Holiday rentals in Poolesville

Amazing Whitetail Ski Holiday and Mountain Retreat

Welcome to our beloved Mountain home. Located at Whitetail resort you can walk to the slopes and enjoy the après ski in our beautiful cozy house with cabin feel. Perfect ski holiday, weekend getaway, or place to work remotely with high-speed internet. Only 1.5 hours from DC & Baltimore. This is the perfect place to escape the city, connect with nature and recharge. A place to build up fond memories. All season adventures, enjoy skiing, swimming, hiking, golfing, fishing, lakes and local farms.

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

Cozy cape in the ❤️ of Middletown, MD. Walking distance (1/2 mile)to quaint Middletown restaurants, shops, & parks. Set your sights on adventure within a short drive. Enjoy downtown Frederick restaurants, shops, parks, & nightlife.Visit the local wineries, breweries & festivals. Hike the Appalachian trail. Float the Potomac River. Bike the C&O Canal. Ski the slopes @ area ski resorts. Golf 18 holes @ the championship golf course. Visit wedding venues. Go antiquing. Tour quaint nearby towns. Etc

Double Decker Screened Porches~Hike to Brewery~

Experience a peaceful escape in Berkeley Springs: 🫧8 person Hot Tub 🌳TWO level screened in porches+Deck 🥾Direct access to hiking trail system (PRO TIP: leads to brewery) 👙Community Pool+Kiddie Pool+Jacuzzi (seasonal) 🛋️2 Family Rooms 🪵Massive Firepit+provided Firewood+Grill 🔥2 Cozy Brick Propane Fireplaces 🎲Poker Table+Bumper Pool+Board Games+DVD Library 🐾Pet Friendly (+fee/approval) 📺WIFI and 65in Smart TV 🛏️5 beds=3KINGS+2Queens 💆🏼‍♀️4 FULL Spa Bathrooms 🛍️5 minutes to downtown

Cabin Getaway: Hot Tub ☆ Privacy ☆ Views

Welcome to this serene 1 bedroom, 1 loft, and 1 bath log cabin with gleaming hardwood floors, a cozy electric fireplace, a beautiful front deck with a firepit overlooking the forest, and a hot tub for ultimate relaxation. It's centrally located to Berkeley Springs, Cacapon State Park, and a variety of hiking, fishing, restaurants, and shopping. Enjoy the local attractions and breweries year round! Whether it's site-seeing or solitude, this unique cabin is a great retreat for your next getaway!

Riverfront Oasis with Mountain Views, Near Town

A vacation rental should bring peace, beauty, and rest. We welcome you to our newly renovated rental that sits on 20 private riverfront acres on the Shenandoah, overlooking Signal Knob and the Massanutten. This one of the few rentals with a river frontage, a view of the mountains, and only 10 minutes from town. Highlights: -Private river access to tube, fish, enjoy the river, or kayak -Newly renovated and professionally designed interior space -Located on 20 acres, affording abundant privacy

Tequila Sunset, Harpers Ferry. Entire first floor!

Welcome to Tequila Sunset in Harpers Ferry, WV! This beautiful, secluded home has stunning sunset views, you'll truly feel on top of the world! 100 mile vista of the gorgeous Blue Ridge Mountains. Entire first floor is yours, no shared spaces! Over 1200 SF of room to unplug & relax. King size Nectar bed, cozy indoor wood burning fireplace, outdoor firepit, 84" TV, & a private deck to enjoy the natural surroundings. Just 2 miles from the renowned Mountain Lake Club and the Appalachian Trail!

Ventura Cottage: 360-views/HotTub/4 acres/Gym

Breathtaking 360d views/Outdoor Tub/4 acres/Gym/<10min to Winchester Ideal for a couple, an independent guesthouse adjacent to the main house on 4-acre lot, completed in 2021. Full kitchen & gas fireplace w/access to gym & hot tub on the premises. Mountain and valley views all-round, front porch offers breathtaking sunset views while back porch features hot tub with 270 degree vistas of orchards, mountains, trees. * 3-bedroom/4 bath main house also available for rent, see Ventura Manor

Lakeside 2-Bedroom Suite

Waiting to welcome you to our treasured peaceful lakeside living. Hot tub, swimming pool and canoe available to complete a family adventure. Two bedrooms joining a bath (more suitable for children and parents or 2 cozy couples); private sunny living room overlooking gardens and bird sanctuary on lake. Fish from property or by our canoe. Friendly, quiet suburb in beautiful Virginia countryside, but one hour drive to Washington DC for city life and adventures. Relaxation at its best!

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!