
House vacation rentals in Southold
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Top-rated house rentals in Southold
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Southold house rentals
House rentals with a pool

4 BD w/ Heated Pool in E Hampton, Fully Furnished

The Perfect North Fork Escape

Peaceful Retreat in Immaculate Architect’s House

Modern East Hampton Home w/ Heated Saltwater Pool

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

1800 Historical East Hampton Home, 1 Mile to Town!

Southampton Charmer, 5 bedrooms w pool - Location

Large heated pool, games room, near private beach
Weekly house rentals

Charming Ranch in North Fork

Waterfront NoFo Cottage w/ public beach access

Summer Retreat at the beach , enjoy Wine Country

Charming Farmhouse with Pool, Yard, and Walkable

The Sandy Shack - Coastal Escape

North Fork Farm House

Nassau Point, North Fork Home w/ Pool

Coastal Cottage on the Water
Private house rentals

Modern Farmhouse Oasis in GP Village

Spectacular Southampton Retreat!

Peaceful Guesthouse

North Fork Sound Front Home with Pool

North Fork Farmhouse with Saltwater Pool

Vineyard Views with hot tub

Walk to town, Greenport Village - Harbor Views

Southold Sea'renity
Quick stats about house rentals in Southold
Total rentals
180 properties
Nightly prices starting at
ﺩ.ﺇ477 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
60 properties have a pool
Destinations to explore
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- Rentals with a patio Southold
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- Rentals with a hot tub Southold
- Family-friendly rentals Southold
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- Rentals with a fireplace Southold
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- House rentals Suffolk County
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- House rentals United States
- Yale University
- Charlestown Beach
- Fairfield Beach
- Foxwoods Resort Casino
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Walnut Public Beach
- Napeague Beach
- Blue Shutters Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Cedar Beach
- Groton Long Point Main Beach
- Silver Sands Beach
- Jennings Beach
- Sandy Beach
- Ninigret Beach
- Sunken Meadow State Park
- Wildemere Beach
- Seaside Beach
- Groton Long Point South Beach