A calm lake with a forest in the background during sunset.

Apartments in Southold

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov
No exact matches found, but these alternatives could be just right

Recommended hotels in Southold

Front of property

1. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (312 reviews)
"Great stay"
United States
Connor
The price is NZ$663
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips
Resort view

2. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (681 reviews)
"Great in town getaway"
United States
Yveline
The price is NZ$669
includes taxes & fees
7 Sept - 8 Sept
Sound View Greenport
Terrace/patio

3. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (102 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is NZ$1,202
includes taxes & fees
8 Sept - 9 Sept
The Pridwin Hotel
Condo | Terrace/patio

4. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (281 reviews)
"Great place!"
United States
Christine
The price is NZ$745
includes taxes & fees
9 Sept - 10 Sept
Cliffside Resort Condominiums
Exterior

5. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (367 reviews)
"Fantastic location and hugely helpful staff. I would absolutely stay again."
United States
Alex
The price is NZ$471
includes taxes & fees
25 Aug - 26 Aug
Zey Hotel
Suite, 1 Bedroom, Terrace, Harbour View | Terrace/patio

6. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (634 reviews)
"Very nice property/staff and a great location"
United States
David
The price is NZ$596
includes taxes & fees
8 Sept - 9 Sept
The Harbor Front Inn
Front of property – evening/night

7. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (63 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is NZ$613
includes taxes & fees
17 Aug - 18 Aug
Shelter Island House
Outdoor dining

8. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (45 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
The price is NZ$567
includes taxes & fees
8 Sept - 9 Sept
The Chequit
View from property

9. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (85 reviews)
"We had such an amazing stay! The house was beautiful, comfortable, and very clean. It is an easy walk to grab a great cup of coffee, which we loved. One of our favorite parts was sitting on the two Adirondack chairs on the water. The owner could not have been nicer and had great restaurant recommendations. We really loved it and will absolutely rebook soon!"
United States
Jeanine
The price is NZ$476
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek
Deluxe Room, 1 King Bed

10. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (43 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is NZ$608
includes taxes & fees
17 Aug - 18 Aug
West Neck Guesthouse
Flat-screen TV

11. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (44 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is NZ$623
includes taxes & fees
7 Sept - 8 Sept
North Fork Resort
Lobby

12. Oyster Estate

Oyster Estate
2.0 star property
Greenport
9.2 out of 10, Wonderful, (284 reviews)
"Great location, great hotel, great staff! "
United States
Jenny
The price is NZ$704
includes taxes & fees
7 Sept - 8 Sept
Oyster Estate
Property entrance

13. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (189 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is NZ$936
includes taxes & fees
16 Aug - 17 Aug
The Menhaden
Terrace/patio

14. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (204 reviews)
"The hotel doesn’t reception doesn’t open till 9am. For early risers we had to leave the hotel just to get coffee. 9am is unheard of for a hotel"
United States
kerri
The price is NZ$833
includes taxes & fees
7 Sept - 8 Sept
American Beech Hotel
Exterior

15. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (791 reviews)
"The room was beautiful,clean and had a mini stove, fridge, microwave, and walk in closet. The property was very quiet and close to the local beach, restaurants, vineyards and 2 farms. Perfect lovers getaway or girl trip outing."
United States
Denise
The price is NZ$316
includes taxes & fees
10 Aug - 11 Aug
Shorewood Inn
Property grounds

16. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (328 reviews)
"It was a nice motor lodge with chairs for sitting outside. There’s also a pool out back that was great."
United States
David
The price is NZ$172
includes taxes & fees
30 Aug - 31 Aug
Clinton Motel
Building design

17. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (655 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is NZ$911
includes taxes & fees
7 Sept - 8 Sept
Sag Harbor Inn
Reception

18. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (557 reviews)
"Great location and hotel"
United States
Yossef
The price is NZ$343
includes taxes & fees
7 Sept - 8 Sept
The Bentley Hotel Southampton
Lobby

19. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,010 reviews)
"Very friendly staff, easy parking, great breakfast, and clean towels and beds made daily. Great place to stay."
United States
John
The price is NZ$197
includes taxes & fees
30 Aug - 31 Aug
Quality Inn Old Saybrook - Westbrook
Living area

20. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (274 reviews)
"This is a very tastefully decorated B&B in an idyllic location. 6 minute walk to West Beach and near all the famous CT shoreline restaurants and attractions."
United Kingdom
Jessica
The price is NZ$421
includes taxes & fees
9 Sept - 10 Sept
The Captain Stannard
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

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"Staff was great, I will stay again."
christopher 1-night trip
Posted less than an hour ago
Greenview Inn Riverhead

Find out more about Southold

Southold Apartments information

Number of reviews
3,428
Accommodation
144 Apartments
Lowest Price
NZ$172
Highest Price
NZ$1,202

Frequently asked questions

What's it like to stay at an apartment in Southold?
You'll find a lot of options for your stay in Southold with 139 hotels and other accommodation options. Though there aren't many apartments, we can help you locate similar accommodation. When you search on Expedia, you can filter by amenities such as a kitchen— just one of the conveniences you might find in an apartment. Even filter by similar properties such as holiday homes, condos or guest houses.
Why choose apartments instead of traditional hotels?
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 looking for something with a more local feel.
What's the best apartment I should consider for a stay in Southold?
Listed below are some of the more popular apartments in the area: Safari Tent Glamping,S10-CedarPt, East Hampton, NY: Situated in East Hampton , 9.9 mi/16 km from the heart of Southold. Includes a patio . The Nest at Black Hall: Located 16.7 mi/26.8 km away in Old Lyme . Free WiFi and a balcony are included . Access to on-site laundry facilities is available on site . The Mast at Soundview · Beach+Ocean+Sunrise: It's located in Old Lyme , 17.2 mi/27.6 km from Southold. Includes free WiFi and a Smart TV .
How many apartments are there in Southold?
Expedia has 5 apartments to book in Southold.
What can I expect from the weather during my trip to Southold?
Although 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 temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.
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 Croteaux Vineyards and Sparkling Pointe.
What's the best way to get to and around Southold?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into East Hampton, NY (HTO), which is located 11.8 mi (18.9 km) from the city centre. Otherwise, you can search for flights to Westhampton, NY (FOK-Francis S. Gabreski), which is 19 mi (30.6 km) away. To venture out into the surrounding area, hop aboard a train at Southold Station.