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Our top choices for Montauk holiday rentals

1. Montauk Manor
Montauk ManorMontauk
9.2 out of 10, Wonderful, (1,422 reviews)
The price is €160
includes taxes & fees
30 Nov - 1 Dec

2. Montauk Oceanside Suites
Montauk Oceanside SuitesDowntown Montauk
8.4 out of 10, Very good, (461 reviews)
The price is €149
includes taxes & fees
10 Nov - 11 Nov

3. Offshore Spa & Residences
Offshore Spa & ResidencesDowntown Montauk
8.4 out of 10, Very good, (5 reviews)
The price is €324
includes taxes & fees
15 Nov - 16 Nov

4. The Surf Club
The Surf ClubMontauk
8.6 out of 10, Excellent, (305 reviews)
The price is €281
includes taxes & fees
10 Nov - 11 Nov

6. Windward Shores Ocean Resort
Windward Shores Ocean ResortNapeague
8.8 out of 10, Excellent, (333 reviews)
The price is €159
includes taxes & fees
10 Nov - 11 Nov

7. North Fork Resort
North Fork ResortGreenport
9.6 out of 10, Exceptional, (73 reviews)
The price is €329
includes taxes & fees
10 Nov - 11 Nov

8. Year round Jacuzzi - Blackberry East Hampton Home
Year round Jacuzzi - Blackberry East Hampton HomeEast Hampton
9.2 out of 10, Wonderful, (7 reviews)
The price is €1,238
includes taxes & fees
10 Nov - 11 Nov

9. 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 VillageStonington
9.8 out of 10, Exceptional, (193 reviews)
The price is €224
includes taxes & fees
10 Nov - 11 Nov

10. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
9.0 out of 10, Wonderful, (299 reviews)
The price is €303
includes taxes & fees
10 Nov - 11 Nov

11. Serene, chic East Hampton home - minutes to beaches, Main St., and so much more
Serene, chic East Hampton home - minutes to beaches, Main St., and so much moreEast Hampton
The price is €1,091
includes taxes & fees
10 Nov - 11 Nov

12. The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2Stonington
10.0 out of 10, Exceptional, (10 reviews)
The price is €242
includes taxes & fees
10 Nov - 11 Nov

13. Lovely studio with AC in charming Sag Harbor
Lovely studio with AC in charming Sag HarborSag Harbor
6.0 out of 10, (1 review)
The price is €438
includes taxes & fees
10 Nov - 11 Nov

14. Harbor Heights
Harbor HeightsPipes Cove
10.0 out of 10, Exceptional, (29 reviews)
The price is €210
includes taxes & fees
10 Nov - 11 Nov

15. The SandPiper
The SandPiperPipes Cove
9.6 out of 10, Exceptional, (57 reviews)
The price is €210
includes taxes & fees
10 Nov - 11 Nov

16. Aqua Vista
Aqua VistaPipes Cove
10.0 out of 10, Exceptional, (53 reviews)
The price is €216
includes taxes & fees
18 Nov - 19 Nov

17. 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 parksWaterford
10.0 out of 10, Exceptional, (13 reviews)
The price is €389
includes taxes & fees
10 Nov - 11 Nov

18. Unbeatable Downtown Mystic Location
Unbeatable Downtown Mystic LocationMystic River Historic District
10.0 out of 10, Exceptional, (24 reviews)
The price is €254
includes taxes & fees
10 Nov - 11 Nov

19. Historic Block Island Suite
Historic Block Island SuiteNew Shoreham
10.0 out of 10, Exceptional, (4 reviews)
The price is €331
includes taxes & fees
21 Nov - 22 Nov

20. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + OfficePipes Cove
10.0 out of 10, Exceptional, (35 reviews)
The price is €310
includes taxes & fees
10 Nov - 11 Nov
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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