Compare Middletown Villas

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 Villas in Middletown

Secluded Vineyard Estate Healdsburg

Secluded Vineyard Estate Healdsburg

Healdsburg CA
This villa features a hot tub, a terrace, and laundry facilities. Additional amenities include a garden and barbecue grills.
Pool
Hot Tub
Spacious 5-bedroom villa, with beautiful lake views in charming Lakeport.

Spacious 5-bedroom villa, with beautiful lake views in charming Lakeport.

Lakeport CA
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
Villa Terra Bella, by Vinifera Homes

Villa Terra Bella, by Vinifera Homes

Windsor CA
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Kitchen
Luxury Napa Estate With Pool/Hot-tub/Concierge

Luxury Napa Estate With Pool/Hot-tub/Concierge

Calistoga CA
$1,943 nightly
The price is $2,199 total per night
$2,199 total
Mar 4 - Mar 5
Total with taxes and fees
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Helpful staff is there to provide concierge services, as well as offer insight about the area. Additional amenities include a garden and barbecue grills.
Pool
Hot Tub
Villa in French Chateau Estate in Napa Valley

Villa in French Chateau Estate in Napa Valley

Calistoga CA
This villa features a hot tub and a garden.
Luxury 38-Acre Napa Estate with Pool, Vineyard Views & Fire Pit

Luxury 38-Acre Napa Estate with Pool, Vineyard Views & Fire Pit

Calistoga CA
Guests staying at this villa enjoy an outdoor pool, an arcade/game room, and laundry facilities. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this family-friendly villa include local meal delivery service, a garden, and barbecue grills.
Pool
Kitchen
Calistoga Wine Ranch

Calistoga Wine Ranch

Calistoga CA
At this villa, guests have access to a hot tub, an arcade/game room, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Calistoga Wine Ranch Estate

Calistoga Wine Ranch Estate

Napa Valley CA
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Kenwood Lodge - 5 Bedroom/En-suite, Pool, Views

Kenwood Lodge - 5 Bedroom/En-suite, Pool, Views

Kenwood CA
This villa features a hot tub and 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

    Harvest Inn

    Harvest Inn

    One Main St St. Helena CA
    $259 nightly
    The price is $298 total per night from Mar 2 to Mar 3
    $298 total
    Mar 2 - Mar 3
    Total with taxes and fees
    9.6/10 Exceptional! (1,000 reviews)
    The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

    The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

    3421 Cleveland Ave Santa Rosa CA
    $93 nightly
    The price is $108 total per night from Mar 23 to Mar 24
    $108 total
    Mar 23 - Mar 24
    Total with taxes and fees
    8.4/10 Very Good! (2,175 reviews)
    Golden Haven Hot Springs

    Golden Haven Hot Springs

    1713 Lake Street Calistoga CA
    $179 nightly
    The price is $206 total per night from Mar 1 to Mar 2
    $206 total
    Mar 1 - Mar 2
    Total with taxes and fees
    9.4/10 Exceptional! (1,001 reviews)

Luxury Villas

Book luxury villas in Middletown
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Middletown. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Middletown, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Middletown
You won’t have a problem finding your own space in Middletown. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Middletown on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Middletown rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Middletown Villas essential information

Accommodation
43 Villas
Lowest Price
$108
Highest Price
$2,199
Popular accommodation
Secluded Vineyard Estate Healdsburg, Spacious 5-bedroom villa, with beautiful lake views in charming Lakeport., Villa Terra Bella, by Vinifera Homes, Luxury Napa Estate With Pool/Hot-tub/Concierge, Villa in French Chateau Estate in Napa Valley, Luxury 38-Acre Napa Estate with Pool, Vineyard Views & Fire Pit, Calistoga Wine Ranch, Calistoga Wine Ranch Estate, Kenwood Lodge - 5 Bedroom/En-suite, Pool, Views