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Search Cottages in Middletown

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Compare 50 Cottages in Middletown with updated reviews, rates, and availability.

Hunt Country cottage in Upperville!

10.0 out of 10, Exceptional, (11)
"Met daughter in middle for fun filled weekend"
Hunt Country cottage in Upperville!

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (36)
"If I could give 10 stars, I would! This cabin in Paris, VA was everything I was looking for and more. Clean, spacious, quiet, and comfortable. The arboretum up the road was also a nice treat to enjoy. I can't wait to come back for another stay. "
The price is AED 621
AED 1,119 total
includes taxes & fees
12 Dec - 13 Dec
Historical cottage in the town of Paris

Cozy Retreat - Hot tub + Mountain Views + Pets

10.0 out of 10, Exceptional, (22)
"This cottage is so cute and it fit the four of us just right. Very comfortable beds, lots of pillows and nice living room furniture. There are great views of the mountains and big fields with cows on the other side of the fence. You felt like you were far away from the ruckus of everyday life. It was bright and cheery with beautiful wall paper and lots of windows. A hot tub and screened porch was also there to enjoy. We had a wonderful time and will go back again. "
The price is AED 322
AED 983 total
includes taxes & fees
8 Dec - 9 Dec
Cozy Retreat - Hot tub + Mountain Views + Pets

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 AED 1,192
AED 1,752 total
includes taxes & fees
25 Nov - 26 Nov
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Secluded, Cozy Cottage in the Shenandoah Valley

10.0 out of 10, Exceptional, (160)
"Great location if you want to get away from the chaos of daily life. We hiked both on the property and in the surrounding area, relaxed in the hot tub, and enjoyed the fireplace in the evenings."
Secluded, Cozy Cottage in the Shenandoah Valley

Weekend getaway short distance from DC/Northern Virginia

10.0 out of 10, Exceptional, (82)
"We just love this place! Heaven on Earth! Great location, great property, gracious hosts, a perhaps rental home for our needs!"
Weekend getaway short distance from DC/Northern Virginia

Country Elegance overlooking the Shenandoah River

10.0 out of 10, Exceptional, (102)
"What a treat to enjoy such a peaceful place in nature with deer and turkeys running around each day. The birds were also amazing. Then to enjoy such a great spot along the river with an open area, dock and places to sit was very special. The fire pit was great for the family and for our grandson to experience his first marshmallow roast. The cabin was well done -with nice furniture, comfy beds, and just very quaint. Everything was stocked well in the kitchen. The outside deck sitting area was...
Country Elegance overlooking the Shenandoah River

Charming 3-bedroom cottage in farm & wine country

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

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

9.8 out of 10, Exceptional, (20)
"We enjoyed our stay at the cottage. We were 15-20 minutes away from lots of breweries and outdoor dining places yet felt like we were staying in the country. Enjoyed the hot tub and basketball hoop and the fire pit was ready for us when we arrived. Our little dog was welcomed and enjoyed the yard too. Great communication with the owner. There is some noise from the train and road nearby but it did not bother us."
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi

Homey Luray Cabin w/ Fire Pit & Deck!

3.0 star property
Homey Luray Cabin w/ Fire Pit & Deck!

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

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

Chic Front Royal Retreat Near Shenandoah River!

3.0 star property
10.0 out of 10, Exceptional, (4)
"This was a lovely trip because of the home we stayed in. It had a wonderful ambiance and was clean. Thank you for having it available!"
Chic Front Royal Retreat Near Shenandoah River!

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

9.6 out of 10, Exceptional, (17)
"Nice place, comfortable bed. Close to hiking in the area."
The price is AED 606
AED 903 total
includes taxes & fees
25 Nov - 26 Nov
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

Charming Rileyville Cottage on River w/ Fire Pit!

8.0 out of 10, Very Good, (2)
"This was the first bad experience I’ve had through VRBO, which lead to LEAVING the property less than two hours after arriving!! After arriving and unpacking the vehicle, I began to prepare dinner. After finding the pots that belong to the property in a kitchen cabinet, I saw that the pots were dirty. I went to clean the pots at the kitchen sink and when I turned on the faucet, the water smelled like rotten eggs. It was a nauseating smell so I had to use bottled water to finish cleaning the...
Charming Rileyville Cottage on River w/ Fire Pit!

Historical Paris Cabin on Farm w/ Fire Pit!

3.0 star property
Historical Paris Cabin on Farm w/ Fire Pit!

Front Royal Retreat ~ 1 Mi to National Park!

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

Cozy Cottage / Writers Retreat . Nestled in the woods . Private

10.0 out of 10, Exceptional, (2)
"We arrived after dark, and found lights on waiting for us. The cottage was exactly as described and beautifully appointed. We couldn’t have asked for more, everything that we could possibly need was there."
Cozy Cottage / Writers Retreat . Nestled in the woods . Private

Sunny Front Royal Vacation Rental w/ Hot Tub!

3.0 star property
Sunny Front Royal Vacation Rental w/ Hot Tub!

Gorgeous Blue Ridge Mountain and Rolling Farm View

10.0 out of 10, Exceptional, (18)
"A beautiful home to immerse in peace. The architecture and layout is brilliant with light and space. A top floor master with a viewing deck, spacious walkin closet, master bath with soaking tub, and sitting area. First floor master is quietly located away from living area with equally large closet and lovely bathroom. We never used the lower floor space which had beds for 4 and its own kitchen and gameroom. The furniture is wonderfully chosen with lovely decorative appointments and wall...
Gorgeous Blue Ridge Mountain and Rolling Farm View

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!
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

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

9.6 out of 10, Exceptional, (289)
"We had a wonderful time in this cabin. It is very peaceful and quiet. The view is amazing and we loved watching all the wildlife. Perfect location to front royal and many wineries but staying in and enjoying the beautiful cabin and scenery was our favorite ! "
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

9.8 out of 10, Exceptional, (169)
"this was a great first experience. The cabin was fantastic and the kitchen was exceptional. The downstairs was well stocked with different games and I really enjoyed all the different trails that nested up against this great cabin."
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

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

10.0 out of 10, Exceptional, (299)
"Beautiful!! So very peaceful. We will go back 💯 "
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
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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