Search Middletown Cottage Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

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
The price is ￥28,102
￥31,334 total
includes taxes & fees
Jan 23 - Jan 24
Backyard Garden Oasis
Outdoor dining

Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (1 review)
"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...
United States
kelsie i.
The price is ￥15,530
￥35,572 total
includes taxes & fees
Feb 3 - Feb 4
Garden house with gas fireplace
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
The price is ￥17,115
￥36,413 total
includes taxes & fees
Jan 25 - Jan 26
Watefront Getaway w/ Mtn Views & Dock in Clearlake
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.
The price is ￥26,734
￥70,032 total
includes taxes & fees
Jan 29 - Jan 30
Comfort and Style in Our Queen Cottage
Exterior

Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
The price is ￥29,898
￥74,232 total
includes taxes & fees
Jan 29 - Jan 30
Charming King Cottage
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
The price is ￥43,502
￥59,427 total
includes taxes & fees
Jan 29 - Jan 30
Escape to wine country in your independent cottage in downtown Calistoga
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, (32 reviews)
"Great getaway for a couple"
United States
David G.
The price is ￥43,502
￥59,427 total
includes taxes & fees
Jan 29 - Jan 30
Escape to Wine County in your independant Cottage in Downtown Calistoga
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
The price is ￥43,502
￥59,427 total
includes taxes & fees
Jan 29 - Jan 30
Escape to Wine Country in your independant Cottage in Downtown Calistoga
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, (65 reviews)
"Tim and Caroline’s cottage was perfect for our two night stay. We loved how close it was to the shops and restaurants in downtown Santa Rosa. Definitely recommend."
United States
Adam R.
The price is ￥25,593
￥59,249 total
includes taxes & fees
Jan 28 - Jan 29
Wine Country Cottage in downtown Santa Rosa, CA
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

10/10 Excellent
"The staff was very friendly and informational. I picked this hotel because it was pet friendly and they were very welcoming and accommodating to everyone in my party! The hot spring pools were lovely and the hot tub. The location is perfect for Calistoga downtown and surrounding winery visits. I will definitely visit this property again. Thank you for having us :) "
Becky 2-night trip
Posted 1 day ago
Calistoga Motor Lodge and Spa

Find out more about Middletown

Middletown Cottages information

Number of reviews
212
Accommodation
112 Cottages
Lowest Price
￥31,334
Highest Price
￥74,232

Frequently asked questions

How much do cottages in Middletown cost?
Prepare to pay between ￥31,334 and ￥74,232 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.