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Search Middletown Cottage Rentals from CA $246

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Aug 15 - Aug 17
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Browse Select Middletown Cottages

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Enjoy a peaceful retreat in this charming home with a cozy patio and lush garden surroundings.

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
Backyard Garden Oasis
Stroll through a serene garden with mature trees and a variety of shrubs.

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (49)
"Cute garden area, quiet, nice all inclusive spot"
The price is CA $267
CA $298 total
includes taxes & fees
Aug 10 - Aug 11
Backyard Garden Oasis
Escape to Wine County in your independant Cottage in Downtown Calistoga
Stroll along the paved pathway to a charming entrance, surrounded by lush gardens and a large tree.

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. "
The price is CA $411
CA $554 total
includes taxes & fees
Aug 13 - Aug 14
Escape to Wine County in your independant Cottage in Downtown Calistoga
Comfort and Style in Our Queen Cottage
Enter a serene bedroom with a comfortable bed, bedside table, and wall-mounted lamp.

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (48)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
The price is CA $246
CA $329 total
includes taxes & fees
Aug 13 - Aug 14
Comfort and Style in Our Queen Cottage
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!

9.0 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!
Sunny View Cottage in the Beautiful Wine Country
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a microwave, and oven, along with a dishwasher and granite countertop.

Sunny View Cottage in the Beautiful Wine Country

10.0 out of 10, Exceptional, (273)
"Quiet setting great location!!"
Sunny View Cottage in the Beautiful Wine Country
TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
Situated in a wooded area, this cabin features a simple, rustic design with a sloped roof and large windows.

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!
Enjoy meals at the dining table, overlooking the backyard view.

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!
Santini Farmhouse | Complimentary tasting at Croix Winery included!
Stroll up to the charming entrance, surrounded by lush gardens and a vintage car.

Santini Farmhouse | Complimentary tasting at Croix Winery included!

10.0 out of 10, Exceptional, (48)
"Everything was perfect"
Santini Farmhouse | Complimentary tasting at Croix Winery included!
Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!
Relax in an outdoor space under a covered pergola, surrounded by lush greenery and a tranquil atmosphere.

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

9.8 out of 10, Exceptional, (43)
"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."
The price is CA $534
CA $1,232 total
includes taxes & fees
Aug 11 - Aug 12
Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!
1 Bedroom Cottage Walking Distance to Down Town
Enjoy cooking in this fully equipped kitchen with a gas stove, coffee maker, and dishwasher.

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!
Relax in a serene outdoor seating area overlooking a calm body of water with distant mountains.

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
Relax in a charming outdoor space with a pergola, brick wall, and lush greenery, perfect for dining or socializing.

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!"
The price is CA $275
CA $685 total
includes taxes & fees
Aug 11 - Aug 12
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Chalk Hill Cottage Close to Wineries
Situated in a serene wooded area, this charming home offers a peaceful retreat with a front porch and lush garden.

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
Warm And Cozy Mountain And Lake View Haven 2 Bedroom Cottage by RedAwning
Enjoy cooking in this well-lit kitchen with a large island, oven, and microwave.

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
Escape to wine country in your independent cottage in downtown Calistoga
Stroll through lush gardens to a charming entrance with a welcoming porch and seating area.

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."
The price is CA $398
CA $543 total
includes taxes & fees
Aug 11 - Aug 12
Escape to wine country in your independent cottage in downtown Calistoga
Heron House--Complimentary wine tasting at Croix included!
Relax in a serene hot tub surrounded by tall trees in a lush forest setting.

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!
Spacious Kelseyville Home w/ Large Lakefront Deck!
Relax on the deck overlooking the water with a view of distant landforms.

Spacious Kelseyville Home w/ Large Lakefront Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"I wish the grill had worked, but I love it."
Spacious Kelseyville Home w/ Large Lakefront Deck!
Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
Relax in a serene outdoor space with lounge chairs, a small table, and lush greenery.

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

10.0 out of 10, Exceptional, (62)
"Very clean, very beautiful, very quiet! A perfect place to stay while visiting Healdsburg."
Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
ALL INCLUSIVE AMENITIES:Kayak,SUP,Pedal Boat,PingPong,Pickleball,Movie Nt &MORE!
Relax in a serene outdoor setting with a hammock suspended between trees, surrounded by a deck and picturesque views.

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!
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

Four Seasons Resort and Residences Napa Valley

Four Seasons Resort and Residences Napa Valley

10/10 Excellent
"I recently stayed at this hotel during my trip to Napa, and it was absolutely wonderful. The staff were warm and welcoming, the room was spotless and comfortable, and every detail felt well thought-out. The location was perfect for exploring Napa’s wineries and restaurants, yet the property itself was peaceful and relaxing. I truly enjoyed my stay and would gladly come back again. Highly recommended!"
Minju 3-night trip
Posted 13 hours ago
Four Seasons Resort and Residences Napa Valley