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Vacation rentals in Middletown

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Top-rated holiday rentals in Middletown

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Guesthouse in Healdsburg
Alexander Valley: Wine Lover and Cycling Paradise
The Finca Guest House is a beautiful modern & private unit, which offers country seclusion just a short hop into Healdsburg. Three private outdoor spaces for your use! Coffee patio, wine patio, goat patio--your choice! World-class biking out the door. Guest House will be thoroughly cleaned per Airbnb guidelines! *This property has farm animals so no outside animals allowed. See Rules and Policies notes Gas grill w/burner is available for outdoor cooking. NO full kitchen. Sonoma Co. TOT#3191N
Superhost
Cabin in Middletown
Cobb Tree House
This comfy cabin is great for a visit to Lake County, a quiet personal retreat, or a well deserved romantic getaway. Turn off from the busy city life. Come for an outdoor adventure or stay in for a quiet and private escape. Sit on the private deck and let the old growth fir wrap you in deep contemplation. Enjoy it's magnificence. SERVICE PETS ARE WELCOME. Please let us know if you are bringing one. There is NO WiFi here. ATT and Verizon personal hot spots work here. We have a TV with DVDs.
Superhost
Guesthouse in Middletown
Love Shack, right in Middletown!
Come stay in the good vibes of the Love Shack. Built for one of my sons and his sweet love to escape his mother's hearing range.... It was built to be inviting to snuggle up in and enjoy. The cottage is comfortable and charming with a newly added bathroom and kitchen area. The back deck faces the morning sun, and my goat around the corner who loves it if you bring her your old carrots and apples. Walking distance to shops and restaurants in Middletown. All folks, races, LGBT friendly.

Holiday rentals for every style

Get the amount of space that is right for you.

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials
Kitchen
Wi-Fi
Pool
Free parking on premises
Air conditioning

Stay near Middletown's top sights

Cowpoke Cafe14 locals recommend
La Parrilla Mexican Grill15 locals recommend
Buddha Thai Kitchen23 locals recommend
Rosales Market6 locals recommend
Mount St Helena Brewing Company6 locals recommend
Su Garden Restaurant4 locals recommend

Other great holiday rentals in Middletown

Superhost
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
Superhost
Cottage in Forestville
Cosmo Beach River-front Sanctuary
Superhost
Cottage in Middletown
Adorable Cottage - Walking distance to downtown
Superhost
Guesthouse in Middletown
Modern studio in a vineyard
Superhost
Cottage in Middletown
Straw bale farmhouse in Middletown
Superhost
Cabin in Cobb
Cozy Cabin in Cobb Mtn near Harbin Hot Springs
Superhost
Guesthouse in Middletown
Garden Oasis (close to Harbin Hot Springs)
Superhost
Guesthouse in Cobb
Private Guesthouse with deck and mountain views!
Superhost
Home in Middletown
Western Mine Retreat near wine country
Superhost
Cabin in Cobb
Little Falling Water - Mid-Mod Masterpiece
Superhost
Home in Middletown
Mount St. Helena Vineyard Home near Langtry Estate
Superhost
Cabin in Cobb
Cobb MTN Hideaway - A retreat away from it all
Show all

Quick stats about holiday rentals in Middletown

Total rentals

10 properties

Popular amenities

Kitchen, Wi-Fi and Pool

Wi-Fi availability

10 properties include access to Wi-Fi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Total number of reviews

830 reviews

Nightly prices starting at

$106 AUD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Lake County
  5. Middletown