Title: Middletown Vacation Rentals from $219: Search Short-Term Rentals | Expedia.com [Middletown Travel Guide](https://expedia.com/Middletown.dx12013)[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d12013.Travel-Guide-Hotels)[Flights to Middletown](https://expedia.com/Cheap-Flights-To-Middletown.d12013.Travel-Guide-Flights)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d12013.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.com/Middletown.d12013.Destination-Travel-Guides) ![Beautiful drive up to this plantation. You can take a tour of it as well. ](https://images.trvl-media.com/place/6164020/0a9ca11f-dcc0-4ca9-affe-11fe2516dc02.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Stephanie Sutton ![](https://images.trvl-media.com/place/6164020/0a9ca11f-dcc0-4ca9-affe-11fe2516dc02.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Check prices for these dates In two weeks [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=12013&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=12013&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=12013&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=12013&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown vacation rentals ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/6beadd31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/w2044h1364x0y0-d79c67e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/43079684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/1fc77428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Middletown [](https://www.expedia.com/Middletown-Hotels-Dog-Friendly-Cottage-W-Playground.h106325979.Hotel-Information) 9.6/10 Exceptional (16 reviews) "Clean cute house, exactly as described. Close to Shenandoah national park and skyline drive. Hosts very communicative " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Corrin D. $271 nightly $289 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Middletown-Hotels-Dog-Friendly-Cottage-W-Playground.h106325979.Hotel-Information) ![Smart TV, stereo](https://images.trvl-media.com/lodging/90000000/89680000/89671500/89671491/1920a52c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89680000/89671500/89671491/03820862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/90000000/89680000/89671500/89671491/d6f342ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89680000/89671500/89671491/215d28e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Fort Valley [](https://www.expedia.com/Fort-Valley-Hotels-NEW-Mountain-Views-Cottage-Near-Shenandoah.h89671491.Hotel-Information) 9.8/10 Exceptional (62 reviews) "Cute little cottage with beautiful views. The hot tub and fire pit were a great bonus. We will come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul T. $215 nightly $237 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Fort-Valley-Hotels-NEW-Mountain-Views-Cottage-Near-Shenandoah.h89671491.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/902dd466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/159749b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/5329d3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/c6dcd95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Luray [](https://www.expedia.com/Luray-Hotels-Dog-Friendly-Shenandoah-Views-Wifi.h83542571.Hotel-Information) 9.6/10 Exceptional (72 reviews) "Very nice place and very well set up and welcoming." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam Y. $270 nightly $309 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Luray-Hotels-Dog-Friendly-Shenandoah-Views-Wifi.h83542571.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/92815ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/d94ec148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/435bb49d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/f9fe7afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Front Royal [](https://www.expedia.com/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information) 10/10 Exceptional (30 reviews) "Very cozy cabin for two, great for a secluded getaway within range of great places to visit. Had everything we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom C. $214 nightly $236 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/94ade5e6.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/97000000/96490000/96488000/96487982/7a807893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, paper towels](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/37df05c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/4d2e26fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Linden [](https://www.expedia.com/Linden-Hotels-Cute-Cabin-Retreat-Near-Shenandoah-National-Park-And-Pet-Friendly.h96487982.Hotel-Information) 9.4/10 Exceptional (13 reviews) "Fun location near tons of wineries, bowling, trails, and mountain living. Place is really nice with a grill, solo stove, kfantastic kitchen" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bret L. $324 nightly $357 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Linden-Hotels-Cute-Cabin-Retreat-Near-Shenandoah-National-Park-And-Pet-Friendly.h96487982.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) ![Interior](https://images.trvl-media.com/lodging/23000000/22250000/22243700/22243657/0c19b755.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) ![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) ### Cabin in Rileyville [](https://www.expedia.com/Rileyville-Hotels-Walden-Spectacular-Riverfront-Cabin-On-54-Acres-Whot-Tub-Near-Luray.h22243657.Hotel-Information) 10/10 Exceptional (356 reviews) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald C. $220 nightly $254 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Walden-Spectacular-Riverfront-Cabin-On-54-Acres-Whot-Tub-Near-Luray.h22243657.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/3b7c41d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/47a00baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/aa284bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/ccabcced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Rileyville [](https://www.expedia.com/Rileyville-Hotels-The-Chalet-Shenandoah-Valley-Getaway-W-Hot-Tub-Near-Luray.h21478041.Hotel-Information) 9.8/10 Exceptional (315 reviews) "beautiful cabin, we wish we could have stayed longer! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trisha L. $220 nightly $254 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-The-Chalet-Shenandoah-Valley-Getaway-W-Hot-Tub-Near-Luray.h21478041.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/7f22680b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/dbdd487f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/212d2c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/d5eb0f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Front Royal [](https://www.expedia.com/Front-Royal-Hotels-Prima-A-Superb-4-Bedroom-Cottage-On-The-Mountain-Near-Front-Royal.h119496330.Hotel-Information) 10/10 Exceptional (5 reviews) "My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay L. $341 nightly $376 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Front-Royal-Hotels-Prima-A-Superb-4-Bedroom-Cottage-On-The-Mountain-Near-Front-Royal.h119496330.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/71000000/70940000/70934100/70934075/8bbcff96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70940000/70934100/70934075/f9526f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Luray [](https://www.expedia.com/Luray-Hotels-Cabin-With-Hot-Tub.h70934075.Hotel-Information) 8.6/10 Excellent (25 reviews) "As it is described. Clean and peaceful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna A. $272 nightly $300 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Luray-Hotels-Cabin-With-Hot-Tub.h70934075.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/75000000/74220000/74215200/74215185/5e500b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/75000000/74220000/74215200/74215185/w1199h799x1y1-7a2b354a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/75000000/74220000/74215200/74215185/w1199h799x1y1-4ed4a66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74220000/74215200/74215185/w1195h800x3y0-e6a13437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Page County [](https://www.expedia.com/Luray-Hotels-The-Zen-Garden-By-Zen-Living.h74215185.Hotel-Information) 9.6/10 Exceptional (15 reviews) "King size bed, fenced yard for our dog, and good mid-week price are what made us choose this place for a short get away. It really suited our needs and we'll be back! Bed was comfortable. House was clean, nicely decorated, and felt welcoming. Could not get WiFi to work, but our cell phone reception was fine." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joyce F. $236 nightly $272 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Luray-Hotels-The-Zen-Garden-By-Zen-Living.h74215185.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/e4739be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/33aedc3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/0b0b85aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/234bd7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Stephens City [](https://www.expedia.com/Stephens-City-Hotels-Luxury-Tiny-Home-Farm-Stay-On-Historic-Property-With-Hot-Tub-In-Stephens-City.h121766304.Hotel-Information) 10/10 Exceptional (2 reviews) "Fresh bread, farm eggs, an amazing host! What a perfect place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris F. $151 nightly $164 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Stephens-City-Hotels-Luxury-Tiny-Home-Farm-Stay-On-Historic-Property-With-Hot-Tub-In-Stephens-City.h121766304.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97590000/97582200/97582140/1f634e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/98000000/97590000/97582200/97582140/ba3a54aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/98000000/97590000/97582200/97582140/68720879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97590000/97582200/97582140/cf10725b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Edinburg [](https://www.expedia.com/Edinburg-Hotels-Peaceful-Retreat-On-Creekside.h97582140.Hotel-Information) 9.2/10 Wonderful (17 reviews) "Amazing location that was perfect for a weekend getaway! The creek was so peaceful and water views from the deck were amazing! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard D. $194 nightly $214 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Edinburg-Hotels-Peaceful-Retreat-On-Creekside.h97582140.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/13365e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/c5c32d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/cad5963c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/1520d4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Front Royal [](https://www.expedia.com/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.Hotel-Information) 10/10 Exceptional (15 reviews) "Super cute, super clean and super comfortable!! Close and convenient to Shenandoah NP. Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian B. $197 nightly $219 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89100000/89096200/89096108/05515787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89100000/89096200/89096108/4dc5543d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89100000/89096200/89096108/1e7f59b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89100000/89096200/89096108/a53adc59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Shenandoah County [](https://www.expedia.com/Woodstock-Hotels-Riverside-Heaven-FamilyRomance.h89096108.Hotel-Information) 9.4/10 Exceptional (18 reviews) "Great stay for a few days over kids' Spring Break. The house is huge with tons of room. Great hiking nearby and the hot tub helped for recovery!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dwayne G. $409 nightly $420 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Riverside-Heaven-FamilyRomance.h89096108.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/24000000/23040000/23035900/23035881/27294a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23040000/23035900/23035881/01d3178b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23040000/23035900/23035881/55f1e659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/24000000/23040000/23035900/23035881/09a1fd28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Rileyville [](https://www.expedia.com/Rileyville-Hotels-Sundance-Spectacular-Views-On-54-Acres-Along-Shenandoah-River-W-Hot-Tub.h23035881.Hotel-Information) 10/10 Exceptional (321 reviews) "Wonderful stay, as always. Cabin is cozy and comfortable. Views are spectacular. The hot tub is in perfect spot and perfect temp. Couldn't ask for anthing more. 1st thing I look for when we get there are the home baked cookies!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christal P. $232 nightly $268 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Sundance-Spectacular-Views-On-54-Acres-Along-Shenandoah-River-W-Hot-Tub.h23035881.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89720000/89710300/89710214/f697b822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89720000/89710300/89710214/d7b34a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89720000/89710300/89710214/w1467h976x4y0-5f6d8fb6.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/90000000/89720000/89710300/89710214/a1a8f74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Rileyville [](https://www.expedia.com/Rileyville-Hotels-Cabin-On-River.h89710214.Hotel-Information) 9.2/10 Wonderful (19 reviews) "Nice small place, hot tub was clean. Easy check in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel U. $305 nightly $338 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Cabin-On-River.h89710214.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/109000000/108580000/108572300/108572247/932f6904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/109000000/108580000/108572300/108572247/9c95f517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108580000/108572300/108572247/b9732471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108580000/108572300/108572247/9181e949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Rileyville [](https://www.expedia.com/Rileyville-Hotels-Charming-3-Bedroom-Cabin-With-Moutain-Views.h108572247.Hotel-Information) 9.8/10 Exceptional (35 reviews) "Had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Reus Jr S. $305 nightly $352 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Charming-3-Bedroom-Cabin-With-Moutain-Views.h108572247.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27480000/27477100/27477055/e1c41382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27477100/27477055/57426fb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27480000/27477100/27477055/b23ff435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/28000000/27480000/27477100/27477055/d4045727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Page County [](https://www.expedia.com/Luray-Hotels-Stepping-Stone-Cabin.h27477055.Hotel-Information) 9.8/10 Exceptional (48 reviews) "awesome stay we will love to go again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark C. $362 nightly $399 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Luray-Hotels-Stepping-Stone-Cabin.h27477055.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/100000000/99910000/99904100/99904061/w1169h881x0y0-f6fc45d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, DVD player](https://images.trvl-media.com/lodging/100000000/99910000/99904100/99904061/f816c64c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99910000/99904100/99904061/w1169h1576x0y9-b04346af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99910000/99904100/99904061/w1169h1546x0y11-1ce47775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Page County [](https://www.expedia.com/Rileyville-Hotels-Mountain-Music-Cabin.h99904061.Hotel-Information) 9.8/10 Exceptional (37 reviews) "Very nice cabin in the mountains. Awesome view and hot tub was nice after hiking during the day!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel P. $360 nightly $397 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Mountain-Music-Cabin.h99904061.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/93000000/92030000/92029800/92029786/95696cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92030000/92029800/92029786/85a3d76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92030000/92029800/92029786/c44da385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92030000/92029800/92029786/fa0263e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Linden [](https://www.expedia.com/Linden-Hotels-Hidden-Gem-On-Hidden-Valley-Lane.h92029786.Hotel-Information) 9.6/10 Exceptional (27 reviews) "Great place. Very clean, lots of comfortable rooms. Nice outside area for dogs. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa W. $423 nightly $454 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/Linden-Hotels-Hidden-Gem-On-Hidden-Valley-Lane.h92029786.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.com/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20®ionId=12013&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_12013) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VACATION_HOME) Apartments [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=APARTMENT) Chalets [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CHALET) Villas [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Virginia%2C+United+States+of+America®ionId=12013&latLong=39.027608%2C-78.280558&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VILLA) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Vacation-Rentals.d12013.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Vacation-Rentals.d12013.Travel-Guide-VacationRentals) ## Top Middletown Hotel Reviews ![Sleep Inn & Suites Winchester near University](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/554af346_y.jpg) ### Sleep Inn & Suites Winchester near University 2/10 Terrible "This Sleep Inn is not clean or well maintained. A sofa in our room, 318, was stained, torn upholstery and dirty.. The parking lot was dark at night, with sparse and broken lights. The ice machine was dirty with no ice available. The elevator had no inspection certificate.. Expedia should not include this location in searches." [](https://expedia.com/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information) ![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg) ### Microtel Inn & Suites by Wyndham Winchester 10/10 Excellent "Overall, met expectation for an overnight facility. " [](https://expedia.com/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/c10d527c_y.jpg) ### Hampton Inn Winchester-University/Mall Area 8/10 Good "All good. Clean, nice hotel for us, a one night stay for traveling. " [](https://expedia.com/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![TownePlace Suites by Marriott Front Royal](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/50595509_y.jpg) ### TownePlace Suites by Marriott Front Royal 10/10 Excellent "Room was amazing like always. Will stay there again. " [](https://expedia.com/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) ![Comfort Inn Woodstock Shenandoah](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/495de11d_y.jpg) ### Comfort Inn Woodstock Shenandoah 8/10 Good "Hotel was very busy that weekend and only had 1 front desk person working which created quite a lengthy check-in. " [](https://expedia.com/Luray-Hotels-Comfort-Inn-Woodstock-Shenandoah.h327388.Hotel-Information) ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg) ### Holiday Inn Winchester Se-Historic Gateway by IHG 10/10 Excellent "Yes" [](https://expedia.com/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2_y.jpg) ### Ramada by Wyndham Strasburg/Shenandoah Valley 6/10 Okay "Bed was clean and comfortable. Enjoyed the online check-in/ check-out procedure. Restaurant onsite was very good. I recommend it! The building had a stale smell to it, including our room. The furniture was old and in poor condition. Many restrooms were out of order and only one slow elevator worked. It kind of needs a complete overhaul. " [](https://expedia.com/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Courtyard by Marriott Winchester](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/1b2ad59b_y.jpg) ### Courtyard by Marriott Winchester 10/10 Excellent "Didn’t use the pool " [](https://expedia.com/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Room was great. Check in was easy." [](https://expedia.com/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.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, apartments, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Middletown in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $219 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.com - All accommodation types in Middletown ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) - [Cabin Rentals in Middletown ](https://expedia.com/Middletown-Cabins.d12013-aaCabins.Travel-Guide-Accommodation) - [Vacation Homes in Middletown ](https://expedia.com/Middletown-Private-Vacation-Homes.d12013-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Middletown ](https://expedia.com/Middletown-Cottages.d12013-aaCottages.Travel-Guide-Accommodation) - [Apartments in Middletown ](https://expedia.com/Middletown-Apartments.d12013-aaApartments.Travel-Guide-Accommodation) - [Farmstay in Middletown ](https://expedia.com/Middletown-Agritourism.d12013-aaAgritourism.Travel-Guide-Accommodation) - [Motels in Middletown ](https://expedia.com/Middletown-Motels.d12013-aaMotels.Travel-Guide-Accommodation) - [Chalets in Middletown ](https://expedia.com/Middletown-Chalets.d12013-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Middletown ](https://expedia.com/Middletown-Guest-Houses.d12013-aaGuestHouses.Travel-Guide-Accommodation) - [Villas in Middletown ](https://expedia.com/Middletown-Villas.d12013-aaVillas.Travel-Guide-Accommodation) - [Lodges in Middletown ](https://expedia.com/Middletown-Lodges.d12013-aaLodges.Travel-Guide-Accommodation) - [RV Parks in Middletown ](https://expedia.com/Middletown-RV-Parks.d12013-aaRVParks.Travel-Guide-Accommodation) - [B&B in Middletown ](https://expedia.com/Middletown-Bed-And-Breakfast.d12013-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Middletown ](https://expedia.com/Middletown-Condos.d12013-aaCondos.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Middletown? ### What are some of the best vacation home rentals that Middletown has to offer? ### What’s there to see and do in Middletown? ### What’s a vacation rental in Middletown like?