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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 117 Cottages in Middletown with updated reviews, rates, and availability.

Private Wine County Retreat in Calistoga, walk to downtown!
Point of interest

Private Wine County Retreat in Calistoga, walk to downtown!

9.8 out of 10, Exceptional, (15)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is AED 1,282
AED 1,750 total
includes taxes & fees
12 May - 13 May
Private Wine County Retreat in Calistoga, walk to downtown!
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, (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
Comfort and Style in Our Queen Cottage
Dining

Comfort and Style in Our Queen Cottage

9.6 out of 10, Exceptional, (43)
"Wonderful time in Calistoga "
The price is AED 657
AED 880 total
includes taxes & fees
12 May - 13 May
Comfort and Style in Our Queen Cottage
Wine Country Bungalow
Fridge, microwave, oven, stovetop

Wine Country Bungalow

10.0 out of 10, Exceptional, (42)
"Pleasant neighborhood for a family stay."
Wine Country Bungalow
Russian Riverside Cottage in Healdsburg
Living area

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
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
Backyard Garden Oasis
Deep-tissue massages, Swedish massages, prenatal massages, massages

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
11 May - 12 May
Backyard Garden Oasis
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)
"We had an amazing family weekend here. Property is clean, well maintained, and close to everything! We will be going back!"
Waterfront Cottage w/ Private Pool & Lake View!
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, (266)
"We have been coming to the area for several years when we come to visit our son. This was the best rental we have stayed in. Very comfortable accommodations and great location. The kitchen was well stocked with everything we needed, as was the bathroom. Beautiful, quiet location, yet near shopping, and all the area has to offer. We will be back!"
Sunny View Cottage in the Beautiful Wine Country
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, (53)
"The West End cottage presented as advertised, conveniently located in the historic area of Santa Rosa within walking distance of old town. The cottage had all the comforts of home, was quiet and peaceful. "
1 Bedroom Cottage Walking Distance to Down Town
Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown
Smart TV, books

Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown

9.8 out of 10, Exceptional, (41)
"My husband and I had a wonderful week at the Carma Cottage. The location just off Healdsburg Square makes it so easy to dine, shop, and visit wineries — no car needed! The house itself is very comfortable and there is an ample kitchen and dining area for nights you would rather stay in and cook. Would recommend with enthusiasm!"
Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown
Hidden Wine Country Cottage in Downtown Calistoga
Point of interest

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 1,282
AED 1,754 total
includes taxes & fees
19 May - 20 May
Hidden Wine Country Cottage in Downtown Calistoga
Waterfront Cottage w/ Private Pool & Lake View!
Cottage (2 Bedrooms) | Interior

Waterfront Cottage w/ Private Pool & Lake View!

3.0 star property
Waterfront Cottage w/ Private Pool & Lake View!
Kelseyville Cottage: Private Deck & On-Site Winery
Outdoor dining

Kelseyville Cottage: Private Deck & On-Site Winery

2.0 star property
10.0 out of 10, Exceptional, (76)
"The cottage is very comfortable and well-appointed. Very relaxing to sit out on the deck and enjoy the views with a cup of coffee or a cold drink."
Kelseyville Cottage: Private Deck & On-Site Winery
Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
Property grounds

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

10.0 out of 10, Exceptional, (60)
"What a lovely little property! The location was great and a very short drive into town and close to many wineries. We spent every morning sitting out on the cute patio drinking coffee and listening to the birds under the beautiful trees. And it was the best stocked house we have ever stayed in! Great selection of spices for cooking and all the other essentials. Fantastic!"
Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
Healdsburg Cottage Walk to the Plaza, Workspace
Terrace/patio

Healdsburg Cottage Walk to the Plaza, Workspace

10.0 out of 10, Exceptional, (225)
"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
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
Charming King Cottage
1 bedroom, WiFi

Charming King Cottage

9.6 out of 10, Exceptional, (10)
"Nice comfortable cottage."
The price is AED 731
AED 971 total
includes taxes & fees
13 May - 14 May
Charming King Cottage
Chalk Hill Cottage Close to Wineries
Exterior

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (34)
"The cottage was spacious and in a great location."
Chalk Hill Cottage Close to Wineries
Secret Wine Country Gem in Calistoga, Napa Valley; walk to downtown!
Point of interest

Secret Wine Country Gem in Calistoga, Napa Valley; walk to downtown!

10.0 out of 10, Exceptional, (3)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
The price is AED 1,098
AED 1,499 total
includes taxes & fees
12 May - 13 May
Secret Wine Country Gem in Calistoga, Napa Valley; walk to downtown!
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
Deep-tissue massages, Swedish massages, prenatal massages, massages

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
11 May - 12 May
Backyard Garden Oasis
Calistoga Creek Side Mountain Estate
A heated pool

Calistoga Creek Side Mountain Estate

9.6 out of 10, Exceptional, (4)
"Absolutely perfect for our work retreat! Such a gem of a place."
Calistoga Creek Side Mountain Estate
Clear Lake Cottages & Marina
View from property

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (306)
"This place was beautiful!"
The price is AED 537
AED 599 total
includes taxes & fees
12 May - 13 May
Clear Lake Cottages & Marina
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.