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Search Cottages in Middletown

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Compare 115 Cottages in Middletown with updated reviews, rates, and availability.

Private Wine County Retreat in Calistoga, walk to downtown!

9.8 out of 10, Exceptional, (17)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is AED 1,098
AED 1,499 total
includes taxes & fees
29 May - 30 May
Private Wine County Retreat in Calistoga, walk to downtown!

Wine Country Bungalow

9.8 out of 10, Exceptional, (44)
"Pleasant neighborhood for a family stay."
Wine Country Bungalow

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (47)
"Wonderful time in Calistoga "
The price is AED 694
AED 929 total
includes taxes & fees
1 Jun - 2 Jun
Comfort and Style in Our Queen Cottage

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (45)
"perfect place"
The price is AED 713
AED 795 total
includes taxes & fees
29 May - 30 May
Backyard Garden Oasis

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (36)
"The cottage was spacious and in a great location."
Chalk Hill Cottage Close to Wineries

Dry Creek Cottage - Healdsburg

9.8 out of 10, Exceptional, (148)
"We had a great stay!"
Dry Creek Cottage - Healdsburg

1 Bedroom Cottage Walking Distance to Down Town

10.0 out of 10, Exceptional, (53)
"I had a great stay at this cozy VRBO cottage while attending a K9 training program. The home was clean, comfortable, and just a short 1.5-block walk to a lovely neighborhood park—perfect for unwinding after training sessions. The backyard was a great bonus, with a picnic table to relax and enjoy the fresh air. Highly recommend for anyone looking for a quiet, convenient stay!"
1 Bedroom Cottage Walking Distance to Down Town

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

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

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

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

10.0 out of 10, Exceptional, (23)
"Home is situated in a very quiet and scenic location on the river, with a nice deck with outside dining and hot tub. Property had kayaks and other river equipment available, too. Home was clean, with a lovely kitchen and rooms. We would stay here again. "
Heron House--The River House in the Redwoods

Santini Farmhouse -- Beautiful Italian style Villa, Hot Tub, Vineyard Views

10.0 out of 10, Exceptional, (44)
"The home and property is so beautiful, and so comfortable for all of us. The location was central to everything we wanted to do! I think we made the most of everything at the home, relaxing on the front porch, visiting in the living room, cooking in the kitchen, and enjoying the hot tub and fire table! We would love to come back!"
Santini Farmhouse -- Beautiful Italian style Villa, Hot Tub, Vineyard Views

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

9.8 out of 10, Exceptional, (27)
"Beautiful property in a beautiful location. "
Great Price! Sunset Beach Cottage with Lovely garden, beach, and boat dock!

Mem Day Special! 20% off motor water sports rentals & 100 off non motor rentals!

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."
Mem Day Special! 20% off motor water sports rentals & 100 off non motor rentals!

Hidden Wine Country 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 AED 1,098
AED 1,499 total
includes taxes & fees
29 May - 30 May
Hidden Wine Country Cottage in Downtown Calistoga

Healdsburg Cottage Walk to the Plaza, Workspace

10.0 out of 10, Exceptional, (226)
"This is a wonderful place to stay - very homey, clean, comfortable and beautiful with everything we needed. I hope to be able to stay there again sometime. "
Healdsburg Cottage Walk to the Plaza, Workspace

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

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

9.2 out of 10, Wonderful, (55)
"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

Russian Riverside Cottage in Healdsburg

8.6 out of 10, Excellent, (9)
"We really enjoyed our stay. The communication with owner was great and we will come back again. The beach is just right there and our young adult grandchildren love it."
Russian Riverside Cottage in Healdsburg

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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Other property types in Middletown

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (45)
"perfect place"
The price is AED 713
AED 795 total
includes taxes & fees
29 May - 30 May
Backyard Garden Oasis

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (310)
"Great stay!"
The price is AED 543
AED 606 total
includes taxes & fees
29 May - 30 May
Clear Lake Cottages & Marina

The Ranch at Lake Sonoma

1.0 star property
The price is AED 218
AED 249 total
includes taxes & fees
29 May - 30 May
The Ranch at Lake Sonoma
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.

Frequently asked questions

How much do cottages in Middletown cost?
Prepare to pay between AED 694 and AED 1,098 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.