Town of Southold Town Vacation Rentals

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Our top choices for Town of Southold Town holiday rentals

Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (253 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is RM772
RM1,054 total
includes taxes & fees
31 May - 1 Jun
Cliffside Resort Condominiums
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (19 reviews)
"Great stay & great staff!"
United States
James
The price is RM1,289
RM1,473 total
includes taxes & fees
2 Jun - 3 Jun
North Fork Resort
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,353 reviews)
"Had a wonderful stay"
United States
Meghan
The price is RM949
RM1,162 total
includes taxes & fees
3 Jun - 4 Jun
Montauk Manor
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (313 reviews)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
The price is RM814
RM1,038 total
includes taxes & fees
31 May - 1 Jun
Windward Shores Ocean Resort
Individually decorated, individually furnished, free WiFi, bed sheets

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (240 reviews)
"Very close to beach"
United States
Rabia
The price is RM751
RM987 total
includes taxes & fees
1 Jun - 2 Jun
Driftwood Resort
Iron/ironing board, free WiFi

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (426 reviews)
"Awesome room!!! Wish I could come back in the summer"
United States
Nicki
The price is RM810
RM968 total
includes taxes & fees
2 Jun - 3 Jun
Montauk Oceanside Suites
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 Town of Southold Town Hotel Reviews

North Fork Resort

North Fork Resort

8/10 Good
"Clean rooms. On the smaller side, so one full room barely comfortably seats 4 ppl. the pool was nice. the staff was very nice. comes with an outdoor seating area and a grill and a fire pit."
Madison 2-night trip
Posted 2 days ago
North Fork Resort

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Holiday Apartments in Town of Southold Town

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