Search Middletown Cottage Rentals from CA $321

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

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 CA $289
CA $323 total
includes taxes & fees
Jun 5 - Jun 6
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 CA $149
CA $325 total
includes taxes & fees
Jun 8 - Jun 9
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 CA $199
CA $374 total
includes taxes & fees
Jun 7 - Jun 8
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Exterior

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, (40 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
The price is CA $345
CA $473 total
includes taxes & fees
Jun 11 - Jun 12
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Exterior

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.
The price is CA $414
CA $568 total
includes taxes & fees
Jun 8 - Jun 9
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Exterior

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (76 reviews)
"The location was very good. Close to downtown and easy access to highway 12 heading out to "
United States
Susanne F.
The price is CA $277
CA $587 total
includes taxes & fees
Jun 7 - Jun 8
Wine Country Cottage in downtown Santa Rosa, CA
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 CA $275
CA $357 total
includes taxes & fees
Jun 4 - Jun 5
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 traveller
The price is CA $414
CA $566 total
includes taxes & fees
Jun 15 - Jun 16
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)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
The price is CA $248
CA $321 total
includes taxes & fees
Jun 7 - Jun 8
Comfort and Style in Our Queen Cottage
Exterior detail

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
Geyserville
10.0 out of 10, Exceptional, (2 reviews)
"Cozy, rustic, and with all great amenities."
United States
Gina I.
The price is CA $277
CA $525 total
includes taxes & fees
Jun 17 - Jun 18
Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
Microwave, oven, stovetop, dishwasher

Enchanting Vineyard cottage nestled in the wine country!

Enchanting Vineyard cottage nestled in the wine country!
Santa Rosa
10.0 out of 10, Exceptional, (2 reviews)
"Loved it! This is a perfect setting in the vineyards of the Russian River Valley. Everything we needed was provided, it was an enjoyable stay. Free tasting at the vineyard nearby was an added bonus! The two master suites were ideal for our group of two couples. The hot tub was delightful, and the house was spacious, clean and pleasant!"
United States
Elizabeth S.
The price is CA $504
CA $987 total
includes taxes & fees
Jun 9 - Jun 10
Enchanting Vineyard cottage nestled in the wine country!
Outdoor dining

RustRidge Bed and Breakfast - Rustridge Cottage

RustRidge Bed and Breakfast - Rustridge Cottage
St Helena
8.0 out of 10, Very good, (3 reviews)
"We had a magical time. The horses, pool, Vinyard and hospitality was wonderful. What a special ranch. Oh and the breakfast! Delicious!!"
United States
ila m.
The price is CA $623
CA $805 total
includes taxes & fees
Jun 6 - Jun 7
RustRidge Bed and Breakfast - Rustridge Cottage
House (2 Bedrooms) | Interior

Clear Lake Living! Pet-friendly Gem w/ Fenced Yard

Clear Lake Living! Pet-friendly Gem w/ Fenced Yard
3.0 star property
Lakeport
The price is CA $244
CA $693 total
includes taxes & fees
Jun 26 - Jun 27
Clear Lake Living! Pet-friendly Gem w/ Fenced Yard
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.
The price is CA $691
CA $872 total
includes taxes & fees
Jun 4 - Jun 5
The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
House (3 Bedrooms) | Interior

Panoramic Views! Home w/ Boat Slip on Clear Lake

Panoramic Views! Home w/ Boat Slip on Clear Lake
3.0 star property
Lucerne
10.0 out of 10, Exceptional, (1 review)
"The view was gorgeous, kitchen and whole house stocked with everything you "
United States
Ilce
The price is CA $203
CA $784 total
includes taxes & fees
Jun 8 - Jun 9
Panoramic Views! Home w/ Boat Slip on Clear Lake
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
"Hotel E was wonderful. We went to Santa Rosa for the weekend, check in was a breeze, the staff gave us recommendations for food and advised us to go to dinner early since it was a Sunday and everything closes early. They were super helpful and very friendly. The Hotel is very new and super has a very nice and clean interior. I will definitely stay here on my next visit."
Abraham 2-night trip
Posted 5 hours ago
Hotel E

Find out more about Middletown

Middletown Cottages information

Number of reviews
194
Accommodation
128 Cottages
Lowest Price
CA $321
Highest Price
CA $987

Frequently asked questions

How much do cottages in Middletown cost?
Prepare to pay between CA $321 and CA $987 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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