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Middletown Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Middletown holiday rentals

TV

1. Emerald Lodge quiet efficiency

Emerald Lodge quiet efficiency
Middletown
10.0 out of 10, Exceptional, (4 reviews)
"Good place was very happy"
United States
Randy B.
The price is HK$926
HK$1,773 total
includes taxes & fees
19 Aug - 20 Aug
Emerald Lodge quiet efficiency
Property grounds

2. 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 HK$792
HK$1,624 total
includes taxes & fees
12 Aug - 13 Aug
Garden house with gas fireplace
Terrace/patio

3. Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is HK$1,098
HK$2,244 total
includes taxes & fees
26 Aug - 27 Aug
Tangerine Cottage spacious home
Outdoor dining

4. Stagecoach Cottage quiet efficiency

Stagecoach Cottage quiet efficiency
Middletown
The price is HK$1,200
HK$2,087 total
includes taxes & fees
14 Aug - 15 Aug
Stagecoach Cottage quiet efficiency
Exterior

5. 15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18

15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18
Middletown
The price is HK$7,061
HK$13,839 total
includes taxes & fees
7 Sept - 8 Sept
15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18
Laptop workspace, free WiFi, bed sheets

6. Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (128 reviews)
"Nice place to be in with your dog, very good for comfortable stay"
United States
NEERJA
The price is HK$869
HK$990 total
includes taxes & fees
19 Aug - 20 Aug
Wildhaven Sonoma Glamping
Exterior

7. 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 HK$466
HK$531 total
includes taxes & fees
12 Aug - 13 Aug
The Ranch at Lake Sonoma
Terrace/patio

8. Wild Wild West Railroad Caboose Cabin

Wild Wild West Railroad Caboose Cabin
Upper Lake
The price is HK$1,967
HK$9,717 total
includes taxes & fees
9 Sept - 10 Sept
Wild Wild West Railroad Caboose Cabin
1 bedroom, desk, laptop workspace, free WiFi

9. 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 HK$1,147
HK$1,869 total
includes taxes & fees
12 Aug - 13 Aug
Rouge Cobb Mountain Hotel - Cabin 4
Outdoor dining

10. Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.2 out of 10, Wonderful, (30 reviews)
"The property is very clean and quiet. A lovely place to stay! "
United States
MIKE
The price is HK$664
HK$1,525 total
includes taxes & fees
17 Aug - 18 Aug
Cobb Mountain Chalet King Size Suite
Meeting facility

11. Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
9.0 out of 10, Wonderful, (35 reviews)
"Very clean room, friendly staff, great to walk around "
United States
Victoria
The price is HK$1,264
HK$1,409 total
includes taxes & fees
27 Aug - 28 Aug
Mandala Springs Wellness Retreat Center
Property grounds

12. 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)
"Mo the caretaker was so accommodating- we enjoyed a quiet, peaceful stay."
United States
Drew W.
The price is HK$466
HK$970 total
includes taxes & fees
12 Aug - 13 Aug
Lake front unit #6 right by the water
Lake

13. Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.0 out of 10, Wonderful, (365 reviews)
"Staff very helpful room very clean."
United States
Eileen John
The price is HK$1,163
HK$1,297 total
includes taxes & fees
13 Aug - 14 Aug
Clear Lake Cottages & Marina
Interior

14. 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 HK$551
HK$1,166 total
includes taxes & fees
12 Aug - 13 Aug
Overlooking Clearlake From The Living Room
Private kitchen

15. Suites On Main

Suites On Main
2.0 star property
Kelseyville
10.0 out of 10, Exceptional, (3 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 HK$1,530
HK$2,255 total
includes taxes & fees
16 Aug - 17 Aug
Suites On Main
Terrace/patio

16. 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 HK$607
HK$1,126 total
includes taxes & fees
12 Aug - 13 Aug
Mount Konocti view
Dining

17. 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 HK$1,404
HK$1,811 total
includes taxes & fees
30 Aug - 31 Aug
Comfort and Style in Our Queen Cottage
Property grounds

18. 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 HK$1,045
HK$1,578 total
includes taxes & fees
12 Aug - 13 Aug
Bungalow on the lake
Exterior

19. 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 HK$1,115
HK$1,833 total
includes taxes & fees
12 Aug - 13 Aug
Rouge Cobb Mountain Hotel - Cabin 3
Exterior

20. 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, (43 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
The price is HK$2,424
HK$3,322 total
includes taxes & fees
16 Aug - 17 Aug
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
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

UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel

UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel

8/10 Good
"It is a great spot for a motel. A nice place. I think the location is this place’s best quality. The rooms were good. The filtered water station was excellent."
Kevin 2-night trip
Posted 1 hour ago
UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel

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:

  • View our selection of featured holiday rentals in Middletown
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  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

Look no further and take a look at our great range of rental properties in Middletown!

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.

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

Lakefront Home Private Boat Ramp, Clear Lake: This holiday home rental outside Middletown 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 holiday rentals are there in Middletown?

Expedia has 13 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 Rabbit Hill Preserve.

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.