Middletown, CA Guest Houses from SAR 244

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Guest Houses in Middletown

"Nice room, everything met our expectations."

SAR 1,036 total

includes taxes & fees

23 Jun - 24 Jun

Executive Room, 1 King Bed | Terrace/patio

"Lovely historic house, conveniently located close to the square. The staff was very helpful and the breakfast was delicious."

SAR 1,058 total

includes taxes & fees

22 Jun - 23 Jun

"Great location! Property needs updating. Manager needs better customer service. "

SAR 4,824 total

includes taxes & fees

17 Jun - 18 Jun

"We had a lovely stay at the Bunkhouse! It was perfect for my husband and I for a long weekend. Sue was an amazing host! The property is so cute! It’s very central to the square and walkable to a few wineries. We would definitely stay again!"

"Had a great stay at Bruce’s. Nice place for 2 people. Located close to everything. Hot Tub is a plus. Would definitely stay again."

5 bedrooms, iron/ironing board, travel crib, WiFi

"Cottage is Great Location to restaurants & wineries ! Loved walking down Main St St Helena! Would definitely return!"

SAR 6,843 total

includes taxes & fees

30 Jun - 1 Jul

"We stayed here to celebrate our 6 year anniversary. It’s a beautiful property and had a wonderful time. The hot tub was a great addition. The kitchen was very helpful to make our own dinner & grilled our steaks outside. Would definitely stay here again! 10/10 experience."

"We had an outstanding time staying in St Helena am most importantly in this beautiful villa at the Inn of St Helena. Totally private and serene. This was a perfect place to stay to kick off my birthday trip. I hope we can come back. "

SAR 2,150 total

includes taxes & fees

17 Jun - 18 Jun

"The property was perfect for the five couples that were part of our group, including, for example, en suite bathrooms for each bedroom. Also, outdoor access for the two lower-level bedrooms was helpful and utilized frequently. The pool area is amazing as well as the outdoor seating and deck spaces. Everyone enjoyed the chickens and the fresh eggs every morning, what a treat. The location of the property is ideal being in close proximity to Saint Helena, making it easy to get to other areas of...

"A quiet lovely guesthouse with a large backyard, pool and spa. Perfect for couples or a single who want a quiet spot that is also conveniently located."