Vacation Rentals Guide

Vacation Rentals in Southold

The Official Guide to Vacation Rentals in Southold – Your Trusted Source for the Best Stays!

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Best Southold Vacation Rentals

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10
Excellent
1 Reviews

From

1235$/night

Bright Oasis In Beautiful North Fork Wine Country

3795 Main Bayview Road
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From

275$/night

Southold Cottage W/ Patio & Grill - Walk To Beach!

Southold, Ny, 11971
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From

434$/night

Nf Wine Country Retreat With Dock

3795 Main Bayview Rd
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Cheap Southold Vacation Rentals

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From

579$/night

Waterfront Home On Goose Creek Dock & Kayaks

900 Beachwood Ln
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Cedar-Shake Cottage, Heated Pool And Gardens

810 Waterview Dr.
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Family & Dog-Friendly Getaway!

605 Highwood Road
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Pet Friendly Vacation Rentals Southold

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9.6
Excellent
115 Reviews

From

140$/night

King-Bed Room With Private Bath -Free Wifi-- New London-Mystic

239 Williams Street
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9.3
Excellent
72 Reviews

From

105$/night

Fancy Studio Private Entrance

28 Ormond Avenue
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9.5
Excellent
82 Reviews

From

286$/night

Riverside Retreat-Waterfront Walkout Apartment

622 Military Highway
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Southold Vacation Rentals Oceanfront

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8.8
Excellent
192 Reviews

From

117$/night

Downtown New Haven, Spacious Stay By Yale - Ao Destinations

32 Elm Street
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9.8
Excellent
82 Reviews

From

300$/night

The Pines Men-Only Stay

488 Tarpon Walk
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9.1
Excellent
103 Reviews

From

236$/night

Villa Signor

311 Old Pond Lane
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Southold Vacation Rentals with Private Pool

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9.2
Excellent
221 Reviews

From

513$/night

The Cliffside Resort Condominiums

61475 Route 48
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9.3
Excellent
52 Reviews

From

123$/night

Private Apt King Suite, L.I, Ny-Hamptons To Nyc

1 Martin Street
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8.7
Excellent
65 Reviews

From

123$/night

Historic Peaceful Apartment

105 Newhall Street 1
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10
Excellent
17 Reviews

From

310$/night

New! Updated Mystic Home W/ Sauna, Hot Tub & Deck

156 Dartmouth Dr.
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9.2
Excellent
45 Reviews

From

202$/night

Cozy Garden Apartment Along The Shoreline

14 Charles St
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9
Excellent
88 Reviews

From

289$/night

Hyatus Luxury Residences City Crossing

9 Tower Lane
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8.5
Very good
74 Reviews

From

175$/night

Beautiful Studio Apartment In Historic House

105 Newhall Street
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9.4
Excellent
30 Reviews

From

326$/night

Casa Soleada In East Rock Near Dt And Yale Som With Free Parking And King Bed

656 Orange Street
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Location

Southold, New York State, United States, NY 11971

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