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Holiday Homes in Middletown

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Middletown holiday homes

A covered porch with two grey upholstered chairs and a small table, wooden railings, and a window with a curtain.

1. Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is AU$410
includes taxes & fees
28 Oct - 29 Oct
Tangerine Cottage spacious home
A swimming pool with a stone border, a white fence, and umbrellas.

2. 15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18

15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18
Middletown
The price is AU$2,734
includes taxes & fees
1 Nov - 2 Nov
15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18
A covered outdoor deck with a table and chairs, a grill, and a bottle of wine.

3. Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.2 out of 10, Wonderful, (31 reviews)
"Lovely place, very clean, in quiet surroundings."
United States
Brigid
The price is AU$267
includes taxes & fees
2 Nov - 3 Nov
Cobb Mountain Chalet King Size Suite
A hallway with wooden walls and a blue door, leading to a room with a bed and a table.

4. Cobb Mountain Chalet Main Floor

Cobb Mountain Chalet Main Floor
Cobb
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful view from the deck! Wind was blowing the tree in the evening and it was so peaceful. House had everything you could need."
United States
tabatha p.
The price is AU$304
includes taxes & fees
1 Nov - 2 Nov
Cobb Mountain Chalet Main Floor
A lakeside view with a wooden dock extending into the water, a grassy area, and a building with large windows.

5. Bungalow on the lake

Bungalow on the lake
Clearlake
7.8 out of 10, Good, (8 reviews)
"Great little cottage for a good price. "
United States
Danielle C.
The price is AU$288
includes taxes & fees
3 Nov - 4 Nov
Bungalow on the lake
A hot tub with a view of mountains, a wicker chair, and a wooden deck with string lights.

6. Fully Furnished 3BR Home with a Hot Tub & Views Kelseyville.

Fully Furnished 3BR Home with a Hot Tub & Views Kelseyville.
Kelseyville
9.4 out of 10, Exceptional, (6 reviews)
"Nice place, great hot tub. We enjoyed our stay."
United States
Jessica W.
The price is AU$426
includes taxes & fees
1 Nov - 2 Nov
Fully Furnished 3BR Home with a Hot Tub & Views Kelseyville.
A wooden pathway leading to a house with a view of a lake and mountains.

7. Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
Clearlake
8.0 out of 10, Very good, (4 reviews)
"We had a wonderful one-night stay at this waterfront home. The location is unbeatable: right on the lake with mountain views and a private dock, and it made a perfect home base for a show at Cache Creek Winery. The host was excellent, quick to respond with clear check-in instructions, and the place was spotless when we arrived. Comfortable beds, everything we needed for the weekend, and easy to find. We would happily stay here again and recommend it to anyone visiting Clear Lake."
United States
Alison
The price is AU$392
includes taxes & fees
3 Nov - 4 Nov
Watefront Getaway w/ Mtn Views & Dock in Clearlake
A balcony with wicker furniture and a glass table, overlooking a scenic landscape during sunset.

8. Vineyard View Retreat • Fire Pit • Wine Tasting Perks

Vineyard View Retreat • Fire Pit • Wine Tasting Perks
Healdsburg
9.8 out of 10, Exceptional, (17 reviews)
"Great place. Quiet, very clean, close to Healdsburg, grocery stores, etc. Very helpful and nice host. We would definitely stay here again when in the area."
United States
Mark R.
The price is AU$599
includes taxes & fees
29 Oct - 30 Oct
Vineyard View Retreat • Fire Pit • Wine Tasting Perks
A bedroom with a large bed, a dining table with chairs, a small table with a lamp, and a view of the sea through large windows.

9. Entire Lake Front home on Beautiful Clearlake with Private Dock! See Pics!

Entire Lake Front home on Beautiful Clearlake with Private Dock! See Pics!
Lower Lake
9.2 out of 10, Wonderful, (7 reviews)
"What a beautiful, peaceful place! Our goal was to unplug and recharge this week and watching the birds and bats first thing in the morning set the tone!"
United States
Lauren R.
The price is AU$699
includes taxes & fees
3 Nov - 4 Nov
Entire Lake Front home on Beautiful Clearlake with Private Dock! See Pics!
A modern kitchen with stainless steel appliances, grey cabinets, and a marble backsplash.

10. The Parlour House at the Fainting Couch

The Parlour House at the Fainting Couch
Cobb
The price is AU$753
includes taxes & fees
28 Oct - 29 Oct
The Parlour House at the Fainting Couch
A swimming pool with a slide, a barbecue area, and a wooden deck.

11. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is AU$395
includes taxes & fees
28 Oct - 29 Oct
2 Hidden Wine Country Gem Upstairs Unit
An outdoor dining area with a stone barbecue, a pool, and a view of the mountains.

12. Calistoga Vista-Pool, Hot Tub - Tastings Included

Calistoga Vista-Pool, Hot Tub - Tastings Included
Calistoga
10.0 out of 10, Exceptional, (4 reviews)
"This home is wonderful! So comfortable and clean, the grounds and landscape are serene and stunning, the town is charming and welcoming. And the complimentary tasting at Croix was fabulous; we loved everything about it! "
United States
Bethany T.
Calistoga Vista-Pool, Hot Tub - Tastings Included
A waterfront property with multiple buildings, a dock, and a palm tree.

13. Lakefront, 1 King Bed, dock, mist view, electronic firepit

Lakefront, 1 King Bed, dock, mist view, electronic firepit
Lower Lake
7.4 out of 10, Good, (3 reviews)
"Host was very welcoming and we had many amenities, including the dock, movies, and foosball. Overall, enjoyed the stay very much. Minor issues existed but were resolved fairly quickly"
United States
Vishnu N.
The price is AU$1,113
includes taxes & fees
3 Nov - 4 Nov
Lakefront, 1 King Bed, dock, mist view, electronic firepit
An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

14. Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (75 reviews)
"The property was beautiful and the beds were so comfy! The property manager was very friendly and responsive. "
United States
Abigail M.
The price is AU$670
includes taxes & fees
28 Oct - 29 Oct
Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
A deck with outdoor seating, a hammock, and a view of mountains and water.

15. Hilltop Hideaway: 4 acres, Hot Tub, Stunning Views

Hilltop Hideaway: 4 acres, Hot Tub, Stunning Views
Clearlake Oaks
The price is AU$530
includes taxes & fees
1 Nov - 2 Nov
Hilltop Hideaway: 4 acres, Hot Tub, Stunning Views
A wooden deck with two chairs facing a body of water and mountains in the background.

16. STUNNING Lakefront, Huge DOCK,2 Kayaks, Sleep 8, Prime fishing spot

STUNNING Lakefront, Huge DOCK,2 Kayaks, Sleep 8, Prime fishing spot
Clearlake Oaks
9.6 out of 10, Exceptional, (62 reviews)
"This was the second time my family has stayed on this property and we enjoyed it very much. You’re right on the lake, so it’s very enjoyable for children to be able to fish and enjoy the water."
United States
Lauren R.
The price is AU$658
includes taxes & fees
28 Oct - 29 Oct
STUNNING Lakefront, Huge DOCK,2 Kayaks, Sleep 8, Prime fishing spot
A view of a lake with trees in the foreground and hills in the background.

17. Cozy Cottage: Panoramic Lake Views, WiFi, Deck

Cozy Cottage: Panoramic Lake Views, WiFi, Deck
Clearlake Oaks
8.4 out of 10, Very good, (14 reviews)
"Great communication from the property owner! Easy stay, well-appointed for our brief stay - beautiful lake views, sunsets, and sunrise!"
United States
Melanie B.
The price is AU$362
includes taxes & fees
3 Nov - 4 Nov
Cozy Cottage: Panoramic Lake Views, WiFi, Deck
Private kitchen

18. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"very nice space "
United States
kevin c.
The price is AU$498
includes taxes & fees
9 Nov - 10 Nov
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
A deck with outdoor seating, hot tubs, and a glass door leading to a forested area.

19. River View Lodge - Hot Tub and Tastings Included

River View Lodge - Hot Tub and Tastings Included
Healdsburg
9.6 out of 10, Exceptional, (75 reviews)
"Wonderful vacation and location. "
United States
Leslie M.
The price is AU$1,607
includes taxes & fees
3 Nov - 4 Nov
River View Lodge - Hot Tub and Tastings Included
A dining area with a wooden table and chairs, a white macrame runner, and a hanging plant.

20. Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! The area is beautiful, peaceful and quiet. The house is clean, well maintained and equipped. Really enjoyed it and look forward to our next visit."
United States
Tina A.
The price is AU$514
includes taxes & fees
2 Nov - 3 Nov
Wine Country Cottage Escape
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

Solage, Auberge Collection

Solage, Auberge Collection

10/10 Excellent
"The best place in Napa. Solbar restaurant is excellent , great preparation on the King Salmon Don’t miss the spa and treatments there as well as the mineral and magnesium pools. Staff is so helpful and knowledgeable about wineries"
Keith 2-night trip
Posted less than an hour ago
Solage, Auberge Collection

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
375
Accommodation
586 Holiday Homes
Lowest Price
AU$267
Highest Price
AU$2,734