A calm river with clear water, surrounded by dense greenery and trees.

Middletown Vacation Rentals

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Our top choices for Middletown vacation homes

1. Emerald Lodge quiet efficiency

Emerald Lodge quiet efficiency
Middletown
10.0 out of 10, Exceptional, (4 reviews)
"Good place was very happy"
United States
Randy B.
The price is CA $128
CA $270 total
includes taxes & fees
Aug 23 - Aug 24
Emerald Lodge quiet efficiency

2. Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is CA $178
CA $375 total
includes taxes & fees
Aug 24 - Aug 25
Tangerine Cottage spacious home

3. 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 CA $1,232
CA $2,435 total
includes taxes & fees
Sep 7 - Sep 8
15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18

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

Hilltop Hideaway: 4 acres, Hot Tub, Stunning Views
Clearlake Oaks
The price is CA $219
CA $498 total
includes taxes & fees
Sep 9 - Sep 10
Hilltop Hideaway: 4 acres, Hot Tub, Stunning Views

5. Farm house 2 bedrooms cottage in Upper Lake with WiFi, AC, and family-friendly.

Farm house 2 bedrooms cottage in Upper Lake with WiFi, AC, and family-friendly.
Upper Lake
10.0 out of 10, Exceptional, (13 reviews)
"The property is amazing. Took the kids down to the pond/lake on site and they had a blast. Hosts were very friendly and had good communication."
United States
Sarah H.
The price is CA $133
CA $337 total
includes taxes & fees
Aug 28 - Aug 29
Farm house 2 bedrooms cottage in Upper Lake with WiFi, AC, and family-friendly.

6. Wine Country Farmhouse with Hot Tub

Wine Country Farmhouse with Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (74 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 CA $344
CA $690 total
includes taxes & fees
Sep 2 - Sep 3
Wine Country Farmhouse with Hot Tub

7. Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.2 out of 10, Wonderful, (30 reviews)
"The property is very clean and quiet. A lovely place to stay! "
United States
MIKE
The price is CA $111
CA $259 total
includes taxes & fees
Sep 2 - Sep 3
Cobb Mountain Chalet King Size Suite

8. 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 CA $185
CA $275 total
includes taxes & fees
Aug 24 - Aug 25
Bungalow on the lake

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

Watefront Getaway w/ Mtn Views & Dock in Clearlake
Clearlake
7.4 out of 10, Good, (3 reviews)
"Nice little house on the lake. Is a cabin style house for sure. Host is awesome great communication and makes sure u have what u need.Will return for sure."
United States
Arlen H.
The price is CA $180
CA $382 total
includes taxes & fees
Sep 2 - Sep 3
Watefront Getaway w/ Mtn Views & Dock in Clearlake

10. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (27 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 CA $145
CA $350 total
includes taxes & fees
Sep 1 - Sep 2
2 Hidden Wine Country Gem Upstairs Unit

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

Cozy Cottage: Panoramic Lake Views, WiFi, Deck
Clearlake Oaks
8.6 out of 10, Excellent, (12 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 CA $207
CA $349 total
includes taxes & fees
Sep 13 - Sep 14
Cozy Cottage: Panoramic Lake Views, WiFi, Deck

12. The Parlour House at the Fainting Couch

The Parlour House at the Fainting Couch
Cobb
The price is CA $829
CA $1,043 total
includes taxes & fees
Aug 24 - Aug 25
The Parlour House at the Fainting Couch

13. Waterfront Luxury- 3 Plus Bedrooms

Waterfront Luxury- 3 Plus Bedrooms
Clearlake Oaks
9.4 out of 10, Exceptional, (26 reviews)
"The comfort and privacy"
United States
Beverly D.
The price is CA $195
CA $471 total
includes taxes & fees
Aug 31 - Sep 1
Waterfront Luxury- 3 Plus Bedrooms

14. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful stay!"
United States
Adam C.
The price is CA $483
CA $550 total
includes taxes & fees
Sep 17 - Sep 18
Cozy Wine Country Guesthouse with Private Pool & Yard

15. Wildflower

Wildflower
Windsor
10.0 out of 10, Exceptional, (1 review)
"Very accommodating home with all the essentials. Awesome backyard for the dogs, great location and communication. "
United States
Keri S.
The price is CA $200
CA $1,107 total
includes taxes & fees
Sep 1 - Sep 2
Wildflower

16. Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is CA $228
CA $506 total
includes taxes & fees
Sep 2 - Sep 3
Wine Country Cottage Escape

17. Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (40 reviews)
"Great hosts. Very accommodating. Clean and beautiful property. Great timely communication with hosts."
United States
Neeraj
The price is CA $249
CA $747 total
includes taxes & fees
Sep 8 - Sep 9
Serenity at the Russian River

18. 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.
The price is CA $1,182
CA $2,330 total
includes taxes & fees
Sep 2 - Sep 3
Calistoga Vista-Pool, Hot Tub - Tastings Included

19. 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 CA $225
CA $594 total
includes taxes & fees
Sep 2 - Sep 3
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

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

Lakefront, 1 King Bed, dock, mist view, electronic firepit
Lower Lake
10.0 out of 10, Exceptional, (2 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 CA $577
CA $1,110 total
includes taxes & fees
Aug 24 - Aug 25
Lakefront, 1 King Bed, dock, mist view, electronic firepit
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

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Middletown Vacation Homes information

Number of reviews
9,484
Accommodation
590 Vacation Homes
Lowest Price
CA $123
Highest Price
CA $331

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