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
Stay near Southold's top sights
Other great vacation rentals in Southold
Home in Southold
5.0 out of 5 average rating, 14 reviewsLe Petit Cottage Southold NY
Feb 25 – Mar 4
Home in Southold
5.0 out of 5 average rating, 17 reviewsHorton House
Nov 18 – 25
Cottage in Southold
4.95 out of 5 average rating, 21 reviewsAdorable Cottage
Feb 22 – Mar 1
Guesthouse in Southold
4.95 out of 5 average rating, 39 reviewsSouthold- Adorable 1 Bedroom Cottage
Aug 4 – 11
Guest suite in Cutchogue
4.9 out of 5 average rating, 83 reviewsEnjoy a relaxing getaway to the North Fork
Sep 18 – 25
Cottage in Southold
4.89 out of 5 average rating, 18 reviewsQuaint Cottage Close to LI Sound
Jan 6 – 13
Home in Cutchogue
4.96 out of 5 average rating, 72 reviewsSecluded Farmhouse - Studio Apartment Style Unit
Dec 23 – 30
Home in Southold
4.92 out of 5 average rating, 12 reviewsBeach/Lake house ~ Fireplace ~ North Fork Wineries
Apr 15 – 22
Other great vacation rentals in Southold
Home in Greenport
4.96 out of 5 average rating, 24 reviewsWater front 3 bedrooms 2 bathrooms beach house
Nov 1 – 8
Home in Southold
4.89 out of 5 average rating, 19 reviewsDockside Getaway in Southold NY
Dec 3 – 10
Home in Mattituck
4.92 out of 5 average rating, 88 reviewsModern Farmhouse Steps to Beach & Love Lane
Oct 27 – Nov 3
Loft in Southold
5.0 out of 5 average rating, 11 reviewsEntire Loft-Walk to Town, Beach, Train, Wine Trail
Mar 14 – 21
Home in Southold
4.97 out of 5 average rating, 35 reviewsWater & Vineyard views, 4 bedrooms
Nov 10 – 17
Home in Peconic
5.0 out of 5 average rating, 11 reviewsCoastal Cottage on the Water
Apr 19 – 26
Home in Greenport
5.0 out of 5 average rating, 10 reviewsThe Sandy Shack - Coastal Escape
Mar 7 – 14
Apartment in Greenport
4.78 out of 5 average rating, 46 reviews2 Bedroom Greenport Waterfront Coastal Cottage
Jan 24 – 31
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.
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