Beachfront vacation rentals in Southold
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Southold
Guests agree: these beachfront homes 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 beachfront rentals
Pet-friendly beachfront home rentals
Apartment in Sag Harbor
4.98 out of 5 average rating, 117 reviewsSag Harbor Retreat
Oct 27 – Nov 3
Cottage in Branford
4.85 out of 5 average rating, 197 reviewsCozy Home In Short Beach Community
Dec 22 – 29
Cottage in New Suffolk
4.94 out of 5 average rating, 48 reviewsBeach Cottage 3 - New Suffolk | NY
Oct 25 – Nov 1
Home in Greenport
5.0 out of 5 average rating, 18 reviewsWalk to Beach or to Town …
Nov 16 – 23
Home in Greenport
4.96 out of 5 average rating, 25 reviewsWater front 3 bedrooms 2 bathrooms beach house
Nov 4 – 11
Bungalow in Mattituck
4.91 out of 5 average rating, 55 reviewsIncredible Beach Front Bungalow w/ Private Beach!
Dec 17 – 24
Home in Greenport
4.9 out of 5 average rating, 20 reviewsmodern 3 bedroom home with fireplace
Dec 15 – 22
Home in Greenport
5.0 out of 5 average rating, 3 reviewsWaterfront Greenport Boathouse
Apr 4 – 11
Beachfront home rentals with a pool
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Jan 5 – 12
Condo in Greenport
4.89 out of 5 average rating, 80 reviewsSeaside Escape w Pool, Private Beach & Patio
Apr 8 – 15
Apartment in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
Jun 9 – 16
Villa in Greenport
4.84 out of 5 average rating, 32 reviewsYear-Round Heated Pool Villa - 3 blocks from town
Jan 21 – 28
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Private Cottage w/ Pool in Old Saybrook
Oct 10 – 17
Home in Sag Harbor
4.98 out of 5 average rating, 88 reviewsPerfection in Sag Harbor 5 Br 1 block from water
Nov 4 – 11
Home in Hampton Bays
5.0 out of 5 average rating, 3 reviewsWaterfront Paradise - 6Bd 4.5Ba!
Dec 20 – 27
Villa in Guilford
4.91 out of 5 average rating, 11 reviewsPrivate Luxury Waterfront Home
Apr 12 – 19
Private beachfront home rentals
Cottage in Greenport
4.84 out of 5 average rating, 38 reviewsNewly Renovated 2-Bedroom Home on the LI Sound
Oct 11 – 18
Home in Greenport
4.98 out of 5 average rating, 85 reviewsDesigner's Dream - Charming Boathouse
Dec 17 – 24
Apartment in Greenport
4.96 out of 5 average rating, 24 reviewsVintage 1880 Victorian gem.
Aug 30 – Sep 6
Home in Greenport
5.0 out of 5 average rating, 30 reviewsHistoric Stunner in Heart of Village
Jan 6 – 13
Home in Peconic
5.0 out of 5 average rating, 11 reviewsCoastal Cottage on the Water
Oct 4 – 11
Cottage in Cutchogue
5.0 out of 5 average rating, 50 reviewsThe Melody Too
Nov 23 – 30
Apartment in Greenport
4.78 out of 5 average rating, 46 reviews2 Bedroom Greenport Waterfront Coastal Cottage
Mar 29 – Apr 5
Home in Greenport
5.0 out of 5 average rating, 10 reviewsThe Sandy Shack - Coastal Escape
Sep 7 – 14
Quick stats about beachfront rentals in Southold
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
470 reviews
Nightly prices starting at
€ 103 before taxes and fees
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