Title: Middletown Vacation Rentals from CA $94: Short-Term Rentals for 2025 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d180934.Travel-Guide-Hotels)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d180934.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d180934.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/7d3c785c1b89812c0f51c3c641644805.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Shannon Willitts # Middletown Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2026-01-02&endDate=2026-01-04&adults=2&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) ![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) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/e11ce903.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) ### Backyard Garden Oasis Middletown 9.6/10 Exceptional (51) "Cute garden area, quiet, nice all inclusive spot" CA $271 CA $302 total includes taxes & fees Oct 9 - Oct 10 [](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 (320) "Great stay!" CA $211 CA $236 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Clearlake-Hotels-Clear-Lake-Cottages-Marina.h1430194.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) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/114000000/113910000/113906000/113905989/35f81563.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 !" CA $83 CA $94 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/The-Ranch-At-Lake-Sonoma.h113905989.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) ![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) ![Pool](https://images.trvl-media.com/lodging/101000000/100880000/100879000/100878924/975ce67d.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 (132) "Cozy Location for a Corporate retreat!" [](https://www.expedia.ca/Kenwood-Hotels-Casa-Bella-Estate-In-Wine-Country-W-New-Pool.h100878924.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) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30080000/30075800/30075772/f14f7e05.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) ### Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021 St Helena 10/10 Exceptional (246) "Loved the house and location! " CA $2,370 CA $3,052 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Exterior detail](https://images.trvl-media.com/lodging/26000000/25180000/25174900/25174864/62200cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/26000000/25180000/25174900/25174864/ff394f01.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 (238) "Truly one of the best rentals I’ve ever stayed in. The host is super responsive and easy to work with, the house is great and the views/outdoor space are absolutely incredible. Would love to return in the future! " [](https://www.expedia.ca/Kenwood-Hotels-Private-Wine-Country-Estate-With-Panoramic-Views.h25174864.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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/709eea82.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 (26) "Great cottage near downtown. " CA $417 CA $566 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Calistoga-Hotels-Escape-To-Wine-County-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594416.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) ![Exterior](https://images.trvl-media.com/lodging/70000000/69340000/69333400/69333384/w1928h1284x425y0-f870c3a9.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 (25) "Incredible property. Incomparable views. The home has incredible attention to details. Wonderful host." [](https://www.expedia.ca/Napa-Hotels-Tuscan-House-In-A-Vineyard.h69333384.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95830000/95820900/95820845/41c12044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95830000/95820900/95820845/0888a039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95830000/95820900/95820845/2ac76835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95830000/95820900/95820845/d2d3e8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cobb Mountain Chalet King Size Suite Cobb 9.4/10 Exceptional (24) "Perfect place to stay, nice and cozy!" CA $68 CA $197 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Kelseyville-Hotels-Cobb-Mountain-Chalet-Kings-Size-Suite.h95820845.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103740000/103733100/103733096/b186d768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Single Room, 1 Queen Bed](https://images.trvl-media.com/lodging/104000000/103740000/103733100/103733096/0f29b76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/104000000/103740000/103733100/103733096/e96b272e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/104000000/103740000/103733100/103733096/3ee24916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rainbow Lodge Lakeport 4.8/10 (15) "Friendly manager at check in, quiet location, conveniently located. Room was adequately " CA $106 CA $140 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Lakeport-Hotels-Rainbow-Lodge.h103733096.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 | Living room](https://images.trvl-media.com/lodging/33000000/32920000/32911400/32911370/4169cd57.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 area](https://images.trvl-media.com/lodging/33000000/32920000/32911400/32911370/6507ba0c.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 " CA $225 CA $352 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Clear-Lake-Hotels-Mandala-Springs-Wellness-Retreat-Center.h32911370.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) ![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) ![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/34000000/33660000/33657800/33657734/8f234056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Napa Valley Estate Surrounded by Vineyards Calistoga 9.8/10 Exceptional (33) "The house is really beautiful and is very well maintained. Jess the host was always very nice and answered all our questions on time. We took our chef and it was a great experiencia over all.Spectacular property!" [](https://www.expedia.ca/Calistoga-Hotels-Luxury-Napa-Valley-Estate-Surrounded-By-Vineyards.h33657734.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/26000000/25150000/25141000/25140912/51264046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/26000000/25150000/25141000/25140912/cb0ab2d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25150000/25141000/25140912/0addaced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/26000000/25150000/25141000/25140912/878cbd95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019 Saint Helena 9.8/10 Exceptional (91) "Overall, our stay was great. The house was very good, a bit loud at night due to trucks driving down the main road, but the location was perfect!!! We walked downtown for coffee and for dinner, and it is very close to many wineries. Communication with the owner was excellent! I would stay here again. " [](https://www.expedia.ca/St-Helena-Hotels-Downtown-St-Helena-Retreat-With-Pool.h25140912.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/102000000/101840000/101836200/101836102/5b832e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/102000000/101840000/101836200/101836102/ce606582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101840000/101836200/101836102/f3fbcb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/102000000/101840000/101836200/101836102/5edfd287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iconia: Historic Mansion, Heated Pool, 9 Bedrooms Santa Rosa 9.8/10 Exceptional (12) "Great house for a offsite" [](https://www.expedia.ca/Santa-Rosa-Hotels-Iconia-Historic-Mansion.h101836102.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33490000/33482500/33482426/f268766e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33482500/33482426/w849h564x1y1-631b47f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33490000/33482500/33482426/w799h599x1y1-948ba9dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33482500/33482426/789c2fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis! Calistoga 10/10 Exceptional (82) "A beautiful huge property with nice accommodations " [](https://www.expedia.ca/Calistoga-Hotels-Luxury-Vineyard-Guest-House-With-Amazing-Views.h33482426.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/86000000/85740000/85738500/85738424/591fd5ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85740000/85738500/85738424/c7e2c62e_edited_ae35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/86000000/85740000/85738500/85738424/275690b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/86000000/85740000/85738500/85738424/68d32689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Blanca waterfront house with private pier , sleeps 8. 4 bedrooms, 3 Bath Clearlake 9.0/10 Wonderful (28) "Great house in a great location. Everything my family needed for memorable trip was provided and then some. Quiet neighborhood with easy access to the water for swimming, paddle boarding, and boating. We will definitely look into booking this again in the future." CA $627 CA $1,100 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Clearlake-Hotels-Casa-Blanca-Waterfront-House-With-Private-Pier-Kayaks.h85738424.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) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/68000000/67460000/67453800/67453757/b3bfbcb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/68000000/67460000/67453800/67453757/eceb03e9.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) ### Wine Country Harvest Vacation Home Scenic Brush Creek 9.8/10 Exceptional (87) "The house is beautiful, the location allows easy access to key locations. We loved our stay. " CA $932 CA $1,537 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Santa-Rosa-Hotels-Wine-Country-Harvest-Vacation-Home.h67453757.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33497600/33497572/f2931727.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 (152) "The photos do not do this place justice! The pool and yard are absolutely magical. Each room has been thoughtfully updated. Would definitely stay again." [](https://www.expedia.ca/Healdsburg-Hotels-4-BR4-BA-Vineyard-Retreat-Solar-Heated-Pool.h33497572.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34120000/34113700/34113642/ed577783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34120000/34113700/34113642/c8d66314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/35000000/34120000/34113700/34113642/af8e5746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/35000000/34120000/34113700/34113642/31838de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6 Clearlake 9.6/10 Exceptional (58) "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 " CA $627 CA $1,090 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Clearlake-Hotels-Beautiful-Lake-Front-House-With-Spectacular-View.h34113642.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78410000/78403600/78403599/f19a6394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78410000/78403600/78403599/0cd8384c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78410000/78403600/78403599/30febe56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78410000/78403600/78403599/9e934b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Country Backyard Escape Santa Rosa 10/10 Exceptional (27) "We loved our time at his home and it was a fantastic home base for our trips around Sonoma and Napa! We also had infants and it was setup wonderfully for there needs, with plenty of activities for both adults and kids at the house" CA $1,076 CA $1,716 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Santa-Rosa-Hotels-Wine-Country-Backyard-Escape.h78403599.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=2025-10-22&endDate=2025-10-23®ionId=180934&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Vacation-Rentals.d180934.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Vacation-Rentals.d180934.Travel-Guide-VacationRentals) ## Top Middletown Hotel Reviews ![The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3_y.jpg) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel 10/10 Excellent "Staff was super helpful and very nice 😊 " [](https://expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![Best Western Dry Creek Inn](//images.trvl-media.com/lodging/1000000/20000/19400/19399/f85bb490_y.jpg) ### Best Western Dry Creek Inn 10/10 Excellent "Great place to stay" [](https://expedia.ca/Healdsburg-Hotels-Best-Western-Dry-Creek-Inn.h19399.Hotel-Information) ![La Quinta Inn & Suites Santa Rosa Sonoma](//images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/ea57e76d_y.jpg) ### La Quinta Inn & Suites Santa Rosa Sonoma 10/10 Excellent "Clean rooms, friendly staff" [](https://expedia.ca/Santa-Rosa-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Santa-Rosa.h51310420.Hotel-Information) ![Hotel La Rose](//images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/65a52794_y.jpg) ### Hotel La Rose 10/10 Excellent "Beat " [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information) ![Holiday Inn Express® Windsor Sonoma Wine Country by IHG](//images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c_y.jpg) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG 10/10 Excellent "perfect for us while passing through" [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![Hotel E](//images.trvl-media.com/lodging/33000000/32790000/32786000/32785942/b9103eda_y.jpg) ### Hotel E 10/10 Excellent "Clean room, they let us check in early. Not much to do around town, everything closes late and closes early. Lots of homeless around property in the plaza do not recommend walking around " [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-E.h32785942.Hotel-Information) ![Hyatt Regency Sonoma Wine Country](//images.trvl-media.com/lodging/1000000/890000/881800/881709/5c88d5a1_y.jpg) ### Hyatt Regency Sonoma Wine Country 10/10 Excellent "Lovely stay Staff were very accommodating " [](https://expedia.ca/Santa-Rosa-Hotels-Hyatt-Regency-Sonoma-Wine-Country.h881709.Hotel-Information) ![Best Western Garden Inn](//images.trvl-media.com/lodging/1000000/10000/6000/5969/089c3b1c_y.jpg) ### Best Western Garden Inn 10/10 Excellent "Wonderful hidden gem in an otherwise not especially attractive part of town. " [](https://expedia.ca/Santa-Rosa-Hotels-Best-Western-Garden-Inn.h5969.Hotel-Information) ![Golden Haven Hot Springs](//images.trvl-media.com/lodging/10000000/9860000/9857000/9856954/cde0eb66_y.jpg) ### Golden Haven Hot Springs 10/10 Excellent "Very clean" [](https://expedia.ca/Calistoga-Hotels-Golden-Haven-Hot-Springs.h9856954.Hotel-Information) ## Find out more about Middletown **Everything you need to know about** **Middletown** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middletown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Middletown vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middletown vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middletown vacation rentals we have selected for you start as low as CA $94 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Middletown rentals** At Expedia, we put the best Middletown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middletown vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Middletown ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [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) - [Resorts in Middletown](https://expedia.ca/Middletown-Resort-Hotels.d180934-aaResortHotels.Travel-Guide-Accommodation) - [Villas in Middletown](https://expedia.ca/Middletown-Villas.d180934-aaVillas.Travel-Guide-Accommodation) - [Condo Rentals in Middletown](https://expedia.ca/Middletown-Condos.d180934-aaCondos.Travel-Guide-Accommodation) - [Farmstay in Middletown](https://expedia.ca/Middletown-Agritourism.d180934-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Middletown](https://expedia.ca/Middletown-Bed-And-Breakfast.d180934-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Middletown](https://expedia.ca/Middletown-Cabins.d180934-aaCabins.Travel-Guide-Accommodation) - [Motels in Middletown](https://expedia.ca/Middletown-Motels.d180934-aaMotels.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) - [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) - [Lodges in Middletown](https://expedia.ca/Middletown-Lodges.d180934-aaLodges.Travel-Guide-Accommodation) - [Holiday Park Resorts in Middletown](https://expedia.ca/Middletown-Holiday-Parks.d180934-aaHolidayParks.Travel-Guide-Accommodation) - [Chalets in Middletown](https://expedia.ca/Middletown-Chalets.d180934-aaChalets.Travel-Guide-Accommodation) - [Safari Tentalow in Middletown](https://expedia.ca/Middletown-Safari-Tentalow.d180934-aaSafariTentalow.Travel-Guide-Accommodation) ## 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? > [Casa Bella Estate in Wine Country w/ New Pool!](https://www.expedia.ca/Kenwood-Hotels-Casa-Bella-Estate-In-Wine-Country-W-New-Pool.h100878924.Hotel-Information): This vacation home near Middletown is located in a rural location and has a fireplace, a barbecue grill, 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 you can cook with friends or family. ### 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 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 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. ### Expedia's Latest Trends Hotels - [Hotels in Laguna Beach](https://expedia.ca/Laguna-Beach-Hotels.d8384.Travel-Guide-Hotels) - [Golf Hotels in Palm Springs](https://expedia.ca/Palm-Springs-Hotels-Golf-Hotel.0-0-d180676-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels in San Diego](https://expedia.ca/San-Diego-Hotels.d3073.Travel-Guide-Hotels) - [Hotels in Indio](https://expedia.ca/Indio-Hotels.d6085.Travel-Guide-Hotels) - [Hotels in Monterey](https://expedia.ca/Monterey-Hotels.d180045.Travel-Guide-Hotels) - [Hotels in Carmel](https://expedia.ca/Carmel-Hotels.d6026.Travel-Guide-Hotels) - [Hotels in Palm Springs](https://expedia.ca/Palm-Springs-Hotels.d180676.Travel-Guide-Hotels) - [Hotels in San Jose](https://expedia.ca/San-Jose-Hotels.d602703.Travel-Guide-Hotels) - [Hotels in Santa Barbara](https://expedia.ca/Santa-Barbara-Hotels.d602277.Travel-Guide-Hotels) - [Hotels in La Jolla](https://expedia.ca/La-Jolla-Hotels.d6126584.Travel-Guide-Hotels) - [Hotels in Palm Desert](https://expedia.ca/Palm-Desert-Hotels.d10283.Travel-Guide-Hotels) - [Hotels in Huntington Beach](https://expedia.ca/Huntington-Beach-Hotels.d8165.Travel-Guide-Hotels) - [Cheap Hotels in Anaheim](https://expedia.ca/Anaheim-Hotels-Cheap-Hotels.0-0-d5921-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels in Anaheim](https://expedia.ca/Anaheim-Hotels.d5921.Travel-Guide-Hotels) Flights - [Cheap Flights to San Diego](https://expedia.ca/Cheap-Flights-To-San-Diego.d3073.Travel-Guide-Flights) - [Cheap Flights to San Jose](https://expedia.ca/Cheap-Flights-To-San-Jose.d602703.Travel-Guide-Flights) - [Cheap Flights to Palm Springs](https://expedia.ca/Cheap-Flights-To-Palm-Springs.d180676.Travel-Guide-Flights) - [Cheap Flights to Anaheim](https://expedia.ca/Cheap-Flights-To-Anaheim.d5921.Travel-Guide-Flights) Cars - [Car rentals in Anaheim](https://expedia.ca/Car-Rentals-In-Anaheim.d5921.Car-Rental-Guide) - [Car rentals in Palm Springs](https://expedia.ca/Car-Rentals-In-Palm-Springs.d180676.Car-Rental-Guide) Activities - [Things to do in Palm Springs](https://expedia.ca/Things-To-Do-In-Palm-Springs.d180676.Travel-Guide-Activities) - [Things to do in Anaheim](https://expedia.ca/Things-To-Do-In-Anaheim.d5921.Travel-Guide-Activities) - [Things to do in San Diego](https://expedia.ca/Things-To-Do-In-San-Diego.d3073.Travel-Guide-Activities) Packages - [San Diego Vacations](https://expedia.ca/San-Diego.d3073.Destination-Travel-Guides) - [Scotia Vacations](https://expedia.ca/Scotia.d6345068.Destination-Travel-Guides) - [Palm Springs Vacations](https://expedia.ca/Palm-Springs.d180676.Destination-Travel-Guides) Vacation Rentals - [Palm Springs Vacation Rentals](https://expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) General - [Visit Sequoia National Park](https://expedia.ca/Sequoia-National-Park.dx6084619) - [Visit Santa Cruz](https://expedia.ca/Santa-Cruz.dx6666) - [Visit Palm Springs](https://expedia.ca/Palm-Springs.dx180676) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app 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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)