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Search Middletown Cottage Rentals from CA $247

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Check prices for these dates

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Aug 22 - Aug 24
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Aug 29 - Aug 31
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Browse Select Middletown Cottages

Backyard Garden Oasis
Exterior

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (49)
"Cute garden area, quiet, nice all inclusive spot"
The price is CA $268
CA $299 total
includes taxes & fees
Aug 17 - Aug 18
Backyard Garden Oasis
Garden house with gas fireplace
Outdoor dining

Garden house with gas fireplace

10.0 out of 10, Exceptional, (1)
"We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is...
The price is CA $127
CA $307 total
includes taxes & fees
Aug 18 - Aug 19
Garden house with gas fireplace
Windmill Cottage - Peaceful & Quiet on 5 acres
Property grounds

Windmill Cottage - Peaceful & Quiet on 5 acres

10.0 out of 10, Exceptional, (12)
"Joshua was the best host! "
The price is CA $321
CA $596 total
includes taxes & fees
Aug 21 - Aug 22
Windmill Cottage - Peaceful & Quiet on 5 acres
Charming 2-bedroom cottage with AC and WiFi in Clearlake ON THE LAKEFRONT
Property grounds

Charming 2-bedroom cottage with AC and WiFi in Clearlake ON THE LAKEFRONT

The price is CA $228
CA $456 total
includes taxes & fees
Aug 23 - Aug 24
Charming 2-bedroom cottage with AC and WiFi in Clearlake ON THE LAKEFRONT
Escape to Wine County in your independant Cottage in Downtown Calistoga
Exterior

Escape to Wine County in your independant Cottage in Downtown Calistoga

10.0 out of 10, Exceptional, (21)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is CA $413
CA $565 total
includes taxes & fees
Sep 2 - Sep 3
Escape to Wine County in your independant Cottage in Downtown Calistoga
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Exterior

Escape to Wine Country in your independant Cottage in Downtown Calistoga

10.0 out of 10, Exceptional, (2)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
The price is CA $413
CA $564 total
includes taxes & fees
Aug 19 - Aug 20
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Escape to wine country in your independent cottage in downtown Calistoga
Terrace/patio

Escape to wine country in your independent cottage in downtown Calistoga

10.0 out of 10, Exceptional, (3)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
The price is CA $413
CA $564 total
includes taxes & fees
Aug 18 - Aug 19
Escape to wine country in your independent cottage in downtown Calistoga
The Atlas Calistoga - Cottage #2
Iron/ironing board, travel crib, WiFi, bed sheets

The Atlas Calistoga - Cottage #2

10.0 out of 10, Exceptional, (18)
"We recently had a lovely stay. Very conveniently located just a short walk to downtown. Great layout, with a king bed, fireplace, cute small patio with chairs, huge bathroom and a little fridge & coffee station area. The host was super responsive and provided great recommendations for local wine tasting and dinner locations. Lovely small town with cute shops, breakfast & bakery options, wine bars and restaurants. We had a great stay and will definitely be back!"
The price is CA $448
CA $684 total
includes taxes & fees
Sep 16 - Sep 17
The Atlas Calistoga - Cottage #2
Charming King Cottage
Property grounds

Charming King Cottage

9.8 out of 10, Exceptional, (11)
"Cozy and great price!"
The price is CA $344
CA $472 total
includes taxes & fees
Sep 15 - Sep 16
Charming King Cottage
Comfort and Style in Our Queen Cottage
Property grounds

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (48)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
The price is CA $247
CA $331 total
includes taxes & fees
Aug 18 - Aug 19
Comfort and Style in Our Queen Cottage
Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included
Outdoor spa tub

Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included

4.5 star property
9.0 out of 10, Wonderful, (2)
"Such a cute place! The turn into the property is a bit hidden right before the bridge but once you find it the house is so secluded with plenty of space. The kitchen was fully stocked and had everything you could think of. Did a wine tasting with their tasting room and everyone was so welcoming and sweet. Thank you! "
The price is CA $552
CA $697 total
includes taxes & fees
Aug 18 - Aug 19
Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Property grounds

True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

10.0 out of 10, Exceptional, (11)
"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"
The price is CA $276
CA $683 total
includes taxes & fees
Aug 18 - Aug 19
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
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

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"Love staying here! "
Patricia 1-night trip
Posted 20 hours ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG