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Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Middletown vacation rentals

Lake

Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.0 out of 10, Wonderful, (357 reviews)
"Staff very helpful room very clean."
United States
Eileen John
$188 nightly
The price is $210
Aug 17 - Aug 18
Total with taxes and fees
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
$104 nightly
The price is $114
Jul 27 - Jul 28
Total with taxes and fees
Rainbow Lodge
Exterior

The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.6 out of 10, Exceptional, (5 reviews)
"Nice camping spot "
United States
Evelyn
$77 nightly
The price is $88
Jul 23 - Jul 24
Total with taxes and fees
The Ranch at Lake Sonoma
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
4.0 out of 10, (1 review)
"If it weren’t for the kindness of the host, who accommodated us for an early check-in and late checkout, I would’ve given this zero stars. It’s totally rundown, looks like it hasn’t been power washed in 20 years, as soon as you walk up it smells like mold. The listing doesn’t tell you that it’s on a main street. The inside has rotting walls with actual holes, you can smell the mold and in one of the bedrooms it smelled so toxic like cat urine and chemicals - no one could sleep in there. The...
United States
Jennifer
$245 nightly
The price is $274
Jul 20 - Jul 21
Total with taxes and fees
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Superior Suite, Ensuite, Garden View (Couryard Suite #1) | Private kitchen

Suites On Main

Suites On Main
2.0 star property
Kelseyville
10.0 out of 10, Exceptional, (1 review)
"Staff is great! They were right there to answer any questions or to assist with our needs. Our suite was very spacious, clean and great ambiance. Great restaurant the Saw Shop a block away and coffee & pastries across the street. We very much enjoyed our stay and will stay again."
United States
Margaret
$265 nightly
The price is $287
Jul 20 - Jul 21
Total with taxes and fees
Suites On Main
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
$175 nightly
The price is $195
Jul 30 - Jul 31
Total with taxes and fees
Mandala Springs Wellness Retreat Center
Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, WiFi (free), bed sheets

Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (123 reviews)
"Clean room and pet friendly"
United States
Yilin
$128 nightly
The price is $146
Aug 18 - Aug 19
Total with taxes and fees
Wildhaven Sonoma Glamping
Room, 1 Bedroom | Outdoor dining

Rouge Cobb Mountain Hotel - Cabin 2

Rouge Cobb Mountain Hotel - Cabin 2
2.0 star property
Cobb
$237 nightly
The price is $264
Aug 5 - Aug 6
Total with taxes and fees
Rouge Cobb Mountain Hotel - Cabin 2
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
$554 nightly
The price is $618
Aug 4 - Aug 5
Total with taxes and fees
Panoramic Views! Home w/ Boat Slip on Clear Lake
Room, 1 Bedroom | 1 bedroom, desk, laptop workspace, WiFi (free)

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)
$243 nightly
The price is $271
Aug 5 - Aug 6
Total with taxes and fees
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
$202 nightly
The price is $226
Jul 20 - Jul 21
Total with taxes and fees
Rouge Cobb Mountain Hotel - Cabin 3
Room, 1 Bedroom | Living area | Smart TV

Rouge Cobb Mountain Hotel - Cabin 1

Rouge Cobb Mountain Hotel - Cabin 1
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
"Quaint mountain cabin, relaxing, clean, pet friendly, easy check in"
United States
Bethany
$214 nightly
The price is $238
Jul 20 - Jul 21
Total with taxes and fees
Rouge Cobb Mountain Hotel - Cabin 1
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

El Bonita Motel

El Bonita Motel

8/10 Good
"Pool was great and room was nice and clean"
Scarlett 2-night trip
Posted less than an hour ago
El Bonita Motel

Find out more about Middletown

Everything you need to know about Middletown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middletown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middletown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middletown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $88 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middletown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.

What are some of the best vacation rentals that Middletown has to offer?

Casa Bella Estate in Wine Country w/ New Pool!: This vacation home rental near Middletown is located in a rural location and has a fireplace, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Rabbit Hill Preserve.

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.