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Search Vacation Homes in Middletown

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Compare 217 Vacation Homes in Middletown with updated reviews, rates, and availability.

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (110)
"This property could not have been more quaint and peaceful. My husband, two dogs and I enjoyed the long weekend, walking the trails and taking in the history of Harper’s Ferry. I would highly recommend this property to anyone looking for a quiet getaway. The location could not be better for seeing the town on foot. The property was clean and so neatly appointed. Breathtaking views! "
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

10.0 out of 10, Exceptional, (60)
"Clean cozy row home. Easy walk to downtown attractions. House gave excellent recommendations for food and things to see. Would definitely stay again at this property "
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (86)
"We were looking to unplug for a night, and this cottage was the perfect spot! Clean and well kept, calm and quiet surroundings. One note is that the WiFi was not working. We didn’t need it for our trip, but something to keep in mind!"
The price is SAR 544
SAR 835 total
includes taxes & fees
30 Nov - 1 Dec
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

800' of Glorious Shenandoah River frontage + 18 Private Acres

10.0 out of 10, Exceptional, (6)
"This property was awesome! Clean, nicely furnished, extra supplies if needed and a great layout. Two firepits were such a bonus. One by the house and one by the river. We will be returning!"
800' of Glorious Shenandoah River frontage + 18 Private Acres

Riverside Retreat Sum

10.0 out of 10, Exceptional, (1)
"Just the place we were looking for relaxing and cozy. Very nice property. "
The price is SAR 574
SAR 755 total
includes taxes & fees
5 Dec - 6 Dec
Riverside Retreat Sum

Trailside Retreat in breathtaking Western Loudoun

10.0 out of 10, Exceptional, (36)
"Beautiful home. Nice location Enjoyed our stay very much"
Trailside Retreat in breathtaking Western Loudoun

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (121)
"We had a great time and loved your house."
Gorgeous 1840 Log Cabin- Downtown

Hot Tub, Poker Table, River Access & Kayaks and Wineries

9.6 out of 10, Exceptional, (17)
"My extended family met in Harper’s Ferry for a hiking weekend, and this was a perfect home base! Enough room for 8 of us plus dogs, and a beautiful outdoor space. We will definitely be back!"
The price is SAR 586
SAR 1,560 total
includes taxes & fees
2 Dec - 3 Dec
Hot Tub, Poker Table, River Access & Kayaks and Wineries

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (73)
"The house is clean and well stocked. It's a great place to stay if spending a few days in Frederick, MD. "
“The Train Depot” 2nd oldest in the US

White House Inn - Historic Home in Harpers Ferry!

10.0 out of 10, Exceptional, (25)
"Great location in a very safe neighborhood! House was very roomy with very comfy beds. Would definitely stay here again!! "
White House Inn - Historic Home in Harpers Ferry!

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

9.4 out of 10, Exceptional, (103)
"We loved the historic home and its proximity to Carroll Creek and shopping! We were in town for a wedding and were able to walk everywhere we needed to go. "
The price is SAR 593
SAR 1,258 total
includes taxes & fees
3 Dec - 4 Dec
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Enchanting Cottage, walk to Downtown Harpers Ferry

10.0 out of 10, Exceptional, (33)
"The cottage was very quaint. Peaceful. Walked to Harper's Ferry. Did some hiking. When into Charles Town to antique shop. Went to the Harper's Ferry Brewery."
The price is SAR 744
SAR 1,248 total
includes taxes & fees
3 Dec - 4 Dec
Enchanting Cottage, walk to Downtown Harpers Ferry

Farmhouse on River, 12 Miles to Liberty Mountain

9.8 out of 10, Exceptional, (42)
"This property was just what we needed. Quiet, spacious, interesting."
Farmhouse on River, 12 Miles to Liberty Mountain

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (44)
"Perfect. No complaints at all. Thank you again. "
The price is SAR 650
SAR 1,209 total
includes taxes & fees
17 Dec - 18 Dec
Cottage on King | Charming Historic Leesburg Home

ENTIRE 2 BDRM 2.5 BATH Duplex - Mountains, Rivers, Wineries, Breweries, Casino

9.4 out of 10, Exceptional, (135)
"My family enjoyed the spacious, comfortnabel and q house and close proximity to everything harper's Ferry has too offer,"
ENTIRE 2 BDRM 2.5 BATH Duplex - Mountains, Rivers, Wineries, Breweries, Casino

Hollow Hideaway is perfect for your holiday stay!

10.0 out of 10, Exceptional, (30)
"We spent two nights at the home. It was exactly what we needed. The home was immaculate. The beds and linens were luxurious. There was a cute amenities kit in each bedroom - such a nice, extra touch. The home is off of the beaten path so very peaceful. The gas firepit on the covered porch was perfect since we could not use the wood firepit due to drought. The decor was tasteful and restful. The kitchen was well stocked. . We were happy to meet sweet Ellie. She joined us a few times during our...
Hollow Hideaway is perfect for your holiday stay!

Townhome in Leesburg Historic District!

10.0 out of 10, Exceptional, (18)
"Lovely property and well appointed. Close to bars and restaurants and lovely outside area"
Townhome in Leesburg Historic District!

Charming 3-Bedroom Home in Harpers Ferry Historic District: Walk to Attractions!

10.0 out of 10, Exceptional, (11)
"We enjoyed our stay. Walking distance to restaurants and attractions. House had all necessary amenities and very clean!"
Charming 3-Bedroom Home in Harpers Ferry Historic District: Walk to Attractions!

Rare Find! Boutique Style Townhouse on the Creek!

10.0 out of 10, Exceptional, (19)
"We had a great stay at Ashley and Richard's townhouse. Beautifully renovated while maintaining the original charm. Location could not be better, right off the creek promenade with all the restaurants and shops in the historic downtown area just a short walk away. Don't forget to enjoy a stroll in beautiful Baker Park. The house was nicely decorated and very comfortable. The kitchen was well stocked with pots, pans, etc, allowing us to cook a few meals during our stay. Several nights we...
Rare Find! Boutique Style Townhouse on the Creek!

Harpers Ferry Cottage: Hot Tub, WiFi, Dog-Friendly

8.6 out of 10, Excellent, (4)
"Home differed slightly from photos rugs were not included and house paint colors are different than what's listed on VRBO. Great scenery and wildlife views. Some small issues with cleanliness in the bathroom upon arrival. Noisy neighborhood (dogs barking, lots of loud trucks and 4-wheelers tearing up the gravel road outside). Grooves in gravel road + driveway not easy for a small car or sedan to get through. I would recommend outdoor lighting by the porch entry. Was difficult to navigate walking...
The price is SAR 522
SAR 1,074 total
includes taxes & fees
3 Dec - 4 Dec
Harpers Ferry Cottage: Hot Tub, WiFi, 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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Other property types in Middletown

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (85)
"My husband and I were beyond thrilled with this property. Absolutely incredible and are looking forward to visiting again!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

9.6 out of 10, Exceptional, (87)
"Quaint little getaway for the night. Especially beautiful in autumn with the foliage and the season decorations inside the home! "
The price is SAR 375
SAR 832 total
includes taxes & fees
2 Dec - 3 Dec
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Serene Log Cabin Nestled Among the Battlefields

8.2 out of 10, Very Good, (25)
"Quaint adorable cabin nestled next to battlefields and short drive to Harpers Ferry. Beautiful deck in back overlooking woods. We hiked at various lookouts and did the ranger talk in town (highly recommend). Magical 3 day 2 nights. Completely relaxed! "
Serene Log Cabin Nestled Among the Battlefields
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.