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Cottages in Middletown

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (20)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
$335 nightly
The price is $403
Aug 5 - Aug 6
Total includes taxes and fees
Escape to Wine County in your independant Cottage in Downtown Calistoga

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (48)
"perfect place"
$194 nightly
The price is $216
Aug 5 - Aug 6
Total includes taxes and fees
Backyard Garden Oasis

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!

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (48)
"Nice location and space was very comfortable"
$199 nightly
The price is $240
Aug 5 - Aug 6
Total includes taxes and fees
Comfort and Style in Our Queen Cottage

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

9.0 out of 10, Wonderful, (9)
"Cottage appeared newly remodeled and had everything we needed. Great access to the lake and private dock."
ALL INCLUSIVE AMENITIES:Kayak,SUP,Pedal Boat,PingPong,Pickleball,Movie Nt &MORE!

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

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

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (39)
"The Chalk Hill cottage was the perfect getaway for Sonoma wine lovers. Located in Alexander Valley and close to great wineries."
Chalk Hill Cottage Close to Wineries

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!

Wine Country Bungalow

9.8 out of 10, Exceptional, (45)
"Very comfortable and super clean"
Wine Country Bungalow

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

Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!

9.8 out of 10, Exceptional, (42)
"Great location. Clean.. Great communication with property manager. The problem is that the second bedroom is really the attic, and even with window AC was 10 degrees hotter than first floor. Also colder at n ight so in warmer months this could potentially be a problem."
$825 nightly
The price is $886
Aug 11 - Aug 12
Total includes taxes and fees
Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!

1 Bedroom Cottage Walking Distance to Down Town

10.0 out of 10, Exceptional, (56)
"Walking distance to many good coffee shops, bakeries, restaurants and shops while being in a very quiet area for a good nights sleep!"
1 Bedroom Cottage Walking Distance to Down Town

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

9.8 out of 10, Exceptional, (29)
"Beautiful property in a beautiful location. "
Great Price! Sunset Beach Cottage with Lovely garden, beach, and boat dock!

True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

10.0 out of 10, Exceptional, (11)
"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"
$440 nightly
The price is $495
Aug 6 - Aug 7
Total includes taxes and fees
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

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

9.2 out of 10, Wonderful, (58)
"The cottage is a comfortable house. "
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

Warm And Cozy Mountain And Lake View Haven 2 Bedroom Cottage by RedAwning

3.0 star property
Warm And Cozy Mountain And Lake View Haven 2 Bedroom Cottage by RedAwning

Vacation Rental 2 Mi to Clearlake Oaks Boat Launch

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great house for a family of 4. Huge pool all to yourself, great backyard area to BBQ and hangout, house is clean, location is close to the lake for fishing. Host responded quickly. We had a great time. "
Vacation Rental 2 Mi to Clearlake Oaks Boat Launch

Escape to wine country in your independent cottage in downtown Calistoga

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."
$329 nightly
The price is $395
Aug 5 - Aug 6
Total includes taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga

Heron House--Complimentary wine tasting at Croix included!

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--Complimentary wine tasting at Croix included!

Warm and Cozy Mountain and Lake View Haven by RedAwning

2.5 star property
Warm and Cozy Mountain and Lake View Haven by RedAwning
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