Beachfront holiday rentals in Southold
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Top-rated beachfront rentals in Southold
Guests agree: these beachfront homes 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 beachfront rentals in Southold
Pet-friendly beachfront home rentals
Flat in Sag Harbor
4.98 out of 5 average rating, 117 reviewsSag Harbor Retreat
15–22 Sep
Cottage in Branford
4.85 out of 5 average rating, 197 reviewsCozy Home In Short Beach Community
21–28 May
Home in East Patchogue
4.82 out of 5 average rating, 132 reviewsHouse at water next to Bellport golf course
16–23 Jul
Home in New London
4.89 out of 5 average rating, 132 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
15–22 Jan
Home in Bayport
4.84 out of 5 average rating, 156 reviewsExquisite spacious waterfront all modern-sleeps 8
27 Nov – 4 Dec
Flat in Greenport
5.0 out of 5 average rating, 11 reviewsSailor’s Cove on Main
21–28 Aug
Home in New Suffolk
5.0 out of 5 average rating, 12 reviewsWaterfront Beach Cottage
6–13 Nov
Home in Greenport
4.95 out of 5 average rating, 20 reviewsWalk to Beach or to Town …
16–23 Nov
Beachfront home rentals with a pool
Apartment in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
22–29 Jan
Apartment in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
27 Sep – 4 Oct
Flat in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
3–10 May
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Private Cottage w/ Pool in Old Saybrook
17–24 Feb
Home in Hampton Bays
5.0 out of 5 average rating, 37 reviews4 BR Hamptons Oasis w/ Private Pool & Beach Access
3–10 Mar
Home in Southampton
5.0 out of 5 average rating, 18 reviewsBeautiful Southampton Home w/ Pool, Close to Beach
6–13 Jan
Home in Hampton Bays
4.89 out of 5 average rating, 45 reviewsHamptons Round Beach House - 60 secs walk to beach
15–22 Apr
Home in Sag Harbor
4.98 out of 5 average rating, 88 reviewsPerfection in Sag Harbor 5 Br 1 block from water
1–8 Feb
Private beachfront home rentals
Home in Greenport
4.98 out of 5 average rating, 85 reviewsDesigner's Dream - Charming Boathouse
9–16 Dec
Home in Southold
4.92 out of 5 average rating, 12 reviewsBeach/Lake house Fireplace & Hot Tub, By Wineries
1–8 Sep
Home in Greenport
5.0 out of 5 average rating, 30 reviewsHistoric Stunner in Heart of Village
19–26 Nov
Home in Peconic
5.0 out of 5 average rating, 11 reviewsCoastal Cottage on the Water
4–11 Oct
Home in Southold
4.97 out of 5 average rating, 78 reviewsSouthold Beach house.
14–21 May
Home in Greenport
5.0 out of 5 average rating, 36 reviewsBeachfront Greenport Villa
13–20 Apr
Flat in Greenport
4.78 out of 5 average rating, 46 reviews2 Bedroom Greenport Waterfront Coastal Cottage
13–20 Apr
Cottage in Cutchogue
5.0 out of 5 average rating, 50 reviewsThe Melody Too
29 Nov – 6 Dec
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
₹9,175 before taxes and fees
Destinations to explore
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- Rentals with a patio Southold
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