Montauk, NY Vacation Homes from AED 348

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Montauk vacation homes

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

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

Stonington

Jaime M.

AED 886 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Waterford

Elaine A.

AED 1,590 total

includes taxes & fees

14 Dec - 15 Dec

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

3. The SandPiper

Pipes Cove

Manuela C.

AED 852 total

includes taxes & fees

30 Nov - 1 Dec

A rectangular swimming pool with a brick border, surrounded by lush green trees and a brick patio with white lounge chairs.

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

East Hampton

ANGELA S.

AED 4,885 total

includes taxes & fees

1 Dec - 2 Dec

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

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

Groton

AED 1,927 total

includes taxes & fees

7 Dec - 8 Dec

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

6. Aqua Vista

Pipes Cove

Carey D.

AED 881 total

includes taxes & fees

18 Nov - 19 Nov

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

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

Sag Harbor

maria m.

AED 2,233 total

includes taxes & fees

16 Nov - 17 Nov

A hotel with a neon sign, a pedestrian crossing sign, and a reflection of a building in the window.

8. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

AED 1,058 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Pipes Cove

Callie E.

AED 1,278 total

includes taxes & fees

16 Nov - 17 Nov

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

10. Beach Block Hideaway

Pipes Cove

Teresa C.

AED 1,574 total

includes taxes & fees

16 Nov - 17 Nov

A modern wooden building with large windows, a balcony, and a view of autumn trees.

11. Serene Chic Hamptons oasis jus 1 block to waterfront + 8 minutes to Main Street

East Hampton

AED 4,276 total

includes taxes & fees

16 Nov - 17 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 1,065 total

includes taxes & fees

18 Nov - 19 Nov

A Tesla charging station mounted on a wooden wall.

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

Stonington

Bethany M.

AED 1,526 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Groton

Lois S.

AED 2,844 total

includes taxes & fees

22 Nov - 23 Nov

A backyard patio with outdoor furniture, a large umbrella, and a stone fireplace.

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

Wainscott

Suzanne B.

AED 7,471 total

includes taxes & fees

18 Nov - 19 Nov

A covered outdoor seating area with a pergola, a tree, and a small pool.

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

Mystic River Historic District

Erin B.

AED 2,439 total

includes taxes & fees

16 Nov - 17 Nov

A beach with sand dunes and a wooden bench.

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

Bridgehampton

Katie B.

AED 2,484 total

includes taxes & fees

17 Nov - 18 Nov

A coastal scene with a house near the water, a lighthouse in the background, and sailboats.

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

Groton

Benjamin G.

AED 2,912 total

includes taxes & fees

16 Nov - 17 Nov

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

19. Charming Historic House in Downtown Mystic

Mystic

Gina P.

AED 1,662 total

includes taxes & fees

9 Dec - 10 Dec

A bright room with wooden flooring, a white chair, a basket with toys, and a large window with a view of greenery.

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

Stonington

David C.

AED 1,743 total

includes taxes & fees

16 Nov - 17 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 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 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