Waterfront vacation rentals in Southold
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Southold
Guests agree: these waterfront 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 waterfront rentals
Waterfront apartment rentals
Apartment in Sag Harbor
4.98 out of 5 average rating, 117 reviewsSag Harbor Retreat
Sep 22 – 29
Apartment in Branford
4.89 out of 5 average rating, 9 reviewsStony Crk Studio ideal for trvl nurses…
Jan 17 – 24
Apartment in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
May 6 – 13
Apartment in East Haven
4.97 out of 5 average rating, 66 reviewsCoastal Relaxation Getaway
Mar 6 – 13
Apartment in Branford
4.93 out of 5 average rating, 15 reviewsOcean front 1 bedroom apartment
Sep 15 – 22
Apartment in Greenport
4.79 out of 5 average rating, 281 reviewsAmazing Greenport Village Apartment in CENTER!
Dec 30 – Jan 6
Apartment in Greenport
5.0 out of 5 average rating, 3 reviewsHarborview King with Balcony at Greenport
Jun 26 – Jul 3
Apartment in West Haven
4.67 out of 5 average rating, 114 reviewsHome on the sound
Nov 28 – Dec 5
Waterfront house rentals
Home in New Haven
4.97 out of 5 average rating, 126 reviewsWaterviewsTakeWedding pics,CollegeTours Yale&Beach
Nov 30 – Dec 7
Home in Milford
4.89 out of 5 average rating, 124 reviewsThe Beach House!
May 21 – 28
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Jan 20 – 27
Home in Shirley
4.98 out of 5 average rating, 179 reviewsLuxurious Waterfront Beachouse On The Bay ~
Oct 3 – 10
Home in East Patchogue
4.82 out of 5 average rating, 132 reviewsHouse at water next to Bellport golf course
Nov 19 – 26
Home in Southold
4.79 out of 5 average rating, 14 reviewsNorth Fork Lakefront cottage near Kenney's beach
Apr 29 – May 6
Home in New Suffolk
5.0 out of 5 average rating, 13 reviewsWaterfront Beach Cottage
Nov 20 – 27
Home in East Marion
4.92 out of 5 average rating, 24 reviewsWaterfront Bungalow w/Private Beach on Peconic Bay
Jun 5 – 12
Waterfront condo rentals
Condo in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
Nov 4 – 11
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Sep 30 – Oct 7
Condo in Shelter Island Heights
5.0 out of 5 average rating, 5 reviewsPeaceful and Relaxing Waterfront.
Jun 11 – 18
Condo in Greenport
4.87 out of 5 average rating, 90 reviewsWaterfront Condo C-204 at The Cliffside Resort
May 28 – Jun 4
Condo in Old Lyme
4.38 out of 5 average rating, 8 reviewsHawks Nest Condo style unit on the sand!
Mar 17 – 24
Condo in Greenport
Beautiful 2 Bedroom 2 Bathroom Waterfront Condominium Getaway
Nov 27 – Dec 4
Condo in Greenport
4.83 out of 5 average rating, 100 reviewsSeaside Escape w Pool, Private Beach + Patio
Feb 9 – 16
Quick stats about waterfront rentals in Southold
Total rentals
50 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
560 reviews
Nightly prices starting at
$100 before taxes and fees
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