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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov
In one month
27 Nov - 29 Nov
In two months
25 Dec - 27 Dec

Our top choices for Middletown guest houses

A loft bedroom with a bunk bed, a bedside table with a lamp, a TV, and a window with a view.

1. The Well House with outdoor seating and loft!

The Well House with outdoor seating and loft!
Middletown
9.4 out of 10, Exceptional, (3 reviews)
"this was a very neat cozy apartment, perfect location. One block from Main Street in Middletown. Very clean, great host, five star."
United States
louis s.
The price is €160
includes taxes & fees
16 Nov - 17 Nov
The Well House with outdoor seating and loft!
A bedroom with a bed, a desk, a chair, a TV, a window, and a balcony.

2. Love Shack private retreat

Love Shack private retreat
Middletown
9.4 out of 10, Exceptional, (3 reviews)
"Natural light, high ceilings, ac, good WiFi and tv, great location, thoughtful host. "
United States
Gretchen F.
The price is €163
includes taxes & fees
1 Dec - 2 Dec
Love Shack private retreat
A cozy living room with a white sofa, a glass coffee table, and a view of a backyard with a seating area.

3. Calderwood Inn

Calderwood Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (281 reviews)
"Staff was incredibly helpful and friendly. Great experience within this Victorian Inn."
United States
Daniel
The price is €163
includes taxes & fees
16 Nov - 17 Nov
Calderwood Inn
A house with a tower-like structure, surrounded by a garden with a stone path and a wooden bridge.

4. Okaeri Calistoga

Okaeri Calistoga
5.0 star property
Calistoga
10.0 out of 10, Exceptional, (38 reviews)
"By far one of thee best bed & breakfast inns I have ever stayed in. Quietly luxurious, designed with impeccable taste, and outstanding breakfasts (especially on the weekends, when a traditional Japanese breakfast is served). Don’t miss the music room downstairs and the koi constantly begging for food in the outdoor and indoor ponds!"
United States
Stacy
The price is €485
includes taxes & fees
2 Dec - 3 Dec
Okaeri Calistoga
A bedroom with a large bed, a bedside table with a lamp and a plant, and a window with curtains.

5. Central Santa Rosa Getaway w/ Private Outdoor Space

Central Santa Rosa Getaway w/ Private Outdoor Space
Santa Rosa
8.6 out of 10, Excellent, (17 reviews)
"Great property located on the West side. Very convenient to everything. Very quiet and nice too."
United States
Vance C.
The price is €205
includes taxes & fees
2 Nov - 3 Nov
Central Santa Rosa Getaway w/ Private Outdoor Space
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.
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Top Middletown Hotel Reviews

La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

10/10 Excellent
"Very clean. Breakfast was good. Staff were very nice and helpful. Parking was good."
Brenda 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites Santa Rosa Sonoma

Find out more about Middletown

Middletown Guest Houses information

Number of reviews
61
Accommodation
12 Guest Houses
Lowest Price
€160
Highest Price
€485