Compare Middletown Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Middletown

Healdsburg Cottage Walk to the Plaza, Workspace

Healdsburg Cottage Walk to the Plaza, Workspace

Healdsburg CA
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Free WiFi
Escape to Wine County in your independant Cottage in Downtown Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga

Calistoga CA
$318 nightly
The price is $382 total per night
$382 total
Apr 13 - Apr 14
Total with taxes and fees
At this cottage, guests have access to a water dispenser.
Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA

Santa Rosa CA
$384 nightly
The price is $407 total per night
$407 total
Apr 22 - Apr 23
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Sunny View Cottage in the Beautiful Wine Country

Sunny View Cottage in the Beautiful Wine Country

Santa Rosa CA
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

Healdsburg CA
At this cottage, guests have access to laundry facilities, local meal delivery service, and a garden. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
1 Bedroom Cottage Walking Distance to Down Town

1 Bedroom Cottage Walking Distance to Down Town

Santa Rosa CA
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Escape to Wine Country in your independant Cottage in Downtown Calistoga

Escape to Wine Country in your independant Cottage in Downtown Calistoga

Calistoga CA
$318 nightly
The price is $382 total per night
$382 total
Apr 13 - Apr 14
Total with taxes and fees
At this cottage, guests have access to a water dispenser.
Santini Farmhouse with Tastings Included

Santini Farmhouse with Tastings Included

Healdsburg CA
$784 nightly
The price is $867 total per night
$867 total
May 5 - May 6
Total with taxes and fees
Guests of this cottage enjoy a hot tub, laundry facilities, and local meal delivery service. This smoke-free cottage also has barbecue grills.
Hot Tub
Kitchen
The Atlas Calistoga - Cottage #2

The Atlas Calistoga - Cottage #2

Calistoga CA
At this cottage, guests have access to barbecue grills.
Don't see what you're looking for?
See all available properties in Middletown
View all properties
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.

Hotel Options in Middletown

    The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

    The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

    3421 Cleveland Ave Santa Rosa CA
    $101 nightly
    The price is $118 total per night from Apr 30 to May 1
    $118 total
    Apr 30 - May 1
    Total with taxes and fees
    8.4/10 Very Good! (2,234 reviews)
    Solage, Auberge Collection

    Solage, Auberge Collection

    755 Silverado Trl Calistoga CA
    $923 nightly
    The price is $1,061 total per night from Apr 12 to Apr 13
    $1,061 total
    Apr 12 - Apr 13
    Total with taxes and fees
    9.6/10 Exceptional! (712 reviews)
    Harvest Inn

    Harvest Inn

    One Main St St. Helena CA
    $359 nightly
    The price is $414 total per night from Apr 12 to Apr 13
    $414 total
    Apr 12 - Apr 13
    Total with taxes and fees
    9.6/10 Exceptional! (1,007 reviews)

Cottages

Book a cottage in Middletown
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Middletown. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Middletown better.

Cottage apartments in Middletown range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Middletown
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Middletown and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Middletown cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Middletown. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Middletown Cottages essential information

Accommodation
112 Cottages
Lowest Price
$118
Highest Price
$1,061
Popular accommodation
Healdsburg Cottage Walk to the Plaza, Workspace, Escape to Wine County in your independant Cottage in Downtown Calistoga, Wine Country Cottage in downtown Santa Rosa, CA , Sunny View Cottage in the Beautiful Wine Country , Mountain Cottage near Russian River, hiking & downtown, family and pet friendly, 1 Bedroom Cottage Walking Distance to Down Town, Escape to Wine Country in your independant Cottage in Downtown Calistoga, Santini Farmhouse with Tastings Included, The Atlas Calistoga - Cottage #2

More to Explore