Search Guest Houses in Middle Island from CA $220

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Middle Island Guest Houses

The Madison Fire Island Pines

3.0 star property
8.6 out of 10, Excellent, (40)
"My room was lovely, but the exterior areas of the property need better upkeep. Pool was never skimmed or cleaned and deck furniture was covered in pine tree droppings."
The price is CA $220
CA $252 total
includes taxes & fees
May 5 - May 6
The Madison Fire Island Pines

Aqua by American Beech - Superior King

10.0 out of 10, Exceptional, (5)
"Very clean, flexible, great communication and exceptional view"
The price is CA $290
CA $442 total
includes taxes & fees
Apr 29 - Apr 30
Aqua by American Beech - Superior King

Aqua by American Beech - Deluxe King

9.0 out of 10, Wonderful, (2)
"The property was lovely. The staff was super sweet and attentive. I would love to go back when theres better weather. Love the decor, sweet little touches and lovelt amenities "
The price is CA $317
CA $478 total
includes taxes & fees
Apr 29 - Apr 30
Aqua by American Beech - Deluxe King

Guesthouse duplex apartment with gorgeous pool & gardens!

10.0 out of 10, Exceptional, (1)
"My husband and I had an absolutely wonderful stay. The guest house is beautiful and the pool area feels like a mini 5 star resort. Hosts Brian and Giovanni are not only accommodating, they are also genuinely lovely people. The town of Bellport is quaint but there's plenty to do and everyone we encountered was very friendly. We're already planning our next stay."
Guesthouse duplex apartment with gorgeous pool & gardens!

Aqua by American Beech - Superior with 2 Queens

Aqua by American Beech - Superior with 2 Queens

Aqua by American Beech - Deluxe with 2 Queen

Aqua by American Beech - Deluxe with 2 Queen
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 Middle Island
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Middle Island

East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

10.0 out of 10, Exceptional, (86)
"Great property, great views and the owner was terrific in his communication and hospitality.Thank you! "
The price is CA $624
CA $1,130 total
includes taxes & fees
May 5 - May 6
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

10.0 out of 10, Exceptional, (6)
"Perfect getaway for a group of ladies spending a snowy night catching up away from our spouses and kids. Cozy fireplace, beautiful home, ample space and in a great location. Highly recommend!"
The price is CA $831
CA $1,627 total
includes taxes & fees
Apr 29 - Apr 30
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

10.0 out of 10, Exceptional, (76)
"Great location. Very peaceful. Great house"
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
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.