Middletown, CA Cottages from AED 359

A calm river with clear water, surrounded by dense greenery and trees.

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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

AED 705 total

includes taxes & fees

15 Nov - 16 Nov

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

AED 1,298 total

includes taxes & fees

19 Nov - 20 Nov

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

Calistoga

Paul L.

AED 1,298 total

includes taxes & fees

16 Nov - 17 Nov

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

Douglas F.

AED 1,298 total

includes taxes & fees

19 Nov - 20 Nov

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

AED 1,005 total

includes taxes & fees

22 Nov - 23 Nov

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.

AED 973 total

includes taxes & fees

15 Nov - 16 Nov

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.

AED 1,387 total

includes taxes & fees

3 Dec - 4 Dec

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 #3

Calistoga

Joel S.

AED 3,045 total

includes taxes & fees

24 Nov - 25 Nov

A building with a sign that reads "Russian River Brewing Company."

9. Wine Country Cottage in downtown Santa Rosa, CA

Santa Rosa

joanne h.

AED 1,521 total

includes taxes & fees

15 Nov - 16 Nov

A wooden deck with a round table and two chairs, surrounded by a metal railing, overlooking a forested area.

10. RustRidge Bed and Breakfast - Rustridge Cottage

St Helena

ila m.

AED 1,875 total

includes taxes & fees

15 Nov - 16 Nov

A wooden deck with outdoor seating and a covered area.

11. Spacious Beautiful Country Home on 8 Private Acres

Kelseyville

AED 2,470 total

includes taxes & fees

15 Nov - 16 Nov

View all properties

Learn more about Middletown

Soak in mineral-rich waters at Harbin Hot Springs, where hiking trails lead to peaceful meditation areas. Wine lovers can sample local vintages at family-owned tasting rooms along Middletown's charming main street.

See all hotels in Middletown

Top reviews in Middletown

Christine

A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

10/10 Excellent

John

A house with a porch, potted plants, and a brick wall.

Bear Flag Inn

Calistoga

10/10 Excellent

It was a very enjoyable stay. Our hosts were amazing and really added to the great experience. Dennis and his wife were very open and enthusiastically shared their local knowledge of things to do and places to go. The breakfasts were amazing as well as accommodating to special dietary needs and concerns. There were a few children visiting along with my party and Dennis made sure all had their fill of his hot chocolate which he seemed to take great pride in. We will definitely revisit this grand...

rod

A patio with outdoor furniture, a stone table, and a view of vineyards and mountains.

Chateau De Vie

Calistoga

10/10 Excellent

Olga

A multi-story hotel with a central entrance, a fountain, and surrounding greenery.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

10/10 Excellent

john

A Hampton Inn & Suites hotel with a modern design, featuring a covered entrance and a well-lit facade.

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Santa Rosa

Quetia

A large, two-story house with a balcony, surrounded by a vineyard.

Geyserville Inn

Geyserville

10/10 Excellent

Sharon

Frequently Asked Questions

How much do cottages in Middletown cost?

Prepare to pay between AED 359 and AED 1,979 per night for cottages in Middletown. No matter your budget, a wonderful stay is just a click or two away on Expedia. These prices were 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.

Why book your cottage in Middletown with Expedia?

We think a getaway should be a walk in the park, so if you're looking for cottages in Middletown at an affordable rate, Expedia has your back. Save those pennies and choose an economical option far from the hustle and bustle, or splurge on a 5-star cottage to treat your loved ones.

How can I find cheap cottages in Middletown?

With Expedia's user-friendly filter tool, sourcing cheap cottages in Middletown is a breeze. To discover properties that are friendly on the wallet, narrow your search results by amenities, star rating and budget.

Search Cottages in Middletown

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Middletown cottages

1. Garden house with gas fireplace

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

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

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

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

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

7. Country Carriage House in Downtown Geyserville, Vineyard Views

8. The Atlas Calistoga - Cottage #3

9. Wine Country Cottage in downtown Santa Rosa, CA

10. RustRidge Bed and Breakfast - Rustridge Cottage

11. Spacious Beautiful Country Home on 8 Private Acres

Learn more about Middletown

Top reviews in Middletown

The Fainting Couch Boutique Hotel

10/10 Excellent

Frequently Asked Questions

How much do cottages in Middletown cost?

Why book your cottage in Middletown with Expedia?

How can I find cheap cottages in Middletown?