Cabin
10.0(30 Reviews)
2 Bedrooms
4 Guests
Hot Tub
Parking
Pool
Balcony/Terrace
US $364/Night
7 Nights - US $2,545
Middletown Holiday Rentals
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Compare Villas, Resorts, & Rentals in Middletown
10.0
House
9.0(2 Reviews)
2 Bedrooms
6 Guests
EV Charge Station- Parking
- Pool
- Balcony/Terrace
US $262/Night
7 Nights - US $1,836
US $178/Night
7 Nights - US $1,248
House
10.0(3 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $245/Night
7 Nights - US $1,715
House
1.0(1 Review)
2 Bedrooms
4 Guests
Oceanfront- Hot Tub
- Parking
- Pool
US $319/Night
7 Nights - US $2,233
Cottage
10.0(1 Review)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $210/Night
7 Nights - US $1,470
Cottage
9.6(18 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $174/Night
7 Nights - US $1,219
House
9.4(3 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $243/Night
7 Nights - US $1,701
House
9.4(3 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $230/Night
7 Nights - US $1,610
Luxury Holiday Rentals in Middletown
Over 44+ Luxury Holiday Rentals in or Near Middletown
House
7 Bedrooms
18 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $4,760/Night
7 Nights - US $33,318
House
9.0(8 Reviews)
7 Bedrooms
18 Guests
Private Pool- Hot Tub
- Parking
- Pool
US $3,313/Night
7 Nights - US $23,190
New
House
7 Bedrooms
19 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,708/Night
7 Nights - US $11,957
Other
10.0(2 Reviews)
5 Bedrooms
16 Guests
- Parking
Ocean View- Balcony/Terrace
View
US $1,634/Night
7 Nights - US $11,435
House
5 Bedrooms
11 Guests
- Parking
- Pool
- Ocean View
- View
US $903/Night
7 Nights - US $6,321
House
10.0(1 Review)
5 Bedrooms
12 Guests
- Air Conditioner
Internet
Laundry
Bedding/Linens
US $721/Night
7 Nights - US $5,044
House
10.0(5 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $689/Night
7 Nights - US $4,826
House
3 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Internet
US $608/Night
7 Nights - US $4,256
House
10.0(29 Reviews)
3 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $602/Night
7 Nights - US $4,217
Top-Rated Holiday Rentals with a Pool in Middletown
Over 7+ The Best Private Villas and Holiday Rentals in Middletown with a Pool
US $193/Night
7 Nights - US $1,351
House
8.8(8 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $256/Night
7 Nights - US $1,790
Cabin
8.8(3 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $193/Night
7 Nights - US $1,352
Apartment
10.0(5 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $244/Night
7 Nights - US $1,707
Cabin
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Kitchen
- Internet
US $186/Night
7 Nights - US $1,302
Cabin
9.0(2 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $181/Night
7 Nights - US $1,264
Cabin
8.8(5 Reviews)
2 Bedrooms
6 Guests
- Pool
- Kitchen
- Internet
Pet Friendly
US $285/Night
7 Nights - US $1,995
Pet-Friendly Holiday Rentals in Middletown
Over 11+ Pet-Friendly Holiday Rentals in or Near Middletown
House
10.0(2 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $408/Night
7 Nights - US $2,854
House
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $263/Night
7 Nights - US $1,843
US $233/Night
7 Nights - US $1,631
Cottage
10.0(12 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $292/Night
7 Nights - US $2,044
Ski Chalet
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $306/Night
7 Nights - US $2,143
Cottage
5.0(7 Reviews)
2 Bedrooms
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $250/Night
7 Nights - US $1,750
Cabin
5.0(1 Review)
2 Bedrooms
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $299/Night
7 Nights - US $2,093
Cabin
5.0(1 Review)
1 Bedroom
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $98/Night
7 Nights - US $686
US $146/Night
7 Nights - US $1,022
Large Holiday Rentals and Private Villas in Middletown
Over 3+ Large Holiday Rentals and Private Villas in or Near Middletown
House
9.8(58 Reviews)
3 Bedrooms
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $288/Night
7 Nights - US $2,019
House
9.2(25 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $226/Night
7 Nights - US $1,579
Other
5 Bedrooms
10 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $1,133/Night
7 Nights - US $7,931
Middletown Private Villas and Holiday Homes Under $200
Over 9+ Middletown Private Villas and Holiday Homes Under $200
House
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $186/Night
7 Nights - US $1,302
Cottage
1 Bedroom
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $190/Night
7 Nights - US $1,329
New
House
3 Bedrooms
6 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
US $149/Night
7 Nights - US $1,040
Cottage
10.0(4 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $101/Night
7 Nights - US $707
Cabin
1 Bedroom
2 Guests
- Air Conditioner
- Laundry
- Bedding/Linens
Wellness Facilities
US $144/Night
7 Nights - US $1,008
US $143/Night
7 Nights - US $1,001
Cottage
10.0(2 Reviews)
1 Bedroom
4 Guests
Spa- Kitchen
- Bedding/Linens
Designated Smoking Area
US $120/Night
7 Nights - US $840
Cabin
4.8(6 Reviews)
2 Bedrooms
3 Guests
- Kitchen
Child Friendly- Laundry
TV
US $118/Night
7 Nights - US $826
Cottage
1 Bedroom
3 Guests
- Child Friendly
US $87/Night
7 Nights - US $610
Instantly Bookable Holiday Homes in Middletown
Over 3+ Instantly Bookable Holiday Homes in or Near Middletown
House
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $270/Night
7 Nights - US $1,890
House
3 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $205/Night
7 Nights - US $1,437
US $216/Night
7 Nights - US $1,512
Book a Last Minute Place to Stay in Middletown
About Casai's Private Villas and Holiday Rentals in Middletown
Discover more than 53 vacation rentals available in Middletown. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Middletown.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Middletown, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Middletown. On average, places to stay near Middletown offer 970.65 ft², with nightly prices averaging US $487.
With Casai, finding and comparing holiday rentals in Middletown is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Middletown, CA
There are 53 Middletown, CA Holiday Rentals
- Prices for a holiday home in Middletown start at US $149
- Top rated vacation home in Middletown is Loch Lomond Cabin w/Hot Tub, Near Wineries!
- Most popular short term in Middletown is Modern Home in downtown Middletown! Walk to shops & restaurants!
- Cheapest place to stay in Middletown is Charming 3-bedroom house with WiFi and AC in Hidden Valley Lake
- Most expensive holiday rental in Middletown is Calistoga Creek Side Mountain Estate
Recently Booked Holiday Rentals in Middletown
Frequently Asked Questions About Middletown?
What are the top holiday rentals in Middletown?
With numerous options available in Middletown, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Middletown:
- Loch Lomond Cabin w/Hot Tub, Near Wineries!
- Big Canyon Farmhouse - Near Harbin Hotsprings
- Pool & Deck: Wine Country Hideaway in Middletown!
- Emerald Lodge quiet efficiency
- Farmhouse Retreat with Breathtaking Views of Mt. St. Helena – Perfect for Groups
- Jerusalem Ranch Guest Home
- Riverbed House with hot tub
- Farmhouse near Harbin Hot Springs with 3 bedrooms, 2 guest cabins, creek access
- Garden house with gas fireplace
- Modern Home in downtown Middletown! Walk to shops & restaurants!
Which holiday homes in Middletown are best for families?
If you're searching for a family-friendly holiday home in Middletown, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Middletown:
How many Casai.com holiday rentals are available in Middletown?
As of 2026, Casai boasts over 53 properties listed in the Middletown area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Middletown.
