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Middletown Holiday Rentals

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Holiday Rentals in Middletown

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 NZ$363
includes taxes & fees
10 Aug - 11 Aug
Backyard Garden Oasis

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 NZ$339
includes taxes & fees
21 Aug - 22 Aug
Clear Lake Cottages & Marina

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 NZ$114
includes taxes & fees
15 Aug - 16 Aug
The Ranch at Lake Sonoma

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

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!

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

9.8 out of 10, Exceptional, (20)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is NZ$684
includes taxes & fees
11 Aug - 12 Aug
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.

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

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

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

3.5 star property
8.6 out of 10, Excellent, (27)
"Beautiful quiet retreat "
The price is NZ$423
includes taxes & fees
10 Aug - 11 Aug
Mandala Springs Wellness Retreat Center

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

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

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

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

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 NZ$848
includes taxes & fees
17 Aug - 18 Aug
Charming Wine Country Home w/Hot Tub near Downtown

Cobb Mountain Chalet King Size Suite

9.8 out of 10, Exceptional, (20)
"Perfect place to stay, nice and cozy!"
The price is NZ$247
includes taxes & fees
11 Aug - 12 Aug
Cobb Mountain Chalet King Size Suite

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 NZ$3,580
includes taxes & fees
12 Aug - 13 Aug
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

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

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

Frequently asked questions

Can I find holiday rentals in Middletown?

Yes, there are holiday rentals close to the most popular sights in Middletown, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Middletown has to offer?

LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!: This holiday home rental outside of Middletown is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Middletown?

Expedia has 12 holiday 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 holiday rentals like in Middletown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middletown. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.