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Holiday Rentals in Middletown

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Holiday Rentals in Middletown

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
9.8 out of 10, Exceptional, 190 reviews
"Overall we enjoyed our stay. A couple things of note: Bringing black out shades is super helpful! The closet in the bedroom is big enough for a portable crib. Be sure to bring toilet paper. We only had one full and one partial roll between the two bathrooms(and they were paper thin). Because there isn’t anywhere super close, it’s nice to know to pack some ahead of time :) The road is so peaceful and we went on the trail quite a few times. It was a bit wet, so we didn’t make it all the way...
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Mountain Views, River Frontage & HotTub + Country!
10.0 out of 10, Exceptional, 13 reviews
"Took my kids 13 11 and 7 they had a great time at river and cooking out and s'mores over the fire and hot tub was a plus"
Mountain Views, River Frontage & HotTub + Country!
Star view cabin-Riverfront
9.8 out of 10, Exceptional, 279 reviews
"I have to say the last two reviews made us a bit nervous but those people must have been self-proclaimed critics because we had a truly exceptional experience. Everything was perfect - the hot tub, the river access point, the fire pit(s). A dream come true. We will absolutely be back. Nina’s friendliness and attention to detail made this truly a one of a kind experience. Can’t wait to bring our whole family back!!"
Star view cabin-Riverfront
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Bear Valley- Riverfront with hot tub!
9.8 out of 10, Exceptional, 101 reviews
"We had a great time spending a long holiday weekend here. It was relaxing and peaceful and perfect for what we needed. However I would say the place needs some work and the owner should put some money back into it. The directv barely works and the internet is non existent but we made due without it. Cosmetically it needs some love. If it got some love we’d probably visit frequently however next time we’ll probably look for a more put together place. Location is fantastic so if you’re cool with...
Bear Valley- Riverfront with hot tub!
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
9.8 out of 10, Exceptional, 269 reviews
"Great views, lots of wildlife, peaceful, the mountain goat trail to the water was interesting."
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
9.6 out of 10, Exceptional, 153 reviews
"Nice older cabin with very quiet, country location. Lots of privacy and walk to river. Dog friendly too! Bring coffee grounds for the coffee maker. Will definitely be back!"
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
"Solitude" Secluded 1 BR Cabin w/ Hot Tub near Luray, VA.
10.0 out of 10, Exceptional, 276 reviews
"Our stay at Solitude was absolutely wonderful! The property was exactly as described, clean and beautiful. My wife and I loved our weekend away. We enjoyed sitting in the hot tub, relaxing by the campfire and watching nature go by. It was exactly what we needed for our anniversary, a place away from the business of our everyday lives. Highly recommend this place to anyone who is looking to get away!"
"Solitude" Secluded 1 BR Cabin w/ Hot Tub near Luray, VA.
Falling Leaf Cabin Secluded With Mountain View!
9.8 out of 10, Exceptional, 259 reviews
"This cabin was perfect for a peaceful getaway. It was clean and well taken care of. The porch was my favorite part of the house! What a great way to get away from busy northern Virginia!"
Falling Leaf Cabin Secluded With Mountain View!
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
10.0 out of 10, Exceptional, 334 reviews
"We enjoyed our stay"
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
9.4 out of 10, Exceptional, 300 reviews
"Loved the cabin. Very cozy. Beautiful views from the deck. Upkeep was great. We really enjoyed the stay and plan to stay again in the future."
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
Heaven’s Oasis- Riverfront cabin with hot tub!
10.0 out of 10, Exceptional, 6 reviews
"Property was great when we were there, the only thing that was a bummer was I think the pool pump was back flushing in the middle of the night. I think it was on a timer At 2:30 am and ran for a long time and we had to shut the windows because of the noise of running water. Also most mornings at 6:00 the pool was being filled on a timer and the pump ran for at least 4 hours at a time, so there was not much water pressure so couldn’t take a morning shower. Most windows did not have screen and the...
Heaven’s Oasis- Riverfront cabin with hot tub!
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
9.8 out of 10, Exceptional, 147 reviews
"We arrived Thursday afternoon and stayed until Sunday morning. It was the most peaceful time away I have ever had. Everyone had a wonderful time and thought the house was amazing. Completely loved my time on Half Moon Lane!"
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River
9.2 out of 10, Wonderful, 211 reviews
"It was fun to play parcheesi again!"
Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River
Cozy Lakeside Homestead
10.0 out of 10, Exceptional, 168 reviews
"We had a wonderful weekend at you sweet beautiful cottage. Thank you for the delicious cookies and wine what a special treat. We saw lots of deer. We had fun walking around the lake. Thank you for sharing your rental."
The price is €282
includes taxes & fees
20 Jun - 21 Jun
Cozy Lakeside Homestead
Captain's Lodge 15 Acres w/300 Meters Of Private Shenandoah Riverfront property
9.4 out of 10, Exceptional, 42 reviews
"Although the home was a little dated, we had a wonderful time together with plenty of space. The main room was large enough for everyone to be in w/o being crowded. The host responded quickly to any questions we had. I would recommend it to other large groups if you are not looking for new and modern."
Captain's Lodge 15 Acres w/300 Meters Of Private Shenandoah Riverfront property
Heaven's Hideaway- a perfect getaway on the Shenandoah River!
9.8 out of 10, Exceptional, 79 reviews
"This is a well-kept, clean and quite getaway location. It was perfect for a couple's quick escape from the daily grind. It was perfect for the two of us and presented a very welcoming and comfortable living environment. It has a great balance that makes you feel comfortable using the amenities and simply feeling at home. Relaxing and watching a sunrise/sunset from the hot tub is simply icing on the cake. April was perhaps an idea time to visit as the foliage was not fully out it provided a...
Heaven's Hideaway- a perfect getaway on the Shenandoah River!
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
9.8 out of 10, Exceptional, 261 reviews
"We stayed for a total of 4 nights. Our first reaction when we pulled in was that the road was a gravel road and on a very steep hill, which is definitely not stated on the listing. The outside and inside of the cabin is nice and I would say clean. The only reason I would give this cabin such a low rating was because of the amenities… and the wasp nest on the deck. We were trying to enjoy the hot tub outside and had to cut it short because a carpenter bee was digging itself a home inside the...
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Secluded, Cozy Cottage in the Shenandoah Valley
10.0 out of 10, Exceptional, 145 reviews
"My husband and I stayed for the weekend. While the home is definitely out in the woods, it is not as secluded as we had hoped. There is a large occupied house that looks down on the rental house and hot tub. The ring doorbell can also see the hot tub, and we did not feel like it was private enough for us to use. The house is beautiful and there is plenty of space to wander in the woods."
Secluded, Cozy Cottage in the Shenandoah Valley
Secluded Mountain Cabin with Spectacular Views- Hiker's Dream
10.0 out of 10, Exceptional, 25 reviews
"The pictures and description are 100% accurate, but being there in person to take in the peaceful surroundings and views of nature with the family was a great experience. The hostess was responsive from the moment we booked and provided all the info we needed to make it to this mountain top cabin on the VA/WV border. We drove up on a Friday and after getting out of DC traffic we were on our way to Almost Heaven cabin. When we’re about a mile or so from the cabin we saw a black bear crossing...
Secluded Mountain Cabin with Spectacular Views- Hiker's Dream
Family-friendly waterfront cabin with great views & canoes/kayaks. Pets welcome!
9.8 out of 10, Exceptional, 171 reviews
"Our 5-day stay on the banks of the river celebrated a family milestone in comfort and beauty. The cottage was spacious with multiple dining areas (2) and gathering areas (4) both inside and outside. All the appliances served us well, and the beds were comfortable. We appreciated the quiet neighbors and no outboard motors on the river. Having kayaks and canoes on the property (no need to rent) was a real highlight. Two unfavorable aspects: the cottage could have used a beginning-of-the-season...
Family-friendly waterfront cabin with great views & canoes/kayaks. Pets welcome!
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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.

Other types of properties in Middletown you may be interested in

Wayside Inn
3.5 star property
9.2 out of 10, Wonderful, 346 reviews
"Nice quiet inn in a historic setting. "
The price is €108
includes taxes & fees
23 Jun - 24 Jun
Wayside Inn
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, 1,392 reviews
"Great value stay for an overnight on a road trip. New hotel with comfortable rooms, friendly service, and thoughtful amenities. Would choose again when I am in the area!"
The price is €113
includes taxes & fees
23 Jun - 24 Jun
La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, 820 reviews
"Staff was awesome! The room was very clean and the complimentary breakfast was way better than we expected! Would definitely stay there again!"
The price is €85
includes taxes & fees
19 Jun - 20 Jun
Microtel Inn & Suites by Wyndham Winchester
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.

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, apart-hotels, 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 €282 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?

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails: This holiday home rental outside of Middletown is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Middletown?

Choose from 3 Expedia holiday rentals in Middletown for a memorable holiday.

What’s there to see and do in Middletown?

Shenandoah River and Cedar Creek and Belle Grove National Historical Park are a couple of scenic spots to enjoy the outdoors, whereas Wayside Theater is one of the cultural attractions. While here, Belle Grove Plantation and Cedar Creek Battlefield Foundation 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.

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