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Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Middletown vacation rentals

TV

Emerald Lodge quiet efficiency

Emerald Lodge quiet efficiency
Middletown
10.0 out of 10, Exceptional, (3 reviews)
"Very homey comfortable place. Peaceful 😊"
United States
Carol
The price is ￥18,679
￥35,883 total
includes taxes & fees
Jul 26 - Jul 27
Emerald Lodge quiet efficiency
Property grounds

Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (1 review)
"We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is...
United States
kelsie i.
The price is ￥18,679
￥35,883 total
includes taxes & fees
Aug 4 - Aug 5
Garden house with gas fireplace
Terrace/patio

Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is ￥22,939
￥46,206 total
includes taxes & fees
Aug 4 - Aug 5
Tangerine Cottage spacious home
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
The price is ￥23,211
￥38,211 total
includes taxes & fees
Jul 26 - Jul 27
Rouge Cobb Mountain Hotel - Cabin 1
Outdoor dining

Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.4 out of 10, Exceptional, (29 reviews)
"This place was absolutely breathtaking. The deck is gorgeous. The inside is so nice and a cute little cabin and the bathroom is a 10/10. I blindly booked it for 3 different stays and was nervous but the prior reviews made me do it. I do not regret it. I feel safe here too. As a single mom of 3 I was very worried about “sharing” a home with other vacationers since the main house is also rented out but you feel like you are in your own home. You do not feel like you are sharing a home with anyone....
United States
Haileyanne P.
The price is ￥13,124
￥30,699 total
includes taxes & fees
Jul 27 - Jul 28
Cobb Mountain Chalet King Size Suite
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
The price is ￥20,011
￥22,812 total
includes taxes & fees
Aug 18 - Aug 19
Wildhaven Sonoma Glamping
Smart TV, books

NEW! Rouge Cobb Mountain Hotel - Cabin 1

NEW! Rouge Cobb Mountain Hotel - Cabin 1
Cobb
The price is ￥22,134
￥39,518 total
includes taxes & fees
Jul 26 - Jul 27
NEW! Rouge Cobb Mountain Hotel - Cabin 1
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
The price is ￥12,975
￥14,791 total
includes taxes & fees
Aug 2 - Aug 3
The Ranch at Lake Sonoma
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 ￥26,393
￥29,428 total
includes taxes & fees
Aug 2 - Aug 3
Mandala Springs Wellness Retreat Center
Property grounds

Lake front unit #6 right by the water

Lake front unit #6 right by the water
Clearlake
8.6 out of 10, Excellent, (28 reviews)
"Great place"
United States
Eddie F.
The price is ￥10,616
￥21,232 total
includes taxes & fees
Jul 29 - Jul 30
Lake front unit #6 right by the water
Interior

Overlooking Clearlake From The Living Room

Overlooking Clearlake From The Living Room
Clearlake
9.0 out of 10, Wonderful, (44 reviews)
"Maureen was lovely and the sunset and sunrise were beautiful!"
United States
Steven W.
The price is ￥12,533
￥25,480 total
includes taxes & fees
Jul 28 - Jul 29
Overlooking Clearlake From The Living Room
Property grounds

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
Clearlake
10.0 out of 10, Exceptional, (1 review)
"It was very cute and right on the water my son loved the fishing the host and the neighbors were all so nice we got great family time with my sick mom beautiful sunset just a great experience"
United States
Amelia K.
The price is ￥21,298
￥44,139 total
includes taxes & fees
Jul 28 - Jul 29
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Exterior

NEW! Rouge Cobb Mountain Hotel - Cabin 3

NEW! Rouge Cobb Mountain Hotel - Cabin 3
Cobb
The price is ￥21,022
￥41,146 total
includes taxes & fees
Aug 5 - Aug 6
NEW! Rouge Cobb Mountain Hotel - Cabin 3
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 ￥23,009
￥37,986 total
includes taxes & fees
Jul 27 - Jul 28
Rouge Cobb Mountain Hotel - Cabin 3
Interior

Cobb Mountain Chalet Main Floor

Cobb Mountain Chalet Main Floor
Cobb
9.4 out of 10, Exceptional, (21 reviews)
"A always a great stay this is my fourth stay."
United States
Richard D.
The price is ￥16,219
￥36,467 total
includes taxes & fees
Aug 23 - Aug 24
Cobb Mountain Chalet Main Floor
Terrace/patio

Mount Konocti view

Mount Konocti view
Clearlake
8.2 out of 10, Very Good, (10 reviews)
"The place was clean and well equipped and Mo was very responsive and made stay as pleasant as possible."
United States
Kayo
The price is ￥14,894
￥25,960 total
includes taxes & fees
Jul 27 - Jul 28
Mount Konocti view
Lake

Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.0 out of 10, Wonderful, (359 reviews)
"Staff very helpful room very clean."
United States
Eileen John
The price is ￥27,396
￥30,547 total
includes taxes & fees
Aug 23 - Aug 24
Clear Lake Cottages & Marina
Exterior

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.8 out of 10, Exceptional, (42 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
The price is ￥45,709
￥62,515 total
includes taxes & fees
Aug 2 - Aug 3
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Dining

Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
The price is ￥29,329
￥37,333 total
includes taxes & fees
Jul 28 - Jul 29
Comfort and Style in Our Queen Cottage
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, (2 reviews)
"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
The price is ￥31,947
￥47,090 total
includes taxes & fees
Aug 7 - Aug 8
Suites On Main
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

La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

10/10 Excellent
"Great location and pet friendly with a dog run."
Robin 1-night trip
Posted less than an hour 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:

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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.

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.