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2026-11-09
2026-11-10
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Vacation Rentals in Southold

Bright Oasis In Beautiful North Fork Wine Country

3795 Main Bayview Road, Southold, United States Show map

Situated 3.2 km from the locally run aquaculture Southold Bay Oysters Farm, the 4-bedroom Bright Oasis In Beautiful North Fork Wine Country Villa Southold entices guests to enjoy canyoning in the… More

From US$ 1235 Book Now

Family & Dog-Friendly Getaway!

605 Highwood Road, Southold, United States Show map

With the capacity to host 8 guests, the 1-bedroom Family & Dog-Friendly Getaway! Villa Southold is located around 15 minutes' drive from such significant cultural landmarks as Horton Point Lighthouse… More

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

Southold, Ny, 11971, Southold, United States Show map

The 2-bedroom Southold Cottage W/ Patio & Grill - Walk To Beach! can host up to 3 guests, boasting a convenient location around 15 minutes' drive from iconic cultural attractions such as Horton Point… More

From US$ 275 Book Now

Waterfront Home On Goose Creek Dock & Kayaks

900 Beachwood Ln, Southold, United States Show map

Staying at the 3-bedroom Waterfront Home On Goose Creek Dock & Kayaks Southold, guests can visit Pindar Vineyards, which is about a 10-minute drive away. This Southold holiday home is suitable for up… More

From US$ 579 Book Now

Nf Wine Country Retreat With Dock

3795 Main Bayview Rd, Southold, United States Show map

The 1-bedroom Nf Wine Country Retreat With Dock Villa Southold offers proximity to nearby tourist spots, such as Custer Institute & Observatory, situated merely a 12-minute walk away. With a maximum… More

From US$ 434 Book Now

Cedar-Shake Cottage, Heated Pool And Gardens

810 Waterview Dr., Southold, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Cedar-Shake Cottage, Heated Pool And Gardens Southold is suitable for up to 6 people and is located about 7 km from Wickham's Fruit Farm. Providing… More

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