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

22 Oct - 23 Oct

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

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

Calistoga

"We stayed here 15 years ago , same bedspreads and no new updates . We love it for its cozy feeling , and love the peacefulness of staying in Calistoga. We walked across the street for an awesome dinner at Sam’s Social club , walked down the street to shop and cruise around this quaint town . It’s a high price point , but we always enjoy our time there . I worry that if they ever remodel this place , the price point will be more than what it’s worth a night , for which I don’t believe would be...

William

includes taxes & fees

21 Oct - 22 Oct

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

Calistoga

Paul L.

includes taxes & fees

21 Oct - 22 Oct

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

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

Calistoga

"We absolutely loved our stay! The home was clean, quiet, private, and incredibly convenient. We were especially grateful that the hosts allowed our three dogs, which made this trip extra special. We spent a few days enjoying Calistoga and Napa before taking our sweet pup to UC Davis, and this was the perfect place for us. As empty nesters, we love traveling with our three dogs and hope to stay here again someday!"

Jennifer G.

includes taxes & fees

21 Oct - 22 Oct

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

5. 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

21 Oct - 22 Oct

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

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

Kelseyville

Janneth M.

includes taxes & fees

22 Oct - 23 Oct

A modern building with a metal exterior, a wooden door, and a small window on the side.

7. Country Carriage House in Downtown Geyserville, Vineyard Views

Geyserville

Gina I.

includes taxes & fees

22 Oct - 23 Oct

A two-story house with a covered porch, a stone pathway, and a well-maintained garden with various shrubs and trees.

8. The Atlas Calistoga - Cottage #1

Calistoga

Kris R.

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Top Middletown Hotel Reviews

El Bonita Motel

8/10 Good

"It’s a a very cozy motel! Excellent rooms, great property and location.. Nice pool.. room was absolutely stunning design.. just newly renovated with a hard mattress that is very unique for American hotels and motels !"

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