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Our top choices for Montauk holiday rentals

1. Montauk Manor
Montauk ManorMontauk
9.2 out of 10, Wonderful, (1,425 reviews)
The price is €161
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 €151
includes taxes & fees
16 Nov - 17 Nov

3. Offshore Spa & Residences
Offshore Spa & ResidencesDowntown Montauk
8.4 out of 10, Very good, (5 reviews)
The price is €327
includes taxes & fees
16 Nov - 17 Nov

5. Windward Shores Ocean Resort
Windward Shores Ocean ResortNapeague
8.8 out of 10, Excellent, (334 reviews)
The price is €161
includes taxes & fees
16 Nov - 17 Nov

6. 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 €222
includes taxes & fees
16 Nov - 17 Nov

7. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
9.0 out of 10, Wonderful, (300 reviews)
The price is €300
includes taxes & fees
26 Nov - 27 Nov

8. North Fork Resort
North Fork ResortGreenport
9.6 out of 10, Exceptional, (73 reviews)
The price is €333
includes taxes & fees
16 Nov - 17 Nov

9. 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 €231
includes taxes & fees
17 Nov - 18 Nov

10. Harbor Heights
Harbor HeightsPipes Cove
10.0 out of 10, Exceptional, (29 reviews)
The price is €207
includes taxes & fees
22 Nov - 23 Nov

11. The SandPiper
The SandPiperPipes Cove
9.6 out of 10, Exceptional, (58 reviews)
The price is €218
includes taxes & fees
30 Nov - 1 Dec

12. 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, (182 reviews)
The price is €277
includes taxes & fees
16 Dec - 17 Dec

13. Aqua Vista
Aqua VistaPipes Cove
10.0 out of 10, Exceptional, (54 reviews)
The price is €222
includes taxes & fees
18 Nov - 19 Nov

14. Charming Accommodations in the Hamptons
Charming Accommodations in the HamptonsSag Harbor
The price is €452
includes taxes & fees
16 Nov - 17 Nov

15. 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 €382
includes taxes & fees
14 Dec - 15 Dec

16. Unbeatable Downtown Mystic Location
Unbeatable Downtown Mystic LocationMystic River Historic District
10.0 out of 10, Exceptional, (24 reviews)
The price is €256
includes taxes & fees
16 Nov - 17 Nov

17. 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 €236
includes taxes & fees
30 Nov - 1 Dec

18. 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 €313
includes taxes & fees
16 Nov - 17 Nov

19. American Beech in Greenport - Petite King Room 7
American Beech in Greenport - Petite King Room 7Greenport
9.4 out of 10, Exceptional, (6 reviews)
The price is €265
includes taxes & fees
16 Nov - 17 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, (44 reviews)
The price is €316
includes taxes & fees
17 Nov - 18 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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