Search Houseboats in Southold

  • Plan, book, stay with confidence

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

Check prices for these dates

Compare 4 Houseboats in Southold with updated reviews, rates, and availability.

Peconic River Boatel

10.0 out of 10, Exceptional, (10)
"My wife and I just finished our wedding weekend in Riverhead, I was lucky enough to stay at the Boatel the night before my wedding, and it was the perfect way to kick off such a special occasion. Katy was incredibly responsive and provided great information about the area. She even surprised us with a bottle of champagne to celebrate! The surfboard and nautical theme creates a modern, comforting aesthetic that's perfect for a waterfront stay. Perfect for everyone. It's also within walking...
Peconic River Boatel

Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

10.0 out of 10, Exceptional, (9)
"Super cozy stay with the aquarium close by. Clean and very unique. Had a great time with my girlfriend definitely recommend "
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

Spend Your Summer on a Prestige 500 55ft. Yacht in Beautiful Sag Harbor

Spend Your Summer on a Prestige 500 55ft. Yacht in Beautiful Sag Harbor

Gorgeous Vintage Yacht in Wine Country NY

Gorgeous Vintage Yacht in Wine Country NY
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.
Don't see what you're looking for?
See all available properties in Southold
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Southold

North Fork 7 Bedroom Farmhouse Escape

3.0 star property
9.4 out of 10, Exceptional, (3)
"We were in town for a wedding with small children in tow- the house was perfectly located for us to get to wedding events in under 10 minutes but do be aware that itā€™s on a busy road. The house is set back so there wasnā€™t too much traffic noise, especially with the window AC units going. You could walk to the beach, but be aware that itā€™s down the busy road as someone else mentioned. It wasnā€™t luxurious, but everything was clean and comfortable. I appreciated that towels and linens were provided...
North Fork 7 Bedroom Farmhouse Escape

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (271)
"Beautiful location, clean property, and nice staff. Just hard to turn in to the parking lot but not much that the hotel can do for that. The private beach is stunning. "
The price is SARĀ 494
SARĀ 645 total
includes taxes & fees
17 Feb - 18 Feb
Windward Shores Ocean Resort

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball
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.