Montauk, NY Vacation Homes from AED 927

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

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Our top choices for Montauk vacation homes

A coastal hotel with multiple buildings, a swimming pool, and a beach view.

1. Unit 1311: Cottage | Garden View | Deuce

Napeague

Sherry L.

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

2. Year round Jacuzzi - Blackberry East Hampton Home

East Hampton

Suzanne R.

AED 4,619 total

includes taxes & fees

22 Oct - 23 Oct

A sunroom with a large sectional sofa, a small table, and a view of the beach and hills.

3. Unit 511: Cottage | Ocean View | Nautilus

Napeague

Steven B.

AED 2,914 total

includes taxes & fees

22 Oct - 23 Oct

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

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

Stonington

Jaime M.

AED 927 total

includes taxes & fees

25 Oct - 26 Oct

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 3,794 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Waterford

Elaine A.

AED 1,610 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Mystic River Historic District

Brian S.

AED 1,091 total

includes taxes & fees

18 Nov - 19 Nov

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

8. The SandPiper

Pipes Cove

Manuela C.

AED 936 total

includes taxes & fees

10 Nov - 11 Nov

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

9. Aqua Vista

Pipes Cove

Kerri L.

AED 936 total

includes taxes & fees

9 Nov - 10 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 1,589 total

includes taxes & fees

4 Nov - 5 Nov

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

11. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

AED 1,125 total

includes taxes & fees

25 Oct - 26 Oct

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

"We had a wonderful stay in Greenport! The location was absolutely perfect, and one of the things we loved most was being able to walk to town and the beautiful harbor. Everything was so conveniently located, from the charming shops and wonderful restaurants to the lovely waterfront, making it easy to enjoy everything Greenport has to offer without needing to drive. We would happily stay here again and highly recommend this place to anyone looking for a wonderful Greenport getaway!"

Nino

AED 1,303 total

includes taxes & fees

2 Nov - 3 Nov

A bedroom with a bed, a wardrobe, a painting, a bookshelf, and a window.

13. Beach House w/ Spacious Yard, Walk to Beach with AC. 10 Minutes to Mystic!

Groton

AED 2,722 total

includes taxes & fees

1 Nov - 2 Nov

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

14. Beach Block Hideaway

Pipes Cove

Teresa C.

AED 1,653 total

includes taxes & fees

3 Nov - 4 Nov

A driveway with a parked car, surrounded by trees and illuminated pathway lights.

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

Bridgehampton

Katie B.

AED 2,157 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.

16. Charming Historic House in Downtown Mystic

Mystic

Gina P.

AED 1,651 total

includes taxes & fees

1 Nov - 2 Nov

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

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

Wainscott

Suzanne B.

AED 8,385 total

includes taxes & fees

19 Nov - 20 Nov

18. Quintessential coastal New England

Mystic River Historic District

CHRISTINE J.

AED 5,502 total

includes taxes & fees

3 Nov - 4 Nov

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

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

Stonington

David C.

AED 2,005 total

includes taxes & fees

3 Nov - 4 Nov

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

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

Groton

Benjamin G.

AED 2,912 total

includes taxes & fees

25 Oct - 26 Oct

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Top Montauk Hotel Reviews

Ocean Surf Resort

8/10 Good

"Lovely view of the ocean. Bathroom was fine. Room was updated. Only had one nightstand and lamp."

Breakers Montauk

10/10 Excellent

"I absolutely loved my stay at Breakers Montauk. The room was very clean. The location was perfect- cross the street and you’re at the beach! Such a gorgeous view of the expansive ocean and the beautiful dunes. It’s also just a 15 minute walk to some delicious restaurants. I recommend brunch at The Bird and dinner at Alimentari. The intentionality of the design is obvious. They provide a lot in a perfect amount of space. I especially loved that they had beach chairs which could be carried on your back like a backpack with a small cooler pouch built into the chair. Then they’d equipped each chair with bottle openers! Also love that they have bikes for guests to borrow. They’ve really thought of everything."

Marram

10/10 Excellent

"Stayed in Room #101 in June 2026. Due to flight & traffic delays (thank you, FIFA), I couldn't make it to the property until nearly midnight. Front office guy (Sadik?) stayed a FEW hours past his usual time so that I could check into my room. He was AMAZING! Many reviewers complain about the minimalist decor of the rooms but it was exactly what I needed! No TV. No alarm clock. PERFECT ocean view. Good WIFI when I needed it. The mattress, pillows & linens were the best I've ever experienced. I'm a "room snob" accustomed to paying at least $1000/night for a room. I've never slept in a more comfortable bed than the one at Marram Montauk! I've already ordered the mattress & linens for my own home. If you need lots of tech for your vacation, this is not the place for you. The surroundings are small-town precious and the views can't be beat. I love this place and can't wait to go back!"

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Montauk vacation homes

1. Unit 1311: Cottage | Garden View | Deuce

2. Year round Jacuzzi - Blackberry East Hampton Home

3. Unit 511: Cottage | Ocean View | Nautilus

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

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

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