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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Montauk vacation homes

A sandy beach path with wooden fencing leading to the ocean.

1. Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower

Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower
Culloden Shores
8.6 out of 10, Excellent, (4 reviews)
"Definitely more space than expected, and super close to everything in Montauk. Planning on coming back next year!"
United States
Nick M.
The price is AED 1,506
AED 3,693 total
includes taxes & fees
29 Oct - 30 Oct
Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower
A sunroom with a large sectional sofa, a small table, and a view of the beach and hills.

2. Unit 511: Cottage | Ocean View | Nautilus

Unit 511: Cottage | Ocean View | Nautilus
Napeague
10.0 out of 10, Exceptional, (3 reviews)
"Had a great weekend. Right on beach. Beautiful."
United States
Steven B.
The price is AED 1,583
AED 2,914 total
includes taxes & fees
29 Oct - 30 Oct
Unit 511: Cottage | Ocean View | Nautilus
A dining area with a round table, six chairs, and a chandelier.

3. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton Home
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is AED 228
AED 4,619 total
includes taxes & fees
18 Oct - 19 Oct
Year round Jacuzzi - Blackberry East Hampton Home
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

4. Unit 1311: Cottage | Garden View | Deuce

Unit 1311: Cottage | Garden View | Deuce
Napeague
8.0 out of 10, Very good, (2 reviews)
"Great location a few steps always from the ocean and a few minutes away from town"
United States
Jessica S.
The price is AED 1,109
AED 2,243 total
includes taxes & fees
18 Oct - 19 Oct
Unit 1311: Cottage | Garden View | Deuce
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

Spacious house in East Hampton with heated pool + WFH
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Great clean beautiful property."
United States
ANGELA S.
The price is AED 1,653
AED 3,932 total
includes taxes & fees
19 Oct - 20 Oct
Spacious house in East Hampton with heated pool + WFH
A two-story house with a porch and a wooden picnic table in the front yard.

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

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (192 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is AED 349
AED 927 total
includes taxes & fees
18 Oct - 19 Oct
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
A living room with a fireplace, a grey armchair, and a large window.

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

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (13 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AED 601
AED 1,654 total
includes taxes & fees
9 Nov - 10 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

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

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is AED 1,047
AED 2,157 total
includes taxes & fees
1 Nov - 2 Nov
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A covered porch with wooden chairs and a bench, overlooking a street with cars and houses.

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

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (180 reviews)
"Great location "
United States
Brian S.
The price is AED 618
AED 1,269 total
includes taxes & fees
21 Oct - 22 Oct
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

10. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (50 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is AED 349
AED 906 total
includes taxes & fees
9 Nov - 10 Nov
Aqua Vista
An outdoor dining area with hanging lights, palm trees, and a bar.

11. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is AED 731
AED 1,125 total
includes taxes & fees
19 Oct - 20 Oct
American Beech in Greenport - Petite King Room 7
A room with a dining table, chairs, a lamp, a dresser, and a window with a view of a playground.

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

Beach House w/ Spacious Yard, Walk to Beach with AC. 10 Minutes to Mystic!
Groton
Beach House w/ Spacious Yard, Walk to Beach with AC. 10 Minutes to Mystic!
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

13. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (56 reviews)
"Very wonderful location so close to the train station will come back soon"
United States
Julian V.
The price is AED 349
AED 906 total
includes taxes & fees
10 Nov - 11 Nov
The SandPiper
A modern living room with a fireplace, a large window with a view of a beach, and a 'Welcome to the Farm' sign.

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

Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT
Groton
10.0 out of 10, Exceptional, (143 reviews)
"Lovely property and super easy communication and check-in/check-out process with the host. Would definitely book again."
United States
Benjamin G.
The price is AED 1,410
AED 2,912 total
includes taxes & fees
18 Oct - 19 Oct
Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

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

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is AED 1,978
AED 4,262 total
includes taxes & fees
16 Oct - 17 Oct
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A beach with people relaxing, a pier extending into the water, and a clear sky.

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

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (34 reviews)
"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!"
United States
Nino
The price is AED 533
AED 1,376 total
includes taxes & fees
2 Nov - 3 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

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

The Blue Anchor House · walk Mystic-Train/Aquarium
Stonington
10.0 out of 10, Exceptional, (10 reviews)
"The house was clean, spacious and the location was perfect for all of our needs. Host was responsive when we reached out. Would definitely stay here again, and plan to in the future. "
United States
Bethany M.
The price is AED 578
AED 1,527 total
includes taxes & fees
4 Nov - 5 Nov
The Blue Anchor House · walk Mystic-Train/Aquarium
A wooden pathway leading to a beach with scattered rocks and greenery.

18. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is AED 716
AED 1,649 total
includes taxes & fees
3 Nov - 4 Nov
Beach Block Hideaway
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

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (194 reviews)
"A wonderful stay "
United States
Gina P.
The price is AED 859
AED 1,587 total
includes taxes & fees
19 Oct - 20 Oct
Charming Historic House in Downtown Mystic
A modern kitchen with white cabinetry, stainless steel appliances, and a wooden island.

20. Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Stonington
10.0 out of 10, Exceptional, (73 reviews)
"Loved our stay, beautifully decorated inside and out. Conveniently located and so much within walking distance."
United States
Deborah J
The price is AED 1,157
AED 2,373 total
includes taxes & fees
12 Nov - 13 Nov
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montauk Hotel Reviews

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Everything was wonderful…location, view, amenities made our stay so memorable. Can’t wait to go back!"
SUZANNE 3-night trip
Posted 1 day ago
Beachcomber Resort at Montauk

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