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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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 ￥59,326
￥151,638 total
includes taxes & fees
Oct 26 - Oct 27
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.
The price is ￥47,671
￥97,121 total
includes taxes & fees
Oct 15 - Oct 16
Unit 1311: Cottage | Garden View | Deuce
A dining area with a round table, six chairs, and a chandelier.

3. Year round Jacuzzi - Blackberry Home

Year round Jacuzzi - Blackberry 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 ￥13,891
￥203,737 total
includes taxes & fees
Oct 5 - Oct 6
Year round Jacuzzi - Blackberry Home
A sunroom with a large sectional sofa, a small table, and a view of the beach and hills.

4. 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 ￥68,033
￥125,236 total
includes taxes & fees
Oct 15 - Oct 16
Unit 511: Cottage | Ocean View | Nautilus
A two-story house with a porch and a wooden picnic table in the front yard.

5. 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, (190 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is ￥16,259
￥41,428 total
includes taxes & fees
Nov 3 - Nov 4
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

6. 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 ￥71,033
￥164,657 total
includes taxes & fees
Oct 19 - Oct 20
Spacious house in East Hampton with heated pool + WFH
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, (178 reviews)
"Great location "
United States
Brian S.
The price is ￥23,093
￥49,580 total
includes taxes & fees
Nov 4 - Nov 5
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

8. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (52 reviews)
"Very wonderful location so close to the train station will come back soon"
United States
Julian V.
The price is ￥14,996
￥39,676 total
includes taxes & fees
Nov 2 - Nov 3
The SandPiper
An outdoor dining area with hanging lights, palm trees, and a bar.

9. 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 ￥31,412
￥48,334 total
includes taxes & fees
Oct 5 - Oct 6
American Beech in Greenport - Petite King Room 7
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, (48 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is ￥22,888
￥50,498 total
includes taxes & fees
Oct 7 - Oct 8
Aqua Vista
A kitchen with a central island, white cabinetry, and a brick accent wall.

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

Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!
Wainscott
10.0 out of 10, Exceptional, (34 reviews)
"Loved it! Thank you for having us."
United States
Vera P.
Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

12. 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 ￥44,987
￥92,697 total
includes taxes & fees
Nov 1 - Nov 2
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

13. 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 ￥32,141
￥75,133 total
includes taxes & fees
Oct 5 - Oct 6
The Blue Anchor House · walk Mystic-Train/Aquarium
A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

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

Groton Home < 1 Mi to Beach on Long Island Sound!
Groton
10.0 out of 10, Exceptional, (33 reviews)
"Home more than exceeded our expectations! There were plenty of different areas for conversation, kitchen was more than well stocked for cooking meals and the place was spotless! View from the back of the house was wonderful, overlooking the golf course and water."
United States
Mark S.
The price is ￥51,933
￥128,206 total
includes taxes & fees
Oct 5 - Oct 6
Groton Home < 1 Mi to Beach on Long Island Sound!
A beach with people relaxing, a pier extending into the water, and a clear sky.

15. 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, (32 reviews)
"We had a great stay!! "
United States
Callie E.
The price is ￥22,888
￥60,597 total
includes taxes & fees
Nov 1 - Nov 2
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A wooden pathway leading to a beach with scattered rocks and greenery.

16. 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 ￥30,781
￥70,875 total
includes taxes & fees
Nov 3 - Nov 4
Beach Block Hideaway
A modern living room with a fireplace, a large window with a view of a beach, and a 'Welcome to the Farm' sign.

17. 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, (142 reviews)
"Loved the woods next to it. The stained glass were very cool"
United States
Kate R.
The price is ￥60,599
￥125,150 total
includes taxes & fees
Oct 12 - Oct 13
Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT
A kitchen with a double sink, wooden countertops, a window with a view, and a clock on the wall.

18. Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (193 reviews)
"A wonderful stay "
United States
Gina P.
The price is ￥41,041
￥73,558 total
includes taxes & fees
Oct 19 - Oct 20
Charming Historic House in Downtown Mystic
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

The Mystic Harbor House · walk downtown Mystic · train · aquarium
Stonington
9.8 out of 10, Exceptional, (11 reviews)
"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."
United States
David C.
The price is ￥44,959
￥91,078 total
includes taxes & fees
Oct 28 - Oct 29
The Mystic Harbor House · walk downtown Mystic · train · aquarium
A white house with green shutters, a red door, and a flag.

20. 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 ￥52,477
￥129,640 total
includes taxes & fees
Nov 4 - Nov 5
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
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 Blue Hotel

Montauk Blue Hotel

8/10 Good
"Great location!"
Melissa 2-night trip
Posted less than an hour ago
Montauk Blue Hotel

Find out more about Montauk

Montauk Vacation Homes information

Number of reviews
1,007
Accommodation
73 Vacation Homes
Lowest Price
￥39,676
Highest Price
￥203,737