Condo vacation rentals in Sag Harbor

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Top-rated condo rentals in Sag Harbor

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Guest favourite
Condo in Greenport
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
Condo in Greenport
4.87 out of 5 average rating, 15 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
Condo in Greenport
5 out of 5 average rating, 7 reviews

Water front, sunsets, sail boats, newly renovated

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.
Condo in Greenport
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.
Condo in Greenport
4.88 out of 5 average rating, 161 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.
Condo in Greenport
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.

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.
Condo in Hampton Bays
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.

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.
Condo in Amagansett
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.
Condo 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.
Condo in East Hampton
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!

A spacious outdoor pool is surrounded by comfortable lounge chairs. The clear blue water reflects the sunlight under a clear sky. The condo building features multiple balconies overlooking the pool area, enhancing the inviting atmosphere for relaxation and leisure.
Condo in Greenport
4.84 out of 5 average rating, 32 reviews

Two Bedroom Lawn Side 1st Floor Condo!

Beautiful Two Bedroom, Two Full Bathroom Condo with Handicap accessible accommodations including a lift to the front door, larger balcony and handicap accessible master bathroom. Sleeper sofa in the living room with full kitchenette.

Condo in Westhampton
4.73 out of 5 average rating, 11 reviews

Westhampton one bedroom vacation condo

One bedroom condo in the heart of beautiful Westhampton, NY. Sleeps 3 with a pull out sofa. Swimming pool, beautifully landscaped. Minutes from town, ocean beaches, wineries and farm stands.

Popular amenities for Sag Harbor condo rentals

Quick stats about condo rentals in Sag Harbor

  • Nightly prices starting at

    Sag Harbor vacation rentals start at $194 CAD 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!

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