Southold vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Southold vacation rentals

Stay near Southold's top sights

Pindar Vineyards41 locals recommend
Horton Point Lighthouse Nautical Museum31 locals recommend
Sparkling Pointe Vineyards & Winery64 locals recommend
The Halyard Restaurant32 locals recommend
A Lure Chowder House & Oysteria27 locals recommend
Greenport Harbor Brewery and Restaurant54 locals recommend

Quick stats about vacation rentals in Southold

Total rentals

210 properties

Rentals with a pool

60 properties have a pool

Pet-friendly rentals

80 properties allow pets

Family-friendly rentals

180 properties are a good fit for families

Total number of reviews

2.7K reviews

Nightly prices starting at

$90 before taxes and fees

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Southold?

    Four-legged friends are welcome in Southold. Choose from more than 80 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Southold?

    Experience the best of Southold with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Southold house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 house rentals with pools in Southold, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Southold have a bbq area?

    Absolutely! We offer over 90 house rentals with a bbq area in Southold. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Southold have self check-in?

    Absolutely! We offer over 50 house rentals with self check-in in Southold. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Southold have wifi?

    Absolutely! We offer over 160 house rentals with wifi in Southold. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Southold have a gym?

    Absolutely! We offer over 20 house rentals with a gym in Southold. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Southold?

    Southold has more than 160 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Southold?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with self check-in, over 160 homes with wifi, over 90 homes with a bbq area, over 20 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Southold?

    Yes! Work meets play with ease at over 110 vacation rentals in Southold featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Southold