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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 North Fork

4.82 out of 5 average rating, 201 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!

Home in Shelter Island

4.95 out of 5 average rating, 224 reviews

Huge Island Getaway Pool HotTub Walk To Beach

Relaxation begins on the 6 minute ferry ride to this magical island. Summerfield is a spectacular, grand compound that has it all. Huge main house great for groups, 4700ft w/ privacy for all overlooking serene nature reserve. Star gaze in the bubbling hot tub, grill outside after a swim, play in the rec room with movie theater, pool table or ping pong,or watch TV by the fire! Open plan layout, gourmet kitchen, heated gunite pool, separate guest house. Prime location close to beach + restaurants.

Home in North Fork

4.98 out of 5 average rating, 131 reviews

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 available (inquire!)

Home in North Fork

4.95 out of 5 average rating, 334 reviews

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. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Home in North Fork

4.93 out of 5 average rating, 103 reviews

Maritime Village Getaway with Backyard

Well located Greenport 3 bedroom, 2 bath home. Historic renovated private home with modern furnishings and updated appliances and finishings. Patio and yard with outdoor shower, fire pit, and yard. Central AC and heat. Properly licensed as a rental with Greenport Village and Suffolk County. I now add the airbnb fees and local and state taxes onto the listing. If you have questions about this please reach out. Not sure how transparent the fee structure is for guests.

Home in North Fork

4.91 out of 5 average rating, 101 reviews

North Fork Escape - Walk To Village, Beach, Parks

Modern & cozy 3-bedroom, 2-bathroom farmhouse, dating back to 1905 and in walking distance of Greenport village and its many attractions. Large, landscaped & fully fenced private backyard for relaxed summer days and nights. Wood burning fireplace for the cooler months. Walk to the great bars & restaurants, beaches, train station/jitney & a short drive to the wineries & farm stands of the North Fork. Central heat & AC with new baths added in 2022.

Home in North Fork

4.93 out of 5 average rating, 117 reviews

Modern Farmhouse Steps to Beach & Love Lane

Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

Home in North Fork

4.98 out of 5 average rating, 243 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!

Home in North Fork

4.9 out of 5 average rating, 200 reviews

Greenport Beach House

Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).

Home in Shelter Island

4.9 out of 5 average rating, 115 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!!!

Home in North Fork

4.92 out of 5 average rating, 284 reviews

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.

Home in Sag Harbor

4.96 out of 5 average rating, 276 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.

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Popular amenities for Greenport West house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in East Hampton

4.93 out of 5 average rating, 107 reviews

Private & Pristine with Pool and Kid’s Playard

Home in North Fork

4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

Home in East Hampton

4.89 out of 5 average rating, 109 reviews

Gorgeous East Hampton Getaway

Home in Water Mill

4.92 out of 5 average rating, 120 reviews

Beach Barn w/ Sauna and Heated Pool - Dog Friendly

Home in Hampton Bays

4.94 out of 5 average rating, 121 reviews

Peaceful Retreat in Immaculate Architect’s House

Home in East Hampton

4.94 out of 5 average rating, 155 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

Home in Southampton

4.95 out of 5 average rating, 151 reviews

Waterview, DogsStayFree! Kayaks, Ping-Pong

Home in East Hampton

4.98 out of 5 average rating, 128 reviews

Explore the Water & Woods at a Relaxing Retreat

Weekly house rentals

Home in North Fork

5 out of 5 average rating, 23 reviews

Elegant Victorian in the Heart of Greenport

Home in North Fork

5 out of 5 average rating, 17 reviews

Newly renovated farmhouse - steps to Village

Home in North Fork

4.94 out of 5 average rating, 33 reviews

Bailey House

Home in North Fork

5 out of 5 average rating, 60 reviews

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

Home in North Fork

5 out of 5 average rating, 25 reviews

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub

Home in North Fork

4.93 out of 5 average rating, 61 reviews

Greenport Village-sunny 3 bedroom/3 full baths

Home in North Fork

4.92 out of 5 average rating, 12 reviews

North Fork Sound Front Home with Pool

Home in North Fork

4.95 out of 5 average rating, 38 reviews

Walk to town, Greenport Village - Harbor Views

Private house rentals

Home in North Fork

4.94 out of 5 average rating, 35 reviews

Greenport Getaway - North Fork Rental

Home in North Fork

4.9 out of 5 average rating, 30 reviews

Gorgeous home with saltwater pool. Steps to beach!

Home in North Fork

4.9 out of 5 average rating, 20 reviews

The Sandy Shack - Coastal Escape

Home in Shelter Island

5 out of 5 average rating, 12 reviews

Hamptons - Shelter Island Farmhouse

Home in North Fork

4.95 out of 5 average rating, 38 reviews

Water Views Beach Greenport Getaway

Home in North Fork

4.97 out of 5 average rating, 36 reviews

Le Petit Cottage Southold NY

Home in North Fork

4.95 out of 5 average rating, 42 reviews

The Captain's Crib

Home in North Fork

4.85 out of 5 average rating, 20 reviews

Private North Fork Cottage- Walk to Beach!

Quick stats about house rentals in Greenport West

Total rentals
150 properties
Nightly prices starting at
$120 before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
30 properties have a pool

Destinations to explore