Apartments in Southold for Rent

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Compare 85 Apartments in Southold with updated reviews, rates, and availability.

Exterior
Charming Greenport Gem 1, 1 Mile to Ferry!
10.0 out of 10, Exceptional, (8)
"My family and I visited for 3 nights in late April, and this was the perfect place for us! Conveniently located in walking distance to downtown Greenport, with ample street parking, and the unit was modern, clean and spacious. The home itself is beautiful and with a lovely, well-cared-for garden. Definitely recommend!"
Charming Greenport Gem 1, 1 Mile to Ferry!
Fridge, microwave, oven, stovetop
MATTITUCK, North Fork's #1 Winery & Beach Town!
10.0 out of 10, Exceptional, (97)
"You cannot go wrong staying at Manny’s place. It is a short walk to the beach, which has great views and short drive to most vineyards and restaurants. The property itself is beautiful, and there is a private entrance to the rental, which is very roomy, immaculate, and you get a welcome bottle of local wine and hopefully you get Amal’s cookies and chocolate. As mentioned in other reviews, Manny is unintrusive, but very approachable, he is a great source of information as to the best restaurants...
MATTITUCK, North Fork's #1 Winery & Beach Town!
Beach nearby
Bright 2nd-Floor Apt - 1/2 Mi to Greenport Harbor!
10.0 out of 10, Exceptional, (68)
"This is absolutely our favorite home in Greenport - spotlessly clean, lovely renovation, and such an easy walk right into town, just a block or two from everything! Terrific host makes everything easy. Will continue to stay here - a gem!"
Bright 2nd-Floor Apt - 1/2 Mi to Greenport Harbor!
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Property grounds
Charming 2 Bedroom Guest Apartment in Essex, CT
10.0 out of 10, Exceptional, (20)
"The host had so many special touches to make this place a wonderful spot to stay. She had little snacks in the kitchen, with coffee and tea in the cupboard. There was half-and-half and the refrigerator, which we really appreciated. The towels in the bathroom were folded like you were in a special hotel. There was also lovely soap, shampoo and conditioner. Due to the cold temperature in the teens, she actually purchased some space heaters to make sure we were warm. Although there was a second...
The price is $175
$356 total
includes taxes & fees
May 20 - May 21
Charming 2 Bedroom Guest Apartment in Essex, CT
A heated pool
Industrial Inspired Interior 1BR+Loft & Deck view
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay at this property! Very clean, just steps to the beach and close to everything we love in the Hamptons!"
Industrial Inspired Interior 1BR+Loft & Deck view
Exterior
Long Island Sound Studio
10.0 out of 10, Exceptional, (5)
"The place is absolutely magical, both the surrounding area and the studio itself. Studio was very clean and had everything we needed for our stay. We will be back!"
Long Island Sound Studio
1 bedroom, desk, internet, bed sheets
Downtown Essex Apartment - Steps to River!
10.0 out of 10, Exceptional, (14)
"We loved our stay! Apartment was perfect. Upstairs views to the harbor were lovely to wake up to. Easy, quick walk to town and restaurant. We will be sure to go back and stay there again."
Downtown Essex Apartment - Steps to River!
Exterior
Newly Renovated Carriage House Near Town & Beaches!
10.0 out of 10, Exceptional, (20)
"Loved the house! Having the State Park across the street was great!"
Newly Renovated Carriage House Near Town & Beaches!
Interior
Downtown Essex Apartment - Steps to River!
3.5 star property
10.0 out of 10, Exceptional, (2)
"A gem situated in downtown Essex."
Downtown Essex Apartment - Steps to River!
Interior
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
3.5 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!
Property grounds
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
9.8 out of 10, Exceptional, (56)
"We had a good time. Great location."
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
A heated pool
Warmth 1BR Beachside Home |Beach+Pool Access w/PKG
9.4 out of 10, Exceptional, (3)
"Great beach access. Nice facilities. "
Warmth 1BR Beachside Home |Beach+Pool Access w/PKG
1 bedroom, WiFi, bed sheets
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, (8)
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
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 heated pool
My Amity 1BR Beachside Home | Tennis+Pool+WiFi+PKG
6.0 out of 10, (1)
"Overall, it was a great spot— the private beach, pool, and attentive staff were the cherry on top to the convenient location, and we’ll maintained unit and property"
My Amity 1BR Beachside Home | Tennis+Pool+WiFi+PKG
Smart TV, fireplace
Cozy Hamptons Getaway. 10 Minute Walk to bay
The price is $259
$353 total
includes taxes & fees
May 18 - May 19
Cozy Hamptons Getaway. 10 Minute Walk to bay
A heated pool
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
Living area
Tucked into the quiet woods of Sag Harbor.
Tucked into the quiet woods of Sag Harbor.
A heated pool
Homeyfeels: Nearshore 1BR with loft + Beach Access
Homeyfeels: Nearshore 1BR with loft + Beach Access
A heated pool
Newly Renovated Luxe 1BR+Bunkbed & Private Deck
Newly Renovated Luxe 1BR+Bunkbed & Private Deck
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See all available properties in Southold
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.

Other property types in Southold

Outdoor pool, a heated pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, (48)
"We had a lovely stay at this home. It was very clean, comfortable and spacious so we could all spread out. We were glad to have a nice warm house to stay in because the weather was terrible! I also went swimming in the warm pool even though it was 60 and raining! Would highly recommend."
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
4 bedrooms, desk, iron/ironing board, free WiFi
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (181)
"Always a very nice time staying at this property. The sunset on the beach was amazing. Convenient to all area restaurants, wineries, breweries and Matchbook Distilling. "
The price is $220
$294 total
includes taxes & fees
May 19 - May 20
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.

Southold Apartments information

Number of reviews
225
Accommodation
85 Apartments
Lowest Price
$175
Highest Price
$259

Frequently asked questions

What's it like to stay at an apartment in Southold?
There are plenty of places to stay in Southold with 162 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 favorite apartments in the area: MATTITUCK, North Fork’s #1 Winery & Beach Town!: Located in Mattituck, 7.9 mi/12.8 km from the heart of Southold. Includes private patios and Smart TVs. Access to a water park is available on site. Sag Harbor Suite by the Beach: Located 9.1 mi/14.7 km away in Sag Harbor. Charming Greenport Gem 1, 1 Mile to Ferry!: It’s situated in Greenport, 4.5 mi/7.2 km away. Includes sofa beds. Cozy Hamptons Getaway. 10 Minute Walk to bay: Located 15.9 mi/25.7 km away in East Quogue. Fireplaces and Smart TVs are included. Access to a spa tub is available on site.
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.

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