A calm river with clear water, surrounded by dense greenery and trees.

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Middletown cottages

Outdoor dining

1. Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"It was a quaint country house. The host was attentive, but also left us to ourselves. The house was clean. A/C worked well. It was very comfortable."
United States
Amy
$201 nightly
The price is $201
Sep 9 - Sep 10
Total with taxes and fees
Garden house with gas fireplace
House (2 Bedrooms) | Interior

2. Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
3.0 star property
Clearlake
4.0 out of 10, (1 review)
"If it weren’t for the kindness of the host, who accommodated us for an early check-in and late checkout, I would’ve given this zero stars. It’s totally rundown, looks like it hasn’t been power washed in 20 years, as soon as you walk up it smells like mold. The listing doesn’t tell you that it’s on a main street. The inside has rotting walls with actual holes, you can smell the mold and in one of the bedrooms it smelled so toxic like cat urine and chemicals - no one could sleep in there. The...
United States
Jennifer
$245 nightly
The price is $274
Sep 7 - Sep 8
Total with taxes and fees
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Outdoor spa tub

3. Hot tub lake wine Cottage State Park 4 mins away

Hot tub lake wine Cottage State Park 4 mins away
Kelseyville
10.0 out of 10, Exceptional, (2 reviews)
"10/10 stay!"
United States
Janneth M.
$210 nightly
The price is $226
Sep 7 - Sep 8
Total with taxes and fees
Hot tub lake wine Cottage State Park 4 mins away
Property grounds

4. Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
$224 nightly
The price is $254
Sep 8 - Sep 9
Total with taxes and fees
Comfort and Style in Our Queen Cottage
Terrace/patio

5. 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, (5 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
$353 nightly
The price is $423
Sep 7 - Sep 8
Total with taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
Exterior

6. Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.8 out of 10, Exceptional, (43 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
$388 nightly
The price is $465
Sep 7 - Sep 8
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Exterior

7. Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (4 reviews)
"Property is beautiful rooms are so clean. Service was incredible."
United States
Paul L.
$353 nightly
The price is $423
Sep 13 - Sep 14
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Exterior

8. Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
$272 nightly
The price is $308
Sep 20 - Sep 21
Total with taxes and fees
Charming King Cottage
Iron/ironing board, travel crib, WiFi, bed sheets

9. The Atlas Calistoga - Cottage #2

The Atlas Calistoga - Cottage #2
Calistoga
10.0 out of 10, Exceptional, (24 reviews)
"Perfect stay, walking distance to Calistoga town which had restaurants and groceries. Apartment was super clean and cozy, had everything we needed. The host was very responsive with any questions we had, and also extremely accommodating. Would stay here again next time in the Calistoga. "
United States
Samantha L.
$593 nightly
The price is $672
Sep 20 - Sep 21
Total with taxes and fees
The Atlas Calistoga - Cottage #2
Exterior

10. Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (79 reviews)
"Lovely vacation rental"
United States
suzanne g.
$395 nightly
The price is $419
Sep 8 - Sep 9
Total with taxes and fees
Wine Country Cottage in downtown Santa Rosa, CA
Exterior

11. The Atlas Calistoga - Cottage #1

The Atlas Calistoga - Cottage #1
Calistoga
10.0 out of 10, Exceptional, (17 reviews)
"Great space, impeccably appointed, amazing location. Would stay again. "
United States
Kris R.
$652 nightly
The price is $738
Sep 20 - Sep 21
Total with taxes and fees
The Atlas Calistoga - Cottage #1
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 E

Hotel E

10/10 Excellent
"I love the location being at the center of the plaza. There are a lot of great places to eat and shop. I also enjoyed their cocktail hour, lounging in the lobby, and the staff was very professional and courteous."
Vanessa 1-night trip
Posted 16 hours ago
Hotel E

Find out more about Middletown

Middletown Cottages information

Number of reviews
237
Accommodation
124 Cottages
Lowest Price
$201
Highest Price
$738

Frequently asked questions

How much do cottages in Middletown cost?
Prepare to pay between $201 and $738 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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