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Check prices for these dates

Next weekend
Apr 18 - Apr 20
In two weeks
Apr 25 - Apr 27
In one month
May 9 - May 11
In two months
Jun 6 - Jun 8

Browse Select Southold Apartments

Hamptons apartment getaway
Interior

Hamptons apartment getaway

10.0 out of 10, Exceptional, (1)
"The room was a lot more spacious than I anticipated and everything was very clean. There was some music playing upstairs but it was quiet by nighttime. Check in and check out was very straightforward. Turning into the driveway was a bit difficult when the highway was crowded but was otherwise easy to find "
The price is CA $173
CA $361 total
includes taxes & fees
Apr 14 - Apr 15
Hamptons apartment getaway
Charming Greenport Gem 1, 1 Mile to Ferry!
Exterior

Charming Greenport Gem 1, 1 Mile to Ferry!

10.0 out of 10, Exceptional, (16)
"Beautiful property is in a safe walkable area near restaurants and shops. Off street parking was easy to find. Lovely garden path leads you to the front door. Interior flight of curved/circular stairs takes you up one flight to door. Maybe tricky for someone with mobility issues. Bedrooms and one bath were clean, nicely decorated and well stocked with the essentials including soaps, hair dryer and tissues. Kitchen was bright. Please note there is minimal counter space but well stocked...
Charming Greenport Gem 1, 1 Mile to Ferry!
Bright Apartment - 1/2 Mi to Greenport Harbor!
Miscellaneous

Bright Apartment - 1/2 Mi to Greenport Harbor!

10.0 out of 10, Exceptional, (75)
"We loved this quiet and cozy apartment! It was very clean, updated, and easy to access. John was in communication and even provided dining recommendations. We walked into Greenport center every day and it was the perfect location. We hope to be back again!"
Bright Apartment - 1/2 Mi to Greenport Harbor!
Harbor Heights
Beach

Harbor Heights

9.8 out of 10, Exceptional, (6)
"My son and headed out for a father son weekend in Greenport. Great apartment. Perfect location, clean, modern. Would 100% come back. "
Harbor Heights
Hamptons Haven: Sunny 1-bedroom oasis with modern comforts near the bay!
Miscellaneous

Hamptons Haven: Sunny 1-bedroom oasis with modern comforts near the bay!

9.6 out of 10, Exceptional, (5)
"Great place great price nice people. This is an apartment in someone’s house, they were welcoming and helpful. Definitely would stay here again."
Hamptons Haven: Sunny 1-bedroom oasis with modern comforts near the bay!
Private, 1 bed/1.5 bath apt close to local beaches
Exterior

Private, 1 bed/1.5 bath apt close to local beaches

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay very much. Everything is as described. Vacation was perfect - we will def be back!"
Private, 1 bed/1.5 bath apt close to local beaches
Ocean Dunes at Amagansett
Lobby

Ocean Dunes at Amagansett

2.5 star property
8.6 out of 10, Excellent, (8)
"Ocean Dunes is a perfect place where the beach meets the village."
Ocean Dunes at Amagansett
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
A heated pool

A Touch of Ocean Studio, 1 BTH & Balcony Apt!

10.0 out of 10, Exceptional, (5)
"Being literally on the beach with resident access to chairs towels umbrellas and snacks is really awesome."
The price is CA $235
CA $592 total
includes taxes & fees
Apr 14 - Apr 15
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
Sag Harbor Suite by the Beach
1 bedroom, WiFi, bed sheets

Sag Harbor Suite by the Beach

8.8 out of 10, Excellent, (10)
"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."
Sag Harbor Suite by the Beach
The Mast at Soundview · Beach+Ocean+Sunrise
On the beach

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is CA $140
CA $311 total
includes taxes & fees
Apr 15 - Apr 16
The Mast at Soundview · Beach+Ocean+Sunrise
The Stern at Soundview · Beach+Ocean+Sunrise
On the beach

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is CA $106
CA $271 total
includes taxes & fees
Apr 20 - Apr 21
The Stern at Soundview · Beach+Ocean+Sunrise
Inviting Beachfront Apartment in Hawk's Nest Beach
Fridge, microwave, stovetop, coffee/tea maker

Inviting Beachfront Apartment in Hawk's Nest Beach

3.0 star property
9.6 out of 10, Exceptional, (7)
"There was a complete misunderstanding about the houses. The listing doesn’t say upstairs or downstairs so we were in the wrong part of the house and the second building wasn’t one of the places to stay in so someone had to leave for no reason for the miscommunication cause we had the wrong part of the house. There needs to be more in the listing stating upstairs and down stairs. We got the place for 8 and the bedrooms couldn’t sleep 8 without guys doubling up in beds. It wasn’t intentional to be...
Inviting Beachfront Apartment in Hawk's Nest Beach
Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.
Terrace/patio

Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.

10.0 out of 10, Exceptional, (147)
"Maritza and John were very friendly hosts and we even met their lovely dog Sara! Central location to Greenport. You have access to the top floor of the house where it is both homely and inviting. Would stay here again"
Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.
MATTITUCK, #1 Winery and Beach Town !
Fridge, microwave, oven, stovetop

MATTITUCK, #1 Winery and Beach Town !

10.0 out of 10, Exceptional, (104)
"We meet Manny when we arrived at the property and he showed us around and gave us great tips on things to do and beaches to visit, his wife found out it was my wife's birthday and she made her a special dessert. It was a great time. "
MATTITUCK, #1 Winery and Beach Town !
Modern Studio Apt w/ Balcony & Pool View | 1 BTH
A heated pool

Modern Studio Apt w/ Balcony & Pool View | 1 BTH

The price is CA $235
CA $592 total
includes taxes & fees
Apr 14 - Apr 15
Modern Studio Apt w/ Balcony & Pool View | 1 BTH
Long Island Sound Studio
Exterior

Long Island Sound Studio

10.0 out of 10, Exceptional, (10)
"I enjoyed my stay.. My only complaint was the crickets that could make there way into the apartment. "
Long Island Sound Studio
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Miscellaneous

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

9.8 out of 10, Exceptional, (61)
"Very nice spot for a couple to stay. Fully equipped and thoughtfully laid out. Comfortable bed. Updated in all ways. Exceptionally clean and well stocked. Very convenient to downtown and extremely walkable."
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Fresh&Crisp 1BR w/Loft, Corner Unit + Amazing View
A heated pool

Fresh&Crisp 1BR w/Loft, Corner Unit + Amazing View

10.0 out of 10, Exceptional, (1)
"Lovely community on the beach"
The price is CA $290
CA $672 total
includes taxes & fees
Apr 14 - Apr 15
Fresh&Crisp 1BR w/Loft, Corner Unit + Amazing View
Unit 823 - Ocean Colony Beach and Tennis Club
A heated pool

Unit 823 - Ocean Colony Beach and Tennis Club

The price is CA $248
CA $612 total
includes taxes & fees
Apr 14 - Apr 15
Unit 823 - Ocean Colony Beach and Tennis Club
Hatch at Soundview · Beach+OceanView+Sunrise
On the beach

Hatch at Soundview · Beach+OceanView+Sunrise

2.0 star property
4.0 out of 10, (1)
"Upon our arrival we were given a numerical code to get into the rental. It did not work! We tried a number of times as to no avail! There was a couple that told us this has happened to them and showed us a back entrance jacked open by a brick! That’s how we got in! Secondly , we had a difficult time with the a/c. It barely cooled the unit! Finally, after spending a day at the beach, I went to take a shower. The shower handle was stuck and could not turn on the shower!! We had plans to go to a...
Hatch at Soundview · Beach+OceanView+Sunrise
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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Other property types in Southold

North Fork 7 Bedroom Farmhouse Escape
Beach nearby

North Fork 7 Bedroom Farmhouse Escape

3.0 star property
9.4 out of 10, Exceptional, (3)
"We were in town for a wedding with small children in tow- the house was perfectly located for us to get to wedding events in under 10 minutes but do be aware that it’s on a busy road. The house is set back so there wasn’t too much traffic noise, especially with the window AC units going. You could walk to the beach, but be aware that it’s down the busy road as someone else mentioned. It wasn’t luxurious, but everything was clean and comfortable. I appreciated that towels and linens were provided...
North Fork 7 Bedroom Farmhouse Escape
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (282)
"Condo was great, family of 5 , clean, no hassle"
The price is CA $198
CA $256 total
includes taxes & fees
Apr 14 - Apr 15
Windward Shores Ocean Resort
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
The price is CA $200
CA $289 total
includes taxes & fees
Apr 30 - May 1
Cliffside Resort Condominiums
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.

Frequently asked questions

What's it like to stay at an apartment in Southold?
There are plenty of places to stay in Southold with 159 hotels and other accommodations. Though there aren’t many apartments, we can help you locate accommodations that are similar. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can also search for similar properties such as condos, vacation homes, or cottages.
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.
What's a favorite apartment I should consider for a stay in Southold?
Here are some of the more popular apartments in the area: Hamptons Haven: Sunny 1-bedroom oasis with modern comforts near the bay!: Located 12.6 mi/20.2 km away in Hampton Bays. Free WiFi and Smart TVs are included. A Touch of Ocean Studio, 1 BTH & Balcony Apt!: Located in Amagansett, 20.5 mi/33 km away. Includes private balconies, separate dining areas, and sofa beds. Access to concierge services is available on site. Hamptons apartment getaway: 17.2 mi/27.6 km away in East Quogue. Free WiFi and Smart TVs are included. Bright Apartment - 1/2 Mi to Greenport Harbor!: It’s located in Greenport, 4.5 mi/7.3 km from Southold. Includes outdoor space.
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?
Horton Lane Beach and Horton Point Park 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.