
Holiday rentals in Little Orleans
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Top-rated holiday rentals in Little Orleans
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Rooster Wrest in the Trees
Sweet 2 bedroom bungalow. Cozy, ideal for lovers, or a quiet beautiful somewhat rustic retreat environment. Rooster has 1 full bath. Living room with satellite TV, Netflix; wood burning stove fireplace, wood provided, fully equipped kitchen, dining table, linens and starter paper goods furnished. Large deck and screen porch looking out on Cacapon Mountain. Hot tub off master bedroom deck in trees, feels like a tree house. Many mornings mist rises up from river, half mile away as crow flies.

Pond Hill Guesthouse- 2 Bedroom w/Hot Tub & WiFi!!
Reserve two get the third (Sun-Thur) night free! Set among the rolling hills near Berkeley Springs, WV, Pond Hill Guesthouse has everything you'll need. Perfect for stargazing! This guesthouse has a private drive and plenty of privacy. Relax in the hot tub or by a fire and enjoy the stars. Lots of room for couples or small families. WiFi provided. This beautiful guesthouse is owned, and hosted a by local superhost, Doug. Pond Hill is great place to enjoy a piece of West Virginia Heaven!

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!
Hidden Hill is a renovated 1880’s cottage tucked away just above historic downtown Berkeley Springs. Xfinity high speed internet! Literally steps from spas, restaurants, art, antiques, and nightlife, this cottage also feels hidden just above downtown. Hidden Hill is a great spot to stay while enjoying everything Berkeley Springs has to offer. Explore everything West Virginia has to offer during the day, then retreat to Hidden Hill for the convenience of restaurants and bars at your doorstep.

Cozy West Virginia Treehouse
Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Our Shangri La
Take it easy at this unique and tranquil getaway. Our Shangri La is located above Prospect Overlook. National Geographic Magazine rated Prospect Overlook as one of the five best in the East. Views include three states: Pennsylvania, Maryland and West Virginia; and two rivers, the Potomac and Cacapon. Our Shangri La is 3 miles from the town of quaint town of Berkeley Springs, 9 miles from the picturesque Cacapon State Park and Cacapon Resort and golf (Robert Trent Jones masterpiece).

Easygoing
Tired of the chaos and need a place to unwind and relax ? We have the perfect place for you! A quaint, quiet cabin to let you clear your mind and spirit after a day of hiking, biking or kayaking since we are only five miles from both the Paw Paw tunnel and the Potomac river. The cabin is equipped with electric, heating, stove top, microwave, large deck, hammock chairs, horseshoe pit, 2 double size futons with room to spare, indoor toilet but BEST of all is showering outside!

Modern Black A-Frame Retreat in the Woods
Escape to a striking, modern black A-frame cabin nestled on 3+ acres of pristine hardwood forest. Welcome to The Slate & Cedar A-Frame, designed with both style and serenity in mind by renowned architect, Art Vandelay, this cozy retreat offers the perfect blend of seclusion and convenience. Though you'll feel worlds away, this property is just minutes from historic downtown Berkeley Springs filled with unique shops, local dining and cultural attractions.

Joe’s Place
Country Life! You will find yourself in between Sidling Hill and Town Hill of Western Maryland, right in the middle of small residental and farm community. With three bedrooms you can sleep up to 6 people in beds and there are two couches. Two livings rooms allow one room for quiet setting and another with a fireplace and tv. Downstairs in the finished basement is a gameroom with a childrens area as well as a pool table and card table.

Abby's Lookout - Raised Retreat w/Hot Tub & WiFi
Abby's Lookout is conveniently located just outside historic Berkeley Springs, WV. You'll find solitude and everything else you'll need to enjoy a piece of West Virginia. The renovated space offers a large kitchen for cooking meals for your friends or family. Relax on the deck or in the elevated hot tub while soaking up the incredible starry views. Sleep well in either a queen size bed or two twins.

Potomac Hills B&B on 15 Acre Farm with a View
Escape to where beauty and serenity abound in a cottage on a 15 acre farm in the Potomac Highlands. Just 2 hours from DC, this accessible, yet peaceful escape provides options for relaxation and outdoor adventure. Located 10 minutes from Romney, WV, this spot is convenient to hiking, river activities, hunting/fishing, and skiing. Explore or simply relax and enjoy life on the farm.

Hummingbird Ridge
Amazing views! This cozy cabin overlooks the Potomac Valley and Greenridge state forest. Enjoy viewing mountains ranges from 3 states. Unbeatable star gazing. Berkeley Springs is 13 miles away. The Paw Paw tunnel is 9 miles away. Plenty of local hiking, kayaking and fishing. The perfect getaway for a nature loving small family. We looking forward to having you on the mountain!

The Overlook; A Romantic Treehouse for Two
The Overlook welcomes you with stunning views of the Appalachian Mountains and offers luxurious first class amenities! ⛰️✨ Mountain Views 🌄 Private Deck 🌿 Hot tub ♨️ Outdoor TV 📺 Gas Fire Pit 🔥 Large two person egg chair 🪑 Soaking Bathtub 🛁 Luxury tile shower 🚿 Full Kitchen 🍳 King Bed 🛏️ Fast Wifi 💻 100 inch Movie Projector screen 🎬 Bluetooth Mantle Soundbar 🔊
Popular amenities for Little Orleans holiday rentals
Other great holiday rentals in Little Orleans

Piney Ridge Retreat ~ Tranquil Cabin in The Woods!

Trofton Solace - River View

Luxury Mirror Cabin • Hot Tub • Sauna • Mtn. Views

Modern Mountain Cabin w/hot tub!

Purple Kangaroo Cottages

Canal Cabin (#1) Bunks. Close to Canal.

Tiny A-Frame Cabin | Cozy Loft + Fire Pit + Creek

Corner Tavern-Braddock Suite
Destinations to explore
- New York City Holiday rentals
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- Niagara Falls Holiday rentals
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- Berkeley Springs State Park
- Cunningham Falls State Park
- Harpers Ferry National Historical Park
- Cowans Gap State Park
- Cacapon Resort State Park
- South Mountain State Park
- Rock Gap State Park
- Whitetail Resort
- Deep Creek Lake State Park
- Blue Knob All Seasons Resort
- Hollywood Casino At Charles Town Races
- Gambrill State Park
- Sky Meadows State Park
- Green Ridge State Forest
- Antietam National Battlefield
- Bluemont Vineyard
- Greenbrier State Park
- Big Cork Vineyards
- Shawnee State Park
- Catoctin Mountain Park
- Old Town Winchester Walking Mall
- Museum of the Shenandoah Valley
- Dinosaur Land
- Doukénie Winery





