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Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Guest Houses in Middletown

Love Shack private retreat
Property grounds

Love Shack private retreat

9.0 out of 10, Wonderful, (2)
"Natural light, high ceilings, ac, good WiFi and tv, great location, thoughtful host. "
The price is AU$338
includes taxes & fees
26 Aug - 27 Aug
Love Shack private retreat
Vineyard Country Inn
Property grounds

Vineyard Country Inn

3.5 star property
9.4 out of 10, Exceptional, (688)
"nice fireplace and the breakfast was super."
The price is AU$447
includes taxes & fees
11 Sept - 12 Sept
Vineyard Country Inn
Calderwood Inn
Executive Room, 1 King Bed | Terrace/patio

Calderwood Inn

3.5 star property
9.2 out of 10, Wonderful, (240)
"Lovely historic house, conveniently located close to the square. The staff was very helpful and the breakfast was delicious."
The price is AU$413
includes taxes & fees
27 Aug - 28 Aug
Calderwood Inn
Deluxe Suite, Private Patio Overlooking Vineyard & Winery Property
Property grounds

Deluxe Suite, Private Patio Overlooking Vineyard & Winery Property

The price is AU$761
includes taxes & fees
26 Aug - 27 Aug
Deluxe Suite, Private Patio Overlooking Vineyard & Winery Property
Charming guest house near Sonoma
Terrace/patio

Charming guest house near Sonoma

9.6 out of 10, Exceptional, (27)
"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."
The price is AU$699
includes taxes & fees
1 Sept - 2 Sept
Charming guest house near Sonoma
Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen
Outdoor dining

Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen

10.0 out of 10, Exceptional, (21)
"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. "
The price is AU$888
includes taxes & fees
26 Aug - 27 Aug
Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen
Historic Bed & Breakfast Whole House Rental w Breakfast Included
5 bedrooms, iron/ironing board, travel cot, WiFi

Historic Bed & Breakfast Whole House Rental w Breakfast Included

9.8 out of 10, Exceptional, (26)
"Love the location of this home. Had everything we needed. Will be back"
The price is AU$2,705
includes taxes & fees
27 Aug - 28 Aug
Historic Bed & Breakfast Whole House Rental w Breakfast Included
Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)
Exterior

Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)

9.6 out of 10, Exceptional, (23)
"Great location! Property needs updating. Manager needs better customer service. "
The price is AU$2,000
includes taxes & fees
2 Sept - 3 Sept
Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)
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

Hotel E

Hotel E

10/10 Excellent
"A very quaint small hotel. Awesome location. "
Karen 3-night trip
Posted 2 days ago
Hotel E