Middletown Vacation Rentals

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Check prices for these dates

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

Our top choices for Middletown vacation 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 ￥33,367
￥37,205 total
includes taxes & fees
Jun 7 - Jun 8
Backyard Garden Oasis
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 ￥19,318
￥39,932 total
includes taxes & fees
Jun 10 - Jun 11
Garden house with gas fireplace
Outdoor dining

Stagecoach Cottage quiet efficiency

Stagecoach Cottage quiet efficiency
Middletown
The price is ￥15,646
￥34,879 total
includes taxes & fees
Jun 4 - Jun 5
Stagecoach Cottage quiet efficiency
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 ￥14,875
￥34,053 total
includes taxes & fees
Jun 8 - Jun 9
Emerald Lodge quiet efficiency
Terrace/patio

Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is ￥22,191
￥49,434 total
includes taxes & fees
Jun 4 - Jun 5
Tangerine Cottage spacious home
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 ￥12,644
￥14,414 total
includes taxes & fees
Jun 9 - Jun 10
The Ranch at Lake Sonoma
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, (107 reviews)
"Nice location to go and have a good time in the family "
United States
Ismelda Cortez
The price is ￥23,508
￥26,799 total
includes taxes & fees
Jun 10 - Jun 11
Wildhaven Sonoma Glamping
Outdoor dining

Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.4 out of 10, Exceptional, (27 reviews)
"The property is very clean and quiet. A lovely place to stay! "
United States
MIKE
The price is ￥11,638
￥28,630 total
includes taxes & fees
Jun 15 - Jun 16
Cobb Mountain Chalet King Size Suite
Property grounds

Lake front unit #6 right by the water

Lake front unit #6 right by the water
Clearlake
8.4 out of 10, Very Good, (27 reviews)
"Great place"
United States
Eddie F.
The price is ￥9,340
￥19,580 total
includes taxes & fees
Jun 7 - Jun 8
Lake front unit #6 right by the water
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 ￥22,990
￥43,093 total
includes taxes & fees
Jun 7 - Jun 8
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Interior

Overlooking Clearlake From The Living Room

Overlooking Clearlake From The Living Room
Clearlake
9.0 out of 10, Wonderful, (42 reviews)
"Maureen was lovely and the sunset and sunrise were beautiful!"
United States
Steven W.
The price is ￥11,516
￥24,082 total
includes taxes & fees
Jun 10 - Jun 11
Overlooking Clearlake From The Living Room
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 ￥29,358
￥57,248 total
includes taxes & fees
Jun 24 - Jun 25
Sonoma Stonehouse, Wine Country Vibes
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 ￥20,595
￥43,494 total
includes taxes & fees
Jun 7 - Jun 8
Watefront Getaway w/ Mtn Views & Dock in Clearlake
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 ￥17,630
￥37,819 total
includes taxes & fees
Jun 10 - Jun 11
Rouge Cobb Mountain Hotel - Cabin 3
Interior

Cobb Mountain Chalet Main Floor

Cobb Mountain Chalet Main Floor
Cobb
9.4 out of 10, Exceptional, (20 reviews)
"Very nice house. Very clean. Well stocked with necessities. "
United States
Becky S.
The price is ￥12,956
￥31,913 total
includes taxes & fees
Jun 4 - Jun 5
Cobb Mountain Chalet Main Floor
Property grounds

Bungalow on the lake

Bungalow on the lake
Clearlake
7.8 out of 10, Good, (8 reviews)
"Great little cottage for a good price. "
United States
Danielle C.
The price is ￥21,265
￥31,481 total
includes taxes & fees
Jun 7 - Jun 8
Bungalow on the lake
Exterior

NEW! Rouge Cobb Mountain Hotel - Cabin 3

NEW! Rouge Cobb Mountain Hotel - Cabin 3
Cobb
The price is ￥18,586
￥37,426 total
includes taxes & fees
Jun 10 - Jun 11
NEW! Rouge Cobb Mountain Hotel - Cabin 3
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 ￥11,660
￥22,161 total
includes taxes & fees
Jun 9 - Jun 10
Mount Konocti view
Fridge, microwave, oven, stovetop

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"very nice space "
United States
kevin c.
The price is ￥29,431
￥72,979 total
includes taxes & fees
Jun 5 - Jun 6
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
House (4 Bedrooms) | Interior

Half-mi to Clear Lake: Group Getaway in a Church

Half-mi to Clear Lake: Group Getaway in a Church
3.0 star property
Lakeport
Half-mi to Clear Lake: Group Getaway in a Church
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

Hotel E

Hotel E

10/10 Excellent
"Hotel E was wonderful. We went to Santa Rosa for the weekend, check in was a breeze, the staff gave us recommendations for food and advised us to go to dinner early since it was a Sunday and everything closes early. They were super helpful and very friendly. The Hotel is very new and super has a very nice and clean interior. I will definitely stay here on my next visit."
Abraham 2-night trip
Posted 4 hours ago
Hotel E

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?

Lakefront Home Private Boat Ramp, Clear Lake: You might like this vacation home rental near Middletown. It has laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven, and a coffee maker.

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.