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Search Guest Houses in Middletown from CA $120

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
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Sep 5 - Sep 7
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Sep 19 - Sep 21
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Oct 17 - Oct 19

Browse Select Middletown Guest Houses

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 CA $120
CA $300 total
includes taxes & fees
Aug 27 - Aug 28
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 CA $349
CA $401 total
includes taxes & fees
Sep 11 - Sep 12
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 CA $319
CA $370 total
includes taxes & fees
Aug 25 - Aug 26
Calderwood Inn
Deluxe Suite, Private Patio Overlooking Vineyard & Winery Property
Property grounds

Deluxe Suite, Private Patio Overlooking Vineyard & Winery Property

The price is CA $541
CA $675 total
includes taxes & fees
Aug 25 - Aug 26
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 CA $346
CA $621 total
includes taxes & fees
Sep 1 - Sep 2
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 CA $408
CA $789 total
includes taxes & fees
Aug 25 - Aug 26
Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen
Historic Bed & Breakfast Whole House Rental w Breakfast Included
5 bedrooms, iron/ironing board, travel crib, 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 CA $1,383
CA $2,402 total
includes taxes & fees
Aug 27 - Aug 28
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 CA $907
CA $1,791 total
includes taxes & fees
Aug 25 - Aug 26
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 La Rose

Hotel La Rose

10/10 Excellent
"Great!"
Helena 1-night trip
Posted 2 days ago
Hotel La Rose