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Middletown Holiday Rentals

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Holiday Rentals in Middletown

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

9.6 out of 10, Exceptional, (63)
"We had a great stay! The place was very clean, the back deck was such a great added bonus.. had a good selection of movies and games. 4 wheel drive is advisable. Very comfy!!"
The price is NZ$565
includes taxes & fees
2 Oct - 3 Oct
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

10.0 out of 10, Exceptional, (98)
"Clean and nice place to stay to visit Shenandoah "
The price is NZ$718
includes taxes & fees
8 Oct - 9 Oct
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

Falling Leaf Cabin - Rustic Charm With Modern Decor!

9.8 out of 10, Exceptional, (298)
"Well kept cabin in a secluded part of Shenandoah. Would book again!"
Falling Leaf Cabin - Rustic Charm With Modern Decor!

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

10.0 out of 10, Exceptional, (338)
"Was a very nice stay one of the best weve been toWas fairly easy to find the gps was a couple hundred feet short but we found it !was location was good easy to get around from luray to front royal!will definatley come back !was well worth it "
The price is NZ$495
includes taxes & fees
14 Oct - 15 Oct
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Adorable river front cabin ,with hot tub on the River

8.8 out of 10, Excellent, (8)
"Nice, clean little cabins with lots of amenities. Just a heads up, there's no cell service, so make sure you write down the code for the lockbox before you arrive. "
Adorable river front cabin ,with hot tub on the River

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (331)
"Great location, great views, "
Star view cabin-Riverfront

Endless Skies & Spectacular Views!!!

10.0 out of 10, Exceptional, (78)
"Great place to stay to explore the northern section of Shenandoah National Park. Clean and comfortable."
Endless Skies & Spectacular Views!!!

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

10.0 out of 10, Exceptional, (328)
"Place was beautiful and lived up to the name Solitude. Spent our honeymoon in perfect bliss. Great location to get away. "
The price is NZ$474
includes taxes & fees
8 Oct - 9 Oct
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Bear Timbers log cabin on the Shenandoah River

9.8 out of 10, Exceptional, (66)
"We had a fantastic time! All messages were promptly answered and the property was clean and as advertised!"
Bear Timbers log cabin on the Shenandoah River

Secluded, Cozy Cottage in the Shenandoah Valley

10.0 out of 10, Exceptional, (186)
"Great place to get away for the weekend! Very private and quiet! "
Secluded, Cozy Cottage in the Shenandoah Valley

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

9.6 out of 10, Exceptional, (196)
"We loved everything about our stay. The views were spectacular and the setting was so tranquil. "
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

9.6 out of 10, Exceptional, (327)
"We loved the cabin and the view of the river! Looking forward to staying there again."
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

Beautiful Private Cabin, adjacent to the National Forest

9.8 out of 10, Exceptional, (132)
"What a fantastic stay. The place is beautiful and extremely clean. It has that fantastic wood smell, is comfortable, has WiFi, a great TV, and is 20mins from anything you could need. We will be back for sure. "
Beautiful Private Cabin, adjacent to the National Forest

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

9.4 out of 10, Exceptional, (144)
"We had a very nice stay. Magnificent view from deck, sunrise and sunset. Pool was great for the 100 degree days we had, very refreshing. To hot for the hot tub this time. Definitely need 4wd/awd vehicle. Had a good time Thanks"
Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway

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

10.0 out of 10, Exceptional, (12)
"It was an amazing place, will recommend to friends and hopefully will be back."
The price is NZ$421
includes taxes & fees
7 Oct - 8 Oct
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!

9.6 out of 10, Exceptional, (12)
"Great stay, very quiet. Everything was in place to ensure a comfortable stay. Perfect getaway for a couple of days and within 15 minutes to town. "
The price is NZ$647
includes taxes & fees
14 Oct - 15 Oct
Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!

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

10.0 out of 10, Exceptional, (7)
"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! "
The price is NZ$755
includes taxes & fees
6 Oct - 7 Oct
Modern Glass Retreat in Fort Valley with WiFi, AC, EV charger

Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

10.0 out of 10, Exceptional, (46)
"Beautiful area"
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

On the river ~ hot tub ~ serene river views ~ fire pit

10.0 out of 10, Exceptional, (21)
"We enjoyed our stay!"
The price is NZ$761
includes taxes & fees
6 Oct - 7 Oct
On the river ~ hot tub ~ serene river views ~ fire pit

Bear Valley- Riverfront with hot tub - Starlink Satellite Wi-Fi

9.4 out of 10, Exceptional, (127)
"We enjoyed our quick little getaway."
Bear Valley- Riverfront with hot tub - Starlink Satellite Wi-Fi
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middletown holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middletown holiday rentals we have selected for you start as low as NZ$421 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 holiday 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 holiday.

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 holiday rental in Middletown?

Yes, there are holiday rentals close to the most popular sights in Middletown, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Middletown has to offer?

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub: This holiday home rental outside of Middletown is located on a river, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 holiday rental in Middletown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middletown. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a small group gathering.