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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

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 AED 768
AED 856 total
includes taxes & fees
3 Jul - 4 Jul
Backyard Garden Oasis
Outdoor dining

Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (1 review)
The price is AED 455
AED 852 total
includes taxes & fees
8 Jul - 9 Jul
Garden house with gas fireplace
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 AED 646
AED 1,792 total
includes taxes & fees
26 Jun - 27 Jun
Clear Lake Living! Pet-friendly Gem w/ Fenced Yard
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 AED 1,135
AED 1,555 total
includes taxes & fees
24 Jun - 25 Jun
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 AED 1,098
AED 1,499 total
includes taxes & fees
29 Jun - 30 Jun
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, (77 reviews)
"Had everything we needed! "
United States
Kristen Y.
The price is AED 716
AED 1,533 total
includes taxes & fees
28 Jun - 29 Jun
Wine Country Cottage in downtown Santa Rosa, CA
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 AED 1,098
AED 1,459 total
includes taxes & fees
29 Jun - 30 Jun
Escape to wine country in your independent 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.
The price is AED 731
AED 914 total
includes taxes & fees
24 Jun - 25 Jun
Charming King 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 AED 735
AED 1,392 total
includes taxes & fees
24 Jun - 25 Jun
Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
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 AED 657
AED 830 total
includes taxes & fees
24 Jun - 25 Jun
Comfort and Style in Our Queen Cottage
Outdoor spa tub

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 AED 1,306
AED 2,575 total
includes taxes & fees
25 Jun - 26 Jun
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 AED 1,653
AED 2,136 total
includes taxes & fees
24 Jun - 25 Jun
RustRidge Bed and Breakfast - Rustridge Cottage
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
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
The price is AED 529
AED 991 total
includes taxes & fees
25 Jun - 26 Jun
Watefront Getaway w/ Mtn Views & Dock in Clearlake
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 AED 540
AED 2,081 total
includes taxes & fees
30 Jun - 1 Jul
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 La Rose

Hotel La Rose

10/10 Excellent
"Although I prefer to stay in the main building, because the rooms remind me of my grandmother's house, I spent a week in a beautiful, spacious suite in the new addition. It is a light-filled space that is built around a flower-filled courtyard. Upstairs rooms have balconies and lower floor rooms have gated patios. Thisvisca gated venue, with access provided by your room key. Hotel La Rose is ideally located in Railroad Square in Santa Rosa. It is a short walk to the Smart Train platform. The ride is free for people over age 65! It is easy to head go as far north as Windsor or as far south as Larkspur, where ferry connections can be made to San Francisco. Railroad Square offers a choice of several good restaurants and a charming ice cream parlor with specialty ice cream flavors. There are some intriguing antique stores, a game store, a terrific yarn shop which holds a variety of classes, and a Junior League thrift store whose profits serve needy children in the area! One of my favorite events is the Tuesday night lighted bike parade which rolls through Railroad Square and can be a fun finish for Taco Tuesday at Chevy"s!"
Laddie 7-night trip
Posted 1 hour ago
Hotel La Rose

Frequently asked questions

How much do cottages in Middletown cost?
Prepare to pay between AED 830 and AED 2,575 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.
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.