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Apartments in Southold

Ocean Dunes at Amagansett
Lobby

Ocean Dunes at Amagansett

2.5 star property
8.6 out of 10, Excellent, (8)
"No air conditioning. Beach was very far to walk to. Room very old but comfortable. Bed too small"
Ocean Dunes at Amagansett
Walk to Hawk's Nest Beach: Coastal Old Lyme Apt
Apartment (3 Bedrooms) | Front of property

Walk to Hawk's Nest Beach: Coastal Old Lyme Apt

3.0 star property
Walk to Hawk's Nest Beach: Coastal Old Lyme Apt
Charming Greenport Gem 1, 1 Mile to Ferry!
Apartment (2 Bedrooms) | Interior

Charming Greenport Gem 1, 1 Mile to Ferry!

3.0 star property
10.0 out of 10, Exceptional, (1)
"extra clean brand new rooms. bathroom door did lock by itself and the small hole on the plate outside did unlock it when depressed otherwise perfect. we had 2 under 3 kids and the way it was set up was safe and fun"
Charming Greenport Gem 1, 1 Mile to Ferry!
Bright Apartment - 1/2 Mi to Greenport Harbor!
Apartment (1 Bedroom) | Interior

Bright Apartment - 1/2 Mi to Greenport Harbor!

3.0 star property
10.0 out of 10, Exceptional, (1)
"John communicated well with clear directions. His book of local suggestions were helpful and we loved the location - walking/biking distance to all the action! Loved Greenport!"
Bright Apartment - 1/2 Mi to Greenport Harbor!
Downtown Essex Apartment - Steps to River!
Interior

Downtown Essex Apartment - Steps to River!

3.0 star property
10.0 out of 10, Exceptional, (2)
"A gem situated in downtown Essex."
Downtown Essex Apartment - Steps to River!
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Apartment (1 Bedroom) | Interior

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This was the perfect, in town place to stay for the two of us. Located on a quiet street of well-maintained homes, and with parking right outside, it was a short 1-1/2 block walk to all the shops, restaurants, ferry, docks, etc. The apt is small, but clean and tidy, sun-filled and air-conditioned. We loved staying here and will again in the future."
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Villa Bridgehampton Village
Outdoor dining

Villa Bridgehampton Village

3.5 star property
Villa Bridgehampton Village
Inviting Beachfront Apartment in Hawk's Nest Beach
Apartment (3 Bedrooms) | Interior

Inviting Beachfront Apartment in Hawk's Nest Beach

3.0 star property
Inviting Beachfront Apartment in Hawk's Nest Beach
Luxury Villa 7br 7baths With a Private Pool Hamptons
Apartment

Luxury Villa 7br 7baths With a Private Pool Hamptons

2.0 star property
Luxury Villa 7br 7baths With a Private Pool Hamptons
Luxurious 8 Bedroom Retreat With Pool East Hampton
Apartment

Luxurious 8 Bedroom Retreat With Pool East Hampton

2.0 star property
Luxurious 8 Bedroom Retreat With Pool East Hampton
Sage and Madison House - Hall Suite - 2nd Floor
Apartment, Multiple Beds (Sage and Madison House - Hall Suite -) | Exterior

Sage and Madison House - Hall Suite - 2nd Floor

3.0 star property
Sage and Madison House - Hall Suite - 2nd Floor
Best Hamptons Get-Away
Property grounds

Best Hamptons Get-Away

2.5 star property
Best Hamptons Get-Away
Plum Guide - Ocean Spray
Outdoor pool

Plum Guide - Ocean Spray

3.5 star property
Plum Guide - Ocean Spray
Sage and Madison House - Madison Suite - 1st Floor
Apartment, 1 Queen Bed (Sage and Madison House - Madison Suit) | Exterior

Sage and Madison House - Madison Suite - 1st Floor

3.0 star property
Sage and Madison House - Madison Suite - 1st Floor
Shinnecock Bay Waterfront
Apartment, Multiple Beds (Shinnecock Bay Waterfront) | WiFi

Shinnecock Bay Waterfront

3.5 star property
Shinnecock Bay Waterfront
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southold Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Staff responsive to all inquires. Indoor & outdoor pools well maintained. "
Kate 2-night trip
Posted 13 hours ago
Water's Edge Resort & Spa

Frequently asked questions

What's it like to stay at an apartment in Southold?
You'll find 5 apartments to choose from in Southold for your stay.
Why would you choose an apartment over a traditional hotel room?
Often more spacious than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
How many apartments are there in Southold?
Expedia has 5 apartments to book in Southold.
What can I expect from the weather in Southold?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Southold. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.
What should I see in Southold?
McCabe's Beach and Horton Lane Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Sparkling Pointe and Croteaux Vineyards.
What's the best way to get to and around Southold?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into East Hampton, NY (HTO), which is located 11.8 mi (18.9 km) away from the city center. Otherwise, you can search for flights to Westhampton, NY (FOK-Francis S. Gabreski), which is 19 mi (30.6 km) away. If you want to explore the larger area, ride aboard one of the trains from Southold Station.