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Middletown Holiday Rentals

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Check prices for these dates

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

Holiday Rentals in Middletown

Our top choices for Middletown holiday rentals

Backyard Garden Oasis
Property grounds

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 HK$1,511
HK$1,684 total
includes taxes & fees
30 Aug - 31 Aug
Backyard Garden Oasis
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 HK$463
HK$527 total
includes taxes & fees
3 Sept - 4 Sept
The Ranch at Lake Sonoma
Clear Lake Cottages & Marina
View from property

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (318)
"The cabin was very clean and it was in a nice and quiet location."
The price is HK$1,164
HK$1,298 total
includes taxes & fees
4 Sept - 5 Sept
Clear Lake Cottages & Marina
Rainbow Lodge
Exterior

Rainbow Lodge

2.0 star property
4.8 out of 10, (10)
"Staff was very nice. Could use some deep cleaning in areas and property could use a cleanup too. Bed was comfortable, ac worked as expected. Mini fridge and microwave was a plus. "
The price is HK$569
HK$751 total
includes taxes & fees
4 Sept - 5 Sept
Rainbow Lodge
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Terrace/patio

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

9.2 out of 10, Wonderful, (60)
"The cottage is a comfortable house. "
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!
Outdoor dining

LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!

8.4 out of 10, Very good, (14)
"Tim is an excellent host and responds quickly. The house was spacious enough for 6 adults and 4 kids. The a/c units in each room kept us nice and cool during the hot memorial weekend. The kiddos had a blast catching a bunch of fish, crappie, bluegill, and catfish. "
LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!
Casa Bella Estate in Wine Country w/ New Pool!
Outdoor dining

Casa Bella Estate in Wine Country w/ New Pool!

9.6 out of 10, Exceptional, (130)
"Great place to celebrate family members birthdays and Mother’s Day. Excellent location in Sonoma County close to wineries and easy access to SFO and Santa Rosa Airports. Walking distance to a great coffee shop and two wine tasting rooms. Nice large fenced area with pool, jacuzzi, outdoor grill and gathering area. We also enjoyed the covered front porch for relaxing and enjoying the outdoors."
The price is HK$20,444
HK$32,915 total
includes taxes & fees
20 Sept - 21 Sept
Casa Bella Estate in Wine Country w/ New Pool!
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, (55)
"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$1,369
HK$3,262 total
includes taxes & fees
2 Sept - 3 Sept
Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6
Escape to Wine County in your independant Cottage in Downtown Calistoga
Terrace/patio

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.6 out of 10, Exceptional, (22)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is HK$2,328
HK$3,170 total
includes taxes & fees
2 Sept - 3 Sept
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.
Interior

Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

10.0 out of 10, Exceptional, (8)
"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 HK$1,254
HK$1,963 total
includes taxes & fees
3 Sept - 4 Sept
Mandala Springs Wellness Retreat Center
Cobb Mountain Chalet King Size Suite
Smart TV

Cobb Mountain Chalet King Size Suite

9.8 out of 10, Exceptional, (21)
"Perfect place to stay, nice and cozy!"
The price is HK$399
HK$1,122 total
includes taxes & fees
1 Sept - 2 Sept
Cobb Mountain Chalet King Size Suite
Scenic and tranquil in the heart of Sonoma wine country.
Terrace/patio

Scenic and tranquil in the heart of Sonoma wine country.

10.0 out of 10, Exceptional, (98)
"Beautiful grounds and great location! Clean and comfortable."
Scenic and tranquil in the heart of Sonoma wine country.
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views
Fridge, microwave, oven, stovetop

Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

10.0 out of 10, Exceptional, (150)
"Wonderful house and yard. Manager is excellent as well. We love staying here"
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views
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, (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
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, (63)
"Great stay, recommend in every way"
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg
Beautiful Lake Front Home on 5 acres...multi family vacations
Exterior

Beautiful Lake Front Home on 5 acres...multi family vacations

9.4 out of 10, Exceptional, (30)
"Excellent lakefront property ! Amazing location and well maintained "
Beautiful Lake Front Home on 5 acres...multi family vacations
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Interior

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

10.0 out of 10, Exceptional, (240)
"We had a great stay! Thank you.Pictures don't do justice, this place is superb!"
The price is HK$13,627
HK$17,462 total
includes taxes & fees
30 Aug - 31 Aug
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
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, (22)
"Spacious, comfortable, beautiful views, and beautifully developed and landscaped. 5 kids and 5 adults and everyone enjoyed themselves in an old family location. "
Escape to Paradise: A Stunning Tuscany-Style Home with Views of Vineyards
The Calistoga Cottage — Complimentary wine tasting at Croix included!
Outdoor spa tub

The Calistoga Cottage — Complimentary wine tasting at Croix included!

10.0 out of 10, Exceptional, (36)
"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!
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

Find out more about Middletown

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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Casa Bella Estate in Wine Country w/ New Pool!: This holiday home rental outside of Middletown is located in a rural location, and has a fireplace, a BBQ and air conditioning to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.