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Middletown Holiday Rentals

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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan

Holiday Rentals in Middletown

Property grounds
Backyard Garden Oasis
Backyard Garden Oasis
3.0 star property
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
The price is HK$1,508
HK$1,682 total
includes taxes & fees
16 Oct - 17 Oct
Backyard Garden Oasis
View from property
Clear Lake Cottages & Marina
Clear Lake Cottages & Marina
2.5 star property
9.0 out of 10, Wonderful, (321)
"Great stay!"
The price is HK$1,162
HK$1,296 total
includes taxes & fees
19 Oct - 20 Oct
Clear Lake Cottages & Marina
Front of property
The Ranch at Lake Sonoma
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 HK$462
HK$526 total
includes taxes & fees
16 Oct - 17 Oct
The Ranch at Lake Sonoma
Outdoor dining
Casa Bella Estate in Wine Country w/ New Pool!
Casa Bella Estate in Wine Country w/ New Pool!
9.6 out of 10, Exceptional, (132)
"The house was amazing and the yard was perfect of our celebration of by 85th BD!"
Casa Bella Estate in Wine Country w/ New Pool!
Interior
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, (246)
"Wonderful home, perfect place for a family of all ages! "
The price is HK$13,216
HK$17,018 total
includes taxes & fees
2 Nov - 3 Nov
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Terrace/patio
Escape to Wine County in your independant Cottage in Downtown Calistoga
Escape to Wine County in your independant Cottage in Downtown Calistoga
9.6 out of 10, Exceptional, (27)
"Great cottage near downtown. "
The price is HK$2,324
HK$3,142 total
includes taxes & fees
2 Nov - 3 Nov
Escape to Wine County in your independant Cottage in Downtown Calistoga
Outdoor dining
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
10.0 out of 10, Exceptional, (240)
"Truly one of the best rentals I’ve ever stayed in. The host is super responsive and easy to work with, the house is great and the views/outdoor space are absolutely incredible. Would love to return in the future! "
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
Interior
Casa Blanca waterfront house with private pier , sleeps 8. 4 bedrooms, 3 Bath
Casa Blanca waterfront house with private pier , sleeps 8. 4 bedrooms, 3 Bath
9.2 out of 10, Wonderful, (29)
"Great views. House offers everything you need! Great stay, no problems "
The price is HK$3,498
HK$6,132 total
includes taxes & fees
1 Nov - 2 Nov
Casa Blanca waterfront house with private pier , sleeps 8. 4 bedrooms, 3 Bath
Smart TV, fireplace, DVD player, books
Wine Country Getaway with Panoramic Views-5 min from downtown Healdsburg
Wine Country Getaway with Panoramic Views-5 min from downtown Healdsburg
10.0 out of 10, Exceptional, (264)
"We were enchanted with the view. We loved watching the little quail family. We cooked, went out (everything was so close), and visited wineries. It was our best yet place to stay in the Sonoma area.And the cleanest and well equipped!!"
Wine Country Getaway with Panoramic Views-5 min from downtown Healdsburg
Exterior
Luxury Napa Valley Estate Surrounded by Vineyards
Luxury Napa Valley Estate Surrounded by Vineyards
9.8 out of 10, Exceptional, (33)
"The house is really beautiful and is very well maintained. Jess the host was always very nice and answered all our questions on time. We took our chef and it was a great experiencia over all.Spectacular property!"
Luxury Napa Valley Estate Surrounded by Vineyards
Outdoor spa tub
Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres
Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres
10.0 out of 10, Exceptional, (138)
"Stunning views, beautiful property - highly recommend. "
Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres
Interior
The Lake Cottage on Soda Bay-Pet Friendly, Private Deck, Dock & Kayaks
The Lake Cottage on Soda Bay-Pet Friendly, Private Deck, Dock & Kayaks
10.0 out of 10, Exceptional, (71)
"Surprisingly tucked away near the shore- fun, clean place, which is a great getaway. It’s so pleasant with the amazing view of Clearlake and the Hills to the north."
The Lake Cottage on Soda Bay-Pet Friendly, Private Deck, Dock & Kayaks
Exterior
Luxury Napa Estate With Pool/Hot-tub/Concierge
Luxury Napa Estate With Pool/Hot-tub/Concierge
10.0 out of 10, Exceptional, (48)
"We were a group of 13 adults and 8 kids, meeting up for a college reunion. This home accommodated our large group wonderfully! There was plenty room, activities, and supplies - the kitchen was stocked really well. The property management team was extremely quick and responsive to us and met all the expectations. Highly recommend this home!"
The price is HK$10,204
HK$16,992 total
includes taxes & fees
4 Nov - 5 Nov
Luxury Napa Estate With Pool/Hot-tub/Concierge
A heated pool
Iconia: Historic Mansion, Heated Pool, 9 Bedrooms
Iconia: Historic Mansion, Heated Pool, 9 Bedrooms
9.8 out of 10, Exceptional, (13)
"Great house for a offsite"
Iconia: Historic Mansion, Heated Pool, 9 Bedrooms
Terrace/patio
Escape to Paradise: A Stunning Tuscany-Style Home with Views of Vineyards
Escape to Paradise: A Stunning Tuscany-Style Home with Views of Vineyards
10.0 out of 10, Exceptional, (25)
"Incredible property. Incomparable views. The home has incredible attention to details. Wonderful host."
Escape to Paradise: A Stunning Tuscany-Style Home with Views of Vineyards
Meeting facility
Mandala Springs Wellness Retreat Center
Mandala Springs Wellness Retreat Center
3.5 star property
8.6 out of 10, Excellent, (27)
"Beautiful quiet retreat "
The price is HK$1,252
HK$1,960 total
includes taxes & fees
16 Oct - 17 Oct
Mandala Springs Wellness Retreat Center
Outdoor pool
Luxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis!
Luxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis!
10.0 out of 10, Exceptional, (82)
"A beautiful huge property with nice accommodations "
Luxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis!
Fridge, microwave, oven, stovetop
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views
10.0 out of 10, Exceptional, (152)
"Couldn't have asked for a more perfect spot to make a big group dinner, drink wine on the porch at sunset and swim and hot tub with a vineyard view. The location of this home is perfect and it may be the most comfortable home we've ever stayed inn -- will most certainly return."
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views
Terrace/patio
Charming Country Home Nestled In Kenwood Village the heart of the wine country.
Charming Country Home Nestled In Kenwood Village the heart of the wine country.
10.0 out of 10, Exceptional, (206)
"My family and I had a wonderful time making memories here in this home away from home. The yard is beautiful."
Charming Country Home Nestled In Kenwood Village the heart of the wine country.
Outdoor dining
Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6
Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6
9.6 out of 10, Exceptional, (59)
"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 HK$3,498
HK$6,000 total
includes taxes & fees
1 Nov - 2 Nov
Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6
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

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

10/10 Excellent
"Breakfast was good enough, they need to put more tables"
MARIO XAVIER 4-night trip
Posted 3 days ago
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

  • View our selection of featured holiday rentals in Middletown
  • Use the map to find apartments and other holiday homes in the Middletown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

Look no further and take a look at our great range of rental properties in Middletown!

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?

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021: This holiday home rental outside of Middletown is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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.