Vacation rentals in Middletown

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Middletown

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

Guest favourite
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
10–17 Aug
$360 NZD per night
4.98 out of 5 average rating, 246 reviews
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.
9–16 Oct
$222 NZD per night
4.93 out of 5 average rating, 138 reviews
Guest favourite
Home in Clearlake
Breathtaking Views, Extreme Privacy, and You!
Need to unplug? Burned out? Crave quiet and beauty? Summerset is the cure. Lakehouse on private 3 acres. Exquisite top of the world panoramic water views, magical Mt. Konocti, epic sunsets, and stars. 2B 2Bath, open great room, stocked kitchen. Designed for rest and recharging the soul. Do absolutely nothing...or visit wineries, yoga on the deck, (mats provided) fish, hike, bike, boat. Enhanced cleaning, peaceful surroundings for sound sleeping. Park the car and your cell. Time to reboot.
30 Oct – 6 Nov
$554 NZD per night
4.97 out of 5 average rating, 315 reviews

Popular amenities for Middletown holiday rentals

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

Guest favourite
Cottage in Cloverdale
Asti Ridge Ranch - Private One Bedroom Cottage
31 Mar – 7 Apr
$333 NZD per night
4.97 out of 5 average rating, 112 reviews
Guest favourite
Cottage in Middletown
Adorable Cottage - Walking distance to downtown
25 Sep – 2 Oct
$236 NZD per night
4.83 out of 5 average rating, 18 reviews
Superhost
Cottage in Middletown
Straw bale farmhouse in Middletown
23–30 Jan
$209 NZD per night
4.78 out of 5 average rating, 23 reviews
Guest favourite
Guesthouse in Cobb
Cozy Guesthouse with Deck and Mountain Views!
1–8 Aug
$205 NZD per night
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Cobb
Cobb Mountain Chalet Main House
19–26 Oct
$201 NZD per night
4.88 out of 5 average rating, 32 reviews
Guest favourite
Home in Middletown
Western Mine Retreat near wine country
7–14 Jun
$421 NZD per night
5.0 out of 5 average rating, 82 reviews
Guest favourite
Cabin in Middletown
Cozy PET-FRIENDLY 1 bd cabin w/ indoor fireplace
17–24 Aug
$230 NZD per night
4.83 out of 5 average rating, 70 reviews
Superhost
Cabin in Cobb
Creekside Zen Writer's Cabin & Tearoom, library
22–29 Mar
$228 NZD per night
4.91 out of 5 average rating, 23 reviews
Superhost
Cabin in Cobb
Cozy vintage cabin w fireplace + deck in the woods
25 Apr – 2 May
$260 NZD per night
4.85 out of 5 average rating, 33 reviews
Guest favourite
Tiny home in Middletown
Blue Door Cottage
26 Aug – 2 Sep
$296 NZD per night
4.89 out of 5 average rating, 46 reviews
Guest favourite
Cabin in Cobb
Little Falling Water - Mid-Mod Masterpiece
10–17 Jan
$365 NZD per night
5.0 out of 5 average rating, 26 reviews
Guest favourite
Guesthouse in Middletown
Modern studio in a vineyard
19–26 Apr
$438 NZD per night
4.93 out of 5 average rating, 28 reviews

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

920 reviews

Nightly prices starting at

$115 NZD before taxes and fees

Destinations to explore

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