Photo by Shannon Willitts

Search Villas in Middletown

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 55 Villas in Middletown with updated reviews, rates, and availability.

Luxury Napa Estate With Pool/Hot-tub/Concierge
Exterior

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (42)
"Exactly as described and pictured - beautiful property, clean, quiet, comfortable bedding, updated throughout. Gem!"
The price is SAR 4,925
SAR 8,250 total
includes taxes & fees
21 Apr - 22 Apr
Luxury Napa Estate With Pool/Hot-tub/Concierge
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
A heated pool

Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms

10.0 out of 10, Exceptional, (4)
"One of a kind property in a beautiful location. The layout was super well suited for our group, with lots of spaces to relax and enjoy each other's time. The host is great - very responsive and kind, with all the amenities you need/expect. Would love to stay at this property again. Thank you so much!"
The price is SAR 3,366
SAR 6,626 total
includes taxes & fees
24 Apr - 25 Apr
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
A heated pool

Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall

10.0 out of 10, Exceptional, (13)
"Everything was so great! The only recommendations I have are to put mirrors in every bedroom and some lighting outside by the pool and hot tub "
The price is SAR 1,917
SAR 4,031 total
includes taxes & fees
21 Apr - 22 Apr
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond
Terrace/patio

Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond

10.0 out of 10, Exceptional, (1)
"Pictures do not do this place justice! We had a wonderful time celebrating my husband's birthday with some friends & family. It's kid-friendly and friendly. The weather was beautiful! We are definitely coming back to this place. "
Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond
Modern Compound on Private Vineyard, Complete with Guest House
Terrace/patio

Modern Compound on Private Vineyard, Complete with Guest House

10.0 out of 10, Exceptional, (81)
"The house was very well appointed and comfortable. We were very disappointed that the AC in the loft was broken leaving us with one less bed than we needed. That made for a less than ideal situation. Also, the person who we were given to communicate with was not very communicative. "
Modern Compound on Private Vineyard, Complete with Guest House
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
TV, fireplace, DVD player, table tennis

Stunning Country Retreat, Pool, Hottub, Views, 92 Acres

9.6 out of 10, Exceptional, (14)
"Nice space for a big group. We spent most of our time in the farm house because that is where the majority of the group slept. Pool house is very nice and spacious."
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
Exterior

Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views

10.0 out of 10, Exceptional, (36)
"Our group had a marvelous time at this property.The kitchen was so easy to cook in. We had dinner out one night at Golden Bear Station which was about 2 minutes from the house.I would highly recommend this property."
The price is SAR 4,334
SAR 7,601 total
includes taxes & fees
24 Apr - 25 Apr
Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
Calistoga Wine Ranch
Pool

Calistoga Wine Ranch

Calistoga Wine Ranch
Villa in French Chateau Estate in Napa Valley
Fridge, microwave, oven, stovetop

Villa in French Chateau Estate in Napa Valley

9.0 out of 10, Wonderful, (4)
"Amazing property with an ideal location. "
The price is SAR 2,169
SAR 3,651 total
includes taxes & fees
30 Apr - 1 May
Villa in French Chateau Estate in Napa Valley
Secluded Vineyard Estate Healdsburg
A heated pool

Secluded Vineyard Estate Healdsburg

9.8 out of 10, Exceptional, (116)
"Nice experience"
Secluded Vineyard Estate Healdsburg
Calistoga Wine Ranch Estate
Pool

Calistoga Wine Ranch Estate

10.0 out of 10, Exceptional, (82)
"The property was fantastic for our group of 12. The pictures don’t do the house justice. We would all recommend this house to anyone. "
Calistoga Wine Ranch Estate
NEW! Serenity house (3-Bedroom Villa) - Pets Allowed
Property grounds

NEW! Serenity house (3-Bedroom Villa) - Pets Allowed

NEW! Serenity house (3-Bedroom Villa) - Pets Allowed
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
Exterior

Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485

10.0 out of 10, Exceptional, (9)
"The house was perfect for a group of friends to enjoy the winieries and the beautiful sunset in the evening. "
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
French Provencal Chateau in the Heart of Napa
Property grounds

French Provencal Chateau in the Heart of Napa

French Provencal Chateau in the Heart of Napa
Ranch House w/hot tub- located on Winery & Vineyard property
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (2)
"The property was clean we had my 56TH birthday partyand it was enough room for all 14 of us. met us at the gate. Great hospitality."
Ranch House w/hot tub- located on Winery & Vineyard property
Relaxation & Recreation: 5 BR House with Heated Pool and Stunning Views
A heated pool

Relaxation & Recreation: 5 BR House with Heated Pool and Stunning Views

10.0 out of 10, Exceptional, (2)
"We had a lovely stay. Host communication was top notch."
Relaxation & Recreation: 5 BR House with Heated Pool and Stunning Views
Exceptional Estate Vineyards in Healdsburg Sonoma County
Interior

Exceptional Estate Vineyards in Healdsburg Sonoma County

9.0 out of 10, Wonderful, (2)
"We enjoyed this home because of the large kitchen, huge dinning room table so we could have a meal with everyone sitting at the table. Extra perks... location to several wineries plus a hot tub. "
Exceptional Estate Vineyards in Healdsburg Sonoma County
Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#
A heated pool

Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#

10.0 out of 10, Exceptional, (18)
"The home and grounds had everything we needed, and then some. The home is close to several great wineries and restaurants. Would highly recommend!"
Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#
Stay surrounded by Fitch Mountain Park and Open Space Preserve.
Exterior

Stay surrounded by Fitch Mountain Park and Open Space Preserve.

9.4 out of 10, Exceptional, (23)
"Very clean and comfortable stay. "
Stay surrounded by Fitch Mountain Park and Open Space Preserve.
Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen
Pool

Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen

10.0 out of 10, Exceptional, (1)
"This was a perfect space to come back to after a full day of wine tasting and exploring the Valley. Very spacious, clean, and accommodating of all our needs. The host was prompt with any questions we had and the entire process was as seamless as could be. We will certainly be coming back! Just an amazing property."
Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen
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.
Don't see what you're looking for?
See all available properties in Middletown
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Middletown

Backyard Garden Oasis
Exterior

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (43)
"The Backyard Garden Oasis was quiet and secluded. We enjoyed walking along the quiet street in the morning. The owner is a helpful host. "
The price is SAR 728
SAR 812 total
includes taxes & fees
18 Apr - 19 Apr
Backyard Garden Oasis
Calistoga Creek Side Mountain Estate
A heated pool

Calistoga Creek Side Mountain Estate

9.6 out of 10, Exceptional, (4)
"Absolutely perfect for our work retreat! Such a gem of a place."
Calistoga Creek Side Mountain Estate
Clear Lake Cottages & Marina
View from property

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (301)
"Stayed here many times and always happy! "
The price is SAR 485
SAR 541 total
includes taxes & fees
22 Apr - 23 Apr
Clear Lake Cottages & Marina
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.

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.