Middletown Vacation Rentals

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Our top choices for Middletown vacation rentals

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Rileyville
9.8 out of 10, Exceptional, (326 reviews)
"Cabin had rustic vibes but is very well taken care of and clean."
United States
Heidi
$225 nightly
The price is $259
Jun 3 - Jun 4
Total with taxes and fees
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (26 reviews)
"We had a wonderful time and the amenities were perfect!"
United States
Douglas S.
$197 nightly
The price is $219
Jun 4 - Jun 5
Total with taxes and fees
Mountain View Bungalow in Front Royal

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

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Luray
9.6 out of 10, Exceptional, (79 reviews)
"Very nice place and very well set up and welcoming."
United States
Adam Y.
$273 nightly
The price is $312
Jun 3 - Jun 4
Total with taxes and fees
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Front Royal
9.6 out of 10, Exceptional, (17 reviews)
"Nice place, comfortable bed. Close to hiking in the area."
United States
Jake M.
$200 nightly
The price is $220
Jun 3 - Jun 4
Total with taxes and fees
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

Mountain retreat chalet w/ hot tub & deck

Mountain retreat chalet w/ hot tub & deck
Rio
9.4 out of 10, Exceptional, (6 reviews)
"Enjoyed our stay very much!! Enjoyed the hot tub and the space very much. "
United States
Melissa M.
$291 nightly
The price is $314
Jun 3 - Jun 4
Total with taxes and fees
Mountain retreat chalet w/ hot tub & deck

Mountain Retreat w/ Loft, Fire Pit, & Grill

Mountain Retreat w/ Loft, Fire Pit, & Grill
Delray
9.0 out of 10, Wonderful, (9 reviews)
"The cabin was nice and clean and had everything we needed for a 2 night stay."
United States
Karen
$202 nightly
The price is $222
Jun 3 - Jun 4
Total with taxes and fees
Mountain Retreat w/ Loft, Fire Pit, & Grill

River Access Cabin w Hot Tub, Deck, Grill, & Wifi

River Access Cabin w Hot Tub, Deck, Grill, & Wifi
Luray
8.6 out of 10, Excellent, (27 reviews)
"As it is described. Clean and peaceful. "
United States
Anna A.
$269 nightly
The price is $297
Jun 3 - Jun 4
Total with taxes and fees
River Access Cabin w Hot Tub, Deck, Grill, & Wifi

Apple Mountain Retreat

Apple Mountain Retreat
Linden
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stayed "
United States
Mike F.
$210 nightly
The price is $232
Jun 3 - Jun 4
Total with taxes and fees
Apple Mountain Retreat

Luxury tiny home farm stay on historic property with hot tub in Stephens City

Luxury tiny home farm stay on historic property with hot tub in Stephens City
Stephens City
10.0 out of 10, Exceptional, (5 reviews)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
United States
Chris F.
$165 nightly
The price is $180
Jun 8 - Jun 9
Total with taxes and fees
Luxury tiny home farm stay on historic property with hot tub in Stephens City

The Juniper Cabin • Cozy Hideaway w/ Hot Tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (22 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
$330 nightly
The price is $363
Jun 23 - Jun 24
Total with taxes and fees
The Juniper Cabin • Cozy Hideaway w/ Hot Tub

Skyland Hideaway | Mountain Cabin w/ Hot Tub

Skyland Hideaway | Mountain Cabin w/ Hot Tub
Linden
9.8 out of 10, Exceptional, (16 reviews)
"Quiet with amenities to support R&R, enjoying nature, and togetherness."
United States
Patricia B.
$378 nightly
The price is $417
Jun 3 - Jun 4
Total with taxes and fees
Skyland Hideaway | Mountain Cabin w/ Hot Tub

Blue Mountain House - Hot Tub, Grill, Fire Table

Blue Mountain House - Hot Tub, Grill, Fire Table
Linden
$389 nightly
The price is $429
Jun 21 - Jun 22
Total with taxes and fees
Blue Mountain House - Hot Tub, Grill, Fire Table

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Linden
9.4 out of 10, Exceptional, (13 reviews)
"Great place to stay to catch the northern entrance to Shenandoah. Comfortable beds, great furniture, and easy drive to Front Royal for dining. "
United States
Scott M.
$386 nightly
The price is $426
Jul 1 - Jul 2
Total with taxes and fees
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

Private Cabin in the woods w/ firepit right next to Shenandoah River

Private Cabin in the woods w/ firepit right next to Shenandoah River
Bentonville
9.8 out of 10, Exceptional, (37 reviews)
"Awesome spot…clean, cozy, private. Hosts were very responsive- can’t ask for anything more "
United States
Asim K.
$301 nightly
The price is $332
Jun 3 - Jun 4
Total with taxes and fees
Private Cabin in the woods w/ firepit right next to Shenandoah River

Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (43 reviews)
"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "
United States
Shannon H.
$275 nightly
The price is $303
Jun 7 - Jun 8
Total with taxes and fees
Newly renovated Farm cottage with Mountain views

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

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville
10.0 out of 10, Exceptional, (366 reviews)
"It was exactly what we needed, out of the way and in nature, but close to beautiful attractions and grocery stores "
United States
Aaron A.
$236 nightly
The price is $272
Jun 7 - Jun 8
Total with taxes and fees
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Peaceful Retreat on Creekside

Peaceful Retreat on Creekside
Edinburg
9.2 out of 10, Wonderful, (17 reviews)
"We had a great getaway to the mountains "
United States
Andrea R.
$201 nightly
The price is $221
Jun 3 - Jun 4
Total with taxes and fees
Peaceful Retreat on Creekside

Cozy A frame cabin in quaint Front Royal. Dog friendly

Cozy A frame cabin in quaint Front Royal. Dog friendly
Front Royal
10.0 out of 10, Exceptional, (5 reviews)
"Had a good time during my stay and loved seeing Shenandoah"
United States
Kye Y.
$244 nightly
The price is $270
Jun 3 - Jun 4
Total with taxes and fees
Cozy A frame cabin in quaint Front Royal. Dog friendly

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (34 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Host was responsive and helpful. Would definitely stay again."
United States
Wafaa L.
$212 nightly
The price is $234
Jun 7 - Jun 8
Total with taxes and fees
Blue Mountain Cabin, secluded, perfect for couples, near main road

Mountain chalet w/ hot tub & private balcony

Mountain chalet w/ hot tub & private balcony
Augusta
9.6 out of 10, Exceptional, (15 reviews)
"Tony is a wonderful and communicative host! We had a great, relaxing weekend here. "
United States
Leigh Ann P.
$320 nightly
The price is $345
Jun 8 - Jun 9
Total with taxes and fees
Mountain chalet w/ hot tub & private balcony
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

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.

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: 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?

Shenandoah River and Cedar Creek and Belle Grove National Historical Park are a couple of lovely local spots to get outside and enjoy nature. While here, Belle Grove Plantation and Jackson's Chase Golf Course 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.