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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Middletown cottages

Exterior

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
$178 nightly
The price is $198
Feb 20 - Feb 21
Total with taxes and fees
Backyard Garden Oasis
Exterior

Escape to Wine County in your independant Cottage in Downtown Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga
Calistoga
9.6 out of 10, Exceptional, (33 reviews)
"Great getaway for a couple"
United States
David G.
$314 nightly
The price is $377
Feb 23 - Feb 24
Total with taxes and fees
Escape to Wine County in your independant Cottage in Downtown Calistoga
House (2 Bedrooms) | Interior

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
3.0 star property
Clearlake
$245 nightly
The price is $270
Feb 22 - Feb 23
Total with taxes and fees
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Exterior

Escape to Wine Country in your independant Cottage in Downtown Calistoga

Escape to Wine Country in your independant Cottage in Downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (2 reviews)
"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!!👍❤️"
United States
Ronny
$310 nightly
The price is $373
Feb 23 - Feb 24
Total with taxes and fees
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Exterior

Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
$393 nightly
The price is $471
Feb 22 - Feb 23
Total with taxes and fees
Charming King Cottage
Outdoor spa tub

The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle

The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
Kenwood
9.0 out of 10, Wonderful, (2 reviews)
"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! "
United States
Sara W.
$439 nightly
The price is $487
Feb 26 - Feb 27
Total with taxes and fees
The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
Terrace/patio

Escape to wine country in your independent cottage in downtown Calistoga

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (3 reviews)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
United States
Anonymous traveler
$314 nightly
The price is $377
Feb 23 - Feb 24
Total with taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
Property grounds

Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"The cottage was very well appointed, very clean and comfortable. we really enjoyed our 2 night stay!Communication, check in and out were a breeze!Thank you!!"
United States
Kevin T.
$371 nightly
The price is $445
Feb 22 - Feb 23
Total with taxes and fees
Comfort and Style in Our Queen Cottage
Exterior

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.6 out of 10, Exceptional, (66 reviews)
"Good location for coffee and restaurant. Nice backyard "
United States
vicki a.
$411 nightly
The price is $437
Mar 22 - Mar 23
Total with taxes and fees
Wine Country Cottage in downtown Santa Rosa, CA
Microwave, oven, stovetop, dishwasher

Enchanting Vineyard cottage nestled in the wine country!

Enchanting Vineyard cottage nestled in the wine country!
Santa Rosa
$635 nightly
The price is $701
Feb 22 - Feb 23
Total with taxes and fees
Enchanting Vineyard cottage nestled in the wine country!
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

Rancho Caymus Inn

Rancho Caymus Inn

10/10 Excellent
"What a lovely hotel ,really clean ,the staff at the Hotel so friendly and helpful,breakfast in the morning so good ,we love the hotel and definitely come back ,I recommend to everyone."
Yohana 3-night trip
Posted 3 days ago
Rancho Caymus Inn

Find out more about Middletown

Middletown Cottages information

Number of reviews
98
Accommodation
112 Cottages
Lowest Price
$198
Highest Price
$487

Frequently asked questions

How much do cottages in Middletown cost?
Prepare to pay between $198 and $487 per night for cottages in Middletown. No matter your budget, a wonderful stay is just a click or two away on Expedia. These prices were 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.
Are there any family-friendly cottages in Middletown?
If you're looking to get back to nature in Middletown, we recommend Backyard Garden Oasis. With a 3-star rating and amenities like pillow top mattresses and a barbecue grill, you'll find it easy to settle in at this family-friendly cottage. Check in to your hotel and then make your way to some attractions that will keep everyone entertained in Middletown. Cobb Mountain should be at the top of your list.
Why book your cottage in Middletown with Expedia?
We think a getaway should be a walk in the park, so if you're looking for cottages in Middletown at an affordable rate, Expedia has your back. Save those pennies and choose an economical option far from the hustle and bustle, or splurge on a 5-star cottage to treat your loved ones.
How can I find cheap cottages in Middletown?
With Expedia's user-friendly filter tool, sourcing cheap cottages in Middletown is a breeze. To discover properties that are friendly on the wallet, narrow your search results by amenities, star rating and budget.
What is there to do in Middletown near my cottage?
Once you've checked in to your hotel, set out and discover the awesome things Middletown has on offer. Beaver Creek Vineyards is a top attraction to add to your must-see list.

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