Apartment vacation rentals in Greenport West

A classic two-story house with a wooden exterior is framed by neatly trimmed greenery. The front porch features a white gate, inviting guests. Views of the water and trees are visible in the background, suggesting a serene location.

4.9 out of 5 average rating, 166 reviews

Whaling Captain Pierson's Apartment TOO

Whaling Captain Pierson's Apartment TOO is at a waterfront property. An apartment in one of the contributing homes which define Sag Harbor as a historic village. The house is a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only house and apartment offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets. (See my other listings of Whaling Captain Pierson's Apartment and Whaling Captain Pierson's Cottage)

A charming two-story house is nestled among lush greenery, with large windows reflecting sunlight. The wooden exterior features shingle siding, and a gentle slope of grass leads up to the entrance. Surrounding trees create a serene, private atmosphere.

4.96 out of 5 average rating, 163 reviews

Hamptons Hills Escape

Located in a quiet and safe neighborhood tucked into the woods of Sag Harbor, yet just a 10-minute drive from Sag Harbor town. Down the road is "Morton's Wildlife Refuge" with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available. You only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

4.95 out of 5 average rating, 402 reviews

A spacious living area is illuminated by natural light streaming through large windows. A comfortable gray sofa with decorative pillows faces a modern coffee table. A stylish area rug adds color, while a wall-mounted TV and decorative plants enhance the space.

Apartment in New Haven

Luxury Apt with Parking and Gym | Downtown at Yale

Nestled in the heart of New Haven’s historic downtown, our designer home is part of the city’s most prestigious new luxury complex, renowned for its unmatched amenities and design. Highlights: • Prime location just steps from Yale University • Immaculately cleaned before every stay • Complimentary coffee, plush linens, and premium toiletries • 24/7 state-of-the-art fitness center • Expansive rooftop terrace with grills and chic lounges • Over 700 sqft of bright and sophisticated living space

A cozy living area is shown with two comfortable sofas and a coffee table. Natural light enters through two windows adorned with bamboo shades. A flat-screen television is mounted on the wall, and a decorative rug adds warmth to the wooden flooring.

4.98 out of 5 average rating, 197 reviews

Updated apartment in historic village home

Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

4.94 out of 5 average rating, 138 reviews

A serene beach scene captures a golden sunset reflecting on calm waters. The sandy shore leads to gentle ripples, while distant land silhouettes frame the horizon. A tranquil ambiance is created as the sun descends, providing a peaceful setting for evening strolls.

Apartment in South End

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!

A cozy living area features a comfortable gray sofa adorned with patterned pillows. A light-colored side table and an illuminated lamp create a soft glow. A decorative coffee table sits in front, accompanied by a potted plant in the corner, adding a touch of greenery.

4.92 out of 5 average rating, 119 reviews

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.

4.99 out of 5 average rating, 139 reviews

A cozy living area features a gray sofa with decorative pillows, a wood table set for dining, and a patterned armchair. Natural light filters through two windows, illuminating the television placed on a wooden media console. A subtle area rug adds warmth to the space.

Apartment in Branford

Downtown Branford Retreat - Quiet yet Central Apt

A welcoming apartment nestled in the heart of Branford - a quintessential shoreline community! This inviting space offers modern design, a well-equipped kitchen, comfortable bedroom, and a convenient location. Situated within walking distance of the town green and minutes from beaches, guests can easily explore this vibrant shoreline town. From boutique shops and art galleries to charming cafes and trendy restaurants, experience the best of Branford right at your doorstep!

An open living area features a comfortable gray sofa facing a flat-screen TV. A black coffee table sits on a textured rug, while a wooden dining table with chairs is positioned nearby. Sunlight filters through the blinds of the dual doors leading to the outside.

4.93 out of 5 average rating, 123 reviews

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.

A bright and airy great room combines kitchen, dining, and living areas. Light wood cabinetry and stainless steel appliances complement the open layout. Soft white sofas with navy pillows are arranged around a wooden coffee table, and a round mirror enhances the natural light from multiple windows.

4.96 out of 5 average rating, 166 reviews

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.

A wide sandy beach stretches towards the horizon, where soft waves gently lap at the shore. Tall lifeguard stands are positioned along the beach, with a few distant figures walking. The sky features a gradient of muted colors as the sun sets, creating a serene atmosphere.

4.95 out of 5 average rating, 223 reviews

Sunny Southampton Studio

Newly renovated sun drenched, spacious studio in Southampton. Five minute drive to Main Street, while still in close proximity to some of the most beautiful beaches. Queen size bed and queen size pull out couch. Full kitchen with new appliances and full bathroom. BEACH PASS for Coopers beach is available upon advanced request—please let me know the day before you arrive

The main bedroom features a spacious bed with a white comforter and dark accent pillows. Sunlight filters through sheer white curtains covering French doors, leading to the outdoors. Bright wooden floors add warmth, while a ceiling fan offers comfort.

4.97 out of 5 average rating, 116 reviews

Lovely 2-bedroom apartment in a historic home

Restored apartment in a Victorian home, centrally located in the Village of Greenport. Short, few minutes walk to restaurants, shops, cafes in town. Also, conveniently located (10 minute walk) to the Hampton Jitney bus stop, LI Railroad and Shelter Island Ferry as well as local beaches. Enjoy the charm of a historic home, with all the convenience of modern amenities!

Apartment in Shelter Island Heights

A round wooden dining table is surrounded by four metal chairs. Natural light enters through two large windows, with framed black-and-white photographs arranged on the wall beside them. A decorative centerpiece is placed on the table, offering a rustic touch to the space.

4.9 out of 5 average rating, 259 reviews

Squire Chase House

Wide open loft like space in the heart of the Heights walking distance to North ferry and Marie Eiffel market Many antiques including 1930s leather club chairs and a wonderful 1850 Swedish gustavian sofa in the living room many original pieces of art work Note :the bath tub in the master bedroom is for decoration only Shelter Island license B Zone

Popular amenities for Greenport West apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.76 out of 5 average rating, 38 reviews

A cozy bedroom is featured with a queen memory foam bed dressed in soft gray bedding. Two windows allow natural light to fill the space, providing a view of the outside. A bedside table holds a lamp and bedside essentials, enhancing the serene atmosphere.

Apartment in Old Lyme

The Stern at Soundview · Beach+Ocean+Sunrise

A light-filled living room features a comfortable gray sofa adorned with decorative cushions. Two stylish chairs, with soft white covers, are positioned beside a coffee table that includes decorative books. Warm lamps create a cozy atmosphere, while a patterned rug adds texture beneath.

4.98 out of 5 average rating, 56 reviews

The Crow's Nest

The kitchen features light grey cabinets with white countertops, complemented by stainless steel appliances. A small dining table with two stools is positioned near the window, allowing natural light to brighten the space. Hardwood flooring provides a warm touch to the modern design.

4.96 out of 5 average rating, 23 reviews

Charming 2 Bedroom Apt in Dwntwn Greenport

The exterior of the two-story apartment is showcased, featuring grey siding and multiple windows with white trim. A defined driveway leads to the building, bordered by manicured greenery. Sunlight casts soft shadows across the landscape, enhancing the inviting atmosphere.

5 out of 5 average rating, 14 reviews

Beachside Bliss

4.92 out of 5 average rating, 26 reviews

Peaceful getaway in the Hamptons

5 out of 5 average rating, 39 reviews

A large two-story house features a dark exterior with stone accents and multiple gabled roofs. Large windows allow ample natural light to enter, while a wooden front door adds a welcoming touch. Lush greenery surrounds the property, enhancing its natural setting.

Apartment in Branford

Stedley Creek

A cozy living area features a green patterned accent wall and a comfortable sofa. A television is positioned on a white media stand, while a rustic dining table and chairs are present. A bright red fridge adds a pop of color, and a lofted sleeping area is accessed by a blue-painted staircase.

4.94 out of 5 average rating, 65 reviews

Sunny 1 bedroom Guest Suite w/private entrance

A secluded outdoor space features a clean, rectangular pool surrounded by a manicured lawn. Lounge chairs are positioned near the pool, offering a relaxing atmosphere. Trees provide shade, enhancing the serene environment with a wooden fence enclosing the area.

5 out of 5 average rating, 8 reviews

Casa Greenport 1st Floor

Private apartment rentals

4.97 out of 5 average rating, 33 reviews

A bright studio space is occupied by a spacious bed adorned with various green cushions. A kitchenette with modern appliances, including a microwave, is visible in the corner. Natural light filters through the windows, highlighting the decorative elements on the walls and floor.

Apartment in Branford

Stony Crk Studio ideal for trvl nurses…

5 out of 5 average rating, 9 reviews

A private covered porch is featured, overlooking lush greenery and scenic water views. Two black adirondack chairs are positioned for relaxation, with wooden railings providing safety and support. The horizon showcases a serene marshland, creating a peaceful outdoor setting.

Apartment in Westbrook

Private Guest Suite Water Views

The charming two-story building features a light-colored exterior with shingle accents. A covered porch spans the front, supported by tall white columns. Large windows invite natural light, while blooming trees enhance the inviting street view.

4.97 out of 5 average rating, 79 reviews

Newly Renovated 2-BR Apartment

5 out of 5 average rating, 12 reviews

Tranquil country garden retreat

Apartment in Middle Island

A modern kitchen is featured, showcasing gray cabinetry and stainless steel appliances. A dining table set for two includes black chairs and glassware, with a small vase of flowers at the center. A window allows natural light to brighten the space.

4.97 out of 5 average rating, 86 reviews

Modern Farmhouse Decor With Washer/Dryer

4.99 out of 5 average rating, 83 reviews

A light and airy living area features a comfortable cream-colored sofa, a dark upholstered chair, and a modern television stand. A large area rug covers the floor, while a potted plant adds a touch of greenery. Natural light filters through a nearby window.

Apartment in Clinton

Cozy Shoreline Getaway

Apartment in Center Moriches

An open studio space features a spacious bed with a light duvet and decorative pillows. A leather couch complements the area, while large windows provide natural light, framed by white blinds. A bedside table and warm lighting create a cozy ambiance.

4.85 out of 5 average rating, 98 reviews

Quiet and comfy studio near the Hamptons

A serene sleeping area features a spacious bed dressed in crisp white linens and accented by a dark throw pillow. Framed artwork adorns the walls, while stylish side tables complement the modern aesthetic. Floor-to-ceiling curtains in a neutral tone add a touch of elegance.

4.85 out of 5 average rating, 86 reviews

Private Newly built Modern East Hampton Apartment!

Apartment rentals with a hot tub

Apartment in Wooster Square

A spacious sleeping area is highlighted by a large bed featuring a decorative headboard with an intricate blue pattern. Two bedside tables hold modern lamps, and a crib is positioned nearby, offering a family-friendly environment.

4.76 out of 5 average rating, 148 reviews

Luxury Penthouse Minutes to Yale

A light-colored seating area features a modern, compact couch positioned against a white wall. Above the couch, two decorative wall art pieces showcase abstract patterns in natural tones. Light hardwood flooring extends throughout the space, contributing to an open and clean aesthetic.

Apartment in East Shore

2 Bed 2 Bth East Shore New Haven

A serene waterfront view showcases a private deck adorned with lush greenery and vibrant flowers. A saltwater hot tub and lounge area invite relaxation, while the expansive water stretches into the distance. Comfortable seating arrangements enhance the tranquil outdoor environment.

4.94 out of 5 average rating, 80 reviews

Hamptons Waterfront Escape/ Hot Tub/ Resort Style

4.88 out of 5 average rating, 8 reviews

Apartment in Shirley

A 1 BR home away from home to relax and unwind.

A vibrant pool scene is captured, featuring a colorful unicorn float positioned on the water. Lush hydrangea blooms frame the area in shades of pink, complementing the surrounding greenery and the wooden fence that provides privacy.

4.96 out of 5 average rating, 100 reviews

Swimming pool w/Hot tub Fire Pit Coffee Bar

A spacious living area is shown with light-colored wooden flooring. Two comfortable leather sofas face a coffee table, complementing a dining table with black chairs. A well-equipped kitchen is partially visible in the background, illuminated by natural light from multiple windows.

Resort Living in Amagansett

The living area is seen featuring a light-colored sofa and armchair with soft textures. A small table holds decorative items and a woven basket. The kitchenette is visible, equipped with modern appliances and a window that allows natural light to brighten the space.

4.88 out of 5 average rating, 26 reviews

Pet-Friendly Apt w/ Hot Tub Near the Hamptons!

A bright living area features a green sofa and comfortable chairs, with natural light flooding in through sliding glass doors that lead to a balcony. A simple coffee table sits atop a woven rug, while a kitchen bar adds functional space to the open layout.