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Search Holiday Rentals in Middletown

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Top Holiday Rentals in Middletown

Garden house with gas fireplace

10.0 out of 10, Exceptional, (1)
"We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is...
The price is £157
includes taxes & fees
26 Jun - 27 Jun
Garden house with gas fireplace

Emerald Lodge quiet efficiency

10.0 out of 10, Exceptional, (1)
"Very homey comfortable place. Peaceful 😊"
Emerald Lodge quiet efficiency

Love Shack private retreat

The price is £147
includes taxes & fees
8 Jul - 9 Jul
Love Shack private retreat

Tangerine Cottage spacious home

The price is £207
includes taxes & fees
26 Jun - 27 Jun
Tangerine Cottage spacious home

Riverbed House with hot tub

The price is £352
includes taxes & fees
23 Jul - 24 Jul
Riverbed House with hot tub

Guinda's Finest Nature Get-Away!

10.0 out of 10, Exceptional, (7)
"The property was adequate for our bachelor weekend, it was close to Yocha De Golf Course and the Cache Creek casino. We had a great time."
The price is £313
includes taxes & fees
27 Jun - 28 Jun
Guinda's Finest Nature Get-Away!

Deluxe Suite, Private Patio Overlooking Vineyard & Winery Property

The price is £367
includes taxes & fees
29 Jun - 30 Jun
Deluxe Suite, Private Patio Overlooking Vineyard & Winery Property

Stonehouse Lodge, Private Cottage on Winery & Vineyard Property

The price is £391
includes taxes & fees
30 Jun - 1 Jul
Stonehouse Lodge, Private Cottage on Winery & Vineyard Property

Jerusalem Ranch Guest Home

10.0 out of 10, Exceptional, (2)
"I came up with my teenage son and some of his far-flung friends who usually only meet on zoom and wanted to have a getaway together. They cooked, hiked and played board games. Everyone liked the house. It looked even nicer than the pictures. Very roomy. Lovely rural area to explore. Everything we could want for our stay except the wifi could be better. There was decent cell service though."
The price is £348
includes taxes & fees
30 Jun - 1 Jul
Jerusalem Ranch Guest Home

Family Wellness Sanctuary- near Harbin and Clearlake!

The price is £320
includes taxes & fees
28 Jun - 29 Jun
Family Wellness Sanctuary- near Harbin and Clearlake!

Clearlake Serenity House

The price is £276
includes taxes & fees
29 Jun - 30 Jun
Clearlake Serenity House

Lake house bungalow!

10.0 out of 10, Exceptional, (1)
"Love the location and owner is really helpful..will definitely keep this property in my favorite when i come back to clear lake"
The price is £209
includes taxes & fees
27 Jun - 28 Jun
Lake house bungalow!

Cozy Cottage: Panoramic Lake Views, WiFi, Deck

8.0 out of 10, Very good, (2)
"Beautiful view and comfy beds. "
The price is £170
includes taxes & fees
8 Jul - 9 Jul
Cozy Cottage: Panoramic Lake Views, WiFi, Deck

Bungalow on the lake

7.0 out of 10, Good, (6)
"Nice, quite and private"
The price is £130
includes taxes & fees
3 Jul - 4 Jul
Bungalow on the lake

Casa Blanca waterfront house with private pier & kayaks, sleeps 8

9.4 out of 10, Exceptional, (23)
"Traveled to the area for work. It was a great place that was in a great location. Really enjoyed the views of the lake from the deck. The host was great to work with and very accommodating!"
The price is £364
includes taxes & fees
30 Jun - 1 Jul
Casa Blanca waterfront house with private pier & kayaks, sleeps 8

Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning

3.0 star property
The price is £348
includes taxes & fees
27 Jun - 28 Jun
Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning

Lakeside Retreat with Private Boat Ramp by RedAwning

2.0 star property
9.6 out of 10, Exceptional, (4)
"Our visit was to attend a family memorial. The house was perfect. Quiet neighborhood with calming views. So beautifull! The beds were extremely comfortable and the shower in the master bedroom was so relaxing. I would love to come back in the summer. "
The price is £359
includes taxes & fees
29 Jun - 30 Jun
Lakeside Retreat with Private Boat Ramp by RedAwning

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 £351
includes taxes & fees
1 Jul - 2 Jul
Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6

STUNNING Lakefront, Beach/Huge DOCK,2 Kayaks, Sleep 8, Prime fishing spot

9.6 out of 10, Exceptional, (38)
"Great location and amazing dock."
The price is £409
includes taxes & fees
7 Jul - 8 Jul
STUNNING Lakefront, Beach/Huge DOCK,2 Kayaks, Sleep 8, Prime fishing spot

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

10.0 out of 10, Exceptional, (231)
"This is a beautiful home in a quaint location to build special memories. We will definitely return!!"
The price is £1,601
includes taxes & fees
1 Jul - 2 Jul
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
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 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?

Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8: This holiday home rental outside of Middletown is located in the city centre, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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 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 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.