Charles Town Vacation Rentals

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Vacation Rentals in Charles Town

Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (44)
"Stayed here for work. Had 5 guys at the house. Plenty of room and great deck to hang out on."
The price is CA $198
CA $602 total
includes taxes & fees
Jun 6 - Jun 7
Terra Alta - Incredible River Views and Hot Tub!
Modern Country House on the Shenandoah River
9.8 out of 10, Exceptional, (22)
"Highly recommend we had a blast. House is very well outfitted and for our 3 couples we each had our own bathroom which is a glorious thing. Beautiful views, three firepits and the lake made the outdoor space just what we needed. The climb back up to the house from the lake is no joke not for the elderly but our group of fifty something’s did ok and it was worth it. I’d recommend and may even see about going back for Harper’s Ferry. Well done Songyee and Jeff we appreciate you."
Modern Country House on the Shenandoah River
Charles Town Home w/ Private Pool & Hot Tub
10.0 out of 10, Exceptional, (23)
"Everything about our stay was perfect from beginning to end! The check-in process was easy and arriving in the house was so welcoming! The hosts went above and beyond with the extra touches of drinks in the fridge to the bathroom baskets and snack baskets to the fully stocked coffee bar. There were 16 of us and we had so much space and enjoyed our stay! We were disappointed that the weather didnt cooperate for us to use the outside oasis. It was absolutely beautiful! We would recommend to...
Charles Town Home w/ Private Pool & Hot Tub
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Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
10.0 out of 10, Exceptional, (28)
"This little cabin was great!! Comfortable beds. Very clean. Brigid the host was so responsive. Instructions were very clear. She even answered our questions about recommendations for a goos hiking trail! Highly recommend! I hope we will be back."
The price is CA $198
CA $450 total
includes taxes & fees
Jun 6 - Jun 7
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (228)
"We hosted my friends bachelorette party and bridal shower with 14 people and it was a great time! The house was super clean and fit everyone comfortably. The hosts were immediate to respond to any messages!"
Breathtaking views with an indoor private pool, come escape with us
Cabin w Hot Tub, Indoor Pool / Gym Access, & Grill
9.6 out of 10, Exceptional, (8)
"Beautiful property, quiet, and very spacious. This property had everything we were looking for in a getaway. My family enjoyed our time together here. We did have a power outage and I let Tony know as soon as the power went out. He was quick to respond and even gave updates. Loved the communication from Tony throughout our whole experience. Definitely would stay here again and at another one of his properties."
The price is CA $180
CA $422 total
includes taxes & fees
Jun 13 - Jun 14
Cabin w Hot Tub, Indoor Pool / Gym Access, & Grill
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (41)
"The tiny house is exactly as described. Its small, clean, cozy and comfortable. The location right on the river is fantastic. Being able to have a fire right by the water each night was such a plus. In better weather would be a great put in for canoeing, kataking. Very close many historic sights, unique shops, and outdoor activities. The hosts are very thoughtful, kind and responsive. We will be staying again!!"
The price is CA $103
CA $198 total
includes taxes & fees
Jun 16 - Jun 17
❤️ Secluded 1940s Romantic Tiny House on the River
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (101)
"This is our 2nd stay at the "Cape Cod". The house is quiet, clean, and modern. Heather is very responsive. The Middletown location provided us with convenient access for our outings to Gettysburg, Emmitsburg, MD and Frederick."
The price is CA $198
CA $420 total
includes taxes & fees
Jun 9 - Jun 10
Charming "Cream of the Crop" Cape ~❤️of Middletown
RIVERKEEPER INN, Waterfront Property on the Potomac River
9.4 out of 10, Exceptional, (104)
"We had a wonderful time, even in the rain! Easy river access and beautiful views of both the water and green spaces."
RIVERKEEPER INN, Waterfront Property on the Potomac River
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (57)
"We truly enjoyed our stay here. It was exactly what we were looking for. Peaceful and beautiful view of the water that you can walk down to. Friendly neighbors. We did not use the kitchen. There is everything you'd need if you want to cook. Also a grill available outside. As others stated, very clean. Owners were super friendly and easy to communicate with. Thoughtful owners also had extras in case you forget something or two or three :-) Lots to do in the adjacent areas within a short drive....
The price is CA $198
CA $299 total
includes taxes & fees
Jun 12 - Jun 13
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia
10.0 out of 10, Exceptional, (46)
"Little Oatlands was home for 9 of us for a flower filled week in May. We assembled from KC, BC, CA and VA to attend my daughter’s wedding overlooking the Potomac at Murray Hill. The property and approach to Little Oatlands takes your breath away! Flowering Dogwoods line the drive blending with the white fence and homes in the distance. Each of us walked down the lane to read the plaques and the history of the preserved property. Certainly a history lesson and it would be wonderful to know...
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (93)
"We enjoyed our stay at this historic home in the middle of town. We loved sitting on the porch and we slept great both nights."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
The Oculus - Huge Cabin with a Hot Tub!
10.0 out of 10, Exceptional, (12)
"The oculus was a great place to stay for our family over the holiday weekend. We had more than enough room for the kids and the location was close to many areas to hike, as well as mountain lake club. The beds were comfortable and the outdoor area was fantastic. We would stay again!"
The Oculus - Huge Cabin with a Hot Tub!
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
9.8 out of 10, Exceptional, (97)
"The house was spotless was walking distance to everything we wanted to do. Would definitely coming back here to stay!"
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
9.8 out of 10, Exceptional, (43)
"My family and I enjoyed our weekend at this comfortable cabin in the mountains. The six of us co-habited for a few days and there was plenty of room to move around comfortably without being on top of each other. The bedrooms are good sized and the game room kept my kids occupied for hours. The hot tub was an added bonus and it was warm and ready for use upon our arrival. The bathrooms are well stocked with all the necessary toiletries and we found all the equipment we needed in the kitchen to...
The price is CA $228
CA $474 total
includes taxes & fees
Jul 1 - Jul 2
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry
9.8 out of 10, Exceptional, (8)
"perfect # of bedrooms. Loved the hot tub. Would recommend the place to anyone traveling to the area."
Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry
Charming Home with Yard Near Shenandoah River!
9.6 out of 10, Exceptional, (8)
"We had a good time at the place. The big kitchen table is perfect for gathering when the weather keeps you from the fabulous fire pit. We would go back if we had an occasion to."
Charming Home with Yard Near Shenandoah River!
Rustic Log Cabin with Private Dock on the Lake!
9.6 out of 10, Exceptional, (9)
"The location tucked away on the lake with a dock and kayaks and gravity lounge chairs, fireplace, large dock and gas grill were fabulous."
The price is CA $473
CA $932 total
includes taxes & fees
Jun 30 - Jul 1
Rustic Log Cabin with Private Dock on the Lake!
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
9.6 out of 10, Exceptional, (81)
"My wife LOVED it here. Yes it’s an old cabin But it was furnished wonderfully and very comfortable. We had a great stay and have already recommended this place to a few friends. Over all I give it an A and this one ranks up in the top 5 of our vrbo vacation rentals"
The price is CA $157
CA $329 total
includes taxes & fees
Jun 12 - Jun 13
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
9.8 out of 10, Exceptional, (39)
"Very clean property. We enjoyed the elevated deck and timed our trip for some great bird watching. Amazing westward views. Even got to see a thunderstorm roll in. Saw deer and fox in the backyard doing their thing. We had no trouble but the driveway is steep."
The price is CA $387
CA $832 total
includes taxes & fees
Jun 16 - Jun 17
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Don't see what you're looking for?
See all available properties in Charles Town
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.

Other types of properties in Charles Town you may be interested in

The Inn at Charles Town
3.0 star property
8.4 out of 10, Very good, (340)
"N/A"
The price is CA $139
CA $170 total
includes taxes & fees
Jul 1 - Jul 2
The Inn at Charles Town
Rodeway Inn & Suites - Charles Town, WV
2.0 star property
8.8 out of 10, Excellent, (804)
"Great option for the price - really nice staff "
The price is CA $98
CA $111 total
includes taxes & fees
Jun 10 - Jun 11
Rodeway Inn & Suites - Charles Town, WV
Holiday Inn Express Charles Town, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (1011)
"Great place to stay with friendly and helpful staff. Went to Casino and hotel is close to it very convenient."
The price is CA $134
CA $151 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Express Charles Town, an IHG Hotel
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Charles Town. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Charles Town?

Yes, we have vacation rentals near top local attractions in Charles Town, or you can choose a more remote option if you're looking for relaxation. Charles Town is known for its casinos and entertainment choices. Make sure you have time to check out the cathedral while you're in the area.

What are some of the best vacation rentals that Charles Town has to offer?

Terra Alta - Incredible River Views and Hot Tub!: This Charles Town vacation home rental is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a spa tub. Our travelers also rate Modern Country House on the Shenandoah River as a favorite home for rent in Charles Town.

How many vacation rentals will I find in Charles Town?

Choose from 10 Expedia vacation rentals in Charles Town for a memorable vacation.

What’s there to see and do in Charles Town?

Cultural attractions include Old Opera House, whereas Shenandoah River is a spot to enjoy nature. While here, Charles Town Library and Hollywood Casino at Charles Town Races are other places worth a visit.

What’s a vacation rental in Charles Town like?

A vacation rental is a private property where you can stay for a couple of days or more in Charles Town. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for families.

Recent reviews of Charles Town properties
Expedia verified reviews