Search Holiday Rentals in Middletown

  • 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

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sep - 27 Sep

Our top choices for Middletown holiday rentals

Porch

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is 5.502.761 ₫
6.135.710 ₫ total
includes taxes & fees
3 Jul - 4 Jul
Backyard Garden Oasis
Exterior

The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.4 out of 10, Exceptional, (3 reviews)
"Nice camping spot "
United States
Evelyn
The price is 2.085.257 ₫
2.377.192 ₫ total
includes taxes & fees
7 Jun - 8 Jun
The Ranch at Lake Sonoma
Lake

Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.0 out of 10, Wonderful, (343 reviews)
"Wonderful place to stay while in Clearlake!"
United States
Charlotte
The price is 4.402.209 ₫
4.908.463 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Clear Lake Cottages & Marina
Exterior

Rainbow Lodge

Rainbow Lodge
2.0 star property
Lakeport
4.4 out of 10, (17 reviews)
"Friendly manager at check in, quiet location, conveniently located. Room was adequately "
United States
Daniel
The price is 2.345.914 ₫
3.010.721 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Rainbow Lodge
Terrace/patio

Suites On Main

Suites On Main
2.0 star property
Kelseyville
The price is 5.134.155 ₫
7.567.744 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Suites On Main
Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, free WiFi, bed sheets

Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.0 out of 10, Wonderful, (108 reviews)
"Nice location to go and have a good time in the family "
United States
Ismelda Cortez
The price is 3.188.310 ₫
3.634.673 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Wildhaven Sonoma Glamping
House (3 Bedrooms) | Interior

Panoramic Views! Home w/ Boat Slip on Clear Lake

Panoramic Views! Home w/ Boat Slip on Clear Lake
3.0 star property
Lucerne
10.0 out of 10, Exceptional, (1 review)
"The view was gorgeous, kitchen and whole house stocked with everything you "
United States
Ilce
The price is 3.870.363 ₫
14.916.168 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Panoramic Views! Home w/ Boat Slip on Clear Lake
Room, 1 Bedroom | Outdoor dining

Rouge Cobb Mountain Hotel - Cabin 2

Rouge Cobb Mountain Hotel - Cabin 2
2.0 star property
Cobb
The price is 3.032.574 ₫
6.416.882 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Rouge Cobb Mountain Hotel - Cabin 2
Lobby sitting area

Sonoma Stonehouse, Wine Country Vibes

Sonoma Stonehouse, Wine Country Vibes
2.0 star property
Santa Rosa
8.0 out of 10, Very good, (1 review)
"Muy bonito diseño interior en ambos la recepción y el cuarto."
Mexico
Tara
The price is 5.297.395 ₫
9.962.684 ₫ total
includes taxes & fees
17 Jun - 18 Jun
Sonoma Stonehouse, Wine Country Vibes
Meeting facility

Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
9.0 out of 10, Wonderful, (34 reviews)
"Very clean room, friendly staff, great to walk around "
United States
Victoria
The price is 4.241.602 ₫
4.729.386 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Mandala Springs Wellness Retreat Center
House (2 Bedrooms) | Interior

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
3.0 star property
Clearlake
The price is 3.791.376 ₫
7.106.724 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Watefront Getaway w/ Mtn Views & Dock in Clearlake
House (2 Bedrooms) | Interior

Clear Lake Living! Pet-friendly Gem w/ Fenced Yard

Clear Lake Living! Pet-friendly Gem w/ Fenced Yard
3.0 star property
Lakeport
The price is 4.633.904 ₫
13.184.773 ₫ total
includes taxes & fees
26 Jun - 27 Jun
Clear Lake Living! Pet-friendly Gem w/ Fenced Yard
Room, 1 Bedroom | Living area | Smart TV

Rouge Cobb Mountain Hotel - Cabin 1

Rouge Cobb Mountain Hotel - Cabin 1
2.0 star property
Cobb
The price is 3.325.353 ₫
6.838.000 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Rouge Cobb Mountain Hotel - Cabin 1
Room, 1 Bedroom | 1 bedroom, desk, laptop workspace, free WiFi

Rouge Cobb Mountain Hotel - Cabin 4

Rouge Cobb Mountain Hotel - Cabin 4
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
The price is 3.325.353 ₫
6.838.000 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Rouge Cobb Mountain Hotel - Cabin 4
Studio | Exterior

Rouge Cobb Mountain Hotel - Cabin 3

Rouge Cobb Mountain Hotel - Cabin 3
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
"I love this place. The River was going on. I wish I can go every weekend there.thank you for everything. We appreciate the owner."
United States
JOSELITA
The price is 3.032.574 ₫
6.416.882 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Rouge Cobb Mountain Hotel - Cabin 3
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

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

8/10 Good
"It is a mile away from the square. A market is nearby."
Michael 1-night trip
Posted 13 hours ago
Dry Creek Inn MOD Collection by Sonesta

Frequently asked questions

Can I find holiday rentals in Middletown?

Yes, there are holiday rentals close to the most popular sights in Middletown, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals are there in Middletown?

Expedia has 11 holiday 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 holiday rentals like in Middletown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middletown. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.