Town of Southold Town Rentals By Owner

There are a lot of options in Town of Southold Town. If you plan on staying in the Town of Southold Town area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Town of Southold Town:

• Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches
• Stunning Beachfront Home ~ 5BR/3BA Family Friendly
• Private & Spacious Five Room Suite.Steps To Bay Beach and walk to Village.
• MATTITUCK, #1 Winery and Beach Town !
• Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star!
• Charming Country Home sits on a 3-acre property in Bucolic Orient.
• Relax in this light-filled home, steps from the beach and a short walk to town!
• Spacious apartment, 3 blocks to downtown and steps to fishing pier.
• Beach, Pool, Wine, Shopping!
• Antique house, Private & Peaceful Oasis

There are many large, family-friendly vacation homes available in Town of Southold Town; however, here are the most popular family rentals listed on our site:

• Cozy Greenport Cottage
• BayFront Cottage
• Southold Cottage with Patio and Grill - Walk to Beach!
• Family and Dog friendly, private beach⛱️ Amazing Wineries within minutes!
• Happiness Comes in Waves
• Family and dog-friendly getaway near amazing wineries, beaches and restaurants!
• North Fork Escape Steps From The Beach

Yes, there are 3 self-catering vacation homes in Town of Southold Town that have hot tubs, swimming pools, & other amenities.

There are more than 3 luxury villas and vacation homes in or near Town of Southold Town. Filter by price to compare find the most expensive places to stay on Rsvpcottages.

Yes, there are 3 pet friendly vacation homes and places to stays that are available in or near Town of Southold Town that you may consider.