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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Featured Cottages in Middletown

Backyard Garden Oasis
Exterior

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
The price is AU$328
includes taxes & fees
5 Oct - 6 Oct
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 AU$352
includes taxes & fees
5 Oct - 6 Oct
Garden house with gas fireplace
Wine Country Cottage in downtown Santa Rosa, CA
Exterior

Wine Country Cottage in downtown Santa Rosa, CA

9.8 out of 10, Exceptional, (58)
"brilliant place to stay in central Santa Rosa downtown. Awesome access to downtown. Everything within walking distance. Thanks for a great stay"
The price is AU$607
includes taxes & fees
7 Oct - 8 Oct
Wine Country Cottage in downtown Santa Rosa, CA
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 AU$628
includes taxes & fees
2 Nov - 3 Nov
Escape to Wine Country in your independant Cottage in Downtown Calistoga
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 AU$720
includes taxes & fees
7 Oct - 8 Oct
Windmill Cottage - Peaceful & Quiet on 5 acres
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 AU$801
includes taxes & fees
4 Nov - 5 Nov
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Escape to Wine County in your independant Cottage in Downtown Calistoga
Exterior

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.6 out of 10, Exceptional, (26)
"Great cottage near downtown. "
The price is AU$624
includes taxes & fees
2 Nov - 3 Nov
Escape to Wine County 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 AU$618
includes taxes & fees
4 Nov - 5 Nov
Escape to wine country in your independent cottage in downtown Calistoga
Charming King Cottage
Property grounds

Charming King Cottage

9.8 out of 10, Exceptional, (11)
"Cozy and great price!"
The price is AU$761
includes taxes & fees
2 Nov - 3 Nov
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, (49)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
The price is AU$721
includes taxes & fees
2 Nov - 3 Nov
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 AU$772
includes taxes & fees
3 Nov - 4 Nov
Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included
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

Golden Haven Hot Springs

Golden Haven Hot Springs

10/10 Excellent
"Very clean"
Jamie 1-night trip
Posted 22 hours ago
Golden Haven Hot Springs

Find out more about Middletown

Find out more about Middletown

Middletown Cottages information

Number of reviews
200
Accommodation
116 Cottages
Lowest Price
AU$328
Highest Price
AU$801

Frequently asked questions

How much do cottages in Middletown cost?
Cottages in Middletown range between AU$328 and AU$801 per night. These properties offer a chance to reconnect with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Middletown near my cottage?
The most useful travel accessory is a well-thought-out travel plan. Langtry Estate and Vineyards is a wonderful spot to start your exploration of Middletown.

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Explore a world of travel with Expedia