
Vacation rentals in Southold
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Top-rated vacation rentals in Southold
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Southold vacation rentals
Other great vacation rentals in Southold

Charming Ranch in North Fork

Sunny Harbor Suite

Corwin House

Waterfront NoFo Cottage w/ public beach access

Salt & Sea House - Near wineries, farms, & beaches

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Sweeping Dunes Beach Cottage

Coastal Cottage on the Water
Quick stats about vacation rentals in Southold
Total rentals
260 properties
Nightly prices starting at
€ 77 before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
100 properties have a pool
Frequently Asked Questions
Where should I stay in Southold?
Make yourself at home in Southold by choosing from our most frequently booked neighborhoods. We have over 210 vacation rentals in Peconic, and over 1,060 vacation rentals in Southold.
Are there vacation rentals with a dedicated workspace in Southold?
Yes! Work meets play with ease at over 130 vacation rentals in Southold featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Southold?
Four-legged friends are welcome in Southold. Choose from more than 90 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 $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Southold condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 condo rentals with pools in Southold, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Southold have wifi?
Absolutely! We offer over 180 house rentals with wifi 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 a gym?
Absolutely! We offer over 30 house rentals with a gym in Southold. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Southold have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Southold. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Southold?
Southold has more than 20 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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