Holiday houses in Frederick County

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Top-rated holiday rentals in Frederick County

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Guest favourite

Apartment in Capon Bridge

4.99 out of 5 average rating, 114 reviews

Paw Paw Suite ~ 1 of 5 Unique Stays at Basswood

For those seeking to step away from the bustle of the city and slow down in a friendly, charming town. Basswood is a historic home that has been lovingly remodeled to include five private suites each with their own unique style. The Paw Paw Suite is an inviting space with a queen size bed, double shower bathroom, and kitchenette. Located in the heart of Capon Bridge, you'll find it easy to walk to everything. For a relaxing stay in a friendly, artsy community, this is a great place to enjoy.

19 – 26 Oct

$1,143 AUD total

Guest favourite

Cabin in Capon Bridge

4.95 out of 5 average rating, 125 reviews

Waterfront* Stargazing in Hot Tub * NEAR DC NOVA

Spring is beautiful at the Capon Bridge WV Riverfront mountain cabin. The river will have a beautiful shining from the spring sun. The dark night sky is perfect for stargaze in the hot tub or spend your cool nights by a riverside fire or come inside to the game room by the comfy faux fireplace. Maybe, just enjoy some quiet front porch sitt’n. Great for a getaway, work or family vacation! Located in the historic Capon Bridge in Wild and Wonderful West Virginia. Within 2 hours of DC and NOVA.

17 – 24 Apr

$1,906 AUD total

Guest favourite

Home in Winchester

4.97 out of 5 average rating, 164 reviews

Cameron Charmer pristine w/double master suites

Take a step into pure luxury in this newly renovated 1930's charmer in up and coming downtown area of Winchester. Owners have spared no expense to make this the kind of place where guests can come & forget about the rest of the world ! Incredible top of the line centralized dine in kitchen, wide open & inviting living areas, two master suites each with walk in closets & baths up lovely custom pine staircase. Come spoil yourself a bit at the Cameron Charmer, you are sure to enjoy your stay !

19 – 26 Jan

$1,708 AUD total

Guest favourite

Apartment in Winchester

5.0 out of 5 average rating, 137 reviews

Old Town Loft In Highly Desirable Area Downtown

Location, Location! A completely renovated apartment in the highly desirable center Winchester. You’ll still be able to see some of its original character throughout this historic building. The apartment has a fully stocked custom kitchen with reclaimed wood and quartz counters, coffee nook with Keurig, large tile shower with glass doors, hardwood floors, queen memory foam mattress, high speed Wi-Fi, 50’ smart TV, Xfinity HDTV with voice remote control, AC/Heat, Washer/Dryer, and dishwasher.

3 – 10 Oct

$2,148 AUD total

Guest favourite

Apartment in Winchester

4.98 out of 5 average rating, 216 reviews

Downtowner

No hassle parking on premises and a private entrance. The "Downtowner" is a 1920's era restored home in a quiet residential section of Winchester's Historic District and just a short stroll to the downtown "pedestrian only" walking mall with restaurants, cafes, and shops. Clean and spacious, the apartment is complete with bed linens, towels, etc. and stocked with water in the fridge as well as a Keurig with coffee options, tea, hot chocolate, etc...Xfinity HDTV with voice remote control.

21 – 28 Sept

$1,432 AUD total

Guest favourite

Apartment in Winchester

4.94 out of 5 average rating, 270 reviews

Downtown 1920's Gas Station

Luxury 1920’s Refurbished Gas Station repurposed into a beautiful apartment. Private off-street parking/EV car charging station, full kitchen, custom shower with rain system, super high speed wifi, smart TV & Blu-Ray. Plenty of light with frosted garaged doors. AC/Heat, Washer/Dryer, Dish Washer, coffee nook, and open living design. Be a part of Old Town Winchester in this unique fun space in walking distance to breweries, neighborhood Pizzoco Pizza parlor and the downtown walking mall.

12 – 19 Dec

$2,178 AUD total

Guest favourite

Home in Inwood

4.89 out of 5 average rating, 544 reviews

Arden House, Inwood WV

Ground level studio apartment. No steps. Completely separate entrance from main house. Private entrance and parking. There is an entrance room with a double bed, twin bed and sofa. In a separate living area, there is a queen bed, TV, private bath, desk, table, microwave, convection oven, air fryer, refrigerator Outside there is a large area to use outdoor gas grill, picnic table and fire pit. Dogs allowed and must be kept on a leash when outside. Please NO CATS. The owner is allergic.

4 – 11 Feb

$1,035 AUD total

Guest favourite

Home in Winchester

4.98 out of 5 average rating, 151 reviews

Colonial Getaway Near Old Town Historic Winchester

Colonial style home- enjoy a spacious home with large living room, dining room, kitchen, 3 bedrooms and 2.5 bathrooms. Perfect for a family or a longer stay. Just a few miles drive to Old Town Winchester which includes numerous restaurants, bars, shopping and some kind of event... like the Shenandoah Apple Blossom Festival! Our house is located about 65 miles West of Washington D.C. Near by to other scenic attractions as well- Shenandoah National Park, Luray Caverns, and Harper's Ferry!

15 – 22 Jan

$1,861 AUD total

Guest favourite

Cottage in Winchester

4.97 out of 5 average rating, 421 reviews

Emma's Stone Cottage

Relax and unwind in the privacy of this wonderful stone cottage, which sits on 15 beautiful acres. In addition, it is located only 2.5 miles from I-81 and 14 minutes from Winchester Medical Center, Old Town Winchester, Shenandoah University and much more. Our cottage is fully furnished with all the comforts of home. From the full kitchen, central air, water softener, HD smart televisions, Wifi, outdoor firepit and more. It has everything you need for a peaceful and enjoyable stay.

4 – 11 Sept

$1,579 AUD total

Superhost

Cabin in Capon Bridge

4.78 out of 5 average rating, 311 reviews

WV Mountain cabin

Beautiful cabin with perfect mountain views and private setting. This is a great cabin for reconnecting with your friends and family or a romantic getaway. The cabin is located on 5 acres of woods for you to explore.Has parking for up to 3 vehicles. A 4-wheel (SUV, pickup Truck) is required in winter months & in snow for access to this mountain ridge cabin! Sparkling clean, well maintained space. Maximum 5 guests, 2 queen beds plus a futon. Dog friendly w pet fee.

5 – 12 Aug

$1,587 AUD total

Guest favourite

Townhouse in Winchester

4.95 out of 5 average rating, 168 reviews

Modern Elegance in Historic Old Town Winchester

Just a block and a half from the Old Town Winchester pedestrian mall, this historic beauty with modern elegance is sure to please. You are within walking distance of quaint shops, great restaurants, The Brightbox Theater, and The Shenendoah Discovery Museum. Spend the day touring the areas great wineries or enjoying Skyline Drive, and then return to enjoy a great night out, or an evening at home making dinner in the spacious modern kitchen.

2 – 9 Nov

$1,466 AUD total

Guest favourite

Home in Winchester

4.97 out of 5 average rating, 187 reviews

Full basement with private entrance. Hot tub

Cozy movie themed basement is exactly what you are looking for. Classic AirBnB-we are opening our house to you! Space is completely private. Bedroom with queen bed. High speed internet. Private bath w/shower. Small refrigerator, microwave. flat screen, table and chairs and couch in a large family room w/Sofa bed. 1000 square feet of space! Home 2 miles outside of the city of Winchester in Frederick County.

$99 AUD per night