Visittheus - Vacation Rentals in Southold

Property Image From US $283
         

8.4 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $438
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $224
         

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9.6 (219 Reviews)
Hotel
  • Air Conditioner
  • TV
  • View
Property Image From US $342
         

Property Image From US $514
         

10.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $757
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • View
  • Ocean View

Luxury Places to Stay in Southold

Over 220+ Luxury Places to Stay in or Near Southold
Property Image From US $2,238
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Pool
  • TV
Property Image From US $1,650
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Property Image From US $1,567
         

10.0 (1 Review)
House
  • Air Conditioner
  • View
  • Ocean View

Top-Rated Vacation Rentals with a Pool in Southold

Over 64+ Top-Rated Vacation Rentals with a Pool in or Near Southold
Property Image From US $732
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $530
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Southold

Over 74+ Pet-Friendly Vacation Rentals in or Near Southold
Property Image From US $840
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $391
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $702
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $1,160
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Southold on PetFriendly.io

Large Vacation Homes & Villas in Southold

Over 48+ Large Vacation Homes & Villas in or Near Southold
Property Image From US $790
         

9.8 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Property Image From US $1,371
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $791
         

10.0 (39 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $537
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Southold

Over 3+ Wheelchair Accessible Vacation Homes in or Near Southold
Property Image From US $233
         

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10.0 (1 Review)
House
  • View
  • Wheelchair Accessible
  • Balcony/Terrace

Southold Varoom and Airbnb Places to Stay Under $200

Over 2+ Southold Varoom and Airbnb Places to Stay Under $200
Property Image From US $200
         

Instantly Bookable Vacation Homes in Southold

Over 55+ Instantly Bookable Vacation Homes in or Near Southold
Property Image From US $652
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $643
         

Property Image From US $750
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Property Image From US $270
         

9.8 (129 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV

About Southold Vacation Rentals

With more than 229 Southold vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Visittheus and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Southold.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Visittheus Southold, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Southold. Places to stay near Southold are 1091.7 ft² on average, with prices averaging $693 a night.

Visittheus makes it easy and safe to find and compare vacation rentals in Southold with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Southold

Type Count
Vacation Homes 190
Cottages 20
Others 7
Holiday Apartments 5
B&B 5
Hotels with Suites 2

Use these Quick Filters to Find a Vacation Rental in Southold

Pro Tip: Visittheus makes it easy to compare the best listings on Visittheus homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Visittheus homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Southold.

Weather in Southold

View the weather forecast for Southold before booking your Southold Vacation Rentals to confirm your best time to go.

December - February
High 42°F       Low 22°F
March - May
High 65°F       Low 23°F
June - August
High 79°F       Low 58°F
September - November
High 75°F       Low 32°F