Are there any 5-star vacation rentals in Southold?

You won't find any 5-star vacation rentals in Southold on our site, but there are some other highly rated properties worth checking out. Browse our vacation rentals in Southold to find the best place for your stay.

5 Stars Hotels in Southold: Compare Hotel Prices & Find the Cheapest Southold, New York 5 Stars Hotels

Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Southold 5 Star Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Southold 5-star hotels

Mill House Inn

Pantigo Road Historic District

Rhett

NT$31,604 total

includes taxes & fees

Jun 16 - Jun 17

Casa Newmark Holiday home 7 BestStayz.1

Sagaponack

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Southold.

Sound View Greenport

58775 County Rd 48 Greenport NY

NT$13,072

NT$17,645 total

Jun 29 - Jun 30

includes taxes & fees

8.4/10 Very Good! (655 reviews)

Still don't see what you're looking for?

See all properties in Southold.

You can also use these popular filters to refine your search.

Pool Spa Hot tub Breakfast included Waterpark

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.

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

Top Southold Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Southold?

The amount you pay for a 5-star hotel in Southold can vary based on when you decide to travel and how long you plan to be away, among a range of factors. Take advantage of our price per night filter and other search tools to score the best deal on a high-end stay.

Search for the lowest price per night from NT$17,645

What makes a hotel 5 stars in Southold?

Flawless guest service is the hallmark of every 5-star hotel in Southold. From the minute you arrive, staff ensure your every need is met, whether recommending activities or providing in-room massages. Plus, hotels have to offer superior amenities to meet the standard for a 5-star rating. These can include luxury baths, saunas or spas, swimming pools, gastronomic kitchens and knowledgeable concierge.

Are there any 5-star all-inclusive resorts in Southold?

Find an indulgent retreat that includes your lodging, food, activities and entertainment in Southold with our handy filter tool. Search for hotels rated 5 stars and click on the "All inclusive" filter. Double-check what's included in the upfront price. That way, you can take full advantage of all the premium perks from the moment you step into the lobby.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Southold 5 Star Hotels