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Compare 52 Cottages in Middletown with updated reviews, rates, and availability.

Secluded, Cozy Cottage in the Shenandoah Valley

10.0 out of 10, Exceptional, (168)
"Private and cute cottage in the woods. Shenandoah valley is beautiful!"
Secluded, Cozy Cottage in the Shenandoah Valley

Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi

9.8 out of 10, Exceptional, (25)
"This was a good little cozy cottage for a weekend away with friends. Convienient to wineries and breweries. Comfy and Cozy for a 2 day getaway!"
The price is SAR 1,140
SAR 2,469 total
includes taxes & fees
16 Apr - 17 Apr
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi

Cozy Retreat - Hot tub + Mountain Views + Pets

10.0 out of 10, Exceptional, (25)
"Great stay! Attentive and caring host! We will definitely be coming back. "
The price is SAR 348
SAR 1,008 total
includes taxes & fees
4 Apr - 5 Apr
Cozy Retreat - Hot tub + Mountain Views + Pets

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (39)
"We loved our stay at the cottage! Will is a wonderful host!"
Historical cottage in the town of Paris

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

9.6 out of 10, Exceptional, (10)
"Excellent place to stay. Shelly is an excellent host. Nice location "
The price is SAR 1,341
SAR 1,918 total
includes taxes & fees
5 Apr - 6 Apr
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Chic Front Royal Retreat Near Shenandoah River!

3.0 star property
10.0 out of 10, Exceptional, (5)
"Nice place near skyline drive"
Chic Front Royal Retreat Near Shenandoah River!

Country Elegance overlooking the Shenandoah River

10.0 out of 10, Exceptional, (104)
"It is truly a four-season view! The home has plenty of space and is nestled over the river perfectly. The owners/property managers were responsive, kind and accommodating. Highly recommend for anyone and everyone!"
Country Elegance overlooking the Shenandoah River

Hunt Country cottage in Upperville!

10.0 out of 10, Exceptional, (14)
"My partner and I stayed over christmas in what was the perfect cottage. If you want to believe that you're in some tiny small town america during christmas, this is the perfect place to be. It was by far the most peaceful and relaxing christmas.I've had in a long time. The stove is wonderful and makes me want to upgrade mine at my own house and the rest of the appliances are also amazing. Ten out of ten, we'll be staying again."
Hunt Country cottage in Upperville!

Homey Luray Cabin w/ Fire Pit & Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We enjoyed Luray Caverns during our stay in Shenandoah. This hotel is very clean and has cute, very comfortable furniture. The place is great and the hosts are lovely and communicate quickly."
Homey Luray Cabin w/ Fire Pit & Deck!

Spectacular Cottage with Shenandoah River Views

10.0 out of 10, Exceptional, (206)
"Overall this was a great place for a getaway with my husband! The cottage is very well done. It's incredibly clean, well stocked, and the furnishings and supplies are quite nice. The view is absolutely gorgeous and very peaceful. The "downsides" were that a bridge is under construction until late 2025 in the area so it takes longer to get to any stores. The last 5 minutes to the property are complete gravel roads and the very last part is a little steep. It's secluded but there is a house next...
Spectacular Cottage with Shenandoah River Views

Weekend getaway short distance from DC/Northern Virginia

10.0 out of 10, Exceptional, (84)
"The stars at night at stunning. And the sunrise was breath taking as well. The dogs, my husband, and I enjoyed every moment! It was so nice to let them run off lead. I think they’ll be sleeping soundly well into the new year. "
Weekend getaway short distance from DC/Northern Virginia

4 season fun & spectacular views, right out the front door.

4 season fun & spectacular views, right out the front door.

Mountain Town Adventures Home w/ Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was fantastic"
Mountain Town Adventures Home w/ Fire Pit!

Wardensville Cabin w/ Hot Tub, Creek & Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (2)
"We had a great stay at the cabin! The kitchen is well stocked with everything you need to cook at home but we would recommend bringing some groceries. The house was clean and inviting and offered lots of privacy. There was no cell service but the Wi-Fi was great. We’d love to return!"
Wardensville Cabin w/ Hot Tub, Creek & Fire Pit!

Charming 3-bedroom cottage in farm & wine country

2.0 star property
Charming 3-bedroom cottage in farm & wine country

Cozy Virginia Escape w/ Deck, Grill & Fire Pit!

2.0 star property
Cozy Virginia Escape w/ Deck, Grill & Fire Pit!

Front Royal Retreat ~ 1 Mi to National Park!

3.0 star property
Front Royal Retreat ~ 1 Mi to National Park!

Home w/ Hot Tub Near Shenandoah Nat'l Park!

3.0 star property
Home w/ Hot Tub Near Shenandoah Nat'l Park!

Front Royal Hilltop Cabin w/ Panoramic Views!

3.0 star property
Front Royal Hilltop Cabin w/ Panoramic Views!

Modern Mountain Retreat w/ Deck + Hot Tub!

3.0 star property
Modern Mountain Retreat w/ Deck + Hot Tub!
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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Other property types in Middletown

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (307)
"I recently stayed at this cabin over the weekend, and it was an unforgettable experience. The views were absolutely breathtaking — whether it was sunrise over the mountains or relaxing in the evening with a stunning sunset, the scenery was incredible from every angle.The cabin itself was just as impressive. It was beautifully designed, immaculately clean, and had all the comforts of home. From cozy furniture to thoughtful amenities, everything was perfect. The peaceful surroundings made it the...
Star view cabin-Riverfront

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (83)
"Loved it "
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Falling Leaf Cabin With Winter River And Mountain View!

9.8 out of 10, Exceptional, (279)
"Fourth time here and it never gets old!!! absolutely gorgeous!"
Falling Leaf Cabin With Winter River And Mountain View!
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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