Middletown Cottages

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Our top choices for Middletown cottages

A wooden deck with wicker furniture and a metal table, overlooking a vineyard and hills.

1. Garden house with gas fireplace

Middletown

Amy

includes taxes & fees

9 Sept - 10 Sept

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

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

Clearlake

"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...

Jennifer

includes taxes & fees

14 Sept - 15 Sept

A hot tub with a blue light, surrounded by a wooden fence and string lights.

3. Hot tub lake wine Cottage State Park 4 mins away

Kelseyville

Janneth M.

includes taxes & fees

15 Sept - 16 Sept

A wooden deck with a round table and two chairs, surrounded by a white railing.

4. Comfort and Style in Our Queen Cottage

Calistoga

Robert

A house with a porch, a wooden door, and two rocking chairs. There are two suitcases and a table with bottles on the porch.

5. Escape to wine country in your independent cottage in downtown Calistoga

Calistoga

Anonymous traveller

includes taxes & fees

10 Sept - 11 Sept

A small, single-story house with a front porch, a chimney, and a door with a window above it.

6. Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Calistoga

Amy B.

includes taxes & fees

7 Sept - 8 Sept

7. Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Calistoga

Paul L.

A small, single-story house with a porch, a red door, and two bicycles parked outside.

8. Charming King Cottage

Calistoga

Michael E. S.

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Top Middletown Hotel Reviews

Hotel E

10/10 Excellent

"I love the location being at the center of the plaza. There are a lot of great places to eat and shop. I also enjoyed their cocktail hour, lounging in the lobby, and the staff was very professional and courteous."

Vinarosa Resort & Spa

10/10 Excellent

"Beautiful hotel! The entire staff was wonderful and clearly had customer service as their first priority. Anything we needed was attended to promptly. We lounged by the pool, got spa services (which were amazing) and sat out until late at night on our terrace! The hotel is convenient to Healdsburg, Santa Rosa and the Redwood parks. We loved the location and the fact that things were convenient, but not right outside the hotel. We also had a lot of fun in the “secret” pool room!"

Find out more about Middletown