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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"It was a quaint country house. The host was attentive, but also left us to ourselves. The house was clean. A/C worked well. It was very comfortable."
United States
Amy
The price is AU$295
includes taxes & fees
4 Oct - 5 Oct
Garden house with gas fireplace
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

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.6 out of 10, Exceptional, (45 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
The price is AU$661
includes taxes & fees
5 Oct - 6 Oct
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
A small, single-story house with a front porch, a chimney, and a door with a window above it.

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

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (5 reviews)
"Property is beautiful rooms are so clean. Service was incredible."
United States
Paul L.
The price is AU$602
includes taxes & fees
5 Oct - 6 Oct
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
A wooden deck with a round table and two chairs, surrounded by a white railing.

4. 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
The price is AU$352
includes taxes & fees
2 Nov - 3 Nov
Comfort and Style in Our Queen Cottage
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

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (6 reviews)
"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!"
United States
Jennifer G.
The price is AU$606
includes taxes & fees
7 Oct - 8 Oct
Escape to wine country in your independent cottage in downtown Calistoga
A wooden pathway leading to a house with a view of a lake and mountains.

6. 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 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...
United States
Jennifer
The price is AU$395
includes taxes & fees
4 Oct - 5 Oct
Watefront Getaway w/ Mtn Views & Dock in Clearlake
A small, single-story house with a porch, a red door, and two bicycles parked outside.

7. Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
The price is AU$385
includes taxes & fees
3 Nov - 4 Nov
Charming King Cottage
A hot tub with a blue light, surrounded by a wooden fence and string lights.

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

Hot tub lake wine Cottage State Park 4 mins away
Kelseyville
10.0 out of 10, Exceptional, (3 reviews)
"10/10 stay!"
United States
Janneth M.
The price is AU$326
includes taxes & fees
13 Oct - 14 Oct
Hot tub lake wine Cottage State Park 4 mins away
A modern building with a metal exterior, a wooden door, and a small window on the side.

9. Country Carriage House in Downtown Geyserville, Vineyard Views

Country Carriage House in Downtown Geyserville, Vineyard Views
Geyserville
10.0 out of 10, Exceptional, (5 reviews)
"Cozy, rustic, and with all great amenities."
United States
Gina I.
The price is AU$558
includes taxes & fees
22 Oct - 23 Oct
Country Carriage House in Downtown Geyserville, Vineyard Views
A building with a sign that reads "Russian River Brewing Company."

10. Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (80 reviews)
"Lovely vacation rental"
United States
suzanne g.
The price is AU$596
includes taxes & fees
18 Oct - 19 Oct
Wine Country Cottage in downtown Santa Rosa, CA
A wooden deck with a round table and two chairs, surrounded by a metal railing, overlooking a forested area.

11. RustRidge Bed and Breakfast - Rustridge Cottage

RustRidge Bed and Breakfast - Rustridge Cottage
St Helena
8.0 out of 10, Very good, (3 reviews)
"We had a magical time. The horses, pool, Vinyard and hospitality was wonderful. What a special ranch. Oh and the breakfast! Delicious!!"
United States
ila m.
The price is AU$759
includes taxes & fees
12 Oct - 13 Oct
RustRidge Bed and Breakfast - Rustridge Cottage
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

Art House Hotel and Suites

Art House Hotel and Suites

10/10 Excellent
"Beautiful suite with a kitchen and separate bedroom. Friendly, helpful front desk staff. Convenient parking. Close to many different restaurants, like D’oro de Napoli and Falafel Hut. Continental breakfast was good, not great. Good to a Nespresso machine in our suite - a nice treat. Would stay here again in heartbeat!"
Debra 2-night trip
Posted 8 hours ago
Art House Hotel and Suites

Find out more about Middletown

Middletown Cottages information

Number of reviews
196
Accommodation
126 Cottages
Lowest Price
AU$295
Highest Price
AU$759

Frequently asked questions

How much do cottages in Middletown cost?
Cottages in Middletown range between AU$295 and AU$759 per night. These properties offer a chance to reconnect with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Middletown near my cottage?
The most useful travel accessory is a well-thought-out travel plan. Langtry Estate and Vineyards is a wonderful spot to start your exploration of Middletown.