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Villas in Middletown

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Middletown villas

A residential property with a curved driveway, stone walls, and palm trees.

1. Hilltop Overlook Room with Views | Private Entrance | Near Downtown Healdsburg

Hilltop Overlook Room with Views | Private Entrance | Near Downtown Healdsburg
Healdsburg
$364 nightly
The price is $418
Nov 16 - Nov 17
Total with taxes and fees
Hilltop Overlook Room with Views | Private Entrance | Near Downtown Healdsburg
A person holding a glass of white wine on a deck with a view of a lake and mountains.

2. Casa del Lago

Casa del Lago
Glenhaven
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful, clean, and cozy place! The host was great. Highly recommend!"
United States
Paulina
$377 nightly
The price is $377
Nov 15 - Nov 16
Total with taxes and fees
Casa del Lago
The large front yard of the patio is great for al-fresco dining

3. Luxury Napa Estate With Pool/Hot-tub/Concierge

Luxury Napa Estate With Pool/Hot-tub/Concierge
Calistoga
10.0 out of 10, Exceptional, (65 reviews)
"Wonderful! Perfect for large groups!"
United States
Lisa T.
$1,854 nightly
The price is $2,110
Nov 16 - Nov 17
Total with taxes and fees
Luxury Napa Estate With Pool/Hot-tub/Concierge
A two-story house with a covered patio area, stone walls, and a well-maintained lawn.

4. Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar

Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
Geyserville
9.2 out of 10, Wonderful, (23 reviews)
"Spacious and beautiful property- we had a great time!"
United States
Kirsten G.
$996 nightly
The price is $1,106
Nov 16 - Nov 17
Total with taxes and fees
Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
A hot tub under a covered area with lounge chairs and a pool.

5. Ranch House w/hot tub- located on Winery & Vineyard property

Ranch House w/hot tub- located on Winery & Vineyard property
Clearlake Oaks
10.0 out of 10, Exceptional, (3 reviews)
"Had an amazing time at the Ranch House -- plenty of room for 14 people with a huge kitchen, pool, and hot tub. Also did the wine tasting at Stonehouse Cellars! Perfect place for a weekend getaway :)"
United States
Sophie S.
$669 nightly
The price is $669
Nov 13 - Nov 14
Total with taxes and fees
Ranch House w/hot tub- located on Winery & Vineyard property
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

Art House Hotel and Suites

Art House Hotel and Suites

10/10 Excellent
"The property was very clean and well maintained. Although there is paid parking you can part in a nearby lot or on the street free 6PM-9AM. There is no in house kitchen for cooked to order breakfast so the offerings are simple but adequate. The eating area is well maintained and very clean. I would have liked a little pastry treat vs just bagels and English muffins. There is juice and a cold cereal choice."
Juliana 2-night trip
Posted 1 hour ago
Art House Hotel and Suites

Find out more about Middletown

Middletown Villas information

Number of reviews
99
Accommodation
40 Villas
Lowest Price
$377
Highest Price
$2,110

Frequently asked questions

Why book your villa in Middletown with Expedia?
Booking a villa in Middletown is as simple as working out your travel dates and choosing an option that meets your requirements. Looking for something upscale or budget friendly, or a property that also has a kitchenette? Use Expedia's search filters to narrow your results and find the perfect fit.
How can I find cheap villas in Middletown?
Expedia can help you easily locate cheap villas in Middletown. Simply use our handy filter tool to choose budget, star rating and amenities to refine your search and find a perfect stay in a few clicks.
What is there to do near my villa in Middletown?
The most useful travel accessory is a well-planned schedule. Beaver Creek Vineyards is a wonderful spot to begin your exploration of Middletown.

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