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 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Montauk vacation homes

Sun loungers, beach towels

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 ￥70,374
￥156,601 total
includes taxes & fees
Oct 6 - Oct 7
Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower
Dining

2. 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 ￥21,618
￥208,046 total
includes taxes & fees
Sep 13 - Sep 14
BlackBerry Private home with jacuzzi yearlong
Exterior

3. 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 ￥62,861
￥117,213 total
includes taxes & fees
Sep 21 - Sep 22
Unit 1311: Cottage | Garden View | Deuce
Exterior

4. 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 ￥19,012
￥44,402 total
includes taxes & fees
Oct 11 - Oct 12
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Property grounds

5. 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 ￥29,008
￥57,101 total
includes taxes & fees
Oct 7 - Oct 8
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Sun loungers, beach towels

6. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (51 reviews)
"access"
United States
Timothy
The price is ￥29,897
￥57,633 total
includes taxes & fees
Sep 28 - Sep 29
The SandPiper
Beach

7. 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 ￥29,897
￥64,110 total
includes taxes & fees
Sep 14 - Sep 15
Beach Block Hideaway
Sun loungers, beach towels

8. 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 ￥26,908
￥65,252 total
includes taxes & fees
Sep 16 - Sep 17
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Iron/ironing board, WiFi, bed sheets

9. Pet friendly Suite in boutique cottage in downtown historic downtown Mystic

Pet friendly Suite in boutique cottage in downtown historic downtown Mystic
Mystic River Historic District
The price is ￥48,296
￥77,350 total
includes taxes & fees
Sep 15 - Sep 16
Pet friendly Suite in boutique cottage in downtown historic downtown Mystic
Terrace/patio

10. 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 ￥36,643
￥54,830 total
includes taxes & fees
Sep 16 - Sep 17
American Beech in Greenport - Petite King Room 7
Dining

11. 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 ￥66,407
￥177,942 total
includes taxes & fees
Sep 28 - Sep 29
Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool
Property grounds

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 ￥43,696
￥90,037 total
includes taxes & fees
Sep 27 - Sep 28
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Sun loungers, beach towels

13. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (45 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is ￥22,231
￥49,048 total
includes taxes & fees
Oct 7 - Oct 8
Aqua Vista
Private kitchen

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

Spacious house in East Hampton with heated pool + WFH
East Hampton
8.0 out of 10, Very Good, (2 reviews)
"Great clean beautiful property."
United States
ANGELA S.
The price is ￥75,893
￥173,066 total
includes taxes & fees
Oct 5 - Oct 6
Spacious house in East Hampton with heated pool + WFH
TV

15. 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 ￥90,919
￥156,137 total
includes taxes & fees
Sep 16 - Sep 17
Unit 511: Cottage | Ocean View | Nautilus
Property grounds

16. Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only

Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only
West Mystic
9.6 out of 10, Exceptional, (4 reviews)
"Lovely property, with great views and access to kayaks, paddle boards and peddle boats for added fun. They also had a large tented area by the dock that allowed a shaded area which was perfect as we had an infant with us. We rented both the first and second floors together which worked great for six adults and an infant. The second floor was smaller than the first - a smaller living area and kitchen, and a little two-chair deck - but comfortable for what we needed. The home was sound proof...
United States
Valerie T.
The price is ￥61,175
￥76,024 total
includes taxes & fees
Sep 16 - Sep 17
Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only
TV

17. 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, (32 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.
Groton Home < 1 Mi to Beach on Long Island Sound!
Interior

18. Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (189 reviews)
"A wonderful stay "
United States
Gina P.
The price is ￥41,396
￥73,363 total
includes taxes & fees
Sep 23 - Sep 24
Charming Historic House in Downtown Mystic
Private kitchen

19. 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, (70 reviews)
"Great spot in walking distance to everything in Mystic!!"
United States
Mike O.
The price is ￥55,195
￥108,052 total
includes taxes & fees
Sep 22 - Sep 23
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Terrace/patio

20. Perfect Group Escape · Coastal Mystic Ranch

Perfect Group Escape · Coastal Mystic Ranch
Mystic
10.0 out of 10, Exceptional, (39 reviews)
"It was a wonderful stay! Perfect location, amenities and fun!"
United States
Julie S.
The price is ￥60,561
￥98,163 total
includes taxes & fees
Sep 14 - Sep 15
Perfect Group Escape · Coastal Mystic Ranch
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

Breakers Montauk

Breakers Montauk

10/10 Excellent
"Andre was the best ! So nice and welcoming…. Always willing to assist and help anyway he can . The hotel was the cutest , great location , pool clean and rooms are cleaned everyday the staff is incredible ! Beach is right across the street and the hotel is walking distance to the town or a bike ride . Will be coming back already booked for next year !"
Denisse 3-night trip
Posted 10 hours ago
Breakers Montauk

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Montauk Vacation Homes information

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