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Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Middletown vacation 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.
$227 nightly
The price is $227
Aug 19 - Aug 20
Total with taxes and fees
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.
$222 nightly
The price is $222
Aug 9 - Aug 10
Total with taxes and fees
Garden house with gas fireplace
Terrace/patio

3. Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
$280 nightly
The price is $280
Aug 25 - Aug 26
Total with taxes and fees
Tangerine Cottage spacious home
Outdoor dining

4. Stagecoach Cottage quiet efficiency

Stagecoach Cottage quiet efficiency
Middletown
$214 nightly
The price is $214
Aug 9 - Aug 10
Total with taxes and fees
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
$1,634 nightly
The price is $1,748
Sep 7 - Sep 8
Total with taxes and fees
15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18
Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, WiFi (free), bed sheets

6. Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (126 reviews)
"Nice place to be in with your dog, very good for comfortable stay"
United States
NEERJA
$125 nightly
The price is $143
Sep 7 - Sep 8
Total with taxes and fees
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
$67 nightly
The price is $77
Aug 9 - Aug 10
Total with taxes and fees
The Ranch at Lake Sonoma
Terrace/patio

8. Wild Wild West Railroad Caboose Cabin

Wild Wild West Railroad Caboose Cabin
Upper Lake
$1,252 nightly
The price is $1,285
Aug 10 - Aug 11
Total with taxes and fees
Wild Wild West Railroad Caboose Cabin
Room, 1 Bedroom | 1 bedroom, desk, laptop workspace, WiFi (free)

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)
$202 nightly
The price is $226
Aug 9 - Aug 10
Total with taxes and fees
Rouge Cobb Mountain Hotel - Cabin 4
Outdoor dining

10. Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.4 out of 10, Exceptional, (29 reviews)
"The property is very clean and quiet. A lovely place to stay! "
United States
MIKE
$175 nightly
The price is $192
Aug 17 - Aug 18
Total with taxes and fees
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
$179 nightly
The price is $200
Aug 18 - Aug 19
Total with taxes and fees
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.
$124 nightly
The price is $131
Aug 10 - Aug 11
Total with taxes and fees
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, (364 reviews)
"Staff very helpful room very clean."
United States
Eileen John
$172 nightly
The price is $192
Aug 13 - Aug 14
Total with taxes and fees
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.
$141 nightly
The price is $149
Aug 10 - Aug 11
Total with taxes and fees
Overlooking Clearlake From The Living Room
Superior Suite, Ensuite, Garden View (Couryard Suite #1) | 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
$195 nightly
The price is $217
Aug 8 - Aug 9
Total with taxes and fees
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
$142 nightly
The price is $150
Aug 10 - Aug 11
Total with taxes and fees
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
$201 nightly
The price is $228
Aug 9 - Aug 10
Total with taxes and fees
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.
$195 nightly
The price is $210
Aug 10 - Aug 11
Total with taxes and fees
Bungalow on the lake
Studio | 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
$202 nightly
The price is $226
Aug 9 - Aug 10
Total with taxes and fees
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, (42 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
$340 nightly
The price is $410
Aug 16 - Aug 17
Total with taxes and fees
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

Golden Haven Hot Springs

Golden Haven Hot Springs

10/10 Excellent
"When we arrived the staff was very friendly and helpful. They explained the different amenities, and how the soaking tub in our room worked and the usual check in/out process. We stayed in one of the soaking rooms and it was wonderful. We were provided with towels and salts to use specifically for the soaking tub. The tub was conveniently located in the main room with a view of the large screen TV which also could be pulled out from the wall and angled towards the tub and bed. We were a little confused about how the tv worked since it seemed that other guests were signed in to the streaming platforms, but that was likely user error. Perhaps a little note about logging in to streaming services next to the TV might be useful for others in the future. We were also able to access live channels. The room was clean, and had a microwave and mini fridge for our leftovers after eating out or for small grocery items from CalMart. The location is great and a short walk to downtown Calistoga. We were provided with robes at check in which were useful for the hot tubs and pools. There are two mineral water hot tubs of different temperatures and one large mineral pool for swimming. There are showers and changing rooms available in the pool area as well. They provided bicycles and helmets that we could take to ride during the desk hours. We would definitely stay here again."
Kathleen 3-night trip
Posted 1 hour ago
Golden Haven Hot Springs

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 $77 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?

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 13 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.