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Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

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 ￥33,712
￥37,590 total
includes taxes & fees
Jul 5 - Jul 6
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 ￥22,457
￥40,229 total
includes taxes & fees
Jun 30 - Jul 1
Garden house with gas fireplace
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 ￥18,095
￥35,382 total
includes taxes & fees
Jul 8 - Jul 9
Emerald Lodge quiet efficiency
Terrace/patio

Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is ￥26,819
￥50,407 total
includes taxes & fees
Jul 1 - Jul 2
Tangerine Cottage spacious home
Exterior

The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.6 out of 10, Exceptional, (4 reviews)
"Nice camping spot "
United States
Evelyn
The price is ￥12,775
￥14,562 total
includes taxes & fees
Jul 2 - Jul 3
The Ranch at Lake Sonoma
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 ￥11,878
￥15,665 total
includes taxes & fees
Jun 28 - Jun 29
Rainbow Lodge
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 ￥28,435
￥78,830 total
includes taxes & fees
Jun 26 - Jun 27
Clear Lake Living! Pet-friendly Gem w/ Fenced Yard
Room

Russian River RV Campground

Russian River RV Campground
1.5 star property
Cloverdale
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time in the cabin. It was well stocked, had a nice layout, and was bigger than expected. The bunk bed are creatively placed and reminiscent of a cubby hole. The property is undergoing upgrades to the public restrooms so it will be even better soon. "
United States
Samantha
Russian River RV Campground
Superior Suite, Ensuite, Garden View (Couryard Suite #1) | Private kitchen

Suites On Main

Suites On Main
2.0 star property
Kelseyville
The price is ￥31,454
￥46,363 total
includes taxes & fees
Jul 2 - Jul 3
Suites On Main
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 ￥17,206
￥37,358 total
includes taxes & fees
Jun 24 - Jun 25
Rouge Cobb Mountain Hotel - Cabin 1
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
9.2 out of 10, Wonderful, (112 reviews)
"Nice location to go and have a good time in the family "
United States
Ismelda Cortez
The price is ￥22,574
￥25,734 total
includes taxes & fees
Jun 25 - Jun 26
Wildhaven Sonoma Glamping
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 ￥41,854
￥71,976 total
includes taxes & fees
Jul 7 - Jul 8
Sonoma Stonehouse, Wine Country Vibes
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 ￥9,451
￥19,813 total
includes taxes & fees
Jun 24 - Jun 25
Lake front unit #6 right by the water
Outdoor dining

Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.4 out of 10, Exceptional, (28 reviews)
"The property is very clean and quiet. A lovely place to stay! "
United States
MIKE
The price is ￥10,324
￥27,352 total
includes taxes & fees
Jun 30 - Jul 1
Cobb Mountain Chalet King Size Suite
Outdoor pool

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is ￥18,054
￥42,926 total
includes taxes & fees
Jul 6 - Jul 7
2 Hidden Wine Country Gem Upstairs Unit
Lake

Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.0 out of 10, Wonderful, (347 reviews)
"Wonderful place to stay while in Clearlake!"
United States
Charlotte
The price is ￥27,846
￥31,049 total
includes taxes & fees
Jun 29 - Jun 30
Clear Lake Cottages & Marina
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
The price is ￥23,227
￥43,538 total
includes taxes & fees
Jun 29 - Jun 30
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 ￥18,430
￥36,738 total
includes taxes & fees
Jun 24 - Jun 25
NEW! Rouge Cobb Mountain Hotel - Cabin 3
Dining

Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is ￥26,615
￥59,940 total
includes taxes & fees
Jun 25 - Jun 26
Wine Country Cottage Escape
Dining

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Forestville
10.0 out of 10, Exceptional, (11 reviews)
"The house is beautiful and has everything you need to have a great time in forestville!"
United States
Nick C.
The price is ￥32,260
￥80,973 total
includes taxes & fees
Jul 1 - Jul 2
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
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

Calistoga Inn Restaurant and Brewery

Calistoga Inn Restaurant and Brewery

10/10 Excellent
"Very nice and clean and the staff was helpful"
Shandi 1-night trip
Posted 1 hour ago
Calistoga Inn Restaurant and Brewery

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 Beaver Creek Vineyards.

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.