Middletown Holiday Rentals

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Check prices for these dates

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

Our top choices for Middletown holiday rentals

Smart TV, stereo

Cottage in Fort Valley

Cozy Retreat - Hot tub + Mountain Views + Pets
9.8 out of 10, Exceptional, (58 reviews)
"This house was super charming and perfect for our weekend getaway!"
United States
Beth S.
The price is HK$434
HK$1,751 total
includes taxes & fees
26 Jan - 27 Jan
Cozy Retreat - Hot tub + Mountain Views + Pets
Terrace/patio

Mobile Home in Capon Bridge

Large Glamper w/ Hot Tub and full bathroom-sleep 6
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 traveller
The price is HK$463
HK$1,383 total
includes taxes & fees
20 Jan - 21 Jan
Large Glamper w/ Hot Tub and full bathroom-sleep 6
Exterior

Holiday Home in Luray

Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!
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.
The price is HK$963
HK$2,557 total
includes taxes & fees
27 Jan - 28 Jan
Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!
Terrace/patio

Cottage in Front Royal

"Prima BnB" a Superb 4-bedroom cottage on the mountain near 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.
The price is HK$1,263
HK$3,320 total
includes taxes & fees
2 Feb - 3 Feb
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
Outdoor spa tub

Cabin in Linden

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
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.
The price is HK$1,046
HK$2,762 total
includes taxes & fees
29 Jan - 30 Jan
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Outdoor spa tub

Cabin in Page County

The Zen Garden by Zen Living
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 HK$761
HK$2,137 total
includes taxes & fees
20 Jan - 21 Jan
The Zen Garden by Zen Living
Terrace/patio

Cabin in Stephens City

Luxury tiny home farm stay on historic property with hot tub in Stephens City
2.0 star property
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.
The price is HK$1,018
HK$1,277 total
includes taxes & fees
19 Jan - 20 Jan
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Interior

Apartment in Fauquier County

NEW! Historic Schoolhouse HotTub+FirePit+Wineries
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.
The price is HK$710
HK$2,242 total
includes taxes & fees
20 Jan - 21 Jan
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Smart TV

Holiday Home in Boyce

Welcome to the Ladybug Retreat!
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.
The price is HK$1,365
HK$3,156 total
includes taxes & fees
19 Jan - 20 Jan
Welcome to the Ladybug Retreat!
Smart TV, table football, books

Holiday Home in Rileyville

Modern~OutdoorCinema~HotTub~EVSE
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"Lovely place!"
United States
Carmen P.
The price is HK$1,408
HK$3,340 total
includes taxes & fees
16 Feb - 17 Feb
Modern~OutdoorCinema~HotTub~EVSE
Terrace/patio

Holiday Home in Front Royal

Mountain View Bungalow in Front Royal
10.0 out of 10, Exceptional, (12 reviews)
"Property was just what we were looking for "
United States
Tim C.
The price is HK$1,053
HK$1,736 total
includes taxes & fees
19 Jan - 20 Jan
Mountain View Bungalow in Front Royal
Exterior

Holiday Home in Edinburg

Peaceful Retreat on Creekside
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.
The price is HK$729
HK$1,630 total
includes taxes & fees
22 Jan - 23 Jan
Peaceful Retreat on Creekside
Property grounds

Cottage in Front Royal

The Vue - Mountain Top hot tub overlooking the Shenandoah River
2.0 star property
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.
The price is HK$1,404
HK$3,518 total
includes taxes & fees
21 Jan - 22 Jan
The Vue - Mountain Top hot tub overlooking the Shenandoah River
Smart TV, fireplace, stereo

Cabin in Front Royal

Escape to Shenandoah River, Hot Tub after a Hike!
10.0 out of 10, Exceptional, (57 reviews)
"Its a nice property to stay. Will be back soon "
United States
Faizan A.
The price is HK$831
HK$2,508 total
includes taxes & fees
20 Jan - 21 Jan
Escape to Shenandoah River, Hot Tub after a Hike!
Property grounds

Holiday Home in Linden

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
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.
The price is HK$988
HK$2,432 total
includes taxes & fees
26 Jan - 27 Jan
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Terrace/patio

Cabin in Rileyville

Modern Riverside Cabin w Hot Tub, Fire Pit, Kayaks
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.
The price is HK$1,263
HK$2,063 total
includes taxes & fees
21 Jan - 22 Jan
Modern Riverside Cabin w Hot Tub, Fire Pit, Kayaks
Terrace/patio

Cabin in Luray

River Access Cabin w Hot Tub, Deck, Grill, & Wifi
8.6 out of 10, Excellent, (24 reviews)
"As it is described. Clean and peaceful. "
United States
Anna A.
The price is HK$1,158
HK$2,339 total
includes taxes & fees
19 Jan - 20 Jan
River Access Cabin w Hot Tub, Deck, Grill, & Wifi
Smart TV, fireplace, books

Holiday Home in Luray

Cozy 2-bedroom house in fantastic Luray with AC
2.0 star property
Cozy 2-bedroom house in fantastic Luray with AC
Terrace/patio

Holiday Home in Luray

Screened Porch w/Swing, Fire Pit, Grill & Deck
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.
The price is HK$1,246
HK$2,663 total
includes taxes & fees
19 Jan - 20 Jan
Screened Porch w/Swing, Fire Pit, Grill & Deck
Smart TV, table football

Cabin in Maurertown

Riverfront w Hot Tub, Game Room, Fire Pit & More
2.0 star property
The price is HK$1,254
HK$2,662 total
includes taxes & fees
19 Jan - 20 Jan
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-University/Mall Area

Hampton Inn Winchester-University/Mall Area

10/10 Excellent
"Pet friendly and they provided a goodie bag for my dog - very welcoming."
Kimberly 1-night trip
Posted 3 days ago
Hampton Inn Winchester-University/Mall Area

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

  • View our selection of featured holiday rentals in Middletown
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  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

Look no further and take a look at our great range of rental properties in Middletown!

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?

Cozy Lakeside Homestead: This holiday home rental outside of Middletown is located on a lake, and has a fireplace, a patio and a BBQ 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 1 hot tub so that you can immerse yourself in your 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.