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 4,900 total

includes taxes & fees

11 Nov - 12 Nov

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

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

Stonington

Jaime M.

AED 915 total

includes taxes & fees

2 Dec - 3 Dec

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

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

Waterford

Elaine A.

AED 1,503 total

includes taxes & fees

9 Nov - 10 Nov

A covered patio with outdoor furniture, a door, and a view of a residential area.

4. The SandPiper

Pipes Cove

Manuela C.

AED 846 total

includes taxes & fees

10 Nov - 11 Nov

A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

5. Aqua Vista

Pipes Cove

Kerri L.

AED 890 total

includes taxes & fees

9 Nov - 10 Nov

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

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

Groton

AED 1,846 total

includes taxes & fees

30 Nov - 1 Dec

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

7. 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 porch with a white railing, a small blue house decoration, and a 'Gone' sign.

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

Pipes Cove

Callie E.

AED 1,244 total

includes taxes & fees

8 Nov - 9 Nov

A patio area with wicker chairs and a table, surrounded by gravel and plants.

9. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

AED 1,066 total

includes taxes & fees

8 Nov - 9 Nov

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

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

Stonington

Bethany M.

AED 1,496 total

includes taxes & fees

9 Nov - 10 Nov

A small, single-story house with a gabled roof, a front door, and a number "401" on the door.

11. Beach Block Hideaway

Pipes Cove

Teresa C.

AED 1,574 total

includes taxes & fees

11 Nov - 12 Nov

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

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

Mystic River Historic District

Brian S.

AED 1,130 total

includes taxes & fees

11 Nov - 12 Nov

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

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

Wainscott

Suzanne B.

AED 7,114 total

includes taxes & fees

12 Nov - 13 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.

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

Bridgehampton

Katie B.

AED 1,956 total

includes taxes & fees

8 Nov - 9 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 fireplace, a large window with a view of a beach, and a 'Welcome to the Farm' sign.

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

Groton

Benjamin G.

AED 2,912 total

includes taxes & fees

8 Nov - 9 Nov

A kitchen with a double sink, wooden countertops, a window with a view, and a clock on the wall.

17. Charming Historic House in Downtown Mystic

Mystic

Gina P.

AED 1,574 total

includes taxes & fees

9 Nov - 10 Nov

A covered patio with a wooden table and white chairs, large windows, and a view of a deck and trees.

18. The Mystic Harbor House · walk downtown Mystic · train · aquarium

Stonington

David C.

AED 1,904 total

includes taxes & fees

10 Nov - 11 Nov

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

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

Mystic River Historic District

dolly o.

AED 2,533 total

includes taxes & fees

8 Nov - 9 Nov

20. Quintessential coastal New England

Mystic River Historic District

CHRISTINE J.

AED 5,260 total

includes taxes & fees

12 Nov - 13 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 beachside outdoor seating area with white Adirondack chairs and a fire pit.

Silver Sands Motel & Beach Bungalows

Greenport

10/10 Excellent

Nicole

A view from a covered deck with two Adirondack chairs and a small table, overlooking a marina with boats and a rocky shoreline.

Harbor View Landing

West Mystic

10/10 Excellent

Ruiyi

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