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Middletown Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Middletown

Terrace/patio
Rivah Retreat -River Front- Fishing -Hot tub

Rivah Retreat -River Front- Fishing -Hot tub

Woodstock
10.0 out of 10, Exceptional, (17)
"Fantastic as always, wonderful place and wonderful host!"
United States
Milton W.
The price is HK$787
HK$1,789 total
includes taxes & fees
9 Dec - 10 Dec
Rivah Retreat -River Front- Fishing -Hot tub
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)
"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$711
HK$2,220 total
includes taxes & fees
8 Dec - 9 Dec
Mountain retreat w/hot tub, sauna, projector, close to river and 25 to NP!
Outdoor spa tub
Fox Den — Hot Tub, Fire Pit, Steps to River

Fox Den — Hot Tub, Fire Pit, Steps to River

Luray
10.0 out of 10, Exceptional, (8)
"Great time. Really comfortable place."
United States
Joshua E.
The price is HK$930
HK$2,590 total
includes taxes & fees
2 Dec - 3 Dec
Fox Den — Hot Tub, Fire Pit, Steps to River
Smart TV, table football
3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!

3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!

Stephens City
9.2 out of 10, Wonderful, (7)
"Had a great stay at this property for a girls weekend. Nearby to cute shops, a nice winery, grocery stores and restaurants. Nice amenities with games, entertainment systems, outdoor space, and in a great neighborhood too. Lots of space for families or friend reunions. Will rent again here when staying in the area. "
United States
Maureen W.
The price is HK$849
HK$2,270 total
includes taxes & fees
4 Dec - 5 Dec
3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!
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)
"Love the view and beautiful appointed decor throughout the home…"
United States
Lynn M.
The price is HK$1,101
HK$2,777 total
includes taxes & fees
3 Dec - 4 Dec
The Vue - Mountain top hot tub overlooking the Shenandoah River
Outdoor spa tub
The Honeymoon Cabin | Private Retreat w/ hot tub

The Honeymoon Cabin | Private Retreat w/ hot tub

Front Royal
10.0 out of 10, Exceptional, (2)
"Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!"
United States
Paul B.
The price is HK$934
HK$2,748 total
includes taxes & fees
2 Dec - 3 Dec
The Honeymoon Cabin | Private Retreat w/ hot tub
Property grounds
"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, (2)
"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$1,150
HK$3,201 total
includes taxes & fees
3 Dec - 4 Dec
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
Microwave, oven, stovetop, dishwasher
Welcome to the Ladybug Retreat!

Welcome to the Ladybug Retreat!

Boyce
10.0 out of 10, Exceptional, (1)
"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$1,362
HK$3,152 total
includes taxes & fees
2 Dec - 3 Dec
Welcome to the Ladybug Retreat!
Outdoor dining
River Access Cabin w Hot Tub, Grill, Firepit, WiFi

River Access Cabin w Hot Tub, Grill, Firepit, WiFi

Luray
8.6 out of 10, Excellent, (11)
"We had a good, relaxing stay here. The kitchen was nicely equipped, the firepit was great. Very nice location for accessing the river for tubing fun!"
United States
Beth F.
The price is HK$1,147
HK$2,275 total
includes taxes & fees
2 Dec - 3 Dec
River Access Cabin w Hot Tub, Grill, Firepit, WiFi
Fridge, microwave, oven, stovetop
Mountaintop Views, Hot Tub, Deck, Fire Pit & WiFi

Mountaintop Views, Hot Tub, Deck, Fire Pit & WiFi

Augusta
9.6 out of 10, Exceptional, (14)
"Loved the beautiful scenery and location. Very peaceful and relaxing. Just what we were looking for. "
United States
Mindy R.
The price is HK$1,241
HK$2,151 total
includes taxes & fees
9 Dec - 10 Dec
Mountaintop Views, Hot Tub, Deck, Fire Pit & WiFi
TV, fireplace, books, stereo
Modern Yurt w River Access, Hot Tub, WiFi & Grill

Modern Yurt w River Access, Hot Tub, WiFi & Grill

Wardensville
10.0 out of 10, Exceptional, (2)
"Beautiful little place in the wilderness. Tony was a great host from check-in to checkout periodically checked in to make sure we had a good experience. "
United States
syed r.
The price is HK$1,250
HK$2,082 total
includes taxes & fees
7 Dec - 8 Dec
Modern Yurt w River Access, Hot Tub, WiFi & Grill
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, (53)
"This house was super charming and perfect for our weekend getaway!"
United States
Beth S.
The price is HK$541
HK$1,885 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Retreat - Hot tub + Mountain Views + Pets
Outdoor dining
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks

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

Luray
10.0 out of 10, Exceptional, (8)
"We had a wonderful time, loved the location and space! "
United States
Jennifer C.
The price is HK$1,078
HK$1,817 total
includes taxes & fees
2 Dec - 3 Dec
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
Exterior
The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch

The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch

Linden
10.0 out of 10, Exceptional, (22)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is HK$922
HK$2,614 total
includes taxes & fees
7 Dec - 8 Dec
The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch
Terrace/patio
Cabin Retreat in Virginia Wine Country • Hot Tub, Theatre & Game Room, & More

Cabin Retreat in Virginia Wine Country • Hot Tub, Theatre & Game Room, & More

Linden
9.8 out of 10, Exceptional, (10)
"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 HK$1,127
HK$3,184 total
includes taxes & fees
14 Dec - 15 Dec
Cabin Retreat in Virginia Wine Country • Hot Tub, Theatre & Game Room, & More
Outdoor spa tub
Charming 3-bedroom cabin with Moutain Views, Hottub, WiFi in Shenandoah.

Charming 3-bedroom cabin with Moutain Views, Hottub, WiFi in Shenandoah.

2.0 star property
Rileyville
9.8 out of 10, Exceptional, (31)
"Comfy and clean accomodations! Loved the pet and kid friendly vibe. Close to lots of local attractions. Host is very responsive and welcoming"
United States
Diane L.
The price is HK$1,401
HK$2,774 total
includes taxes & fees
2 Dec - 3 Dec
Charming 3-bedroom cabin with Moutain Views, Hottub, WiFi in Shenandoah.
Outdoor dining
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)
"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$1,284
HK$2,096 total
includes taxes & fees
3 Dec - 4 Dec
Modern Riverside Cabin w Hot Tub, Fire Pit, Kayaks
Dining
The Foundry Cabin | Historic 6BR Retreat w/ Hot Tub, Propane Fire Pit & Games

The Foundry Cabin | Historic 6BR Retreat w/ Hot Tub, Propane Fire Pit & Games

Front Royal
9.8 out of 10, Exceptional, (11)
"Comfortable and nice layout for group of nine friends during extended wine tasting weekend. The kitchen was wonderfully stocked as we do most of our cooking on these types of outings. Communication with owner was timely and responsive. Even the wildlife (deer, woodchuck, bunnies, etc.) were fun to watch as we relaxed on the back porch. All-in-all, a fantastic place to stay in a beautiful part of Virginia. "
United States
Tom B.
The price is HK$1,432
HK$4,525 total
includes taxes & fees
2 Dec - 3 Dec
The Foundry Cabin | Historic 6BR Retreat w/ Hot Tub, Propane Fire Pit & Games
Exterior
The Far View Retreat | Private Cabin w/ Hot Tub, Screened Porch, Games, & More

The Far View Retreat | Private Cabin w/ Hot Tub, Screened Porch, Games, & More

Front Royal
10.0 out of 10, Exceptional, (14)
"The cabin is very clean and well equipped. Matt is a great host. "
United States
Tracy B.
The Far View Retreat | Private Cabin w/ Hot Tub, Screened Porch, Games, & More
Fridge, microwave, oven, stovetop
Cozy w Hot Tub, Fire Pit, Wifi, Grill, Deck & Pets

Cozy w Hot Tub, Fire Pit, Wifi, Grill, Deck & Pets

Rio
9.0 out of 10, Wonderful, (4)
"Clean, comfortable cabin, and very effective communication from the host."
United States
Keely
The price is HK$1,053
HK$1,917 total
includes taxes & fees
2 Dec - 3 Dec
Cozy w Hot Tub, Fire Pit, Wifi, Grill, Deck & Pets
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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Clean and great historic building. It's rare to find a historic hotel like this that has such updated rooms. Convenient to all downtown has to offer. Really friendly staff, nicely heated pool. Great have Uno's on site which my kid loves."
CYNTHIA 1-night trip
Posted 22 hours ago
The George Washington Hotel, A Wyndham Grand Hotel

Find out more about Middletown

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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?

Secluded River Cabin Getaway (Masten Cabin): This holiday home rental outside of Middletown is located in the mountains, and has a fireplace, a patio and a BBQ 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 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.