Title: Middletown Vacation Rentals from CA $95: Short-Term Rentals for 2025 | Expedia.ca

 

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![Awesome place just to relax. ](https://images.trvl-media.com/place/180934/0cf53fed-8c67-4d1d-be6d-adcfe858199c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Matthew Walls

# Middletown Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-11-23&endDate=2025-11-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 24 - Nov 25](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-11-24&endDate=2025-11-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Middletown

![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/6681e277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/e54df04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/2395c0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/03d9f902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Backyard Garden Oasis

Middletown

9.6/10

Exceptional

(51)

"Cute garden area, quiet, nice all inclusive spot"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jodi

CA $274

CA $305 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Middletown-Hotels-Backyard-Garden-Oasis.h893929.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/2000000/1440000/1430200/1430194/e694db01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/2000000/1440000/1430200/1430194/2ea78bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![20 Large Lakeview 1 BR 2 Queen Beds | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1440000/1430200/1430194/df2a4a93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![28 Large Lakeview 1 BR 1 Queen Bed | View from room](https://images.trvl-media.com/lodging/2000000/1440000/1430200/1430194/8d3e762c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clear Lake Cottages & Marina

Clearlake

9.0/10

Wonderful

(325)

"Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrey and Irina

CA $222

CA $248 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Clearlake-Hotels-Clear-Lake-Cottages-Marina.h1430194.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100880000/100879000/100878924/e582b535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/101000000/100880000/100879000/100878924/975ce67d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100880000/100879000/100878924/b1b52cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100880000/100879000/100878924/22734331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Bella Estate in Wine Country w/ New Pool!

Kenwood

9.6/10

Exceptional

(135)

"Lovely property. Pool was perfect for families with small children. Outdoor amenities are first rate. Comfortable bedding, well-equipped kitchen. Perfect setting for a large family gathering."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nita R.

CA $2,831

CA $4,843 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Kenwood-Hotels-Casa-Bella-Estate-In-Wine-Country-W-New-Pool.h100878924.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/114000000/113910000/113906000/113905989/w1080h966x0y0-c9356cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/114000000/113910000/113906000/113905989/01c8ed57_edited_da60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113910000/113906000/113905989/a73f88df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113910000/113906000/113905989/d89db855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ranch at Lake Sonoma

Geyserville

10/10

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 !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tamara

CA $84

CA $95 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/The-Ranch-At-Lake-Sonoma.h113905989.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/31000000/30080000/30075800/30075772/48e72db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30080000/30075800/30075772/76787be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30080000/30075800/30075772/d5f16c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30080000/30075800/30075772/f14f7e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

St Helena

10/10

Exceptional

(251)

"Wonderful home, perfect place for a family of all ages! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $2,327

CA $2,996 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/St-Helena-Hotels-Beautiful-Wine-Country-Vacation-Home-St-Helena-Permit-2012-34.h30075772.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/26000000/25180000/25174900/25174864/81002590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/26000000/25180000/25174900/25174864/45b170d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/26000000/25180000/25174900/25174864/8438dcfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/26000000/25180000/25174900/25174864/62200cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Kenwood

10/10

Exceptional

(243)

"Absolutely beautiful and fun getaway with family and friends. We can't wait to come back next year. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Judy W.

[](https://www.expedia.ca/Kenwood-Hotels-Private-Wine-Country-Estate-With-Panoramic-Views.h25174864.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103390000/103387000/103386983/1a1740ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103390000/103387000/103386983/038e7930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103390000/103387000/103386983/309d4aea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103390000/103387000/103386983/5be1d5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Calistoga Dream Inn

Calistoga

9.8/10

Exceptional

(21)

"This was a bright and lovely rental, so conveniently located! The beds were comfortable, the sheets were soft, and everything was spic and span."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Geraldine N.

[](https://www.expedia.ca/Calistoga-Hotels-Calistoga-Dream-Inn.h103386983.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/47000000/46570000/46564500/46564410/9394c2be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/47000000/46570000/46564500/46564410/4a339a92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/47000000/46570000/46564500/46564410/04633ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/47000000/46570000/46564500/46564410/481f79ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres

Sonoma County

10/10

Exceptional

(141)

"The property was perfect for my Mothers 75th birthday. We had a party of 8 adults and the proximity to downtown Calistoga was so convenient. Not only were the views breathtaking, the evening sunsets could not have been better. I definitely would recommend this property. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Kimberlie J.

[](https://www.expedia.ca/Calistoga-Hotels-Casa-Loma-Brand-New-Spectacular-Views.h46564410.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/79000000/78580000/78576000/78575970/692f56d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78580000/78576000/78575970/48819b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78580000/78576000/78575970/a581cc46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78580000/78576000/78575970/6027a246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Napa Estate With Pool/Hot-tub/Concierge

Calistoga

10/10

Exceptional

(49)

"Perfect location for a wine weekend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John W.

CA $1,851

CA $3,095 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Calistoga-Hotels-Luxury-Napa-Estate-With-PoolHot-TubConcierge.h78575970.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39150000/39148200/39148105/87760d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/40000000/39150000/39148200/39148105/eb123015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/40000000/39150000/39148200/39148105/becc9ec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/40000000/39150000/39148200/39148105/16ed9261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wine Country Redwood Estate in the Heart of Wine Country

Santa Rosa

9.8/10

Exceptional

(95)

"Our family of three generations really enjoyed the stay at the property.Thanks so much for the wine and gourmet goodies with fresh fruits, these were well received and much appreciated, the generous supply in the fridge and pantry were very helpful as well."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alan W.

[](https://www.expedia.ca/Santa-Rosa-Hotels-Wine-Country-Redwood-Estate-In-The-Heart-Of-Wine-Country.h39148105.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67460000/67453800/67453757/d09992aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/68000000/67460000/67453800/67453757/cc83b051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67460000/67453800/67453757/77f4f505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/68000000/67460000/67453800/67453757/b3bfbcb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wine Country Harvest Vacation Home

Scenic Brush Creek

9.8/10

Exceptional

(88)

"Very clean and beautiful place. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin K.

CA $690

CA $1,238 total

includes taxes & fees

Dec 5 - Dec 6

[](https://www.expedia.ca/Santa-Rosa-Hotels-Wine-Country-Harvest-Vacation-Home.h67453757.Hotel-Information)

![Meeting facility](https://images.trvl-media.com/lodging/33000000/32920000/32911400/32911370/6ce55127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Glenbrook Lodge - Private Creekside Estate | View from room](https://images.trvl-media.com/lodging/33000000/32920000/32911400/32911370/acd2c531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Glenbrook Lodge - Private Creekside Estate | Living room](https://images.trvl-media.com/lodging/33000000/32920000/32911400/32911370/4169cd57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/33000000/32920000/32911400/32911370/d2410386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mandala Springs Wellness Retreat Center

Kelseyville

8.6/10

Excellent

(27)

"Beautiful quiet retreat "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Belwadi

CA $227

CA $355 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Clear-Lake-Hotels-Mandala-Springs-Wellness-Retreat-Center.h32911370.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/112000000/111680000/111678500/111678444/456f10ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111680000/111678500/111678444/106949cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, stereo](https://images.trvl-media.com/lodging/112000000/111680000/111678500/111678444/f39008d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111680000/111678500/111678444/ab04e6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Bennett Valley Home with Privacy and Views

Santa Rosa

10/10

Exceptional

(67)

"We really enjoyed our stay. The house & farm were an amazing escape from the noise of the city. We will definitely be coming back if available. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James T.

[](https://www.expedia.ca/Santa-Rosa-Hotels-AS-SEEN-ON-PLUTO-TV-Modern-Bennett-Valley-Home-With-Privacy-And-Views.h111678444.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73250000/73241200/73241136/4c2b14d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73250000/73241200/73241136/a7d5dec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73250000/73241200/73241136/e04cf5fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/74000000/73250000/73241200/73241136/a01c257e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub

Riebli-Wallace Neighborhood Group

9.8/10

Exceptional

(102)

"We had a wonderful stay. Everything was as described and expected. Thank you, would stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JEFF H.

[](https://www.expedia.ca/Santa-Rosa-Hotels-3br-Wine-Country-Retreat.h73241136.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/52000000/51310000/51300800/51300715/1494dca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/52000000/51310000/51300800/51300715/ecbed76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/52000000/51310000/51300800/51300715/7643a5e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/52000000/51310000/51300800/51300715/85213bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Kelseyville

9.4/10

Exceptional

(31)

"Wonderful time, great house. Awesome memories "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

austin J.

[](https://www.expedia.ca/Kelseyville-Hotels-Beautiful-Lake-Front-Home-On-5-Acresmulti-Family-Vacations.h51300715.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/99732cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/709eea82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/16fb4ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/ec1ff136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escape to Wine County in your independant Cottage in Downtown Calistoga

Calistoga

9.6/10

Exceptional

(29)

"Truly loved our stay. These cottages are perfect place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bryan B.

CA $422

CA $578 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Calistoga-Hotels-Escape-To-Wine-County-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594416.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33497600/33497572/0b1ef7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/34000000/33500000/33497600/33497572/72065b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33497600/33497572/8a33499d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/34000000/33500000/33497600/33497572/c145612f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Healdsburg

10/10

Exceptional

(154)

"Beautiful home and grounds! We cannot wait to return!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lindsey M.

[](https://www.expedia.ca/Healdsburg-Hotels-4-BR4-BA-Vineyard-Retreat-Solar-Heated-Pool.h33497572.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33660000/33657800/33657734/922074f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/34000000/33660000/33657800/33657734/941c0f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33660000/33657800/33657734/ffb1be8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33660000/33657800/33657734/1fb75e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Napa Valley Estate Surrounded by Vineyards

Calistoga

9.8/10

Exceptional

(33)

"Amazing home and property. Suited for all ages.Quiet, comfortable, convenient to all Napa area.We loved it‼"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary Ann D.

[](https://www.expedia.ca/Calistoga-Hotels-Luxury-Napa-Valley-Estate-Surrounded-By-Vineyards.h33657734.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69340000/69333400/69333384/f0abee31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69340000/69333400/69333384/w1925h1284x426y0-5eb0d580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices, computer monitors](https://images.trvl-media.com/lodging/70000000/69340000/69333400/69333384/w1925h1284x426y0-0b7a1b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices, computer monitors](https://images.trvl-media.com/lodging/70000000/69340000/69333400/69333384/8620e609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escape to Paradise: A Stunning Tuscany-Style Home with Views of Vineyards

Napa

10/10

Exceptional

(26)

"What an amazing home! The best views imaginable; spacious gathering spots, lovely outdoor amenities. Quick and helpful communication with owner and property manager. Our group of 6 had a wonderful and memorable experience!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maria L.

[](https://www.expedia.ca/Napa-Hotels-Tuscan-House-In-A-Vineyard.h69333384.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/e518274e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/9262173b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/f9a63ef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/5c4f3828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Vineyard Estate | Sleeps 10

Windsor

10/10

Exceptional

(2)

"Stayed here for a wedding "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lanna E.

CA $660

CA $1,457 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Windsor-Hotels-Luxury-Estate-Awaits-Your-Ultimate-Vineyard-Escape.h109790438.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&regionId=180934&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

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## Top Middletown Hotel Reviews

![Golden Haven Hot Springs](https://images.trvl-media.com/lodging/10000000/9860000/9857000/9856954/cde0eb66_y.jpg)

### Golden Haven Hot Springs

10/10 Excellent

"The staff were great. We didn’t expect much from the hotel stay but it exceeded our expectations! The bed was comfortable, room was spacious and quiet. The TV had streaming options and cable. We got a room with the mineral tub. It filled quickly and the water was nice and hot! We usually do resort style hotels but took a chance on this place since it was only for one night. Glad we did because it was a gem. We walked to town for dinner and breakfast the next day. Nice stay. "

[](https://expedia.ca/Calistoga-Hotels-Golden-Haven-Hot-Springs.h9856954.Hotel-Information)

![Solage, Auberge Collection](https://images.trvl-media.com/lodging/2000000/1650000/1640100/1640078/23a76549_y.jpg)

### Solage, Auberge Collection

10/10 Excellent

"What's better than staying in wine country and relaxing in the spa after tastings? Nothing! This place is great. "

[](https://expedia.ca/Calistoga-Hotels-Solage.h1640078.Hotel-Information)

![The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3_y.jpg)

### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

10/10 Excellent

"The hot tub was really hot and it was nice. The pool wasn't really heated but it felt good after being in the hot tub. Breakfast was great. The breakfast area is small but it was fine. "

[](https://expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information)

![Art House Hotel and Suites](https://images.trvl-media.com/lodging/67000000/66160000/66153800/66153742/4c9b91b9_y.jpg)

### Art House Hotel and Suites

10/10 Excellent

"Spotless and comfortable. Staff were friendly and very European vibe"

[](https://expedia.ca/Santa-Rosa-Hotels-Art-House-Hotel.h66153742.Hotel-Information)

![Hotel E](https://images.trvl-media.com/lodging/33000000/32790000/32786000/32785942/b9103eda_y.jpg)

### Hotel E

10/10 Excellent

"The Staff was very nice, the room was very clean."

[](https://expedia.ca/Santa-Rosa-Hotels-Hotel-E.h32785942.Hotel-Information)

![La Quinta Inn & Suites Santa Rosa Sonoma](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/ea57e76d_y.jpg)

### La Quinta Inn & Suites Santa Rosa Sonoma

10/10 Excellent

"Clean room. Very comfortable. Across the street from a shopping center with restaurants, Trader Joe’s etc. Very convenient. "

[](https://expedia.ca/Santa-Rosa-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Santa-Rosa.h51310420.Hotel-Information)

![El Bonita Motel](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/f785b229_y.jpg)

### El Bonita Motel

10/10 Excellent

"Enjoyable stay "

[](https://expedia.ca/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information)

![Hotel La Rose](https://images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/65a52794_y.jpg)

### Hotel La Rose

10/10 Excellent

"Loved it "

[](https://expedia.ca/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information)

![Holiday Inn Express® Windsor Sonoma Wine Country by IHG](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c_y.jpg)

### Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent

"Breakfast/parking included. A big thing for us was it was not pet friendly. We like animals but not in our room where we are staying. This was the best place we stayed in on a 2 week vaca compared to other hotels we stayed in. Bed and linens were super comfy and the room was really nice and clean. "

[](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information)

## Find out more about Middletown

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Middletown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.  
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.  

## Explore a world of travel with Expedia

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-   [Vacation Homes in Middletown](https://expedia.ca/Middletown-Private-Vacation-Homes.d180934-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Middletown](https://expedia.ca/Middletown-Cottages.d180934-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Middletown](https://expedia.ca/Middletown-Apartments.d180934-aaApartments.Travel-Guide-Accommodation)
-   [Villas in Middletown](https://expedia.ca/Middletown-Villas.d180934-aaVillas.Travel-Guide-Accommodation)
-   [B&B in Middletown](https://expedia.ca/Middletown-Bed-And-Breakfast.d180934-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Farmstay in Middletown](https://expedia.ca/Middletown-Agritourism.d180934-aaAgritourism.Travel-Guide-Accommodation)
-   [Motels in Middletown](https://expedia.ca/Middletown-Motels.d180934-aaMotels.Travel-Guide-Accommodation)
-   [Cabin Rentals in Middletown](https://expedia.ca/Middletown-Cabins.d180934-aaCabins.Travel-Guide-Accommodation)
-   [Condo Rentals in Middletown](https://expedia.ca/Middletown-Condos.d180934-aaCondos.Travel-Guide-Accommodation)
-   [Resorts in Middletown](https://expedia.ca/Middletown-Resort-Hotels.d180934-aaResortHotels.Travel-Guide-Accommodation)
-   [Guest Houses in Middletown](https://expedia.ca/Middletown-Guest-Houses.d180934-aaGuestHouses.Travel-Guide-Accommodation)
-   [Aparthotels in Middletown](https://expedia.ca/Middletown-Apart-Hotels.d180934-aaApartHotels.Travel-Guide-Accommodation)
-   [Lodges in Middletown](https://expedia.ca/Middletown-Lodges.d180934-aaLodges.Travel-Guide-Accommodation)
-   [RV Parks in Middletown](https://expedia.ca/Middletown-RV-Parks.d180934-aaRVParks.Travel-Guide-Accommodation)
-   [Inns in Middletown](https://expedia.ca/Middletown-Inns.d180934-aaInns.Travel-Guide-Accommodation)
-   [Holiday Park Resorts in Middletown](https://expedia.ca/Middletown-Holiday-Parks.d180934-aaHolidayParks.Travel-Guide-Accommodation)
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## Frequently asked questions

### Can I find vacation rentals in Middletown?

> Yes, we offer vacation rentals close to top attractions in Middletown, or you can go with a secluded option if you'd like a relaxing place to 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 vacation rentals that Middletown has to offer?

> [Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021](https://www.expedia.ca/St-Helena-Hotels-Beautiful-Wine-Country-Vacation-Home-St-Helena-Permit-2012-34.h30075772.Hotel-Information): This vacation home rental near Middletown is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

### How many vacation rentals are there in Middletown?

> Expedia has 12 vacation 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 vacation rentals like in Middletown?

> Vacation rentals are private properties you can stay in for several days or longer in Middletown. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)