Holiday houses in Charles Town

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Top-rated holiday rentals in Charles Town

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Chalet in Mercersburg

4.94 out of 5 average rating, 106 reviews

Amazing Whitetail Ski Holiday and Mountain Retreat

PhillRating, 5 stars2 weeks ago
We stayed the weekend (Friday-Sunday) with another family (4 adults, 3 kids). The home was perfect size with all the amenities plus some nice extras (towels/linens provided, welcome basket, initial set of paper products). We truly enjoyed our time and plan to stay again. The hosts were so responsive, helpful, and welcoming! One of the best AirBnB hosts by far.
Guest favourite

Cabin in Luray

4.95 out of 5 average rating, 144 reviews

❤️️Wildflower Cabin❤️️ A Luxury Riverfront Retreat

IldaRating, 5 stars2 months ago
We had a great stay in the cabin. It was very clean and Lisa was very responsive. The surroundings of the house are beautiful and really peaceful. Nice fire pit by the river and beautiful views from the cabin. The kitchen is new and has everything you need! It was a cold weekend with freezing temperatures, so the only “minor issue” is that the heating equipment is in the living room so we had to keep the bedroom and bathroom doors open too keep the temperature acceptable during the night.
Guest favourite

Cottage in Leesburg

4.91 out of 5 average rating, 381 reviews

Romantic Stone Cottage Circa 1869-75 acres to Hike

HannahRating, 5 stars1 week ago
Our stay at the cottage was lovely! The place is remote and private in the best way and very warm and cozy. It’s near to some quaint old towns and a close drive to Frederick. We would highly recommend a stay here!
Guest favourite

Cabin in Great Cacapon

4.91 out of 5 average rating, 190 reviews

Cabin Getaway: Hot Tub ☆ Privacy ☆ Views

BrianRating, 5 stars3 days ago
Great spot and very remote and private. Great weekend escape with my in-laws and two pups!
Guest favourite

Home in Hagerstown

4.93 out of 5 average rating, 60 reviews

Hot tub, Pool table+darts, near ski resorts

JessicaRating, 5 stars3 weeks ago
Fenced in backyard was perfect for our pups. We really enjoyed the hot tub. Great location and excellent hosts!
Guest favourite

Home in Edinburg

4.98 out of 5 average rating, 379 reviews

The Burrow ~ Our guest reviews say it all!

SergeiRating, 5 stars2 weeks ago
We had a great stay at Dee snd Kenn's vacation home: the house was easy to find, it had a nice size backyard and a little playground for kids, off street parking, the house is well kept and super clean with plenty of amenities that exceeded our expectations, location is only ~20 mins drive to Bryce Resourt. We found Dee and Kenn to be very nice people, welcoming and friendly. We thoughly enjoyed our stay atThe Burrow and hope to returm someday.
Guest favourite

Cabin in Hedgesville

4.95 out of 5 average rating, 127 reviews

Starcatcher Chalet, The Woods Resort

RyanRating, 5 stars2 weeks ago
We loved our stay at Michael and Lisa’s chalet! We had a few questions upon arrival to which the host responded very quickly and was extremely helpful. The home has everything you need and we felt right at home. We brought our 2 German shepherds along and they loved it as well. Perfect for a long weekend away or even a longer stay. Definitely recommend and will hopefully be able to stay again sometime!
Superhost

Guest suite in Warrenton

4.93 out of 5 average rating, 121 reviews

Lakeside 2-Bedroom Suite

ChristopherRating, 5 stars8 months ago
Margie was great. She introduced herself to my son and I right when we got there. The accommodations were excellent. Beds were super comfy and everything was very clean. House sits right on a small lake in a very nice neighborhood.
Guest favourite

Home in Quicksburg

4.92 out of 5 average rating, 128 reviews

Overbank Riverfront Estate~Hot Tub~Pool~Views

JeanetteRating, 5 stars4 weeks ago
Super responsive hosts and a charming house with lots of privacy! Very historic home, but full of charm and STUNNING backyard space with screened in patio, hot tub, and firepits. Really enjoyed our stay here!
Superhost

Cabin in Harpers Ferry

4.8 out of 5 average rating, 425 reviews

Cozy Cabin Hidden Away on a Lake!

JuliaRating, 5 stars3 weeks ago
This is an excellent place to rent! The views are gorgeous, right on the lake. It’s exactly as described. The perfect getaway cabin, extremely comfortable and peaceful. We are really hoping to come back in the summer to enjoy the lake more. The host is very responsive and helpful and has a great system for communicating. It’s definitely a cabin- the walls are thin and it has a rustic feel- but it’s as pictured and extremely comfortable and nice. We loved it!
Guest favourite

Home in Sabillasville

4.93 out of 5 average rating, 110 reviews

Stoney Spring Overlook

SallyRating, 5 stars1 month ago
My family and I were here for a winter wedding at Zigbone Farm. We were so fortunate to have found Stoney Spring Overlook for our stay. The house is charming, comfortable and spacious. The views are breathtaking. They was not one thing that we needed, the house is very well equipped. We felt right at home and Jeanne was the most gracious host. Jeanne provided lots of valuable information about nearby restaurants, grocery stores, and scenic spots. 5 stars is hardly enough, I wish I could give more. We look forward to returning to what the other seasons are like at Stoney Spring Overlook.
Guest favourite

Chalet in Berkeley Springs

4.86 out of 5 average rating, 231 reviews

The Mountain House

AmandaRating, 5 stars1 week ago
This cabin was just what we wanted for a weekend getaway from DC. The cabin had plenty of comfortable seating for our group of 8, spacious dining room and kitchen, and extra space to hang downstairs. We got 6” of snow in the middle of our weekend and Amy ensured we could safely get in and out of the driveway. The hot tub was perfect for the snowy weather. I’d definitely stay there again!

Popular amenities for Charles Town holiday rentals

Stay near Charles Town's top sights

Hollywood Casino at Charles Town Races110 locals recommend
Abolitionist Ale Works32 locals recommend
Walmart Supercenter30 locals recommend
ALDI21 locals recommend
Sumittra Thai Kitchen & Bar21 locals recommend
Alfredo's Mediterranean Grille and Steakhouse17 locals recommend

Other great holiday rentals in Charles Town

Guest favourite

Cabin in Augusta ( Capon Bridge)

4.97 out of 5 average rating, 147 reviews

Nirvana, Mountain View

KevinRating, 5 stars1 month ago
I very much enjoyed my stay here while visiting Virginia. The location was very peaceful with its surrounding areas and views. The host (Su) was very responsive and friendly as well, they made us feel very welcome and comfortable during our stay. Would stay here again in the future.
Guest favourite

Home in Cross Junction

4.86 out of 5 average rating, 111 reviews

The Little Red Schoolhouse

KarenRating, 5 stars2 weeks ago
The Little Red Schoolhouse was absolutely adorable. It was the perfect blend of quaint and modern. Everything was thought of…bathroom supplies, kitchen extras, cozy blankets, comfortable bedding…all I needed to make my stay wonderful! Alexander was a wonderful host and quick to respond to any questions I had. Check-in/check-out was easy and well-communicated. It was VERY cold outside, so the ability to adjust the thermostat as needed was much appreciated. It was just what I needed for a couple days away, and I look forward to returning.
Guest favourite

Cabin in Berkeley Springs

5 out of 5 average rating, 24 reviews

Gorgeous Log Chalet/Cabin with Hot Tub

ScottRating, 5 stars3 months ago
Great stay at a wonderful cabin nestled back into the woods. Well furnished and maintained with a phenomenal deck and screened patio.
Guest favourite

Home in Fairfield

4.98 out of 5 average rating, 63 reviews

Lake Front 5 Bedrm Home, by Liberty Mt Ski Resort

ChristineRating, 5 stars2 weeks ago
Beautiful, spacious home with plenty of room for the entire family. Close to many different attractions from Gettysburg to Liberty Mountain.
Superhost

Home in Harpers Ferry

4.83 out of 5 average rating, 244 reviews

Larger Families, Hot tub, Campfire Ring, Rural

AmandaRating, 5 stars3 weeks ago
We did a last minute booking for our big crew of two families and it was the perfect location and house size. Room for the parents and the kids to spread out and spend some fun time. We came to the area to snow tube at night and decided we just wanted to stay. The kids loved that you could watch them rebuild the hill! The house is easy to find and located in a great location with tons around. Check in was easy and we were greeted by a nice cozy, warm house after our drive to the area. Contacting the office for any issues is super easy. We couldn’t get the fireplace to light and they sent someone right to us. We had already booked our tubing, but they gave us a refund of the discount offered as a guest. There is a lot of highway noise and noise as they rebuild the hill, so just be prepared and bring ear plugs or a noise machine. The office does offer ear plugs as well, but we were just fine and so tired that it didn’t bother us! Thanks for the hospitality!
Guest favourite

Tiny home in Springfield

5 out of 5 average rating, 7 reviews

Mt. View Escape (Dreammore) Deer Hunters Special

HRating, 5 stars5 months ago
We have stayed at several airBnB’s in the past, BUT this one by far is five star in our opinion. So comfortable and beautiful. They had every thing there that you could possibly need or want. Breathtaking starry skies with views of the Milky Way . Immaculate grounds in a gated private area. The surrounding mountains are breathtaking. Very detailed, well constructed well thought out, generous, great host we can’t wait to go back. It was the perfect country vacation for us.
Guest favourite

Home in Smithsburg

4.96 out of 5 average rating, 125 reviews

The Great Escape Lodge ~ Exquisite Mountain Views

JayeongRating, 5 stars4 weeks ago
Heather was so nice host! She responds very fast and instructions are so easy to do. I’ll stay there again soon. It was really nice place to stay with friends. They decorate like Christmas so that we could feel very good. Thank you for making us this nice place :)
Guest favourite

Home in Gettysburg

5 out of 5 average rating, 39 reviews

The Mug House

JeannineRating, 5 stars2 months ago
We had a lovely stay at The Mug House for Remembrance Day Weekend! Kel gave excellent directions/instructions on how to park and enter the house. The house was awesome- loved the furnishings and appreciated the stocked kitchen. We did not need anything when we were there. It was nice to have the extra toiletries available in the bathroom. The location is excellent, as there are plenty of restaurants and shops within walking distance. Everything about our stay was wonderful. Definitely recommend!!

Quick stats about holiday rentals in Charles Town

  • Total rentals

    40 properties

  • Nightly prices starting at

    $96 AUD before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 properties include access to Wi-Fi

Destinations to explore