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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 108 Apartments in Southold with updated reviews, rates, and availability.

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

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 & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.
Hydrangea Blooming Morning

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.
Homeyfeels: Nearshore 1BR with loft + Beach Access
Living area

Homeyfeels: Nearshore 1BR with loft + Beach Access

Homeyfeels: Nearshore 1BR with loft + Beach Access
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
Harbor Heights
Living area

Harbor Heights

9.4 out of 10, Exceptional, (3)
"got engaged while we stayed for a quick weekend away, and had a great time with my fiancé. good location and clean."
Harbor Heights
Sag Harbor Suite by the Beach
Beach

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

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."
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
The Mast at Soundview · Beach+Ocean+Sunrise
Queen Bedroom - 50" Roku TV

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is SAR 422
SAR 904 total
includes taxes & fees
24 Feb - 25 Feb
The Mast at Soundview · Beach+Ocean+Sunrise
Charming Greenport Gem 1, 1 Mile to Ferry!
Greenport Vacation Rental | 2BR | 1BA | Stairs Required | 900 Sq Ft

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

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

Modern Studio Apt w/ Balcony & Pool View | 1 BTH
MATTITUCK, #1 Winery and Beach Town !
Like having your own private beach

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 !
Industrial Inspired Interior 1BR+Loft & Deck view
Living area

Industrial Inspired Interior 1BR+Loft & Deck view

10.0 out of 10, Exceptional, (2)
"There for a race and only really slept there, but the place was nice."
Industrial Inspired Interior 1BR+Loft & Deck view
Hamptons apartment getaway
Room

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 SAR 469
SAR 829 total
includes taxes & fees
24 Feb - 25 Feb
Hamptons apartment getaway
The Stern at Soundview · Beach+Ocean+Sunrise
Queen Bedroom - 50" Roku TV

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is SAR 422
SAR 904 total
includes taxes & fees
24 Feb - 25 Feb
The Stern at Soundview · Beach+Ocean+Sunrise
Bright Apartment - 1/2 Mi to Greenport Harbor!
Greenport Vacation Rental | 1BR | 1BA | 600 Sq Ft | Stairs Required

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!
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Greenport Vacation Rental | 1BR | 1BA | 400 Sq Ft | Stairs Required

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!
Villa Bridgehampton Village
Outdoor dining

Villa Bridgehampton Village

3.5 star property
Villa Bridgehampton Village
Unit 823 - Ocean Colony Beach and Tennis Club
Private kitchen

Unit 823 - Ocean Colony Beach and Tennis Club

Unit 823 - Ocean Colony Beach and Tennis Club
Ocean Dwelling w/PKG+Balcony+WiFi+HeatedPool
Room

Ocean Dwelling w/PKG+Balcony+WiFi+HeatedPool

2.5 star property
9.0 out of 10, Wonderful, (2)
"The property was in a great location. Walk to the beach. The unit we stayed in was also very well organized, and mostly clean aside from the floors needing a good mopping, they were at least debris free which at least kept the ants at bay. The huge shower was a plus! A couple of suggestions, blackout curtains or blinds would be helpful for people who are hoping to get a restful sleep during their vacation. The blinds were completely transparent (light filtering blinds) and let in a lot of...
Ocean Dwelling w/PKG+Balcony+WiFi+HeatedPool
Long Island Sound Studio
View from the front step

Long Island Sound Studio

10.0 out of 10, Exceptional, (9)
"The studio cottage was charming, quiet and a stone’s throw to the calm waters of the Sound showcasing remarkable views, including the Old Saybrook Light and Finwick Light too. "
Long Island Sound Studio
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

Windward Shores Ocean Resort
Property grounds

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (273)
"Everything Was Great The Only Issues Were The Fridge Was Not Getting Cold And The Bed Was Not Comfortable But Property was Great "
The price is SAR 494
SAR 645 total
includes taxes & fees
20 Mar - 21 Mar
Windward Shores Ocean Resort
Stunning Hampton Holiday Family Fantasy for your Team
Safety gates, privet-enclosed, private pool, spa, and pool house.

Stunning Hampton Holiday Family Fantasy for your Team

9.8 out of 10, Exceptional, (66)
"Great home"
Stunning Hampton Holiday Family Fantasy for your Team
10 Bedroom Hampton House with a regulation size Pickleball
Pool

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball
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 160 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?
Below is a popular apartment in the area to consider: Harbor Heights: Located 4 mi/6.5 km away in Greenport.
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 The Old Field 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.