, 47 reviews

Greenport Village Getaway

Feb 15 – 22

ﺩ.ﺇ3,065 per night

Home in Greenport

4.95 out of 5 average rating, 20 reviews

Walk to Beach or to Town …

Nov 16 – 23

ﺩ.ﺇ1,493 per night

Home in East Marion

4.95 out of 5 average rating, 99 reviews

Quiet, Upscale Retreat by the Beach

Oct 3 – 10

ﺩ.ﺇ1,617 per night

Home in Greenport

4.94 out of 5 average rating, 52 reviews

Greenport Village-sunny 3 bedroom/3 full baths

Jan 17 – 24

ﺩ.ﺇ1,598 per night

Quick stats about house rentals in Greenport West

Total rentals
150 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
5.6K reviews
Nightly prices starting at
ﺩ.ﺇ441 before taxes and fees

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