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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
14 Saf. - 16 Saf.
In two weeks
21 Saf. - 23 Saf.
In one month
7 Rab. I - 9 Rab. I
In two months
4 Rab. II - 6 Rab. II

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

Peconic River Boatel
Outdoor dining

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!
Dining

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
Room

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
Exterior

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
Sign in
Sign up, it's free

Other property types in Southold

North Fork Dream Getaway, Walk to Private Beach & New In-Ground Pool!
Pool

North Fork Dream Getaway, Walk to Private Beach & New In-Ground Pool!

2.0 star property
10.0 out of 10, Exceptional, (1)
"We loved walking down to the beach in the mornings. The house was spacious and clean! Really enjoyed our time! Thank you!"
North Fork Dream Getaway, Walk to Private Beach & New In-Ground Pool!
Windward Shores Ocean Resort
Property grounds

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (269)
"Was a winter wonderland. Quiet and clean. Staff were very helpful and kind!"
The price is SAR 494
SAR 645 total
includes taxes & fees
10 Feb - 11 Feb
Windward Shores Ocean Resort
10 Bedroom Hampton House with a regulation size Pickleball
Pool

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.