Montauk, NY Vacation Homes from AED 314

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Our top choices for Montauk vacation homes

A dining area with a round table, six chairs, and a chandelier.

1. Year round Jacuzzi - Blackberry East Hampton Home

East Hampton

Suzanne R.

AED 5,080 total

includes taxes & fees

10 Nov - 11 Nov

A bedroom with a bed, bedside table, lamp, and an air conditioning unit.

2. Serene, chic East Hampton home - minutes to beaches, Main St., and so much more

East Hampton

AED 4,313 total

includes taxes & fees

10 Nov - 11 Nov

A two-story house with a porch and a wooden picnic table in the front yard.

3. Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Stonington

Jaime M.

AED 911 total

includes taxes & fees

10 Nov - 11 Nov

A living room with a fireplace, a grey armchair, and a large window.

4. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Waterford

Elaine A.

AED 1,606 total

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

5. Spacious house in East Hampton with heated pool + WFH

East Hampton

ANGELA S.

AED 4,935 total

includes taxes & fees

1 Dec - 2 Dec

A compact, white washing machine in a narrow space, likely a laundry room or utility area.

6. Luxury Village Rental in the Heart of Sag Harbor

Sag Harbor

AED 3,026 total

includes taxes & fees

10 Nov - 11 Nov

A two-story house with a front porch, a driveway, and a tree in the foreground.

7. Groton Long Point Cottage with AC - 10 Min to Mystic!

Groton

AED 1,927 total

includes taxes & fees

30 Nov - 1 Dec

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

8. Aqua Vista

Pipes Cove

Kerri L.

AED 890 total

includes taxes & fees

18 Nov - 19 Nov

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

9. The SandPiper

Pipes Cove

Manuela C.

AED 846 total

includes taxes & fees

10 Nov - 11 Nov

A kitchen with a central island, white cabinetry, and a brick accent wall.

10. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!

Wainscott

Suzanne B.

AED 7,586 total

includes taxes & fees

19 Nov - 20 Nov

A covered porch with wooden chairs and a bench, overlooking a street with cars and houses.

11. Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Mystic River Historic District

Brian S.

AED 1,044 total

includes taxes & fees

11 Nov - 12 Nov

A beach with people relaxing, a pier extending into the water, and a clear sky.

12. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Pipes Cove

Callie E.

AED 1,278 total

includes taxes & fees

10 Nov - 11 Nov

An outdoor dining area with hanging lights, palm trees, and a bar.

13. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

AED 1,066 total

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

14. The Blue Anchor House · walk Mystic-Train/Aquarium

Stonington

Bethany M.

AED 1,526 total

includes taxes & fees

11 Nov - 12 Nov

A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

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

Groton

Lois S.

AED 2,829 total

includes taxes & fees

22 Nov - 23 Nov

A modern living room with a wooden accent wall, a flat-screen TV, a fireplace, and a dining area with a chair and table.

16. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton

Katie B.

AED 2,052 total

includes taxes & fees

15 Nov - 16 Nov

A wooden pathway leading to a beach with scattered rocks and greenery.

17. Beach Block Hideaway

Pipes Cove

Teresa C.

AED 1,574 total

includes taxes & fees

11 Nov - 12 Nov

A house with a sliding glass door, a white door, and a small porch with potted plants.

18. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Sag Harbor

maria m.

AED 4,108 total

includes taxes & fees

10 Nov - 11 Nov

A modern living room with a fireplace, a large window with a view of a beach, and a 'Welcome to the Farm' sign.

19. Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT

Groton

Benjamin G.

AED 2,912 total

includes taxes & fees

10 Nov - 11 Nov

A white house with green shutters, a red door, and a flag.

20. Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

Mystic River Historic District

dolly o.

AED 2,492 total

includes taxes & fees

10 Nov - 11 Nov

View all properties

Learn more about Montauk

The lighthouse stands sentinel at the island's edge, where surfers catch waves and fishermen cast lines at sunrise. Hike the bluffs for dramatic Atlantic views, then sample fresh seafood at dockside restaurants where locals gather after sunset.

See all hotels in Montauk

A lighthouse on a rocky outcrop with a grassy area and buildings nearby.

Top reviews in Montauk

A room with a bed, a table with chairs, a window with a view of the ocean, and a door leading to an outdoor area.

Hartmans' Briney Breezes Beach Resort

Montauk

10/10 Excellent

Simon

A modern outdoor deck with lounge chairs and a view of the beach.

Offshore Montauk

Montauk

10/10 Excellent

Danielle

Beach Plum Resort

Montauk

10/10 Excellent

Anonymous traveler

A modern house with a large open doorway leading to a bedroom with a bed and a window.

Daunt's Albatross Motel

Downtown Montauk

10/10 Excellent

MICHAEL

A spacious bar area with a marble countertop, multiple bar stools, and a view of the marina through large windows.

Montauk Yacht Club

Montauk

10/10 Excellent

Kelcie

Breakers Montauk

Montauk

10/10 Excellent

Stephen

An outdoor swimming pool area with lounge chairs and a covered seating area.

Kenny's Tipperary Inn

Culloden Shores

10/10 Excellent

Although the outside does not compliment the interior of this Motel/Hotel. The rooms are incredibly clean with furniture not constant with motel hotel furnishings. There wasn't a spec of dirt anywhere to be found. Our room also had a outside balcony. One needs nothing if you plan on staying at this establishment. Multitude of towels, (and plush ones) Hair dryer, and large screen TV. The bed was unbelievable comfortable with white comforte. Rug immaculate along with the bathroom. Too bad the...

Bobby Courtship

Montauk Oceanside Suites

Downtown Montauk

10/10 Excellent

Mike

A modern living room with a sofa, a coffee table, and a view of the outdoors through large glass doors.

Offshore Spa & Residences

Downtown Montauk

10/10 Excellent

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