Waterfront holiday rentals in Southold
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Southold
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Southold waterfront rentals
Waterfront apartment accommodation
Apartment in Sag Harbor
4.98 out of 5 average rating, 117 reviewsSag Harbor Retreat
18 – 25 Jan
Apartment in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
3 – 10 June
Apartment in Branford
4.89 out of 5 average rating, 9 reviewsStony Crk Studio ideal for trvl nurses…
13 – 20 Dec
Apartment in East Haven
4.97 out of 5 average rating, 66 reviewsCoastal Relaxation Getaway
17 – 24 Nov
Apartment in Branford
4.93 out of 5 average rating, 15 reviewsOcean front 1 bedroom apartment
20 – 27 June
Apartment in Greenport
4.79 out of 5 average rating, 281 reviewsAmazing Greenport Village Apartment in CENTER!
15 – 22 Dec
Apartment in Greenport
5.0 out of 5 average rating, 3 reviewsHarborview King with Balcony at Greenport
28 May – 4 June
Apartment in West Haven
4.67 out of 5 average rating, 114 reviewsHome on the sound
5 – 12 Oct
Waterfront house rentals
Home in Milford
4.89 out of 5 average rating, 124 reviewsThe Beach House!
3 – 10 May
Home in New Haven
4.97 out of 5 average rating, 125 reviewsWaterviewsTakeWedding pics,CollegeTours Yale&Beach
5 – 12 June
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
15 – 22 Jan
Home in Shirley
4.98 out of 5 average rating, 179 reviewsLuxurious Waterfront Beachouse On The Bay ~
25 Mar – 1 Apr
Home in East Patchogue
4.82 out of 5 average rating, 132 reviewsHouse at water next to Bellport golf course
17 – 24 Jan
Home in Southold
4.79 out of 5 average rating, 14 reviewsNorth Fork Lakefront cottage near Kenney's beach
16 – 23 Apr
Home in Peconic
5.0 out of 5 average rating, 11 reviewsCoastal Cottage on the Water
4 – 11 Oct
Home in Greenport
5.0 out of 5 average rating, 10 reviewsThe Sandy Shack - Coastal Escape
7 – 14 May
Waterfront condo accommodation
Condo in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
3 – 10 Oct
Condo in Shelter Island Heights
5.0 out of 5 average rating, 5 reviewsPeaceful and Relaxing Waterfront.
6 – 13 Mar
Condo in Greenport
4.87 out of 5 average rating, 90 reviewsWaterfront Condo C-204 at The Cliffside Resort
11 – 18 Oct
Condo in Old Lyme
4.38 out of 5 average rating, 8 reviewsHawks Nest Condo style unit on the sand!
22 – 29 Oct
Condo in Greenport
Beautiful 2 Bedroom 2 Bathroom Waterfront Condominium Getaway
11 – 18 Dec
Condo in Greenport
4.83 out of 5 average rating, 100 reviewsSeaside Escape w Pool, Private Beach + Patio
19 – 26 Dec
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
$153 AUD before taxes and fees
Destinations to explore
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