Southampton vacation rentals
Book unique homes, vacation rentals, and more on Airbnb
Top-rated vacation rentals in Southampton
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 Southampton vacation rentals
Southampton beach vacation rentals
Apartment in Hampton Bays
4.97 out of 5 average rating, 341 reviewsPrivate & Cozy Cottage with short walk to beach!
Home in Greenport
4.94 out of 5 average rating, 138 reviewsHarbor Heights
Bungalow in Hampton Bays
5.0 out of 5 average rating, 113 reviewsHamptons Waterfront- Great Location!
Apartment in Milford
4.97 out of 5 average rating, 518 reviewsWater front studio apartment with fireplace.
Home in East Hampton
4.95 out of 5 average rating, 195 reviewsRex- East Hampton Cottage- 5 stars
Loft in Milford
4.94 out of 5 average rating, 100 reviewsLovely water front lower-level loft, free parking
Apartment in Sag Harbor
4.92 out of 5 average rating, 134 reviewsWhaling Captain Pierson's Apartment TOO
Cottage in Milford
4.96 out of 5 average rating, 242 reviewsSpring Sale! Cozy Cottage | Walk to Beach | Pet
Southampton house rentals
Home in Sag Harbor
4.95 out of 5 average rating, 130 reviewsLuxury Private King Suite + 2 Floor Living Space
Home in East Hampton
4.97 out of 5 average rating, 122 reviewsEast Hampton (walking distance to village)
Home in Sag Harbor
4.96 out of 5 average rating, 262 reviewsSag Harbor Cottage, Walk to the Beach!
Home in Sag Harbor
4.97 out of 5 average rating, 128 reviewsRelax into Coastal Life at a Sun-Drenched Sag Harbor Home
Home in East Hampton
4.93 out of 5 average rating, 143 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Home in Stony Brook
4.94 out of 5 average rating, 485 reviewsSpacious Studio Apartment- near SBU
Home in Holbrook
4.91 out of 5 average rating, 242 reviewsCozy studio
Home in Hampton Bays
4.98 out of 5 average rating, 113 reviewsBeach House Feel - newly renovated backyard Oasis
Beach house rentals in Southampton
Home in East Hampton
4.92 out of 5 average rating, 130 reviewsHeated pool, games room, near beach, kid-friendly
Home in East Haven
4.88 out of 5 average rating, 197 reviewsBeach Cottage by the Sea
Home in Milford
4.98 out of 5 average rating, 160 reviewsDesigner Beach Retreat on Exclusive Cedar Beach
Home in Rocky Point
4.91 out of 5 average rating, 184 reviewsThe Katalpa House -by the beach
Home in Branford
4.91 out of 5 average rating, 379 reviewsAdorable Beach House on the Long Island Sound
Home in Milford
4.89 out of 5 average rating, 124 reviewsThe Beach House!
Home in Shirley
4.98 out of 5 average rating, 180 reviewsLuxurious Waterfront Beachouse On The Bay ~
Home in Southampton
4.9 out of 5 average rating, 73 reviewsClassic Southampton Village Home w/ Pool
Quick stats about vacation rentals in Southampton
Total rentals
630 properties
Rentals with a pool
340 properties have a pool
Pet-friendly rentals
250 properties allow pets
Family-friendly rentals
390 properties are a good fit for families
Total number of reviews
7.2K reviews
Nightly prices starting at
$10 before taxes and fees
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Southampton?
Yes! Work meets play with ease at over 260 vacation rentals in Southampton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Southampton?
Four-legged friends are welcome in Southampton. Choose from more than 250 vacation rentals for guests traveling with pets.
Are there Southampton vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 340 vacation homes with pools in Southampton, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Southampton?
Experience the best of Southampton with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Southampton have a bbq area?
Absolutely! We offer over 160 house rentals with a bbq area in Southampton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Southampton have a gym?
Absolutely! We offer over 70 house rentals with a gym in Southampton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Southampton have self check-in?
Absolutely! We offer over 80 house rentals with self check-in in Southampton. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Southampton?
Southampton has more than 320 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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