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Middletown Vacation Rentals

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Check prices for these dates

Tonight
Jun 20 - Jun 21
Tomorrow
Jun 21 - Jun 22
This weekend
Jun 20 - Jun 22
Next weekend
Jun 27 - Jun 29

Vacation Rentals 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, (47)
"perfect place"
The price is ￥28,130
￥31,365 total
includes taxes & fees
Jun 29 - Jun 30
Backyard Garden Oasis
Clear Lake Cottages & Marina
View from property

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (313)
"The cabin was very clean and it was in a nice and quiet location."
The price is ￥23,113
￥25,771 total
includes taxes & fees
Jun 22 - Jun 23
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 ￥8,613
￥9,819 total
includes taxes & fees
Jun 27 - Jun 28
The Ranch at Lake Sonoma
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
Outdoor pool, a heated pool

Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

10.0 out of 10, Exceptional, (20)
"The host was very communicative before and during our stay. The property was very clean and exactly as shown in the pictures. Thanks for a great stay!"
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
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, (193)
"The house was charming and cozy. Plenty of room, beds and yet intimate. We loved the location too!"
Charming Country Home Nestled In Kenwood Village the heart of the wine country.
Casa Bella Estate in Wine Country w/ New Pool!
Outdoor dining

Casa Bella Estate in Wine Country w/ New Pool!

9.8 out of 10, Exceptional, (122)
"Cozy Location for a Corporate retreat!"
Casa Bella Estate in Wine Country w/ New Pool!
Lake Front Oasis-On the Lake/Pier/Full Kitchen Lakeport Room #2
Exterior

Lake Front Oasis-On the Lake/Pier/Full Kitchen Lakeport Room #2

9.0 out of 10, Wonderful, (2)
"Liked the peace & quiet. Great mattress, so slept well. Coffee set up not great. One coffee was open, leaving ony one small package. Went out & bought our own coffee Close to everything. Had a restful stay."
Lake Front Oasis-On the Lake/Pier/Full Kitchen Lakeport Room #2
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, (4)
"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.
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 ￥23,359
￥36,555 total
includes taxes & fees
Jun 23 - Jun 24
Mandala Springs Wellness Retreat Center
LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!
Outdoor dining

LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!

9.6 out of 10, Exceptional, (11)
"Right on the lake nice place to stay"
LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!
Luxury! Cigar Lounge, Pool, Hot Tub, BBQ, GAMES
Terrace/patio

Luxury! Cigar Lounge, Pool, Hot Tub, BBQ, GAMES

9.0 out of 10, Wonderful, (2)
"We had 3 couples plus one single person - and this was a great place to accommodate all of us. Our stay was very comfortable. Lots of amenities such as the pool table, foosball table, pool, and hot tub. Cigar lounge was a great surprise! We were wine tasting most of the weekend so didn't get to use much but it was a great place to unwind all together at the end of the day. Host is incredibly responsive - within minutes and was quick to answer all questions. "
Luxury! Cigar Lounge, Pool, Hot Tub, BBQ, GAMES
Luxury Napa Valley Estate Surrounded by Vineyards
Exterior

Luxury Napa Valley Estate Surrounded by Vineyards

9.8 out of 10, Exceptional, (31)
"This property is absolutely beautiful and perfect for large groups. I would recommend this property to everyone. "
Luxury Napa Valley Estate Surrounded by Vineyards
Rainbow Lodge
Exterior

Rainbow Lodge

2.0 star property
5.2 out of 10, (9)
"Dead bugs on the bathroom window ledge with the courtesy shampoo. Live spiders and earwigs. Shower leaked and Charlie wanted to come in and fix it. Should have been done before I got there. Arrived at check in time, had to wait 30 min for Charlie to get there. No ice machine. True flea bag motel. Run away!!"
The price is ￥12,919
￥16,579 total
includes taxes & fees
Jun 22 - Jun 23
Rainbow Lodge
Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6
Outdoor dining

Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6

9.6 out of 10, Exceptional, (54)
"So relaxing and peaceful place my family loved it unfortunately was for a short time but next time definitely will stay longer no doubt about booking it again "
The price is ￥25,970
￥60,857 total
includes taxes & fees
Jun 22 - Jun 23
Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6
Escape to Paradise: A Stunning Tuscany-Style Home with Views of Vineyards
Terrace/patio

Escape to Paradise: A Stunning Tuscany-Style Home with Views of Vineyards

10.0 out of 10, Exceptional, (19)
"Amazing location and charming home."
Escape to Paradise: A Stunning Tuscany-Style Home with Views of Vineyards
Calistoga Vineyard House
Smart TV, fireplace, stereo

Calistoga Vineyard House

10.0 out of 10, Exceptional, (43)
"Such a nice place. "
Calistoga Vineyard House
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, (59)
"Great stay, recommend in every way"
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg
Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub
Terrace/patio

Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub

10.0 out of 10, Exceptional, (91)
"Great location views and continently located. "
Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub
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, (31)
"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
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
Dining

✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨

10.0 out of 10, Exceptional, (292)
"Enjoyed it so much we extended our stay. Well equipped, comfortable bed, beautiful views."
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
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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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?

Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8: This vacation home near Middletown is located in the city center and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

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 SingleThread Farm at Dry Creek, 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.