Compare Cottages, Resorts, & Rentals in Southold, New York, USA
About Southold Vacation Rentals
There are over 231 amazing vacation rentals available in Southold. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Southold.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Southold, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Southold. The average size of places to stay near Southold is approximately 1050.33 ftยฒ, with prices averaging US $749 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Southold. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Southold, NY
Frequently Asked Questions About Southold?
What are the top cottages, summer homes, and lake houses in Southold?
- Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches
- Private Coastal Two Bedroom Cottage on the Water
- Located in the heart of wine country/BEACHES/shops.
- Southold cottage with Private Beach Rights ~ Walk to Kayak & Paddle Board
- Family and Dog friendly, private beachโฑ๏ธ Amazing Wineries within minutes!
- Family and dog-friendly getaway near amazing wineries, beaches and restaurants!
- Perfect Waterfront Family Vacation Home next to the best vineyards in NY!
- Great Location! Walk to Town & Train!
- Renovated American Farmhouse in the heart of Southold with heated saltwater pool
How many rentals, hotels, or resorts are available in Southold?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 231 properties listed by Vacation Cottage in the Southold area for the year 2025, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Southold.
