Photo by Shannon Willitts

Search Cottages in Middletown

    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

Compare 88 Cottages in Middletown with updated reviews, rates, and availability.

Other property types in Middletown

Clear Lake Cottages & Marina
Outdoor pool
Clear Lake Cottages & Marina
2.5 star property
9.0 out of 10, Wonderful, (272)
"Lovely lakefront cottage with a great kitchenette perfect for making breakfast in! The cottage was clean and well equipped! We wish we could have stayed longer! "
Clear Lake Cottages & Marina
1 Block To St. Helena Main Street Shops-Restaurants! Avail June 2-7, Aug 18-21
Private kitchen
1 Block To St. Helena Main Street Shops-Restaurants! Avail June 2-7, Aug 18-21
10.0 out of 10, Exceptional, (230)
"Beautiful home - extremely clean- the kitchen was well equipped and beautiful! Comfortable beds beds- nice sheets. Very private backyard- nice to sit out and visit and enjoy a bottle of wine. There were 4 of us- two couples. Close walking distance to restaurants and shops. Really enjoyed it. The only thing we would have liked was if there were TV’s in all the bedrooms- not just the Main bedroom. Perfect place to stay in St Helena! ❤️"
1 Block To St. Helena Main Street Shops-Restaurants! Avail June 2-7, Aug 18-21
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
Pool
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
10.0 out of 10, Exceptional, (15)
"12 of us traveled to Napa for my 40th birthday and we had THE BEST trip ever. The accommodations were lovely, spacious, clean and luxurious. The concierge was so responsive and helpful. The chefs were fantastic. I'd highly recommend this property. As a frequent traveler, I've stayed in many luxury rentals and this was by far my favorite."
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
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.

Recent reviews of Middletown hotels
Expedia verified reviews

The Sandman Hotel

The Sandman Hotel

5/5 Excellent
"Nicely maintained"
A verified traveler from Lake Oswego stayed at The Sandman Hotel
Posted 21 hours ago
The Sandman Hotel