
Holiday Homes in Middletown
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Middletown holiday homes

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 18Middletown

3. Cobb Mountain Chalet King Size Suite
Cobb Mountain Chalet King Size SuiteCobb
9.2 out of 10, Wonderful, (31 reviews)
The price is €151
includes taxes & fees
15 Nov - 16 Nov

4. Cobb Mountain Chalet Main Floor
Cobb Mountain Chalet Main FloorCobb
9.4 out of 10, Exceptional, (22 reviews)
The price is €187
includes taxes & fees
10 Dec - 11 Dec

5. Bungalow on the lake
Bungalow on the lakeClearlake
7.8 out of 10, Good, (8 reviews)
The price is €172
includes taxes & fees
21 Nov - 22 Nov

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)

7. Watefront Getaway w/ Mtn Views & Dock in Clearlake
Watefront Getaway w/ Mtn Views & Dock in ClearlakeClearlake
8.0 out of 10, Very good, (4 reviews)
The price is €242
includes taxes & fees
22 Nov - 23 Nov

9. Spacious Beautiful Country Home on 8 Private Acres
Spacious Beautiful Country Home on 8 Private AcresKelseyville

10. Jago Bay - Vineyard Home with Pool and Hot Tub
Jago Bay - Vineyard Home with Pool and Hot TubLower Lake
10.0 out of 10, Exceptional, (14 reviews)

11. 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)
The price is €418
includes taxes & fees
16 Nov - 17 Nov

12. Vineyard View Retreat • Fire Pit • Wine Tasting Perks
Vineyard View Retreat • Fire Pit • Wine Tasting PerksHealdsburg
9.8 out of 10, Exceptional, (19 reviews)

13. 2 Hidden Wine Country Gem Upstairs Unit
2 Hidden Wine Country Gem Upstairs UnitScenic Brush Creek
9.8 out of 10, Exceptional, (32 reviews)
The price is €244
includes taxes & fees
16 Nov - 17 Nov

14. The Parlour House at the Fainting Couch
The Parlour House at the Fainting CouchCobb
The price is €464
includes taxes & fees
13 Nov - 14 Nov

15. Lakefront Retreat • Private Yard + Fireplace
Lakefront Retreat • Private Yard + FireplaceClearlake Oaks
The price is €499
includes taxes & fees
13 Nov - 14 Nov

16. Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
Wine Country Farmhouse on a Horse Ranch w/ Hot TubSanta Rosa
10.0 out of 10, Exceptional, (75 reviews)
The price is €426
includes taxes & fees
15 Nov - 16 Nov

17. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Sonoma Wine Country Retreat | Near Top Wineries + Cozy EscapeNorthwest Santa Rosa
9.4 out of 10, Exceptional, (24 reviews)
The price is €325
includes taxes & fees
7 Dec - 8 Dec

18. Cozy Cottage: Panoramic Lake Views, WiFi, Deck
Cozy Cottage: Panoramic Lake Views, WiFi, DeckClearlake Oaks
8.2 out of 10, Very good, (15 reviews)
The price is €221
includes taxes & fees
16 Nov - 17 Nov

19. Hilltop Hideaway: 4 acres, Hot Tub, Stunning Views
Hilltop Hideaway: 4 acres, Hot Tub, Stunning ViewsClearlake Oaks
The price is €344
includes taxes & fees
17 Nov - 18 Nov

20. Luxury Private Estate at Zoella Vineyards in the heart of Wine Country
Luxury Private Estate at Zoella Vineyards in the heart of Wine CountryHealdsburg
9.6 out of 10, Exceptional, (68 reviews)
The price is €1,525
includes taxes & fees
17 Nov - 18 Nov
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.
Find holiday rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Middletown Hotel Reviews

Golden Haven Hot Springs
10/10 Excellent
Find out more about Middletown
Middletown Holiday Homes information
Number of reviews | 304 |
|---|---|
Accommodation | 588 Holiday Homes |
Lowest Price | €151 |
Highest Price | €1,525 |





































































