Southold Apartment Rentals from CA $76

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Our top choices for Southold apartments

A kitchen with a wooden countertop, a black sink, and a window with a view of trees.

1. North Fork Grinch Getaway & Hot Chocolate Bar. Two Bedroom Sleeps 4.

Southold

Kelly V.

CA $671 total

includes taxes & fees

Nov 23 - Nov 24

A beach with people relaxing on chairs and sunbathing.

2. Harbor Heights

Pipes Cove

Steven R.

CA $323 total

includes taxes & fees

Nov 15 - Nov 16

A brick patio with outdoor seating, a wooden staircase, and a house with a window and door.

3. Cozy Cottage by the beach - Seabreeze #1

Hampton Bays

CA $635 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

4. Charming Accommodations in the Hamptons

Sag Harbor

CA $705 total

includes taxes & fees

Nov 16 - Nov 17

A dining area with a wooden table, chairs, and a decorative wall with a cityscape picture.

5. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Flanders

Sherri K.

CA $459 total

includes taxes & fees

Dec 2 - Dec 3

A beach with waves, a clear sky, and a sandy shore.

6. Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Westbrook Center

Mason T.

CA $419 total

includes taxes & fees

Nov 12 - Nov 13

A rocky shoreline with a beach and ocean in the background.

7. The Anchor at Soundview · Beach+Ocean+Sunrise

Old Lyme

October P.

CA $318 total

includes taxes & fees

Nov 12 - Nov 13

A small cabin with a porch, surrounded by trees and a fenced area.

8. Lovely studio with AC in charming Sag Harbor

Sag Harbor

"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...

Emily t.

CA $702 total

includes taxes & fees

Dec 10 - Dec 11

9. The Stern at Soundview · Beach+Ocean+Sunrise

Old Lyme

"If you are looking for a place to sleep, this place is ok. No place to sit down or put anything down. Just a bed and an old beat up tiny side table. Refrigerator is tiny, needed to be cleaned and defrosted. Stains in the bathroom ceiling tiles and the smell of Marijuana at night. Hot plate and microwave present but did not use. The entryway and stairs were dirty and could use a coat of paint and trim. The beach was the highlight and a very short walk. Definitely not worth the $$$ we paid."

Janine

CA $337 total

includes taxes & fees

Nov 12 - Nov 13

10. Freeboard at Soundview · Beach+Ocean+Sunrise

Old Lyme

Angela M.

CA $350 total

includes taxes & fees

Nov 15 - Nov 16

11. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

Westbrook Center

Dorothy W.

CA $554 total

includes taxes & fees

Nov 12 - Nov 13

A compact kitchen with a stove, refrigerator, and a dining area with a table and chairs.

12. Hatch at Soundview · Beach+OceanView+Sunrise

Old Lyme

Jennifer J.

CA $375 total

includes taxes & fees

Nov 12 - Nov 13

13. The Bridge at Soundview · Beach+OceanView+Sunrise

Old Lyme

Scott F.

CA $686 total

includes taxes & fees

Nov 12 - Nov 13

14. The Mast at Soundview · Beach+Ocean+Sunrise

Old Lyme

Alison H.

CA $376 total

includes taxes & fees

Nov 15 - Nov 16

15. Forecastle at Soundview · Beach+OceanView+Sunrise

Old Lyme

megan g.

CA $416 total

includes taxes & fees

Nov 15 - Nov 16

View all properties

Learn more about Southold

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

See all hotels in Southold

A coastal landscape with a white church on a grassy hill, overlooking a sandy beach and the ocean.

Top reviews in Southold

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

The Shoals Suites and Slips

Southold

10/10 Excellent

Drew

A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

American Beech Hotel

Greenport

10/10 Excellent

The hotel has a great cozy feel, our room was large and well appointed. All rooms appear to be up narrow and steep stairs so this property wouldn't be appropriate for small children or anyone with mobility issues. Beds were very comfortable. Shower was a little too small. There was no light for the second set of stairs to our room which was a bit of a hazard. We also ate at the restaurant and would have spent more time there but they blast the same electronic music from sun up to well after...

Lorraine

A living room with a stone fireplace, grey sofas, and a coffee table.

The Captain Stannard

Westbrook Center

10/10 Excellent

Our stay was great! My flight got in early, and the innkeeper was very kind to let me check in early. The room was clean, comfortable, and safe. The doors to the inn are locked with a keypad that every traveler has a unique code for safety. The first floor common area has a guestbook, a cabinet full of puzzles and other games, a TV, a kitchenette, and lots of seating. The kitchen has a large refrigerator that guests can access along with coffee, tea, and glassware. They also provide postcards...

Casey

Frequently Asked Questions

What's it like to stay at an apartment in Southold?

There are plenty of places to stay in Southold with 141 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: North Fork Summer Escape - 5BR Waterfront Home with Private Beach Access: Situated in Southold, 2.3 mi/3.8 km from the heart of Southold. Safari Tent Glamping,S10-CedarPt, East Hampton, NY: Located 9.9 mi/16 km away in East Hampton.

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.

Search Apartment Rentals in Southold

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Southold apartments

1. North Fork Grinch Getaway & Hot Chocolate Bar. Two Bedroom Sleeps 4.

2. Harbor Heights

3. Cozy Cottage by the beach - Seabreeze #1

4. Charming Accommodations in the Hamptons

5. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

6. Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

7. The Anchor at Soundview · Beach+Ocean+Sunrise

8. Lovely studio with AC in charming Sag Harbor

9. The Stern at Soundview · Beach+Ocean+Sunrise

10. Freeboard at Soundview · Beach+Ocean+Sunrise

11. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

12. Hatch at Soundview · Beach+OceanView+Sunrise

13. The Bridge at Soundview · Beach+OceanView+Sunrise

14. The Mast at Soundview · Beach+Ocean+Sunrise

15. Forecastle at Soundview · Beach+OceanView+Sunrise

Learn more about Southold

Top reviews in Southold

The Shoals Suites and Slips

10/10 Excellent

Frequently Asked Questions

What's it like to stay at an apartment in Southold?

Why would you choose an apartment over a traditional hotel room?

What's a favorite apartment I should consider for a stay in Southold?

How many apartments are there in Southold?

What can I expect from the weather in Southold?

What should I see in Southold?

What's the best way to get to and around Southold?

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