South Fork Vacation Rentals from $166: Search Short-Term Rentals

A lighthouse with a white and black tower, a building with multiple windows, and a grassy area with a bench and a sign.

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Our top choices for South Fork vacation rentals

A spacious hallway with high ceilings, arched columns, and chandeliers.

1. Montauk Manor

Montauk

barbara

$156 nightly

Nov 30 - Dec 1

Total with taxes and fees

2. Windward Shores Ocean Resort

Napeague

Banessa

$170 nightly

Nov 15 - Nov 16

Total with taxes and fees

3. Montauk Oceanside Suites

Downtown Montauk

Mitchell

$146 nightly

Nov 29 - Nov 30

Total with taxes and fees

4. The Surf Club

Montauk

$668 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden deck with a white round table and two white cushioned chairs.

5. Offshore Spa & Residences

Downtown Montauk

"What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being...

Frank

$310 nightly

Nov 15 - Nov 16

Total with taxes and fees

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

6. North Fork Resort

Greenport

Altynai

$302 nightly

Nov 17 - Nov 18

Total with taxes and fees

7. Cliffside Resort Condominiums

Greenport

William

$289 nightly

Nov 26 - Nov 27

Total with taxes and fees

A covered outdoor deck with wicker furniture, a ceiling fan, and a view of a park.

8. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton

$701 nightly

Nov 22 - Nov 23

Total with taxes and fees

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Top South Fork Hotel Reviews

A beach with sun loungers and umbrellas, a sandy path, and a view of the water.

Silver Sands Motel & Beach Bungalows

Greenport

10/10 Excellent

Nicole

A modern house with a grey siding exterior, a black front door, and a covered porch with a potted plant.

Harbor View Landing

West Mystic

10/10 Excellent

Ruiyi

A large, two-story house with a prominent front porch and a stone retaining wall.

Canoe Place Inn and Cottages

Hampton Bays

10/10 Excellent

Quinne

A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

The Bentley Hotel Southampton

Southampton

10/10 Excellent

Jennifer

A large, two-story house with a well-maintained garden and a pathway leading to the entrance.

The 1770 House Restaurant & Inn

East Hampton

10/10 Excellent

Anonymous traveler

A balcony with a view of the ocean and parked cars.

The Hotel Maria

Misquamicut

10/10 Excellent

Great location and the hotel is very clean and in excellent condition. Thought the price was high for the time of year (mid- Oct). We were just there for a night so I thought it was crazy that we had to pay a resort fee considering the restaurant was not open and we were told we had to be out by 11:00am because they were closing the hotel for the week. Other than that the staff was friendly and we enjoyed our stay.

CAS

A modern two-story building with a pool area featuring sun loungers and umbrellas.

Seven Beach Lane

Westhampton Beach

10/10 Excellent

Dennis

The Menhaden

Greenport

10/10 Excellent

Anonymous traveler

A marina with boats docked, a fire pit table, and outdoor seating.

Saybrook Point Resort & Marina

Old Saybrook Center

10/10 Excellent

Robin

A large estate with a swimming pool, multiple buildings, and a well-maintained garden.

East Hampton Art House Bed & Breakfast

Clearwater Beach

10/10 Excellent

Anonymous traveler

A two-story house with a porch, a front door, and a small garden area with a white picket fence.

The Taber Inne & Suites

Mystic

10/10 Excellent

Robert

A beach with waves gently lapping onto the shore under a clear blue sky.

Hartmans' Briney Breezes Beach Resort

Montauk

10/10 Excellent

Simon

A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

The Hampton Maid

Hampton Bays

10/10 Excellent

Such a beautiful property, lots of trees, lovely landscaping. They keep Crassula in pots on all of the porches as long as weather permits. The room I stayed in (double queen) was very spacious. Wood beamed ceiling with a ceiling fan, walk in shower. Loved the restaurant that was open for breakfast daily. Open for dinner Tuesday - Saturday while I was there. It's still family owned and run after 69 years. Great dining options all around, and lots to see and do on the island - although you...

ALIX

A white wooden house with a blue door, a small porch, and a white railing.

Marina Bay Cottages

Waterford

10/10 Excellent

Charmaine Gabrielle

South Fork Vacation Rentals

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OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for South Fork vacation rentals

1. Montauk Manor

2. Windward Shores Ocean Resort

3. Montauk Oceanside Suites

4. The Surf Club

5. Offshore Spa & Residences

6. North Fork Resort

7. Cliffside Resort Condominiums

8. Groton Home < 1 Mi to Beach on Long Island Sound!

Find vacation rentals that suit your style

Top South Fork Hotel Reviews

Silver Sands Motel & Beach Bungalows

10/10 Excellent

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