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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Middletown guest houses

A bedroom with a bed, a desk, a chair, a TV, a window, and a balcony.

1. 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 NZ$311
includes taxes & fees
17 Nov - 18 Nov
Love Shack private retreat
A wooden gate with a 'Well House' sign, a gravel path, and a backyard with a patio area.

2. 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 NZ$304
includes taxes & fees
1 Dec - 2 Dec
The Well House with outdoor seating and loft!
A table set with a cheese board, wine glasses, and bottles, with a green sofa and lush greenery in the background.

3. Calderwood Inn

Calderwood Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (282 reviews)
"Staff was incredibly helpful and friendly. Great experience within this Victorian Inn."
United States
Daniel
The price is NZ$332
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 NZ$942
includes taxes & fees
14 Dec - 15 Dec
Okaeri Calistoga
A living room with a fireplace, red and grey sofas, a wooden coffee table, and a TV mounted on the wall.

5. Two-Bedroom, One Bath - Aurora House

Two-Bedroom, One Bath - Aurora House
Calistoga
9.8 out of 10, Exceptional, (36 reviews)
"We had a wonderful day. Thanks for the flexibility on check-in day."
United States
linda k.
The price is NZ$863
includes taxes & fees
29 Nov - 30 Nov
Two-Bedroom, One Bath - Aurora House
A neatly made bed with a fluffy white cover, a wooden tray with a potted plant, and a bedside table with a lamp and a box labeled "dream".

6. 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 NZ$377
includes taxes & fees
15 Nov - 16 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

Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

10/10 Excellent
"Thank you, great stay!"
Kvitoslava 2-night trip
Posted 6 hours ago
Calistoga Motor Lodge and Spa

Find out more about Middletown

Middletown Guest Houses information

Number of reviews
97
Accommodation
10 Guest Houses
Lowest Price
NZ$304
Highest Price
NZ$942