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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful house and great location! "
United States
John C.
The price is ￥78,003
￥176,020 total
includes taxes & fees
Sep 28 - Sep 29
Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

2. 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.
Unit 1311: Cottage | Garden View | Deuce
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

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (186 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is ￥19,974
￥46,459 total
includes taxes & fees
Sep 18 - Sep 19
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.

4. 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 ￥29,860
￥76,666 total
includes taxes & fees
Sep 9 - Sep 10
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
A beach with waves gently lapping onto the shore under a clear sky.

5. Beach Cottage 1 Mile From Weekapaug & Misquamicut

Beach Cottage 1 Mile From Weekapaug & Misquamicut
Westerly
8.8 out of 10, Excellent, (196 reviews)
"This place met all our needs. "
United States
Andrea G.
The price is ￥31,958
￥72,864 total
includes taxes & fees
Sep 8 - Sep 9
Beach Cottage 1 Mile From Weekapaug & Misquamicut
A dining area with a round table, six chairs, and a chandelier.

6. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
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 ￥68,390
￥271,050 total
includes taxes & fees
Sep 9 - Sep 10
BlackBerry Private home with jacuzzi yearlong
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!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (175 reviews)
"Great location "
United States
Brian S.
The price is ￥34,275
￥64,640 total
includes taxes & fees
Sep 30 - Oct 1
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
A wooden pathway leading to a beach with scattered rocks and greenery.

8. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is ￥31,218
￥66,761 total
includes taxes & fees
Sep 7 - Sep 8
Beach Block Hideaway
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

9. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (51 reviews)
"access"
United States
Timothy
The price is ￥28,043
￥55,407 total
includes taxes & fees
Sep 10 - Sep 11
The SandPiper
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

10. 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, (1 review)
"Great clean beautiful property."
United States
ANGELA S.
The price is ￥86,287
￥187,490 total
includes taxes & fees
Sep 29 - Sep 30
Spacious house in East Hampton with heated pool + WFH
A rectangular swimming pool with a pebble border and a fire feature in the center.

11. Amagansett Farmhouse Retreat - Heated Pool, Outdoor Fireplace & Basement Arcade, Great for Kids

Amagansett Farmhouse Retreat - Heated Pool, Outdoor Fireplace & Basement Arcade, Great for Kids
East Hampton North
The price is ￥94,229
￥215,883 total
includes taxes & fees
Sep 7 - Sep 8
Amagansett Farmhouse Retreat - Heated Pool, Outdoor Fireplace & Basement Arcade, Great for Kids
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

12. 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 ￥30,949
￥73,992 total
includes taxes & fees
Sep 8 - Sep 9
The Blue Anchor House · walk Mystic-Train/Aquarium
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

13. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (44 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is ￥31,159
￥61,342 total
includes taxes & fees
Sep 8 - Sep 9
Aqua Vista
A beach with people relaxing, a pier extending into the water, and a clear sky.

14. 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, (30 reviews)
"We had a great stay!! "
United States
Callie E.
The price is ￥28,043
￥67,091 total
includes taxes & fees
Sep 9 - Sep 10
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
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, 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 ￥45,540
￥93,837 total
includes taxes & fees
Sep 29 - Sep 30
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
An outdoor dining area with hanging lights, palm trees, and a bar.

16. 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 ￥47,777
￥69,739 total
includes taxes & fees
Sep 9 - Sep 10
American Beech in Greenport - Petite King Room 7
A modern living room with a fireplace, a sofa, a chair, and a coffee table.

17. Beautiful East Hampton Retreat

Beautiful East Hampton Retreat
East Hampton
9.6 out of 10, Exceptional, (5 reviews)
"The host was very easy to work with. He was attentive and responsive. The home was exactly as advertised and was clean and nice to stay in!"
United States
Jonathan S.
The price is ￥115,121
￥217,127 total
includes taxes & fees
Sep 2 - Sep 3
Beautiful East Hampton Retreat
A spacious room with a wooden dining table, white chairs, and a large window providing a view of the outdoors.

18. Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool

Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool
East Hampton North
The price is ￥103,738
￥228,448 total
includes taxes & fees
Sep 28 - Sep 29
Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool
A white house with green shutters, a red door, and a flag.

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

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic River Historic District
10.0 out of 10, Exceptional, (97 reviews)
"Great location responsive hosts fully stocked cozy accommodations "
United States
dolly o.
The price is ￥59,329
￥140,219 total
includes taxes & fees
Sep 2 - Sep 3
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
A kitchen with a double sink, wooden countertops, a window with a view, and a clock on the wall.

20. Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (186 reviews)
"A wonderful stay "
United States
Gina P.
The price is ￥48,027
￥82,606 total
includes taxes & fees
Sep 23 - Sep 24
Charming Historic House in Downtown Mystic
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

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"This was a beautiful property on the water. We went to celebrate a birthday and it was the perfect location. The bedrooms were large and had high end toiletries. The restaurants on the property were delicious and had excellent service. It's also pretty centrally located and was only a few minutes from the downtown area. Highly recommend this property."
Arabella 1-night trip
Posted 8 hours ago
Montauk Yacht Club

Find out more about Montauk

Montauk Vacation Homes information

Number of reviews
1,023
Accommodation
73 Vacation Homes
Lowest Price
￥46,459
Highest Price
￥271,050