Condo vacation rentals in Southold

Find and book unique condos on Airbnb

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Popular amenities for Southold condo rentals

Weekly condo rentals

Superhost
A wide expanse of sandy beach stretches towards the horizon, meeting calm blue waters under a clear sky. The shoreline is characterized by gentle waves and footprints left in the sand, creating a serene setting for relaxation and outdoor activities.
Condo in Old Lyme
4.88 out of 5 average rating, 25 reviews

The Anchor at Soundview · Beach+Ocean+Sunrise

WilliamRating, 5 stars6 days ago
Nice place, nice people relaxing vibe comfortable bed tons of free movies
Superhost
Four white Adirondack chairs are positioned on a vibrant green lawn, facing the calm waters of Long Island Sound. The clear blue sky provides a serene backdrop, with a few clouds gently scattered on the horizon.
Condo in North Fork
4.84 out of 5 average rating, 128 reviews

Oceanfront Condo – Incredible Spring Rates!

DanielleRating, 5 stars2 weeks ago
We had an amazing stay! We stayed off peak season, although alot was closed we felt right at home and were more than happy to spend family time at this condo! The views were stunning, and the condo was immaculate. We were close to everything and was still within very reasonable driving distance to the surrounding towns. Julie was a pleasure to work with and was always very responsive and accomadating throughout the process. Hoping to stay again next year!
Superhost
A bright and airy living area features vaulted ceilings with skylights, providing natural light. Comfortable seating is arranged around a television, with a dining table positioned near large windows. Light curtains complement the neutral decor, enhancing the open atmosphere of the space.
Condo in Hampton Bays
4.78 out of 5 average rating, 23 reviews

Waterfront Elevated Bungalow - Spectacular Views

SteveRating, 5 stars55 months ago
If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.
Superhost
A clean bathroom countertop features a round sink with a polished faucet. Soft lighting from several candles enhances the space, complemented by a framed artwork on the wall. A plush white rug rests below, adding comfort to the area.
Condo in Old Saybrook Center
4.89 out of 5 average rating, 72 reviews

Seashore getaway - CT shoreline

JulieRating, 5 stars3 months ago
Thanks Lauren! We enjoyed your lovely place!
Superhost
An open-concept kitchen and living area features a central island with bar seating, surrounded by modern appliances and white cabinetry. Natural light pours in through large windows, illuminating a cozy seating area with a sofa and dining space, creating a welcoming environment.
Condo in Bridgehampton
4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

StaceyRating, 5 stars7 months ago
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+
Superhost
Four white Adirondack chairs are arranged on a manicured green lawn, facing the calm waters of Long Island Sound. The sky above is clear with scattered clouds, creating a peaceful coastal atmosphere.
Condo in North Fork
4.9 out of 5 average rating, 118 reviews

Oceanfront Condo - Incredible Spring Rates!

CynthiaRating, 5 stars2 weeks ago
My stay at Julie’s was wonderful, I was always able to message and get a quick response she was very accommodating. The view was beautiful and felt comfy like home. I will definitely be returning in the summer once it’s warmer !
Guest favorite
Condo in North Fork
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.
Superhost
A sandy beach stretches out under a clear blue sky, with gentle waves lapping at the shore. Footprints mark the smooth sand that leads toward the water's edge, creating a serene and inviting coastal atmosphere.
Condo in Old Lyme
4.84 out of 5 average rating, 25 reviews

Hatch at Soundview · Beach+OceanView+Sunrise

VirlynRating, 5 stars2 weeks ago
Amazing little spot next to the beach ⛱️. The host were super sweet and very responsive to any issues we had. It's just as pretty as it looks in the photos. I had an amazing stay, would definitely stay here again.

Quick stats about condo rentals in Southold

  • Total rentals

    20 properties

  • Nightly prices starting at

    $120 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Southold
  6. Condo rentals