Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Middletown vacation rentals

Smart TV, stereo

Cozy Retreat - Hot tub + Mountain Views + Pets

Cozy Retreat - Hot tub + Mountain Views + Pets
Fort Valley
9.8 out of 10, Exceptional, (59 reviews)
"This house was super charming and perfect for our weekend getaway!"
United States
Beth S.
$204 nightly
The price is $225
Jan 26 - Jan 27
Total with taxes and fees
Cozy Retreat - Hot tub + Mountain Views + Pets
Terrace/patio

Large Glamper w/ Hot Tub and full bathroom-sleep 6

Large Glamper w/ Hot Tub and full bathroom-sleep 6
Capon Bridge
9.8 out of 10, Exceptional, (24 reviews)
"We absolutely loved this place! The glamper had everything we needed and more! The hot tub was super relaxing and the host is super responsive! Would definitely stay here again in the future."
United States
Anonymous traveler
$157 nightly
The price is $175
Jan 21 - Jan 22
Total with taxes and fees
Large Glamper w/ Hot Tub and full bathroom-sleep 6
Exterior

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

Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!
Luray
9.6 out of 10, Exceptional, (12 reviews)
"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. "
United States
Derek B.
$256 nightly
The price is $295
Jan 21 - Jan 22
Total with taxes and fees
Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!
TV, fireplace

"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal

"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
Front Royal
10.0 out of 10, Exceptional, (4 reviews)
"My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!"
United States
Jay L.
$368 nightly
The price is $406
Feb 2 - Feb 3
Total with taxes and fees
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
Outdoor spa tub

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)
"Fun location near tons of wineries, bowling, trails, and mountain living. Place is really nice with a grill, solo stove, kfantastic kitchen"
United States
Bret L.
$317 nightly
The price is $349
Jan 26 - Jan 27
Total with taxes and fees
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Outdoor spa tub

The Zen Garden by Zen Living

The Zen Garden by Zen Living
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.
$238 nightly
The price is $274
Jan 19 - Jan 20
Total with taxes and fees
The Zen Garden by Zen Living
Terrace/patio

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
2.0 star property
Stephens City
10.0 out of 10, Exceptional, (1 review)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
United States
Chris F.
$151 nightly
The price is $164
Jan 19 - Jan 20
Total with taxes and fees
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Interior

NEW! Historic Schoolhouse HotTub+FirePit+Wineries

NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Fauquier County
8.0 out of 10, Very Good, (1 review)
"The listing indicated pets were welcome and we were able to bring our 13 year old dog, who loves traveling with my husband and I. There was some initial confusion after we booked the Schoolhouse, saying pets are prohibited. Through contact with the host, it was cleared up pretty quickly. All in all, the place was comfortable and we had what we needed to cook a couple of meals. I loved the area and enjoyed walking our dog on the state-maintained back roads. We would have liked to take advantage...
United States
Kathy S.
$285 nightly
The price is $287
Jan 20 - Jan 21
Total with taxes and fees
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Smart TV

Welcome to the Ladybug Retreat!

Welcome to the Ladybug Retreat!
Boyce
10.0 out of 10, Exceptional, (1 review)
"This home is lovely and the host has thought of everything. We will definitely stay here again. "
United States
Catherine A.
$367 nightly
The price is $405
Jan 18 - Jan 19
Total with taxes and fees
Welcome to the Ladybug Retreat!
Smart TV, foosball, books

Modern~OutdoorCinema~HotTub~EVSE

Modern~OutdoorCinema~HotTub~EVSE
2.0 star property
Rileyville
10.0 out of 10, Exceptional, (5 reviews)
"Lovely place!"
United States
Carmen P.
$378 nightly
The price is $435
Jan 21 - Jan 22
Total with taxes and fees
Modern~OutdoorCinema~HotTub~EVSE
Terrace/patio

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (12 reviews)
"Property was just what we were looking for "
United States
Tim C.
$200 nightly
The price is $223
Jan 19 - Jan 20
Total with taxes and fees
Mountain View Bungalow in Front Royal
Exterior

Peaceful Retreat on Creekside

Peaceful Retreat on Creekside
Edinburg
9.6 out of 10, Exceptional, (15 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.
$190 nightly
The price is $209
Jan 22 - Jan 23
Total with taxes and fees
Peaceful Retreat on Creekside
Property grounds

The Vue - Mountain Top hot tub overlooking the Shenandoah River

The Vue - Mountain Top hot tub overlooking the Shenandoah River
2.0 star property
Front Royal
9.8 out of 10, Exceptional, (10 reviews)
"Our family had a lovely time at The Vue! It was clean, comfortable, and had everything we needed for a quick getaway. The mountain view was truly incredible and we enjoyed watching the sunrise with our coffee on the back deck. While there's not much of a yard, our pup enjoyed the outdoor space too! Thank for being a part of our family's special memories. We'll be back!"
United States
Alyssa L.
$398 nightly
The price is $439
Jan 21 - Jan 22
Total with taxes and fees
The Vue - Mountain Top hot tub overlooking the Shenandoah River
Smart TV, fireplace, stereo

Escape to Shenandoah River, Hot Tub after a Hike!

Escape to Shenandoah River, Hot Tub after a Hike!
Front Royal
10.0 out of 10, Exceptional, (58 reviews)
"Its a nice property to stay. Will be back soon "
United States
Faizan A.
$291 nightly
The price is $321
Jan 20 - Jan 21
Total with taxes and fees
Escape to Shenandoah River, Hot Tub after a Hike!
Property grounds

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Linden
10.0 out of 10, Exceptional, (21 reviews)
"Very nice stay! A peaceful, quiet little place. Cozy beds! We enjoyed our time. "
United States
Katelyn E.
$283 nightly
The price is $312
Jan 26 - Jan 27
Total with taxes and fees
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Terrace/patio

Modern Riverside Cabin w Hot Tub, Fire Pit, Kayaks

Modern Riverside Cabin w Hot Tub, Fire Pit, Kayaks
Rileyville
9.4 out of 10, Exceptional, (3 reviews)
"We had an absolute wonderful time! It was so relaxing and the descriptions were spot on. After reading the reviews, we brought our foam mattress cover for the bed and it made a big difference. The public fishing spot near the cabin is also a boat launch spot so we had some traffic while fishing but we still caught some fish! Rivers Edge is also on the corner lot so we felt it was very private and highly recommend! The hot tub was also a perfect touch. 10/10 vacation! Thanks Tony! "
United States
Allison S.
$239 nightly
The price is $262
Jan 21 - Jan 22
Total with taxes and fees
Modern Riverside Cabin w Hot Tub, Fire Pit, Kayaks
Terrace/patio

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, (24 reviews)
"As it is described. Clean and peaceful. "
United States
Anna A.
$272 nightly
The price is $300
Jan 19 - Jan 20
Total with taxes and fees
River Access Cabin w Hot Tub, Deck, Grill, & Wifi
Smart TV, fireplace, books

Cozy 2-bedroom house in fantastic Luray with AC

Cozy 2-bedroom house in fantastic Luray with AC
2.0 star property
Luray
$262 nightly
The price is $302
Feb 12 - Feb 13
Total with taxes and fees
Cozy 2-bedroom house in fantastic Luray with AC
Terrace/patio

Screened Porch w/Swing, Fire Pit, Grill & Deck

Screened Porch w/Swing, Fire Pit, Grill & Deck
Luray
10.0 out of 10, Exceptional, (1 review)
"We loved our stay at this cabin. It has a great feeling of being out in nature as a cabin but with a feel of a newly renovated and quality interior. We took advantage of the screened in porch for morning coffee and evening relaxing with the family. It's a great feature of this house. The kitchen was great and had everything we needed during our stay. The grill I think may have been brand new and worked flawlessly. One reason we stayed here was the access to the river. It was a little further...
United States
Chris P.
$308 nightly
The price is $342
Jan 19 - Jan 20
Total with taxes and fees
Screened Porch w/Swing, Fire Pit, Grill & Deck
Smart TV, foosball

Riverfront w Hot Tub, Game Room, Fire Pit & More

Riverfront w Hot Tub, Game Room, Fire Pit & More
2.0 star property
Maurertown
$309 nightly
The price is $341
Jan 19 - Jan 20
Total with taxes and fees
Riverfront w Hot Tub, Game Room, Fire Pit & More
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

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

10/10 Excellent
"Super clean room comfy beds"
Joy 1-night trip
Posted 19 hours ago
Hampton Inn Winchester N/Conference Center, VA

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 $220 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.

Explore a world of travel with Expedia

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?

Cozy Lakeside Homestead: This vacation home rental near Middletown is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 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 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.