Photo by Matthew Walls

Middletown Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Middletown vacation rentals

Property grounds
Backyard Garden Oasis

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is P10,432
P11,632 total
includes taxes & fees
Dec 26 - Dec 27
Backyard Garden Oasis
Front of property
The Ranch at Lake Sonoma

The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
10.0 out of 10, Exceptional, (2)
"Nice camping spot "
United States
Evelyn
The price is P3,488
P3,976 total
includes taxes & fees
Dec 23 - Dec 24
The Ranch at Lake Sonoma
Private kitchen
Rouge Cobb Mountain Hotel - Cabin 4

Rouge Cobb Mountain Hotel - Cabin 4

Rouge Cobb Mountain Hotel - Cabin 4
2.0 star property
Cobb
The price is P9,801
P18,582 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Rouge Cobb Mountain Hotel - Cabin 4
Interior
Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
3.0 star property
Clearlake
The price is P6,342
P13,493 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Meeting facility
Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
8.6 out of 10, Excellent, (27)
"Beautiful quiet retreat "
United States
Belwadi
The price is P9,460
P10,548 total
includes taxes & fees
Dec 24 - Dec 25
Mandala Springs Wellness Retreat Center
View from property
Clear Lake Cottages & Marina

Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.0 out of 10, Wonderful, (327)
"Great stay!"
United States
Andrey and Irina
The price is P9,337
P10,411 total
includes taxes & fees
Dec 23 - Dec 24
Clear Lake Cottages & Marina
Property grounds
Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning

Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning

Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning
3.0 star property
Clearlake
The price is P8,977
P31,749 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

10/10 Excellent
"Helpful and accommodating staff"
John 2-night trip
Posted 2 days ago
La Quinta Inn & Suites Santa Rosa Sonoma

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

  • View our selection of featured holiday rentals in Middletown
  • Use the map to find apartments and other holiday homes in the Middletown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

Look no further and take a look at our great range of rental properties in Middletown!

Frequently asked questions

Can I find vacation rentals in Middletown?

Yes, we offer vacation rentals close to top attractions in Middletown, or you can go with a secluded option if you'd like a relaxing place to stay. Middletown is known for its hot springs and wineries. Make sure you have time to check out the spas and casinos during your trip.

How many vacation rentals are there in Middletown?

Expedia has 11 vacation rentals for your stay in Middletown.

What can I see and do in Middletown?

Explore the area and family-friendly sights such as SingleThread Farm at Dry Creek, or get out into nature at a spot like Boggs Mountain Demonstration State Forest. Other places in town to visit include Twin Pine Casino and Robert Louis Stevenson State Park.

What are vacation rentals like in Middletown?

Vacation rentals are private properties you can stay in for several days or longer in Middletown. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.