Title: Middletown Vacation Rentals from CA $352: Short-Term Rentals for 2025 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d12013.Travel-Guide-Hotels)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d12013.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d12013.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/cc4669911702549b209190768b702758.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Stephanie Sutton # Middletown Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](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 Tonight [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-10-31&endDate=2025-11-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=12013&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Middletown ![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76940000/76936100/76936006/8f9a845e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/77000000/76940000/76936100/76936006/76d52750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76940000/76936100/76936006/807fe8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76940000/76936100/76936006/8271f0a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront🏕A-Frame/HOT TUB/Fire Pit! FAST Wifi Maurertown 9.8/10 Exceptional (68) "Great time " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yana A. [](https://www.expedia.ca/Maurertown-Hotels-RiverfrontA-Frame-King-Bed-Fire-Pit150mbs-Wifi.h76936006.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33750000/33748300/33748224/e001c092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33750000/33748300/33748224/3c67509a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33750000/33748300/33748224/ee30ee65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/34000000/33750000/33748300/33748224/1bc4382f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Falling Leaf Cabin - Rustic Charm With Modern Decor! Rileyville 9.8/10 Exceptional (302) "Fallong Lead cabin is just the perfect little cabin. Everything you need to relax and unwind with gorgeous views and a wonderful hot tub. Looking forward to staying here again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa R. [](https://www.expedia.ca/Rileyville-Hotels-Falling-Leaf-Cabin-Secluded-With-Mountain-View.h33748224.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/23000000/22250000/22243700/22243657/edab5469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/23000000/22250000/22243700/22243657/f7fc0dd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/23000000/22250000/22243700/22243657/e4de5c70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22250000/22243700/22243657/b116227a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub Rileyville 10/10 Exceptional (342) "Well appointed home. Location is gorgeous, extremely private, quiet, close to the river with 2 seating areas by the water, one with a fire pit and grill. Owners quick to respond. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane B. CA $212 CA $371 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Rileyville-Hotels-Walden-Spectacular-Riverfront-Cabin-On-54-Acres-Whot-Tub-Near-Luray.h22243657.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70940000/70934100/70934075/231b9f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, streaming services, offices](https://images.trvl-media.com/lodging/71000000/70940000/70934100/70934075/6bc00f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, streaming services, offices](https://images.trvl-media.com/lodging/71000000/70940000/70934100/70934075/49633531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70940000/70934100/70934075/8c61291f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Access Cabin w Hot Tub, Deck, Grill, & Wifi Luray 8.8/10 Excellent (22) "A cozy, comfortable cabin! I appreciated the games provided as well. It was super clean and the host was very communicative. We thoroughly enjoyed our stay, and the hot tub is a lovely touch. Would stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Casey CA $205 CA $360 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Luray-Hotels-Cabin-With-Hot-Tub.h70934075.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57990000/57981800/57981735/4acf1643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57990000/57981800/57981735/ef573c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/58000000/57990000/57981800/57981735/4492a9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/58000000/57990000/57981800/57981735/9f77b6f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)
Front Royal 10/10 Exceptional (47) "We had a nice stay at this location. The property managers were extremely quick to respond and helpful pointing out must visit locations while at the property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tonya K. [](https://www.expedia.ca/Front-Royal-Hotels-Bear-Mountain-Lodge-Shenandoah-Mountains-Skyline-Drive.h57981735.Hotel-Information) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/91000000/90300000/90291900/90291822/f4ac651d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90300000/90291900/90291822/4a45a3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90300000/90291900/90291822/42b03ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90300000/90291900/90291822/a27c3297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Shenandoah River, Hot Tub after a Hike! Front Royal 10/10 Exceptional (52) "Cabin was clean...private area...wpuld recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brent E. CA $188 CA $496 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Front-Royal-Hotels-New-Sapphire-Ridge-Escape-To-Shenandoah-River-Hot-Tub.h90291822.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95130000/95120300/95120287/0f1edc47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95130000/95120300/95120287/cf55968e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/96000000/95130000/95120300/95120287/ed85aff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/96000000/95130000/95120300/95120287/da43d08d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks Luray 10/10 Exceptional (13) "Everything you need in this little space with easy access to deck with grill, fire pit and hot tub." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Traci M. CA $212 CA $352 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Rileyville-Hotels-Cute-Riverside-Cabin-W-Hot-Tub.h95120287.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67390000/67385500/67385431/2791d502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67390000/67385500/67385431/5c391e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/68000000/67390000/67385500/67385431/8fe9e87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67390000/67385500/67385431/0aaeb11b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whiskey Hill Cabin a Mountain escape in Virginia Wine country. Linden 10/10 Exceptional (98) "We enjoyed our weekend at Whiskey Hill Cabin. The cabin was beautiful and very clean. We were looking for quiet and found it there. Beautiful view and scenic drive to get there!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather G. [](https://www.expedia.ca/Front-Royal-Hotels-Whiskey-Hill-Cabin-A-Mountain-Getaway-In-Virginia-Wine-Country.h67385431.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/27000000/26970000/26968400/26968349/1ee173b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26970000/26968400/26968349/fab5704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/27000000/26970000/26968400/26968349/a42bcd4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26970000/26968400/26968349/4d666959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo Front Royal 9.6/10 Exceptional (329) "Loved the view and the cozy nature of the cabin. Would be happy to stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon J. [](https://www.expedia.ca/Winchester-Hotels-Log-Cabin-With-A-Spectacular-View-Of-The-Shenandoah-River-And-The-Massanutten-Mo.h26968349.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/27000000/26910000/26903500/26903433/8a5c27dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26910000/26903500/26903433/f01c2da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/27000000/26910000/26903500/26903433/37b7d616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/27000000/26910000/26903500/26903433/58e91115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River Front Royal 9.6/10 Exceptional (373) "So quiet and access to hikes, trails, towns and other amenities all within 5-8miles. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rob S. [](https://www.expedia.ca/Winchester-Hotels-Authentic-Mountain-Log-Cabin-Perched-On-A-Cliff-Side-Above-The-Shenandoah-River.h26903433.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/f116a78a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/2dc032bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/08441d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/d3498518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA. Rileyville 10/10 Exceptional (335) "Place was beautiful and lived up to the name Solitude. Spent our honeymoon in perfect bliss. Great location to get away. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sumcountryguy CA $212 CA $371 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Rileyville-Hotels-Solitude-Spectacular-1-BR-Cabin-W-Hot-Tub-Near-Luray.h22255620.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33490900/33490803/5fd45feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33490900/33490803/c503228d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, video library](https://images.trvl-media.com/lodging/34000000/33500000/33490900/33490803/27bf063a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33490900/33490803/98e38f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy Secluded Starry Nights! Near Luray, HotTub, FastWiFi, Handicap, Fireplace Rileyville 10/10 Exceptional (205) "Both the host and property are great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicolete M. [](https://www.expedia.ca/Rileyville-Hotels-Enjoy-Secluded-Starry-Nights-Near-Luray.h33490803.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/48307a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/7ed36a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/fb69b272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/ba066be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities Luray 9.6/10 Exceptional (67) "Such a nice place! Clean, charming and nice views. Will definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) scott D. CA $183 CA $441 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Luray-Hotels-Dog-Friendly-Shenandoah-Views-Wifi.h83542571.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92270000/92262600/92262572/09d05069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92270000/92262600/92262572/w1494h947x0y0-8fffec2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92270000/92262600/92262572/w1438h949x0y0-7209ba5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/93000000/92270000/92262600/92262572/2690fe45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Mtn Cabin, Hot Tub, Fire Pit, Stargazing, Surrounded by National Park! Rileyville 10/10 Exceptional (22) "This was a great luxury cabin nestled just outside of Shenandoah. It was big, spacious, bright and cozy. Lots of great touches and amenities in the property. We especially loved the screened in porch. Amazing spot for a relaxing getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim B. [](https://www.expedia.ca/Rileyville-Hotels-New-Hot-Tub.h92262572.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/81000000/80670000/80661800/80661703/a645fd35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/81000000/80670000/80661800/80661703/3f62d7d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/81000000/80670000/80661800/80661703/93c25a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/81000000/80670000/80661800/80661703/2e1c490d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury mountain cabin W/ hot tub & majestic views Woodstock 9.8/10 Exceptional (29) "The views were amazing. It was very quiet and relaxing to sit out by the fire pit and in the hot tub. The house was clean, and the owner was responsive. We plan to come back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa H. [](https://www.expedia.ca/Maurertown-Hotels-Luxury-Mountain-Cabin-W-Hot-Tub-Majestic-Views.h80661703.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/23000000/22780000/22775200/22775112/034f0b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22780000/22775200/22775112/9a350c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/23000000/22780000/22775200/22775112/014b8e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22780000/22775200/22775112/a44c1480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway Rileyville 9.4/10 Exceptional (147) "Great place to relax and access hiking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) scott m. [](https://www.expedia.ca/Rileyville-Hotels-Spectacular-Views.h22775112.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74490000/74488100/74488063/438e42dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74490000/74488100/74488063/15fdc2c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74490000/74488100/74488063/bd3e8bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/75000000/74490000/74488100/74488063/c71c773e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away! Luray 10/10 Exceptional (57) "The Shiloh Lodge was great for me and my two grown children. The rooms were perfect, Diana was the most communicative host I have ever had! She was very helpful with any requests we had. The canoes and kayaks around the river were amazing! Would highly recommend this place to friends!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn J. [](https://www.expedia.ca/Luray-Hotels-Serene-Riverfront-Home-With-Private-River-Access-Panoramic-Views.h74488063.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/94000000/93410000/93408800/93408768/07e067d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/94000000/93410000/93408800/93408768/97d07fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93410000/93408800/93408768/659819af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/94000000/93410000/93408800/93408768/a89a4ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed. Luray 10/10 Exceptional (28) "Beautiful area with short drive to Shenandoah national park." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catalina M. [](https://www.expedia.ca/Luray-Hotels-New-Lake-View-Hot-Tub-Game-Room-King-Bed-2-Twin-Beds-Queen-Sofa-Bed.h93408768.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30750000/30748600/30748551/9d5bcd01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30750000/30748600/30748551/w800h599x0y1-bc122210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/31000000/30750000/30748600/30748551/7ed98fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/31000000/30750000/30748600/30748551/c12366d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly Rileyville 9.6/10 Exceptional (201) "Amazing as always. Love this area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Salty C. [](https://www.expedia.ca/Rileyville-Hotels-Riverfront-Farmhouse-With-Mountain-Views.h30748551.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/38000000/37280000/37274400/37274339/c64d6311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37280000/37274400/37274339/9b9e4779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, Hulu](https://images.trvl-media.com/lodging/38000000/37280000/37274400/37274339/5de6cbf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37280000/37274400/37274339/cf52aae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub Rileyville 10/10 Exceptional (101) "Very easy check in and great communication with the owners. We saw so many deer and the view of the mountains was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim D. CA $238 CA $590 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Rileyville-Hotels-Lone-Bear-Cabin-Lv2-EV.h37274339.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=2025-11-14&endDate=2025-11-15®ionId=12013&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.d12013.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Vacation-Rentals.d12013.Travel-Guide-VacationRentals) ## Top Middletown Hotel Reviews ![La Quinta Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "We had a pleasant stay, staff was really nice and the room was spotless. Easy check in, the breakfast in the morning was enjoyable. " [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Comfort Inn & Suites Winchester](//images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "Everything you look for in a hotel. Would stay here again if ever in the area." [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Wayside Inn](//images.trvl-media.com/lodging/1000000/40000/34500/34467/299522c8_y.jpg) ### Wayside Inn 10/10 Excellent "Friendly staff, historic atmosphere, terrific restaurant. Entire hotel was furnished with antiques, including the guest rooms" [](https://expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) ![Super 8 by Wyndham Front Royal](//images.trvl-media.com/lodging/1000000/860000/855600/855557/10b5cc1e_y.jpg) ### Super 8 by Wyndham Front Royal 10/10 Excellent "Clean room" [](https://expedia.ca/Winchester-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information) ![Hampton Inn Winchester-University/Mall Area](//images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg) ### Hampton Inn Winchester-University/Mall Area 10/10 Excellent "TV wasn’t in high definition. Could have been better." [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![DoubleTree by Hilton Front Royal Blue Ridge Shadows](//images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 10/10 Excellent "The entire property was very clean and the staff extremely friendly." [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Ramada by Wyndham Strasburg/Shenandoah Valley](//images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378_y.jpg) ### Ramada by Wyndham Strasburg/Shenandoah Valley 10/10 Excellent "Not really a good breakfast area or food to choose from. The beds are hard the pillows are terrible plus the sheets had stains. The tvs are old and like only 5 channels to watch. Walls are thin " [](https://expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Travelodge by Wyndham Winchester](//images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg) ### Travelodge by Wyndham Winchester 10/10 Excellent "Stayed for a night on my way through town. Not a bad spot, clean and quiet. Staff was great. Lots of food delivery options around. " [](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Hampton Inn Front Royal](//images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0_y.jpg) ### Hampton Inn Front Royal 10/10 Excellent "We thoroughly enjoyed all aspects of our stay, and look forward to the next time." [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.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 $352 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) - [Cabin Rentals in Middletown](https://expedia.ca/Middletown-Cabins.d12013-aaCabins.Travel-Guide-Accommodation) - [Vacation Homes in Middletown](https://expedia.ca/Middletown-Private-Vacation-Homes.d12013-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Middletown](https://expedia.ca/Middletown-Cottages.d12013-aaCottages.Travel-Guide-Accommodation) - [Apartments in Middletown](https://expedia.ca/Middletown-Apartments.d12013-aaApartments.Travel-Guide-Accommodation) - [Farmstay in Middletown](https://expedia.ca/Middletown-Agritourism.d12013-aaAgritourism.Travel-Guide-Accommodation) - [Chalets in Middletown](https://expedia.ca/Middletown-Chalets.d12013-aaChalets.Travel-Guide-Accommodation) - [Motels in Middletown](https://expedia.ca/Middletown-Motels.d12013-aaMotels.Travel-Guide-Accommodation) - [Guest Houses in Middletown](https://expedia.ca/Middletown-Guest-Houses.d12013-aaGuestHouses.Travel-Guide-Accommodation) - [Villas in Middletown](https://expedia.ca/Middletown-Villas.d12013-aaVillas.Travel-Guide-Accommodation) - [Lodges in Middletown](https://expedia.ca/Middletown-Lodges.d12013-aaLodges.Travel-Guide-Accommodation) - [B&B in Middletown](https://expedia.ca/Middletown-Bed-And-Breakfast.d12013-aaBedAndBreakfast.Travel-Guide-Accommodation) - [RV Parks in Middletown](https://expedia.ca/Middletown-RV-Parks.d12013-aaRVParks.Travel-Guide-Accommodation) - [Condo Rentals in Middletown](https://expedia.ca/Middletown-Condos.d12013-aaCondos.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Middletown? > Yes, you can find vacation rentals near well known sights in Middletown, or you can go with a secluded option if you're looking for relaxation. Our travelers say Middletown has a good selection of bars and the restaurants. Make sure you have time to check out the entertainment choices and churches during your trip. ### What are some of the best vacation home rentals that Middletown has to offer? > [Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly](https://www.expedia.ca/Rileyville-Hotels-Riverfront-Farmhouse-With-Mountain-Views.h30748551.Hotel-Information): This vacation home near Middletown is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. ### What’s there to see and do in Middletown? > Cedar Creek and Belle Grove National Historical Park and Shenandoah River are a couple of scenic spots to enjoy the outdoors, whereas Wayside Theater is one of the cultural attractions. While here, Cedar Creek Battlefield Foundation and Belle Grove Plantation are other places worth a visit. ### What’s a vacation rental in Middletown like? > Vacation rentals are private properties where you can stay for a couple of days or more in Middletown. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for small groups. ![](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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)