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Check prices for these dates

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

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 AED 415
AED 801 total
includes taxes & fees
8 Oct - 9 Oct
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 AED 320
AED 694 total
includes taxes & fees
27 Oct - 28 Oct
Love Shack private retreat
A narrow brick pathway flanked by lush greenery and blooming pink roses.

3. Vineyard Country Inn

Vineyard Country Inn
3.5 star property
Thoman
9.4 out of 10, Exceptional, (743 reviews)
"Charming. The light continental breakfast was awesome and served in a comfortable dining room."
United States
Sheri
The price is AED 525
AED 604 total
includes taxes & fees
5 Oct - 6 Oct
Vineyard Country Inn
A table set with a cheese board, wine glasses, and bottles, with a green sofa and lush greenery in the background.

4. Calderwood Inn

Calderwood Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (274 reviews)
"Very pleasant stay. So comfortable on the porch and our private patio."
United States
Tom
The price is AED 915
AED 1,062 total
includes taxes & fees
5 Oct - 6 Oct
Calderwood Inn
A house with a tower-like structure, surrounded by a garden with a stone path and a wooden bridge.

5. Okaeri Calistoga

Okaeri Calistoga
5.0 star property
Calistoga
10.0 out of 10, Exceptional, (33 reviews)
"Great stay at a perfectly renovated property with great thoughtfulness around details. Staff (especially Craig) were attentive to any needs and offered great local recommendations. Breakfast was a unique multi-course event which we came to look forward to each morning. Definitely would book again when next in the area."
United States
John
The price is AED 2,342
AED 2,693 total
includes taxes & fees
28 Oct - 29 Oct
Okaeri Calistoga
A bedroom with a large bed, a bedside table with a lamp and a plant, and a window with curtains.

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, (15 reviews)
"Great property located on the West side. Very convenient to everything. Very quiet and nice too."
United States
Vance C.
The price is AED 481
AED 811 total
includes taxes & fees
5 Oct - 6 Oct
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

Art House Hotel and Suites

Art House Hotel and Suites

10/10 Excellent
"This was our second time staying at our house and we really enjoyed our experience again. The place is very nice and clean. New and the staff is super friendly. We asked to change rooms and the next day they were able to accommodate us and so we were moved to another room that Was even better and not handicapped accessible, which is why we moved we didn’t need that option. The breakfast is nice and a great way to start your day."
Monica 3-night trip
Posted less than an hour ago
Art House Hotel and Suites