Middletown Vacation Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Middletown vacation rentals

Outdoor spa tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (22 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is SAR 507
SAR 1,445 total
includes taxes & fees
22 Jun - 23 Jun
The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Property grounds

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Rileyville
9.8 out of 10, Exceptional, (327 reviews)
"Cabin had rustic vibes but is very well taken care of and clean."
United States
Heidi
The price is SAR 586
SAR 1,030 total
includes taxes & fees
24 Jun - 25 Jun
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Exterior

Mountain Retreat w/ Loft, Fire Pit, & Grill

Mountain Retreat w/ Loft, Fire Pit, & Grill
Delray
9.0 out of 10, Wonderful, (10 reviews)
"The cabin was nice and clean and had everything we needed for a 2 night stay."
United States
Karen
The price is SAR 390
SAR 843 total
includes taxes & fees
24 Jun - 25 Jun
Mountain Retreat w/ Loft, Fire Pit, & Grill
Property grounds

Peaceful Retreat on Creekside

Peaceful Retreat on Creekside
Edinburg
9.2 out of 10, Wonderful, (17 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 SAR 392
SAR 830 total
includes taxes & fees
22 Jun - 23 Jun
Peaceful Retreat on Creekside
TV, fireplace, foosball, offices

Delicious Cabin • Wine Country Retreat w/ Hot Tub

Delicious Cabin • Wine Country Retreat w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (11 reviews)
"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 SAR 661
SAR 1,722 total
includes taxes & fees
28 Jun - 29 Jun
Delicious Cabin • Wine Country Retreat w/ Hot Tub
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
Stephens City
10.0 out of 10, Exceptional, (6 reviews)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
United States
Chris F.
The price is SAR 544
SAR 689 total
includes taxes & fees
2 Jul - 3 Jul
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Interior

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

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Luray
9.6 out of 10, Exceptional, (79 reviews)
"Very nice place and very well set up and welcoming."
United States
Adam Y.
The price is SAR 552
SAR 1,216 total
includes taxes & fees
20 Jul - 21 Jul
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Terrace/patio

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (27 reviews)
"We had a great stay! The house is cozy and just perfect for a private get away. The hosts were very communicative and wonderful, we will be back! "
United States
Virginia A.
The price is SAR 507
SAR 831 total
includes taxes & fees
28 Jun - 29 Jun
Mountain View Bungalow in Front Royal
Property grounds

Private Cabin in the woods w/ firepit right next to Shenandoah River

Private Cabin in the woods w/ firepit right next to Shenandoah River
Bentonville
10.0 out of 10, Exceptional, (36 reviews)
"Awesome spot…clean, cozy, private. Hosts were very responsive- can’t ask for anything more "
United States
Asim K.
The price is SAR 559
SAR 1,263 total
includes taxes & fees
22 Jun - 23 Jun
Private Cabin in the woods w/ firepit right next to Shenandoah River
Outdoor spa tub

Stargaze from Hot Tub Pet-Friendly Mtn Cabin

Stargaze from Hot Tub Pet-Friendly Mtn Cabin
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.
Stargaze from Hot Tub Pet-Friendly Mtn Cabin
Exterior

Blue Mountain House - Hot Tub, Grill, Fire Table

Blue Mountain House - Hot Tub, Grill, Fire Table
Linden
The price is SAR 601
SAR 1,693 total
includes taxes & fees
13 Jul - 14 Jul
Blue Mountain House - Hot Tub, Grill, Fire Table
TV

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Front Royal
9.6 out of 10, Exceptional, (17 reviews)
"Nice place, comfortable bed. Close to hiking in the area."
United States
Jake M.
The price is SAR 557
SAR 830 total
includes taxes & fees
30 Jun - 1 Jul
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Pool

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

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville
10.0 out of 10, Exceptional, (362 reviews)
"Fantastic stay! Will definitely come back!"
United States
Tristan T.
The price is SAR 586
SAR 1,034 total
includes taxes & fees
25 Jun - 26 Jun
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
TV, fireplace

Mountain retreat chalet w/ hot tub & deck

Mountain retreat chalet w/ hot tub & deck
Rio
9.4 out of 10, Exceptional, (6 reviews)
"Enjoyed our stay very much!! Enjoyed the hot tub and the space very much. "
United States
Melissa M.
The price is SAR 521
SAR 1,178 total
includes taxes & fees
30 Jun - 1 Jul
Mountain retreat chalet w/ hot tub & deck
Terrace/patio

Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.

Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.
Luray
9.6 out of 10, Exceptional, (39 reviews)
"the host came mid stay to refill the hot tub! wasn’t expecting that at all. super attentive and kind hosts - beautiful stay! "
United States
Miranda B.
The price is SAR 560
SAR 1,605 total
includes taxes & fees
19 Jul - 20 Jul
Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.
Property grounds

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (35 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Host was responsive and helpful. Would definitely stay again."
United States
Wafaa L.
The price is SAR 713
SAR 894 total
includes taxes & fees
22 Jun - 23 Jun
Blue Mountain Cabin, secluded, perfect for couples, near main road
Terrace/patio

Reel It In Cabin

Reel It In Cabin
Page County
9.6 out of 10, Exceptional, (51 reviews)
"The Reel It Inn Cabin is clean and cozy, stocked with everything you need for a nice get-away. The hot tub was lovely especially on the clear crisp nights we had for our stay. Stargazing while hot tubbing? Yes please! The hosts made sure to communicate anything we needed to know for our stay and even let us know how to reach them once we were at the cabin. 10/10 will stay here again! "
United States
Kait V.
The price is SAR 658
SAR 1,419 total
includes taxes & fees
23 Jun - 24 Jun
Reel It In Cabin
Smart TV, fireplace, DVD player, books

Cozy Log Cabin w Porch, Fire Pit, Games & River

Cozy Log Cabin w Porch, Fire Pit, Games & River
Maurertown
9.6 out of 10, Exceptional, (42 reviews)
"Wonderful cabin, had a great time! "
United States
Katherine R.
The price is SAR 667
SAR 1,644 total
includes taxes & fees
23 Jun - 24 Jun
Cozy Log Cabin w Porch, Fire Pit, Games & River
Outdoor spa tub

Cast Away Cabin

Cast Away Cabin
Page County
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful and relaxing stay. Nice peaceful location. Would definitely stay here again!"
United States
Jeremy H.
The price is SAR 646
SAR 1,387 total
includes taxes & fees
23 Jun - 24 Jun
Cast Away Cabin
Exterior

Cozy A frame cabin in quaint Front Royal. Dog friendly

Cozy A frame cabin in quaint Front Royal. Dog friendly
Front Royal
10.0 out of 10, Exceptional, (6 reviews)
"Had a good time during my stay and loved seeing Shenandoah"
United States
Kye Y.
The price is SAR 612
SAR 1,114 total
includes taxes & fees
5 Jul - 6 Jul
Cozy A frame cabin in quaint Front Royal. Dog friendly
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

TRU By Hilton Winchester

TRU By Hilton Winchester

10/10 Excellent
"An “Excellent” rating is True for “TRU”. Plenty of parking space, lively staff, vibrant interiors and decor, work space and game options, adequate luggage karts, clean rooms, and hot breakfast. Everything that needs to be in place was in place for a comfortable and peaceful stay. "
Krishna 1-night trip
Posted less than an hour ago
TRU By Hilton Winchester

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?

Secluded River Cabin Getaway (Masten Cabin): This vacation home rental near Middletown is located in the mountains and has a fireplace, a patio, and a barbecue grill 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 lovely local spots to get outside and enjoy nature. While here, Belle Grove Plantation and Jackson's Chase Golf Course 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.