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Compare 48 Cottages in Middletown with updated reviews, rates, and availability.

Secluded, Cozy Cottage in the Shenandoah Valley
Quiet nights and so many stars.

Secluded, Cozy Cottage in the Shenandoah Valley

10.0 out of 10, Exceptional, (163)
"It's the perfect cozy place for two for Thanksgiving. The indoor fireplace has plenty of firewood, and the outdoor firepit has a grill plate, perfect for making smores. We started our mornings having coffee in the hot tub. We will stay here again! "
Secluded, Cozy Cottage in the Shenandoah Valley
Historical cottage in the town of Paris
Exterior

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (38)
"What a lovely and comfortable cottage! "
Historical cottage in the town of Paris
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Fire pit w/custom Adirondack chairs, solar Tiki torches, grapevine arbor

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

9.8 out of 10, Exceptional, (21)
"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
Cozy Retreat - Hot tub + Mountain Views + Pets
Exterior

Cozy Retreat - Hot tub + Mountain Views + Pets

10.0 out of 10, Exceptional, (23)
"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 SAR 329
SAR 992 total
includes taxes & fees
7 Jan - 8 January 2025
Cozy Retreat - Hot tub + Mountain Views + Pets
Hunt Country cottage in Upperville!
Living area

Hunt Country cottage in Upperville!

10.0 out of 10, Exceptional, (14)
"This adorable home was the perfect stay during our visit to Middleburg which was a quick drive from upperville. We'll be back!"
Hunt Country cottage in Upperville!
The Winemakers Cottage at Barrel Oak Winery & Brewery
Exterior

The Winemakers Cottage at Barrel Oak Winery & Brewery

2.0 star property
The Winemakers Cottage at Barrel Oak Winery & Brewery
Homey Luray Cabin w/ Fire Pit & Deck!
Terrace/patio

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!
Terrace/patio

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!
Exterior

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
Exterior

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."
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Weekend getaway short distance from DC/Northern Virginia

Weekend getaway short distance from DC/Northern Virginia

10.0 out of 10, Exceptional, (83)
"Property was very clean and beautiful. The are is very scenic. The host was very friendly and supplied all the essentials and more. I plan to stay in the future."
Weekend getaway short distance from DC/Northern Virginia
Historical Paris Cabin on Farm w/ Fire Pit!
Exterior

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!
Exterior

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
out door patio , with adjoining fire pit

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!
Exterior

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
Front View of St. Anne's Cottage

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!
Dining

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!
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Room

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 "
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Home w/ Hot Tub Near Shenandoah Nat'l Park!
Living area

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

3.0 star property
Home w/ Hot Tub Near Shenandoah Nat'l Park!
Modern Mountain Retreat w/ Deck + Hot Tub!
Living area

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

Secluded, Cozy Cottage in the Shenandoah Valley
Quiet nights and so many stars.

Secluded, Cozy Cottage in the Shenandoah Valley

10.0 out of 10, Exceptional, (163)
"It's the perfect cozy place for two for Thanksgiving. The indoor fireplace has plenty of firewood, and the outdoor firepit has a grill plate, perfect for making smores. We started our mornings having coffee in the hot tub. We will stay here again! "
Secluded, Cozy Cottage in the Shenandoah Valley
Mountain Views, River Frontage & HotTub + Country!
Angler hot tub in private pavilion

Mountain Views, River Frontage & HotTub + Country!

10.0 out of 10, Exceptional, (22)
"Stay was great. The cabin was clean and cozy. Communications w property management was great. The walk to the river was beautiful, and close The view of the mountains was awesome. 5/5 stay. "
Mountain Views, River Frontage & HotTub + Country!
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Sunset on the porch

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

9.6 out of 10, Exceptional, (293)
"The cabin is a very cozy getaway location, with a great view just out the window."
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
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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