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Middletown Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Middletown vacation rentals

A bedroom with a bed, a small table, and a chair, a bathroom with a sink and a mirror, and a sliding glass door leading to an outdoor area.

1. Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
8.8 out of 10, Excellent, (39 reviews)
"Waterfront cabins were amazing. The location and wildlife were serene, fantastic place to stay."
United States
Carmino
The price is AEDĀ 509
AEDĀ 567 total
includes taxes & fees
16 Nov - 17 Nov
Mandala Springs Wellness Retreat Center
A view from a window overlooking a lake with a dock and greenery.

2. Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.2 out of 10, Wonderful, (396 reviews)
"All of positive things such as a lake view, clean room, and nice staff made a good memory for my family"
United States
leila karbalaei
The price is AEDĀ 510
AEDĀ 568 total
includes taxes & fees
13 Dec - 14 Dec
Clear Lake Cottages & Marina
A cozy cabin with a loft bedroom, wooden exterior, and a small balcony.

3. Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (140 reviews)
"Awesome place to stay . So fun"
United States
Amy
The price is AEDĀ 360
AEDĀ 410 total
includes taxes & fees
13 Dec - 14 Dec
Wildhaven Sonoma Glamping
A room with a brown sofa, two wicker chairs, a small table, and a lamp.

4. Hideaway Cottages

Hideaway Cottages
2.0 star property
Calistoga
4.0 out of 10, (1 review)
"Old but quaint. No amenities, no updates. Coffee cups looked like thrift shop purchases. Bed was comfortable. Bath shower drained poorly. Too expensive for a 2 star property."
United States
Chris
The price is AEDĀ 781
AEDĀ 898 total
includes taxes & fees
19 Nov - 20 Nov
Hideaway Cottages
A kitchen with a stainless steel faucet, a microwave, and an oven.

5. Suites On Main

Suites On Main
2.0 star property
Kelseyville
9.0 out of 10, Wonderful, (4 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 AEDĀ 716
AEDĀ 1,056 total
includes taxes & fees
13 Nov - 14 Nov
Suites On Main
A single-story cabin with a small porch, situated on a hillside overlooking a body of water and mountains.

6. The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.0 out of 10, Wonderful, (10 reviews)
"Enjoyed my stay"
United States
Epeli
The price is AEDĀ 291
AEDĀ 332 total
includes taxes & fees
13 Nov - 14 Nov
The Ranch at Lake Sonoma
A kitchen with a central island, wooden cabinets, and a large window overlooking a deck.

7. Spacious Beautiful Country Home on 8 Private Acres

Spacious Beautiful Country Home on 8 Private Acres
3.0 star property
Kelseyville
The price is AEDĀ 1,227
AEDĀ 2,470 total
includes taxes & fees
15 Nov - 16 Nov
Spacious Beautiful Country Home on 8 Private Acres
A wooden cabin interior with a dining table, chairs, a TV mounted on the wall, a refrigerator, a microwave, and wooden cabinets.

8. 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
A wooden log cabin with a front porch, a Pepsi vending machine, and a car parked in front.

9. Rainbow Lodge

Rainbow Lodge
2.0 star property
Lakeport
4.2 out of 10, (20 reviews)
"Friendly manager at check in, quiet location, conveniently located. Room was adequately "
United States
Daniel
The price is AEDĀ 327
AEDĀ 420 total
includes taxes & fees
15 Nov - 16 Nov
Rainbow Lodge
A wooden pathway leading to a house with a view of a lake and mountains.

10. 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 werenā€™t for the kindness of the host, who accommodated us for an early check-in and late checkout, I wouldā€™ve given this zero stars. Itā€™s totally rundown, looks like it hasnā€™t been power washed in 20 years, as soon as you walk up it smells like mold. The listing doesnā€™t tell you that itā€™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 AEDĀ 632
AEDĀ 1,005 total
includes taxes & fees
22 Nov - 23 Nov
Watefront Getaway w/ Mtn Views & Dock in Clearlake
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

A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view of trees.
The Fainting Couch Boutique Hotel

The Fainting Couch Boutique Hotel

The Fainting Couch Boutique Hotel
Cobb

10/10 Excellent

Unique clean hotel in a quiet area
United States
Marshall
Reviewed March 24, 2025
The Fainting Couch Boutique Hotel

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?

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021: This vacation home rental near Middletown is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Middletown?

Expedia has 10 vacation rentals for your stay in Middletown.

What can I see and do in Middletown?

Explore the area and family-friendly sights such as Calistoga Spit N' Cycle, 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.