Top Hotels
Insights
FAQs
Hotels in Southold

Vacation rentals in Southold, NY

Find deals on 151 vacation rentals in Southold, NY

Southold, NY
5月 10 — 5月 112
週日 5/5
週四 5/9

Compare 3M+ hotel and accommodation options.

Top rentals in Southold

Find the perfect vacation rental for your stay in Southold
Price
$291
$1975
Review Score
0+
6+
7+
8+
9+

Hostels and cheap hotels in Southold

These hotels and hostels usually make for a cheap way to stay in Southold

Classic Southold Country Charmer

Southold, NY, United States

Lovely Property Near Beaches and Amenities. No Pets Please!

Shelter Island Heights, NY, United States

Quaint Cottage Close to LI Sound

Southold, NY, United States

9.5

Wells House Bed & Breakfast

Greenport, NY, United States

Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.

Southold, NY, United States

9.6
Cozy Cottage on the North Fork Close to Vineyards & Beaches

Cozy Cottage on the North Fork Close to Vineyards & Beaches

Peconic, NY, United States

9.8

momondo's favorite vacation rentals in Southold

Learn more about these user-preferred vacation rentals in Southold

Classic Southold Country Charmer

Southold, NY, United States

$223

Perfect Waterfront Family Vacation Home next to the best vineyards in NY!

Southold, NY, United States

10.0
$1,175
Cozy Cottage on the North Fork Close to Vineyards & Beaches

Cozy Cottage on the North Fork Close to Vineyards & Beaches

Peconic, NY, United States

9.8
$383

Private Coastal Two Bedroom Cottage on the Water

Southold, NY, United States

9.9
$420

Quaint Cottage Close to LI Sound

Southold, NY, United States

9.5
$255
Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport

Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport

Southold, NY, United States

9.2
$564

Southold home at Kenney's Beach 4 bedrooms

Southold, NY, United States

$393
Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country

Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country

Southold, NY, United States

9.6
$505
Greenport Walk to beach & vineyard from this brand new home

Greenport Walk to beach & vineyard from this brand new home

Southold, NY, United States

10.0
$694

Useful insights on Southold vacation rentals

Get a quick overview on price and accommodation trends for your visit in Southold

Lowest Vacation Rental Price

$223
The cheapest price for a room in Southold found in the last 7 days is $223/night. This rate is available with Classic Southold Country Charmer.

When to book a vacation rental in Southold

Check out the information below to find the best deal on a vacation rental in Southold
Cheapest day of weekFridayis the cheapest day of the week to book
Highest day of weekThursdayis the most expensive day of the week to book
$197
$1,071

Information about staying in Southold

Read these important travel tips before booking a vacation rental in Southold

How long do people typically book vacation apartments for in Southold?

Those choosing vacation rental apartments in Southold typically book for at least 3 nights.

When is the best time to book a vacation rental in Southold?

March is often the cheapest month to rent a vacation apartment in Southold. Prices per night can be around 54% below average at this time.

How many operators does momondo search for hotels in Southold?

As of May 2024, there are 159 operators available to choose from for hotels in Southold.

When did momondo last update prices for hotels in Southold?

Prices for hotels in Southold refresh daily.

Save money when you book vacation rentals with momondo
Best deals on hotels
Best deals on hotels
See deals from 3M+ hotels and accommodations in one place.
Free cancellation
Free cancellation
Use our filter to find stays with free cancellation.
Millions of reviews
Millions of reviews
Check ratings based on millions of real guest reviews.
Price Alerts
Price Alerts
Not ready to book? Create a price alert to track prices.

An easier way to manage your Southold trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
週日 5/5
週四 5/9
Email me momondo's favorite deals
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your stay in Southold