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Vacation Homes in Middletown

Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people

9.2 out of 10, Wonderful, (17)
"We had a great time "
Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people

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

10.0 out of 10, Exceptional, (122)
"Great location, loved the "
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Elevated Potomac River Retreat - King Suite - Riverfront - Large Screened Porch

10.0 out of 10, Exceptional, (5)
Elevated Potomac River Retreat - King Suite - Riverfront - Large Screened Porch

Happy Harbor | Mtn + Riverside w/ Game Room + Water Hole!

8.8 out of 10, Excellent, (23)
"Our large family loved coming together at this beautiful home! We enjoyed sitting around the large kitchen and beautiful living room while the teens and kids enjoyed the game room and the basketball area. We also loved having a large property to explore"
Happy Harbor | Mtn + Riverside w/ Game Room + Water Hole!

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (51)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is SAR 504
SAR 1,140 total
includes taxes & fees
9 Jun - 10 Jun
Cottage on King | Charming Historic Leesburg Home

King•Grill•Deck•Pets•Full Kitchen•Fire pit•SmartTV•WIFI

10.0 out of 10, Exceptional, (11)
"Accurate to the listing, good communications with owner"
The price is SAR 776
SAR 1,740 total
includes taxes & fees
6 Jun - 7 Jun
King•Grill•Deck•Pets•Full Kitchen•Fire pit•SmartTV•WIFI

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

9.8 out of 10, Exceptional, (103)
"We had a wonderful stay at the Riverside cabin. With a beautiful view, perfect deck for reading, and a quiet house to get away in. So close to town and activities provided for a wonderful getaway. "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

9.8 out of 10, Exceptional, (96)
"What a perfect home for our Thanksgiving celebration! There were so many rooms in which to spread out, the beds were comfortable, and the location was central to necessities. We had a great stay!"
The price is SAR 2,209
SAR 4,091 total
includes taxes & fees
3 Jul - 4 Jul
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (134)
"We had a great time and loved your house."
Gorgeous 1840 Log Cabin- Downtown

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

10.0 out of 10, Exceptional, (47)
"Visiting family over the holidays. Our trip was great. Location was perfect. Rental house accommodations fulfilled our needs, was clean and had everything we needed. Will definitely stay again. "
The price is SAR 413
SAR 986 total
includes taxes & fees
8 Jun - 9 Jun
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Historic Hideaway

10.0 out of 10, Exceptional, (18)
"Spent the weekend here, perfect stay in a quiet area - 5 minute ride to shops, restaurants, and bars in downtown Leesburg. Everything was clean, well maintained. Would absolutely stay here again!"
The price is SAR 473
SAR 1,100 total
includes taxes & fees
9 Jun - 10 Jun
Historic Hideaway

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

9.6 out of 10, Exceptional, (17)
"The house was lovely and the pool was divine !! We all had a great time and would highly recommend this place for any occasion!"
The price is SAR 851
SAR 3,792 total
includes taxes & fees
16 Jun - 17 Jun
Buckskin Manor - Historic, Pool, 66 Acre Vineyard

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

10.0 out of 10, Exceptional, (133)
"This is an excellent home for a visit to Harpers Ferry, great location for doing anything local, hikes, history of the area... Home was very clean, had many of the kitchen things you may need to make a meal were provided... Our host was present when needed, and followed up with us... Really enjoyed our time here."
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Charming "Cream of the Crop" Cape ~❤️of Middletown

10.0 out of 10, Exceptional, (123)
"We had a nice stay in this charming house. Everything we needed to relax, chat, visit, and cook was available and in working order. The beds were comfortable, the shower water hot, and the house was clean and nicely warm -- especially appreciated on these freezing, snowy days! Would stay again and definitely recommend."
The price is SAR 413
SAR 986 total
includes taxes & fees
8 Jun - 9 Jun
Charming "Cream of the Crop" Cape ~❤️of Middletown

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (61)
"Very close walk to shopping and restaurants. Comfortable and renovated nicely."
The price is SAR 671
SAR 1,292 total
includes taxes & fees
30 Jun - 1 Jul
*Luxury Condo In Downtown Frederick*

Trailside Retreat in breathtaking Western Loudoun

10.0 out of 10, Exceptional, (48)
"The houses wonderfully decorated and super clean. Has many amenities. It’s very convenient if you’re visiting Leesburg. Lots of awesome restaurants in the general vicinity and interesting historical sites."
Trailside Retreat in breathtaking Western Loudoun

Newly constructed 6 bedroom home

10.0 out of 10, Exceptional, (8)
"Comfortable beds! Garage access. 4 bathrooms- great for a big group. "
The price is SAR 799
SAR 1,717 total
includes taxes & fees
9 Jun - 10 Jun
Newly constructed 6 bedroom home

*In The Heart Of Antietam*

9.4 out of 10, Exceptional, (84)
"House is clean, pleasant with comfortable beds, a serviceable kitchen and nice common space. My husband and 2 adult children were visiting family who live in sharpsburg and their house was pretty full with other visitors. This was a perfect place for us. Highly recommend. "
*In The Heart Of Antietam*

4 Bedroom, 3 Bath Big Downtown Frederick home, w/ Private Patio & fire table

10.0 out of 10, Exceptional, (41)
"Property was very nice and conveniently located close to downtown. Mary was very responsive to any questions/ needs, and had the house readily stocked with many drinks, snacks, etc. would highly recommend staying here!"
4 Bedroom, 3 Bath Big Downtown Frederick home, w/ Private Patio & fire table

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

10.0 out of 10, Exceptional, (31)
"We stayed for a month and it was very comfortable. Great location."
The price is SAR 431
SAR 1,135 total
includes taxes & fees
11 Jun - 12 Jun
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & 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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