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
May 18 – 25
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
Sep 20 – 27
Home in Greenport
5.0 out of 5 average rating, 18 reviewsWalk to Beach or to Town …
Nov 16 – 23
Bungalow in Mattituck
4.91 out of 5 average rating, 55 reviewsIncredible Beach Front Bungalow w/ Private Beach!
Dec 17 – 24
Home in Greenport
4.96 out of 5 average rating, 25 reviewsWater front 3 bedrooms 2 bathrooms beach house
Oct 12 – 19
Home in Greenport
5.0 out of 5 average rating, 3 reviewsWaterfront Greenport Boathouse
Dec 14 – 21
Home in Greenport
4.9 out of 5 average rating, 20 reviewsmodern 3 bedroom home with fireplace
Dec 14 – 21
Beachfront home rentals with a pool
Condo in Greenport
4.89 out of 5 average rating, 80 reviewsSeaside Escape w Pool, Private Beach & Patio
Sep 28 – Oct 5
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Jan 4 – 11
Apartment in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
May 9 – 16
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Private Cottage w/ Pool in Old Saybrook
Jun 12 – 19
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
Jan 3 – 10
Home in Hampton Bays
5.0 out of 5 average rating, 37 reviews4 BR Hamptons Oasis w/ Private Pool & Beach Access
Nov 23 – 30
Home in East Patchogue
5.0 out of 5 average rating, 18 reviewsWaterfront next to Bellport
Nov 7 – 14
Private beachfront home rentals
Home in Southold
4.92 out of 5 average rating, 12 reviewsBeach/Lake house Fireplace & Hot Tub, By Wineries
Jun 11 – 18
Cottage in Greenport
4.84 out of 5 average rating, 38 reviewsNewly Renovated 2-Bedroom Home on the LI Sound
Oct 10 – 17
Home in Greenport
4.98 out of 5 average rating, 85 reviewsDesigner's Dream - Charming Boathouse
Oct 13 – 20
Apartment in Greenport
4.96 out of 5 average rating, 24 reviewsVintage 1880 Victorian gem.
Oct 20 – 27
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, 49 reviewsThe Melody Too
Nov 23 – 30
Home in Greenport
5.0 out of 5 average rating, 35 reviewsBeachfront Greenport Villa
Apr 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
$110 before taxes and fees
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