
Apartment vacation rentals in Greenport West
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Top-rated apartment rentals in Greenport West
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Whaling Captain Pierson's Cottage
Whaling Captain Pierson's Cottage is at a waterfront property. A unique environmental experience, nestled in nature but only a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only cottage offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets and a private low-tide beach. (See my reviews from my other listings entitled, "Whaling Captain Pierson's Apartment" and "Whaling Captain Pierson's Apartment TOO".)

The House of the Mermaid aka La Casa della Sirena
Welcome to The House of the Mermaid! Come stay in this newly renovated and decorated basement apartment in my house in a quiet and residential area of Hampton Bays. Close to all that you could ever want; restaurants, bars, shopping, and beaches. Perfect getaway for any season. The Hamptons are known for their amazing Summers at the beach, but don't forget about all that Long Island has to offer throughout the seasons. Shopping at Tanger Outlets, apple/pumpkin picking, and the N.F. vineyards!

Bright, Southold Studio Apt near beach & town
Pied a terre on the North Fork, in the heart of Southold village. Gorgeous bay beach 5 minute walk, as are farmstands, supermarket, Historic Southold Village with quaint shops, Hampton Jitney & LIRR. Lots of light, new contemporary space featuring full bathroom with bathtub. Perfect for one, suitable for a couple for weekend getaway. Small kitchenette perfect for simple food prep, morning coffee/tea. Chickens on property, fresh pastured eggs in your kitchenette upon arrival!

Private 1st flr apt w/ patio 3 blocks from beach
We are centrally located in a quiet neighborhood within blocks from the heart of Greenport Village, Peconic Bay Beach, LIRR/Jitney, restaurants, shopping, Mitchell Park, and more! Explore local farms, wineries, breweries and all the North Fork has to offer. Beautifully furnished, ground floor apt with private entrance & patio area comfortably sleeps four, features a queen Tempur-Pedic mattress & convertible couch. Friendly, housetrained pets are welcome for an additional charge.

Private & Cozy Cottage with short walk to beach!
Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR
Beautiful basement apartment partially in-ground, with many windows and private entrance is located in Sag Harbor , 3 minutes from village and Heavens Bech by car or 15 minutes walking distance . The apartment has king size bed and comfortable sofa in the living room . In the kitchen you can find coffe maker , toaster , microwave, dishwasher, small fridge , hot plate for light cooking . Tv , WiFi , Airconditoining , access to pool from May till end of the September .

Greenport Village View - Walk Downtown 2BR/1BA
Located in the heart of Greenport Village with easy walking access to restaurants, shops, Greenport Brewery, Kontakasta Winery, and much much more! Originally from Greenport, we look forward to hosting you and sharing our local favorites to make your stay memorable. Please note this rental may not suitable for small children due to the staircase. A new baby gate has been installed at the top of the stairs. Village of Greenport Short Term Rental Permit #R26-021.

Large Waterfront Luxury Apartment
Located in Downtown Historic New London, this waterfront apartment features astounding views of the Thames River and Long Island Sound. Conveniently located, the apartment is within walking distance to restaurants, bars, galleries, the Amtrak train station and the Ferry terminals which service Block Island, Fishers Island and Long Island. The apartment also boasts a large deck overlooking the Thames with access to a grill and sitting area.

"Meteor": River View Penthouse in Downtown Mystic
River views & salty breezes that get better with every step up from this spacious & sunny attic penthouse with private balcony freshly renovated in 2022. Whimsical boho style in open plan living walkable to all downtown Mystic amenities. Sleeps two in eco certified memory foam king with bathrobes and eye masks included for lounging & snoozing. Updated kitchen with all the mod cons, Klipsch bluetooth speaker and games in the living area.

Sag Harbor Village Oasis
Bright and spacious second floor apartment in historic Sag Harbor Village. 10 minute walk to historic Sag Harbor Village Main Street. Five minute walk to Bay beach. Super comfy king bed. Fully self contained with private entrance and hallway. Parking on street close to entrance. Kitchen with stovetop, refrigerator, sink, coffee and tea kettle. Strictly 2 person max. Not suitable for infants/children No pets - owner is allergic.

Junior 1-BR in the heart of Greenport Village
Beautiful junior one bedroom in the heart of Greenport Village. Located in the historical district, our basement apartment is walking distance (2-Blocks) to downtown Greenport. Perfect for a couples weekend, girls trip, or for a small family. Our apartment includes one queen bed and a twin day bed with trundle underneath. (Sleeps 4 total) TV with streaming service and WiFi are included. W/D are available upon request.

Upscale Newly Constructed Apartment
Upscale 2- story building offers 3 bedrooms, 2 baths spacious apartment in the heart of Greenport. A vaulted ceiling in the great room (kitchen, dining & living room) with large windows and hardwood floors with plenty of natural light. Utilities included. CAC, Laundry. Less than a mile to a public beach, public transportation, restaurants, shops and Mitchell park. Off street parking for 2-3 cars.
Popular amenities for Greenport West apartment rentals
Weekly apartment rentals

Victorian Pearl

The Crow's Nest

Newly Renovated 2-BR Apartment

Spacious One Bedroom Apt, Close to Beaches

Hamptons Elegant and Comfortable Apartment

The Westbrook Anchor – 1st Floor 2BR w/ EV Charger

Charming 2 Bedroom Apt in Dwntwn Greenport

Southampton apt walk to village
Private apartment rentals

Downtown Mystic Riverfront Stay

Mod Apartment in Historic Home

Sunny and Spacious 1BR Apartment

Charming Pied A Terre

NEW- Private Modern East Hampton Apartment!

Upscale Mystic Apartment 7 min Walk to Drawbridge

Stedley Creek

Dockside 2BR on The Marina - Free Parking! Unit C
Apartment rentals with a hot tub

Updated 4 Bed, 1 Bedroom Waterfront Condo

Luxury Penthouse Minutes to Yale

Hamptons Waterfront Suite | Private Hot Tub

A 1 BR Luxury Apt to relax w/hot tube

Swimming pool w/Hot tub Fire Pit Coffee Bar

Peaceful Montauk Condo With Stunning Sunset Views

"NORTH APT." Renovated 1 Br Apt. In Great Location

Pet-Friendly Apt w/ Hot Tub Near the Hamptons!
When is the best time to visit Greenport West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 951 | ﺩ.ﺇ 918 | ﺩ.ﺇ 914 | ﺩ.ﺇ 962 | ﺩ.ﺇ 1,014 | ﺩ.ﺇ 1,017 | ﺩ.ﺇ 1,153 | ﺩ.ﺇ 1,219 | ﺩ.ﺇ 1,025 | ﺩ.ﺇ 1,058 | ﺩ.ﺇ 1,083 | ﺩ.ﺇ 918 |
| 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 apartment rentals in Greenport West

Total vacation rentals
Explore 30 vacation rentals in Greenport West

Nightly prices starting at
Greenport West vacation rentals start at ﺩ.ﺇ 514 per night before taxes and fees

Verified guest reviews
Over 2,780 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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 guests—averaging 4.9 out of 5!
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- Beach
- Yale University
- Cooper's Beach, Southampton
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- East Matunuck State Beach
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- Mohegan Sun
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- Foxwoods Resort Casino
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- Mount Southington Ski Area
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