Middletown Vacation Rentals

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Our top choices for Middletown vacation rentals

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.
The price is CA $191
CA $545 total
includes taxes & fees
Jun 30 - Jul 1
The Juniper Cabin • Cozy Hideaway w/ Hot Tub

"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, (327 reviews)
"Cabin had rustic vibes but is very well taken care of and clean."
United States
Heidi
The price is CA $221
CA $392 total
includes taxes & fees
Jun 25 - Jun 26
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

Mountain Retreat w/ Loft, Fire Pit, & Grill

Mountain Retreat w/ Loft, Fire Pit, & Grill
Delray
9.0 out of 10, Wonderful, (10 reviews)
"The cabin was nice and clean and had everything we needed for a 2 night stay."
United States
Karen
The price is CA $147
CA $316 total
includes taxes & fees
Jun 24 - Jun 25
Mountain Retreat w/ Loft, Fire Pit, & Grill

Peaceful Retreat on Creekside

Peaceful Retreat on Creekside
Edinburg
9.2 out of 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
Richard D.
The price is CA $148
CA $318 total
includes taxes & fees
Jun 24 - Jun 25
Peaceful Retreat on Creekside

Delicious Cabin • Wine Country Retreat w/ Hot Tub

Delicious Cabin • Wine Country Retreat w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (11 reviews)
"The cabin was impressive both inside and out. We loved the location and proximity to skyline drive. We would definitely stay here again as it made our trip so much more enjoyable. "
United States
Bill A.
The price is CA $249
CA $651 total
includes taxes & fees
Jun 28 - Jun 29
Delicious Cabin • Wine Country Retreat w/ Hot Tub

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, (6 reviews)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
United States
Chris F.
The price is CA $205
CA $260 total
includes taxes & fees
Jul 12 - Jul 13
Luxury tiny home farm stay on historic property with hot tub in Stephens City

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.
The price is CA $207
CA $475 total
includes taxes & fees
Jun 28 - Jun 29
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (27 reviews)
"We had a great stay! The house is cozy and just perfect for a private get away. The hosts were very communicative and wonderful, we will be back! "
United States
Virginia A.
The price is CA $191
CA $312 total
includes taxes & fees
Jun 25 - Jun 26
Mountain View Bungalow in Front Royal

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
10.0 out of 10, Exceptional, (36 reviews)
"Awesome spot…clean, cozy, private. Hosts were very responsive- can’t ask for anything more "
United States
Asim K.
The price is CA $211
CA $478 total
includes taxes & fees
Jun 25 - Jun 26
Private Cabin in the woods w/ firepit right next to Shenandoah River

Stargaze from Hot Tub Pet-Friendly Mtn Cabin

Stargaze from Hot Tub Pet-Friendly Mtn Cabin
Page County
9.6 out of 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
Joyce F.
The price is CA $178
CA $440 total
includes taxes & fees
Jun 29 - Jun 30
Stargaze from Hot Tub Pet-Friendly Mtn Cabin

Blue Mountain House - Hot Tub, Grill, Fire Table

Blue Mountain House - Hot Tub, Grill, Fire Table
Linden
The price is CA $226
CA $640 total
includes taxes & fees
Jul 12 - Jul 13
Blue Mountain House - Hot Tub, Grill, Fire Table

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.
The price is CA $210
CA $319 total
includes taxes & fees
Jun 30 - Jul 1
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

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

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville
10.0 out of 10, Exceptional, (363 reviews)
"Fantastic stay! Will definitely come back!"
United States
Tristan T.
The price is CA $221
CA $392 total
includes taxes & fees
Jun 25 - Jun 26
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

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.
The price is CA $197
CA $448 total
includes taxes & fees
Jun 24 - Jun 25
Mountain retreat chalet w/ hot tub & deck

Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.

Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.
Luray
9.6 out of 10, Exceptional, (40 reviews)
"the host came mid stay to refill the hot tub! wasn’t expecting that at all. super attentive and kind hosts - beautiful stay! "
United States
Miranda B.
The price is CA $223
CA $635 total
includes taxes & fees
Jul 20 - Jul 21
Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.

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, (36 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.
The price is CA $269
CA $336 total
includes taxes & fees
Jun 24 - Jun 25
Blue Mountain Cabin, secluded, perfect for couples, near main road

Reel It In Cabin

Reel It In Cabin
Page County
9.6 out of 10, Exceptional, (51 reviews)
"The Reel It Inn Cabin is clean and cozy, stocked with everything you need for a nice get-away. The hot tub was lovely especially on the clear crisp nights we had for our stay. Stargazing while hot tubbing? Yes please! The hosts made sure to communicate anything we needed to know for our stay and even let us know how to reach them once we were at the cabin. 10/10 will stay here again! "
United States
Kait V.
The price is CA $248
CA $535 total
includes taxes & fees
Jun 25 - Jun 26
Reel It In Cabin

Cozy Log Cabin w Porch, Fire Pit, Games & River

Cozy Log Cabin w Porch, Fire Pit, Games & River
Maurertown
9.6 out of 10, Exceptional, (42 reviews)
"Wonderful cabin, had a great time! "
United States
Katherine R.
The price is CA $266
CA $639 total
includes taxes & fees
Jun 24 - Jun 25
Cozy Log Cabin w Porch, Fire Pit, Games & River

Cast Away Cabin

Cast Away Cabin
Page County
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful and relaxing stay. Nice peaceful location. Would definitely stay here again!"
United States
Jeremy H.
The price is CA $266
CA $562 total
includes taxes & fees
Jun 25 - Jun 26
Cast Away Cabin

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, (6 reviews)
"Had a good time during my stay and loved seeing Shenandoah"
United States
Kye Y.
The price is CA $198
CA $379 total
includes taxes & fees
Jul 21 - Jul 22
Cozy A frame cabin in quaint Front Royal. Dog friendly
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Middletown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 River Cabin Getaway (Masten Cabin): This vacation home rental near Middletown is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.