Holiday Rentals Middletown from ฿2,946: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Middletown has to offer?

Lakefront Home Private Boat Ramp, Clear Lake : This holiday home rental outside Middletown has laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven and a coffee maker.

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Our top choices for Middletown holiday rentals

Backyard Garden Oasis

Middletown

Jodi

฿7,614 total

includes taxes & fees

3 Jul - 4 Jul

The Ranch at Lake Sonoma

Geyserville

Evelyn

฿2,946 total

includes taxes & fees

6 Jun - 7 Jun

Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, free WiFi, bed sheets

Wildhaven Sonoma Glamping

Healdsburg

Ismelda Cortez

฿4,395 total

includes taxes & fees

4 Jun - 5 Jun

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Clearlake

฿8,808 total

includes taxes & fees

7 Jun - 8 Jun

Sonoma Stonehouse, Wine Country Vibes

Santa Rosa

Tara

฿11,909 total

includes taxes & fees

24 Jun - 25 Jun

Rouge Cobb Mountain Hotel - Cabin 3

Cobb

JOSELITA

฿8,642 total

includes taxes & fees

8 Jun - 9 Jun

Half-mi to Clear Lake: Group Getaway in a Church

Lakeport

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Top Middletown Hotel Reviews

Hotel E

10/10 Excellent

"Hotel E was wonderful. We went to Santa Rosa for the weekend, check in was a breeze, the staff gave us recommendations for food and advised us to go to dinner early since it was a Sunday and everything closes early. They were super helpful and very friendly. The Hotel is very new and super has a very nice and clean interior. I will definitely stay here on my next visit."

Hyatt Regency Sonoma Wine Country

10/10 Excellent

"This is a gorgeous hotel right in the heart of Santa Rosa. Walkable to the cute downtown corridor with restaurants and their summer market nearby. Despite its proximity to the freeway, the property is very quiet. They offer nice welcoming amenities like sunset s'mores around a HUGE fire pit, yoga on the lawn, and wine tastings. I've stayed at a nearby hotel many times before, but I plan to return because I really enjoyed this place so much more."

UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel

10/10 Excellent

"We had a 2 night stay for a girl’s trip. Proximity to downtown Calistoga, restaurants, shops, hot springs and wineries were amazing. The staff were friendly and accommodating. We especially enjoyed the mineral pool, hot tub, and free bikes to explore the area. Highly recommend!"

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:

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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?

Lakefront Home Private Boat Ramp, Clear Lake: This holiday home rental outside Middletown has laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven and a coffee maker.

How many holiday rentals are there in Middletown?

Expedia has 11 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 Robert Louis Stevenson State Park.

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.

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