Southold vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Southold
Guests agree: these vacation rentals 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
Home in North Fork
4.98 out of 5 average rating, 53 reviewsVictorian Pearl
Home in North Fork
5 out of 5 average rating, 4 reviewsPeaceful in Peconic
Home in North Fork
4.88 out of 5 average rating, 17 reviewsEat, Love, Stay, and Swim
Home in North Fork
4.92 out of 5 average rating, 12 reviewsNorth Fork Sound Front Home with Pool
Cottage in North Fork
4.98 out of 5 average rating, 43 reviewsStunning waterfront modern farmhouse with dock.
Home in North Fork
4.95 out of 5 average rating, 21 reviewsCoastal Cottage on the Water
Rental unit in North Fork
4.96 out of 5 average rating, 84 reviewsLovely 2-bedroom apartment in a historic home
Home in North Fork
4.83 out of 5 average rating, 36 reviewsFarm house with vineyard views
Quick stats about vacation rentals in Southold
Total rentals
210 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
60 properties have a pool
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Southold?
Yes! Work meets play with ease at over 120 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 70 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Southold?
Experience the best of Southold with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Southold vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Southold, available on Airbnb. Make a splash and soak up the sun in style!
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.
Do house rentals in Southold have self check-in?
Absolutely! We offer over 40 house rentals with self check-in in Southold. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Southold have wifi?
Absolutely! We offer over 10 cottage 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 cottage rentals in Southold?
Southold has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Cottage Rentals in Southold?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Rentals with a hot tub Southold
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