Middletown Vacation Homes

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Our top choices for Middletown holiday homes

A covered porch with two grey upholstered chairs and a small table, wooden railings, and a window with a curtain.

1. Tangerine Cottage spacious home

Middletown

HK$2,322 total

includes taxes & fees

2 Nov - 3 Nov

A covered outdoor deck with a table and chairs, a grill, and a bottle of wine.

2. Cobb Mountain Chalet King Size Suite

Cobb

Brigid

HK$1,446 total

includes taxes & fees

3 Nov - 4 Nov

A lakeside view with a wooden dock extending into the water, a grassy area, and a building with large windows.

3. Bungalow on the lake

Clearlake

Danielle C.

HK$1,555 total

includes taxes & fees

30 Oct - 31 Oct

A hallway with wooden walls and a blue door, leading to a room with a bed and a table.

4. Cobb Mountain Chalet Main Floor

Cobb

tabatha p.

HK$1,648 total

includes taxes & fees

1 Nov - 2 Nov

A hot tub with a view of mountains, a wicker chair, and a wooden deck with string lights.

5. Fully Furnished 3BR Home with a Hot Tub & Views Kelseyville.

Kelseyville

Jessica W.

HK$2,438 total

includes taxes & fees

5 Nov - 6 Nov

A wooden pathway leading to a house with a view of a lake and mountains.

6. Watefront Getaway w/ Mtn Views & Dock in Clearlake

Clearlake

"We had a wonderful one-night stay at this waterfront home. The location is unbeatable: right on the lake with mountain views and a private dock, and it made a perfect home base for a show at Cache Creek Winery. The host was excellent, quick to respond with clear check-in instructions, and the place was spotless when we arrived. Comfortable beds, everything we needed for the weekend, and easy to find. We would happily stay here again and recommend it to anyone visiting Clear Lake."

Alison

HK$2,090 total

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a large bed, a dining table with chairs, a small table with a lamp, and a view of the sea through large windows.

7. Entire Lake Front home on Beautiful Clearlake with Private Dock! See Pics!

Lower Lake

Lauren R.

HK$3,958 total

includes taxes & fees

3 Nov - 4 Nov

A balcony with wicker furniture and a glass table, overlooking a scenic landscape during sunset.

8. Vineyard View Retreat • Fire Pit • Wine Tasting Perks

Healdsburg

Mark R.

HK$3,463 total

includes taxes & fees

16 Nov - 17 Nov

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Top Middletown Hotel Reviews

Calistoga Motor Lodge and Spa

10/10 Excellent

"Great place to stay. Good location and friendly staff."

Art House Hotel and Suites

10/10 Excellent

"We enjoyed our stay at the Art House. It's stylish, convenient and sparkling clean. The secure parking is well worth the $25 a day price. The included breakfast was good with enough choices, for a light breakfast, to get you going in the morning. Our room was roomy with an accessible balcony and a comfortable king size bed. They even had robes and slippers in the closet. There was a safe in the closet and plenty of places to plug in electronics. The staff was nice and check in/out was easy. My only quibbles involve the water pressure, which I understand is based on conservation rules, and the tv, which had zero local channels. Not there to watch tv but still... Liked the Art House very much and will be back."

Extended Stay America Suites Santa Rosa South

10/10 Excellent

"I like to sty here when it is one night They do not have a pool hot tub Fitness room or full breakfast so I wouldn’t stay here more than a day unless they had other accommodations But I really do like this place and the staff is always pleasant"

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