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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Middletown

Escape to Wine County in your independant Cottage in Downtown Calistoga
Terrace/patio

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (18)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is SAR 1,122
SAR 1,532 total
includes taxes & fees
17 Jun - 18 Jun
Escape to Wine County in your independant Cottage in Downtown Calistoga
Sunny View Cottage in the Beautiful Wine Country
Fridge, microwave, oven, stovetop

Sunny View Cottage in the Beautiful Wine Country

10.0 out of 10, Exceptional, (267)
"Wonderful cottage with all the amenities in a great location to explore all the area has to offer."
Sunny View Cottage in the Beautiful Wine Country
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Terrace/patio

Escape to Wine Country in your independant Cottage in Downtown Calistoga

10.0 out of 10, Exceptional, (1)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
The price is SAR 1,122
SAR 1,540 total
includes taxes & fees
30 Jun - 1 Jul
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Backyard Garden Oasis
Deep-tissue massages, Swedish massages, prenatal massages, massages

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (47)
"perfect place"
The price is SAR 728
SAR 812 total
includes taxes & fees
17 Jun - 18 Jun
Backyard Garden Oasis
Chalk Hill Cottage Close to Wineries
Exterior

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (36)
"Lovely place for a couple to stay. Convenient location - close to many vineyards and the great town of Healdsburg!"
Chalk Hill Cottage Close to Wineries
Healdsburg Cottage Walk to the Plaza, Workspace
Terrace/patio

Healdsburg Cottage Walk to the Plaza, Workspace

10.0 out of 10, Exceptional, (226)
"Place was as cute as pictured! Bed was comfortable, and we loved the window seat. Easy walk into town. We hope to be back someday!"
Healdsburg Cottage Walk to the Plaza, Workspace
1 Bedroom Cottage Walking Distance to Down Town
Fridge, microwave, oven, stovetop

1 Bedroom Cottage Walking Distance to Down Town

10.0 out of 10, Exceptional, (54)
"Great spot for the dogs!"
1 Bedroom Cottage Walking Distance to Down Town
TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
Exterior

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
Comfort and Style in Our Queen Cottage
Dining

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (48)
"Nice location and space was very comfortable"
The price is SAR 672
SAR 907 total
includes taxes & fees
6 Jul - 7 Jul
Comfort and Style in Our Queen Cottage
Waterfront Cottage w/ Private Pool & Lake View!
Fridge, microwave, stovetop, dishwasher

Waterfront Cottage w/ Private Pool & Lake View!

9.2 out of 10, Wonderful, (40)
"Nice little house, good for a couple or small family. Great view of the lake in the back yard."
Waterfront Cottage w/ Private Pool & Lake View!
Heron House--The River House in the Redwoods
Outdoor spa tub

Heron House--The River House in the Redwoods

10.0 out of 10, Exceptional, (23)
"We had a fabulous stay. Great house with a great location. It was lovely waking up and going outside to enjoy the river and woods around us. 5 min drive from Healdsburg main streets with great stores and restaurants. Enjoyed our drive to the coast, redwoods, and vineyards! Would stay again!"
Heron House--The River House in the Redwoods
ALL INCLUSIVE AMENITIES:Kayak,SUP,Pedal Boat,PingPong,Pickleball,Movie Nt &MORE!
Terrace/patio

ALL INCLUSIVE AMENITIES:Kayak,SUP,Pedal Boat,PingPong,Pickleball,Movie Nt &MORE!

9.4 out of 10, Exceptional, (15)
"We had such a good time. The lake was close by so we got to enjoy all our toys. Angelique was super nice very relaxed environment. Pet friendly and our dogs had a great time."
ALL INCLUSIVE AMENITIES:Kayak,SUP,Pedal Boat,PingPong,Pickleball,Movie Nt &MORE!
Great Price! Sunset Beach Cottage with Lovely garden, beach, and boat dock!
Outdoor dining

Great Price! Sunset Beach Cottage with Lovely garden, beach, and boat dock!

9.8 out of 10, Exceptional, (28)
"Beautiful property in a beautiful location. "
Great Price! Sunset Beach Cottage with Lovely garden, beach, and boat dock!
Garden house with gas fireplace
Outdoor dining

Garden house with gas fireplace

10.0 out of 10, Exceptional, (1)
"We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is...
The price is SAR 304
SAR 781 total
includes taxes & fees
18 Jun - 19 Jun
Garden house with gas fireplace
Russian Riverside Cottage in Healdsburg
Living area

Russian Riverside Cottage in Healdsburg

8.6 out of 10, Excellent, (9)
"I stayed there with my family, including my 19-month old son and we had the best time. The river is so calming and the outdoor patio was a huge hit. It's also just a quick 10-min drive from downtown."
Russian Riverside Cottage in Healdsburg
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Terrace/patio

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

9.2 out of 10, Wonderful, (56)
"Cute property! It’s a little rustic, but has everything you need. The location is beautiful and convenient to Healdsburg. "
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Wine Country Bungalow
Fridge, microwave, oven, stovetop

Wine Country Bungalow

9.8 out of 10, Exceptional, (44)
"Very comfortable and super clean"
Wine Country Bungalow
Vineyard View Home with a Complimentary Wine Tasting
Dining

Vineyard View Home with a Complimentary Wine Tasting

9.0 out of 10, Wonderful, (6)
"My mom and I loved our stay in Calistoga. Brittany was a great host, and even went out of her way to find us a driver on the days we went tasting at vineyards. We would definitely stay here again!"
Vineyard View Home with a Complimentary Wine Tasting
Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
Terrace/patio

Enjoy a Slice Of Country--Two miles to Downtown Healdsburg

10.0 out of 10, Exceptional, (61)
"Very clean, very beautiful, very quiet! A perfect place to stay while visiting Healdsburg."
Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
Private 1-bedroom Guest House with Great Amenities
Terrace/patio

Private 1-bedroom Guest House with Great Amenities

10.0 out of 10, Exceptional, (11)
"Our group had a wonderful time. The property was perfect in every way & would certainly rent again if lucky enough to return to Healdsburg."
Private 1-bedroom Guest House with Great Amenities
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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Frequently asked questions

How much do cottages in Middletown cost?
Prepare to pay between SAR 304 and SAR 1,122 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.