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Middletown Vacation Rentals

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Vacation Rentals in Middletown

Our top choices for Middletown vacation rentals

Falling Leaf Cabin - Rustic Charm With Modern Decor!

9.8 out of 10, Exceptional, (294)
"20th Anniversary weekend getaway. Perfect setting, quiet and peaceful. Luray had enough to do, food, entertainment etc. Wonderful weekend. "
Falling Leaf Cabin - Rustic Charm With Modern Decor!

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (92)
"This beautiful cabin has everything you need for a wonderful stay. My husband and I stayed here for our 44th anniversary while visiting local wineries. It was a perfect location."
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

10.0 out of 10, Exceptional, (327)
"Loved the privacy "
$231 nightly
The price is $266
Sep 8 - Sep 9
Total with taxes and fees
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

9.6 out of 10, Exceptional, (60)
"Family and I loved our stay at Whistling Woods Retreat! Relax by the fire and take in the blue ridge mountains! Short drive to luray and Shenandoah national park. Tons of games and places to explore on the property for the kids. Definitely Recommend ! "
$285 nightly
The price is $327
Sep 3 - Sep 4
Total with taxes and fees
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

10.0 out of 10, Exceptional, (382)
"What a wonderful property! Our stay was restful and quiet, and we were even treated to visiting deer! This lovely home made our visit to the area very special."
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

9.6 out of 10, Exceptional, (190)
"We had a great time sitting on the porch relaxing. "
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

9.8 out of 10, Exceptional, (192)
"The cabin is an absolute gem, located in the mountains but within easy reach of groceries, restaurants, hiking, fishing, etc. The stay was spacious, clean, tidy, had plenty of entertainment options, and communication was timely. Would not hesitate to book again. "
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

10.0 out of 10, Exceptional, (10)
"It was an amazing place, will recommend to friends and hopefully will be back."
$237 nightly
The price is $261
Sep 3 - Sep 4
Total with taxes and fees
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

Secluded River Cabin Getaway (Masten Cabin)

9.8 out of 10, Exceptional, (160)
"A beautiful home and property. This is a wonderful weekend getaway home. Modern and comfortable, but especially quiet!"
Secluded River Cabin Getaway (Masten Cabin)

Cozy Retreat - Hot tub + Mountain Views + Pets

9.8 out of 10, Exceptional, (50)
"An amazing stay disconnected from life and close to hiking, sightseeing, and popular attractions. We cooked and read and napped. I would love to come here again!"
$230 nightly
The price is $253
Sep 8 - Sep 9
Total with taxes and fees
Cozy Retreat - Hot tub + Mountain Views + Pets

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

10.0 out of 10, Exceptional, (335)
"we were looking for a quiet get away, loved having our 16YO boy more interested in fishing and hiking then sitting on his Xbox! We all really loved how quiet and calm it was, definitely plan on going back"
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Gorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River

9.8 out of 10, Exceptional, (29)
"The Chateau was fabulous! As described, private, zen-like, very comfortable with a great deck, views and large outback hot tub. "
Gorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River

Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!

9.8 out of 10, Exceptional, (38)
"Very nice location, would stay here again. Had everything we needed."
Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!

Pine Cone Cabin at Fort Valley

10.0 out of 10, Exceptional, (188)
"All was good and perfect "
Pine Cone Cabin at Fort Valley

Apple Mountain Retreat

10.0 out of 10, Exceptional, (16)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
$212 nightly
The price is $234
Sep 3 - Sep 4
Total with taxes and fees
Apple Mountain Retreat

Mountain View Bungalow in Front Royal

"Excelente propiedad "
$216 nightly
The price is $240
Sep 15 - Sep 16
Total with taxes and fees
Mountain View Bungalow in Front Royal

Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway

9.4 out of 10, Exceptional, (143)
"Myself and a few friends stayed here in late April. The views from the cabin are as good or better than many on the Appalachian Trail or other nearby trails and parks, and the cabin itself was well appointed. The hosts were great and very prompt with communication. The road and driveway to access the property are gravel and somewhat steep, but I didn't feel like we needed high clearance or 4 wheel drive at any point (in good weather). I would definitely stay here again."
Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway

Luxury mountain cabin W/ hot tub & majestic views

9.8 out of 10, Exceptional, (27)
"Enjoyed our stay in this cute, secluded cabin. Hot tub had beautiful view of the mountains. Clean with modern amenities. Would stay again."
Luxury mountain cabin W/ hot tub & majestic views

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (327)
"Great location, great views, "
Star view cabin-Riverfront

Modern Glass Retreat in Fort Valley with WiFi, AC, EV charger

10.0 out of 10, Exceptional, (6)
"This was a perfect weekend get away! Super clean. The host provided all the necessities that you might need like shampoo, soap, tissues, etc. The host was very prompt with responding to questions. Would definitely recommend! "
$396 nightly
The price is $436
Sep 3 - Sep 4
Total with taxes and fees
Modern Glass Retreat in Fort Valley with WiFi, AC, EV charger
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

Find out more about Middletown

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 $234 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.

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?

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub: This vacation home rental 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. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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.