Apartment holiday rentals in Sag Harbor

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Top-rated apartment rentals in Sag Harbor

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Guest favourite
Apartment in North Fork
4.89 out of 5 average rating, 150 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Relax in a pristine 2Br condo with ocean & pool views. Our remodeled apartment is part of high-end development nestled on LI Sound, just minutes from downtown Greenport. Sip a glass of wine while watching sunset, catch some rays on the beach or deep in the pool. 2 bedroom condo with ocean view, beach, and pool (seasonal) Comfortably sleeps 6 Private beach access year-around Pool (seasonal) Functional kitchenette 2 bathrooms, all toiletries Linens and towels are provided Smart TV AC/Heat

Guest favourite
Apartment in Greenport
4.86 out of 5 average rating, 14 reviews

Greenport Getaway at Cliffside Condos

Welcome to our Cliffside condo in Greenport, a comfortable 2-bedroom retreat perfect for families and friends. The home features a queen bed in the primary bedroom, two twin beds in the second bedroom. Enjoy easy access to the private beach, seasonal pool, BBQ on the great lawn and the most beautiful sunsets over the Long Island Sound. You’re just minutes from Greenport’s shops, restaurants, and vineyards, an ideal North Fork getaway to relax and unwind.

Guest favourite
Apartment in North Fork
5 out of 5 average rating, 7 reviews

Water front, sunsets, sail boats, min stay 30 days

Freshly renovated, this sunny 2 bed 2 bath condo features cozy wood burning fireplace, central air, amazing waterfront view with patio, tennis, pool, parking, BBQ and beach launch for water sports. Kitchen is outfitted with all cooking, baking needs. Wine fridge, Kuerig, French press. Includes wide screen TV, Sonos, 1 gig WIFI, HP all-in-one printer. Peaceful tree lined neighborhood 2 blocks from all that Greenport has to offer. Includes boat dock!

Top guest favourite
A spacious outdoor dining area features a rectangular table surrounded by six chairs. The setting provides a clear view of the ocean, with a grassy area and parking visible in the background, offering a serene space for meals or relaxation.
Apartment in North Fork
4.9 out of 5 average rating, 183 reviews

Beautiful Waterview Condo on the North Fork of LI

Waterview luxury suite accommodates up to 6 guests with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. This location is minutes from town as well as wineries and centrally located to the ferry which can take you to Shelter Island and the South Fork. The resort is well maintained with a pool , BBQ grills and private beach access as well as ample parking for guests.

Superhost
A waterfront deck is seen with a table and four chairs, providing a space for relaxation and dining. The tranquil view of the Long Island Sound is visible through the surrounding railing, framing the ocean horizon.
Apartment in North Fork
4.88 out of 5 average rating, 160 reviews

Waterfront Escape | Private Beach, Pool & Views

Overlooking the Long Island Sound, this beautiful waterfront condo is the perfect North Fork coastal escape. Enjoy peaceful mornings with panoramic water views, spend your days soaking up the sun on the private beach, and unwind on the waterfront deck as the sun sets over the Sound. Located just minutes from Greenport Village, you’ll be close to charming boutiques, local farms, award-winning wineries, and gourmet dining.

Guest favourite
Four white Adirondack chairs are arranged on a lush green lawn, facing the Long Island Sound. The calm water stretches into the distance, framed by clear blue skies with a few scattered clouds.
Apartment in North Fork
4.86 out of 5 average rating, 130 reviews

Beautiful condo on Long Islands Northfork

This condo is beautifully decorated and has a wonderful stone fire place. Gorgeous shiplap walls with Navy accents. There is also a new deck and wonderful dinning set outside. This unit has capabilities to be handicap accessible. Both bedroom have private bathrooms. The living room sectional opens up to a full sleeper making this condo able to sleep six people. All rooms have flat screen smart tv's.

Guest favourite
A clear swimming pool is seen with a shimmering blue surface, reflecting the sky above. Loungers are arranged around the pool area, offering views of Shinnecock Bay beyond the pool, framed by a protective fence and grassy landscaping.
Apartment in The Hamptons
4.95 out of 5 average rating, 43 reviews

A Unique Piece of Paradise, Water Front pool

One bedroom Townhouse, sleeps four King Size Bedroom with views of Shinnecock Bay Living room with pull out queen sofa bed Newly renovated tile bathroom and kitchen In unit Washer/Dryer Fully equipped kitchen with new appliances and granite counter tops Flat screen TV's in both L/R and bedroom WIFI Linens and towels included Patio with grill Pool with deck overlooking Shinnecock Bay

Superhost
A bright and airy living area features vaulted ceilings with skylights, providing natural light. Comfortable seating is arranged around a television, with a dining table positioned near large windows. Light curtains complement the neutral decor, enhancing the open atmosphere of the space.
Apartment in The Hamptons
4.8 out of 5 average rating, 25 reviews

Waterfront Elevated Bungalow - Spectacular Views

Bright, skylit, sunny, and clean bay-front apartment with gorgeous water and sunset views. Large private wraparound deck, spacious living room, kitchenette, two full bathrooms, and a California-king size bed. Less than 250 feet from bay and 3.5 miles from ocean beaches! Two week minimum. Large discount for full summer stay.

Guest favourite
A stunning ocean view is presented from the private deck, featuring sandy beach and gentle waves under a partly cloudy sky. Vegetation is visible in the foreground, enhancing the natural seascape.
Apartment in The Hamptons
5 out of 5 average rating, 11 reviews

Montauk Oceanfront Condo

Relax and Enjoy the sounds of the ocean! This 1 Bedroom 2 bathroom condo offers ocean front accommodations, Private Deck, Beach, Lounge Chairs & Umbrellas. Onsite heated pool, BBQS, Sun deck, Food truck for breakfast & Lunch! 1 King bed & 1 Queen bed. Note a 27. per night resort fee will be included in fees

Lounge chairs are arranged around a patio area, each shaded by a large umbrella. A potted plant adds a touch of greenery, and a serene body of water is visible in the background, bordered by lush vegetation and a wooden fence.
Apartment in The Hamptons
4.67 out of 5 average rating, 3 reviews

One Bedroom Apartment Nestled in the Dunes

Beautiful First-Floor Unit This beautiful first-floor unit is just a 1-minute walk to the heated pool and features a kitchen, air conditioning, and comfortably accommodates up to 2 guests (including kids or infants). It’s the perfect space for a peaceful and relaxing stay. Minimum 5-night stay.

Top guest favourite
A well-maintained lawn is visible, extending towards the water's edge. The grassy area is framed by gentle landscaping, with a distant view of the ocean creating a serene backdrop. The exterior of the condominium building can be seen to the left.
Apartment in North Fork
4.88 out of 5 average rating, 103 reviews

Waterfront Condo C-204 at The Cliffside Resort

Water's Edge luxury suite with amazing waterfront views, Suite C-204, accommodates up to 6 guests (See The Space below) with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York.

A modern kitchen area features a dark granite island with seating for four. White cabinetry provides ample storage space, and an array of stainless steel appliances is neatly arranged. A colorful wall art piece adds a touch of vibrancy to the neutral color scheme.
Apartment in The Hamptons
4.63 out of 5 average rating, 30 reviews

Private 3 Bedroom Amagansett on the Ocean with WiF

Enjoy this spacious 3 bedroom private oceanfront oasis, featuring wrap around decking, complimentary wifi, eletronic lock door access, Sonos sound system throughout, flat screen televisions, daily drop offs of Housekeeping supplies, and more!

Popular amenities for Sag Harbor apartment rentals

Quick stats about apartment rentals in Sag Harbor

  • Nightly prices starting at

    Sag Harbor holiday rentals start at € 120 per night before taxes and fees

  • Verified guest reviews

    Over 100 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sag Harbor rentals

  • 4.8 Average rating

    Sag Harbor stays are highly rated by guests – averaging 4.8 out of 5!