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Middletown Vacation Rentals

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Check prices for these dates

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Aug 12 - Aug 13
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Aug 13 - Aug 14
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Aug 15 - Aug 17
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Aug 22 - Aug 24

Vacation Rentals in Middletown

Backyard Garden Oasis
Property grounds

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 ￥28,662
￥31,958 total
includes taxes & fees
Aug 13 - Aug 14
Backyard Garden Oasis
Clear Lake Cottages & Marina
View from property

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (317)
"The cabin was very clean and it was in a nice and quiet location."
The price is ￥26,248
￥29,266 total
includes taxes & fees
Aug 17 - Aug 18
Clear Lake Cottages & Marina
The Ranch at Lake Sonoma
Front of property

The Ranch at Lake Sonoma

1.0 star property
10.0 out of 10, Exceptional, (1)
"The location is fantastic, with a spectacular view on the lake if you choose a lakeview. A very genuine welcome from The Ranch team, with all detailed explanations, a map to help you to navigate around. For our first time going camping, we want definitely to come back there !"
The price is ￥8,776
￥10,005 total
includes taxes & fees
Aug 31 - Sep 1
The Ranch at Lake Sonoma
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, (58)
"The cottage is a comfortable house. "
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006
Fridge, microwave, oven, stovetop

3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006

10.0 out of 10, Exceptional, (128)
"The house was very nice and central to all Napa has to offer. The hosts were incredibly quick to respond and provided everything we needed and more.The location is quite but you can walk to Main Street. We'd stay here again!"
3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006
LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!
Outdoor dining

LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!

8.8 out of 10, Excellent, (13)
"Right on the lake nice place to stay"
LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!
Escape to Wine County in your independant Cottage in Downtown Calistoga
Terrace/patio

Escape to Wine County in your independant Cottage in Downtown Calistoga

10.0 out of 10, Exceptional, (21)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is ￥44,174
￥59,560 total
includes taxes & fees
Aug 18 - Aug 19
Escape to Wine County in your independant Cottage in Downtown Calistoga
Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.
Interior

Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

10.0 out of 10, Exceptional, (6)
"We had a pleasant stay at the property over the Memorial Day weekend. It’s away from the crowds but yet 15 mins from Sonoma Lake for water sports and 30 mins from Healdsburg. Amazing view and great time in the pool. "
Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.
Charming Lake View house with WiFi, AC in tranquil Clearlake Oaks
Terrace/patio

Charming Lake View house with WiFi, AC in tranquil Clearlake Oaks

Charming Lake View house with WiFi, AC in tranquil Clearlake Oaks
The Calistoga Cottage — Complimentary wine tasting at Croix included!
Outdoor spa tub

The Calistoga Cottage — Complimentary wine tasting at Croix included!

10.0 out of 10, Exceptional, (35)
"Our stay was outstanding. The house was exactly as listed. Clean, well maintained and an easy check in/out process. Would highly recommend!!"
The Calistoga Cottage — Complimentary wine tasting at Croix included!
Mandala Springs Wellness Retreat Center
Meeting facility

Mandala Springs Wellness Retreat Center

3.5 star property
8.6 out of 10, Excellent, (27)
"Beautiful quiet retreat "
The price is ￥23,800
￥37,245 total
includes taxes & fees
Aug 17 - Aug 18
Mandala Springs Wellness Retreat Center
Charming Country Home Nestled In Kenwood Village the heart of the wine country.
Terrace/patio

Charming Country Home Nestled In Kenwood Village the heart of the wine country.

10.0 out of 10, Exceptional, (200)
"Cozy accommodations for a local wedding were great. "
Charming Country Home Nestled In Kenwood Village the heart of the wine country.
The Perch - Luxury House on the Lake
Interior

The Perch - Luxury House on the Lake

9.8 out of 10, Exceptional, (57)
"We spent all our time out back.....Very nice."
The Perch - Luxury House on the Lake
The Lake Cottage on Soda Bay-Pet Friendly, Private Deck, Dock & Kayaks
Interior

The Lake Cottage on Soda Bay-Pet Friendly, Private Deck, Dock & Kayaks

10.0 out of 10, Exceptional, (66)
"Nice weekend by the lake Great fishing experience "
The Lake Cottage on Soda Bay-Pet Friendly, Private Deck, Dock & Kayaks
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg
Fridge, microwave, oven, stovetop

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

10.0 out of 10, Exceptional, (63)
"Great stay, recommend in every way"
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg
Charming Wine Country Home w/Hot Tub near Downtown
Property grounds

Charming Wine Country Home w/Hot Tub near Downtown

9.6 out of 10, Exceptional, (10)
"The home was very clean, stocked for guests, and the owner was great to communicate with. Zero complaints "
The price is ￥29,253
￥75,454 total
includes taxes & fees
Aug 18 - Aug 19
Charming Wine Country Home w/Hot Tub near Downtown
Cobb Mountain Chalet King Size Suite
Smart TV

Cobb Mountain Chalet King Size Suite

9.8 out of 10, Exceptional, (20)
"Perfect place to stay, nice and cozy!"
The price is ￥7,737
￥21,507 total
includes taxes & fees
Aug 25 - Aug 26
Cobb Mountain Chalet King Size Suite
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Interior

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

10.0 out of 10, Exceptional, (237)
"Wonderful accommodations for a family weekend in the wine country!"
The price is ￥244,547
￥313,391 total
includes taxes & fees
Aug 19 - Aug 20
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Casa Bella Estate in Wine Country w/ New Pool!
Outdoor dining

Casa Bella Estate in Wine Country w/ New Pool!

9.6 out of 10, Exceptional, (128)
"Cozy Location for a Corporate retreat!"
Casa Bella Estate in Wine Country w/ New Pool!
Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg
Outdoor pool

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

10.0 out of 10, Exceptional, (34)
"Absolutely wonderful stay. The house was beautiful and clean, with multiple spacious common areas for family time. The Limerick Lane team was also incredibly communicative and accommodating throughout. 100% recommend."
Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg
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

Hotel La Rose

Hotel La Rose

10/10 Excellent
"A beautiful comfortable property "
Stephen 3-night trip
Posted 13 hours ago
Hotel La Rose

Frequently asked questions

Can I find vacation rentals in Middletown?

Yes, we offer vacation rentals close to top attractions in Middletown, or you can go with a secluded option if you'd like a relaxing place to stay. Middletown is known for its hot springs and wineries. Make sure you have time to check out the spas and casinos during your trip.

What are some of the best vacation rentals that Middletown has to offer?

LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!: This vacation home near Middletown is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Middletown?

Expedia has 12 vacation rentals for your stay in Middletown.

What can I see and do in Middletown?

Explore the area and family-friendly sights such as Calistoga Spit N' Cycle, or get out into nature at a spot like Boggs Mountain Demonstration State Forest. Other places in town to visit include Twin Pine Casino and Beaver Creek Vineyards.

What are vacation rentals like in Middletown?

Vacation rentals are private properties you can stay in for several days or longer in Middletown. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.