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Our top choices for Montauk holiday rentals

1. Montauk Manor
Montauk ManorMontauk
9.2 out of 10, Wonderful, (1,419 reviews)
The price is €158
includes taxes & fees
1 Dec - 2 Dec

2. Montauk Oceanside Suites
Montauk Oceanside SuitesDowntown Montauk
8.4 out of 10, Very good, (460 reviews)
The price is €148
includes taxes & fees
8 Nov - 9 Nov

3. The Surf Club
The Surf ClubMontauk
8.6 out of 10, Excellent, (305 reviews)
The price is €278
includes taxes & fees
9 Nov - 10 Nov

4. Offshore Spa & Residences
Offshore Spa & ResidencesDowntown Montauk
8.4 out of 10, Very good, (5 reviews)
The price is €321
includes taxes & fees
8 Nov - 9 Nov

5. Windward Shores Ocean Resort
Windward Shores Ocean ResortNapeague
8.8 out of 10, Excellent, (332 reviews)
The price is €158
includes taxes & fees
8 Nov - 9 Nov

6. 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 €1,155
includes taxes & fees
8 Nov - 9 Nov

7. North Fork Resort
North Fork ResortGreenport
9.6 out of 10, Exceptional, (73 reviews)
The price is €327
includes taxes & fees
8 Nov - 9 Nov

8. 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 €220
includes taxes & fees
7 Dec - 8 Dec

9. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
9.0 out of 10, Wonderful, (299 reviews)
The price is €274
includes taxes & fees
30 Nov - 1 Dec

10. 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 €366
includes taxes & fees
9 Nov - 10 Nov

11. 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 €232
includes taxes & fees
9 Nov - 10 Nov

12. Harbor Heights
Harbor HeightsPipes Cove
10.0 out of 10, Exceptional, (28 reviews)
The price is €203
includes taxes & fees
15 Nov - 16 Nov

13. The Sea Shanty Suite · walk Mystic-Train/EV Lvl-2
The Sea Shanty Suite · walk Mystic-Train/EV Lvl-2Stonington
9.0 out of 10, Wonderful, (2 reviews)
The price is €222
includes taxes & fees
9 Nov - 10 Nov

14. The SandPiper
The SandPiperPipes Cove
9.6 out of 10, Exceptional, (57 reviews)
The price is €208
includes taxes & fees
10 Nov - 11 Nov

15. Charming Accommodations in the Hamptons
Charming Accommodations in the HamptonsSag Harbor
The price is €424
includes taxes & fees
9 Nov - 10 Nov

16. Aqua Vista
Aqua VistaPipes Cove
10.0 out of 10, Exceptional, (52 reviews)
The price is €218
includes taxes & fees
9 Nov - 10 Nov

17. 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 €315
includes taxes & fees
15 Nov - 16 Nov

18. Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Riverbed, Romantic Waterfront Suite, walk to town<br><br>Mystic River Historic District
9.8 out of 10, Exceptional, (52 reviews)
The price is €340
includes taxes & fees
16 Nov - 17 Nov

19. The Blue Anchor House · walk Mystic-Train/Aquarium
The Blue Anchor House · walk Mystic-Train/AquariumStonington
10.0 out of 10, Exceptional, (10 reviews)
The price is €352
includes taxes & fees
9 Nov - 10 Nov

20. Upscale Apartment in Mystic 7 Minute Walk to Drawbridge
Upscale Apartment in Mystic 7 Minute Walk to DrawbridgeStonington
10.0 out of 10, Exceptional, (43 reviews)
The price is €310
includes taxes & fees
9 Nov - 10 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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