Holiday rentals in Little Orleans

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Top-rated holiday rentals in Little Orleans

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

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Top guest favourite
A spacious deck features two locally made Adirondack chairs and a small wooden table, all positioned to enjoy the expansive views of the surrounding greenery and distant mountains. The warm colors of sunset can be seen in the sky, enhancing the serene atmosphere.
Cabin in Great Cacapon
4.99 out of 5 average rating, 213 reviews

VIEWS! Fire Pit|River Access|Pool Table|Arcade

* Unforgettable panoramic mountain views from the oversized deck * Game-packed getaway: pool table, foosball & 60-game arcade * Private 8+ acre retreat — quiet, secluded & star-filled nights * Lighted fire pit with complimentary wood for cozy evenings * Spacious 3BR layout perfect for families or couples * Fully stocked kitchen + propane grill * Fast Fiber Wi-Fi perfect for remote work * Minutes to nearby hiking and Berkeley Springs * Endless recreation opportunities on the nearby Cacapon River

Top guest favourite
Cabin in Great Cacapon
4.97 out of 5 average rating, 32 reviews

Modern Mountain Cabin w/hot tub!

This mountain retreat is a peaceful, stylish cabin on 5 acres near Berkeley Springs, ideal for 2-6 guests. The cabin has been tastefully updated with a full kitchen, hot tub, remote work station with high-speed WiFi, and a large deck with lounge and dining area! Enjoy cornhole by the fire pit or grill out and relax. Bedrooms include a king bed, queen with deck access, and full bunk beds. Dog-friendly and close to trails and local hot springs. Perfect for a mountain escape with modern amenities!

Guest favourite
A spacious deck features a round table surrounded by six metal chairs, shaded by a green umbrella. Potted plants and flowers add greenery, while a small American flag sits among the foliage. The trees provide a natural backdrop, creating a tranquil outdoor space.
Bungalow in Great Cacapon
4.9 out of 5 average rating, 627 reviews

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.

Top guest favourite
A stone fireplace rises from the floor to the ceiling, flanked by two large windows adorned with sheer curtains. A simple wooden coffee table rests on a light-colored area rug, while a flat-screen TV is positioned nearby on a wooden stand, creating a cozy living space.
Home in Berkeley Springs
4.99 out of 5 average rating, 151 reviews

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).

Top guest favourite
Cabin in Great Cacapon
4.98 out of 5 average rating, 42 reviews

Private Couples Retreat | Hot Tub, Sauna & Views

The Cabin & Spa is a private mountain retreat designed for couples seeking relaxation, privacy, and unforgettable views. Perched high above the trees, this peaceful getaway features a private hot tub overlooking the landscape and a separate spa cabin with an infrared sauna and wellness space. ✔ King Bed with Views ✔ Private Hot Tub ✔ Separate Spa & Wellness Cabin ✔ Infrared Sauna ✔ Gas Fire Pit & Outdoor Lounge ✔ Screened Porch ✔ High-Speed WiFi ✔ Private 5-Acre Mountain Setting

Top guest favourite
A wooden cabin is nestled among tall trees, featuring a dark exterior and a metal roof. A wraparound deck provides an elevated view of the surrounding forest, with large windows allowing natural light to fill the interior.
Cabin in Paw Paw
4.96 out of 5 average rating, 280 reviews

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!

Luxe
Cabin in Berkeley Springs
4.99 out of 5 average rating, 176 reviews

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger

IG @montevistawv Luxury Getaway Professionally Designed for STR 🏔️Massive Panoramic 3 State View 🏌️‍♂️Golf Ball Driving Range 🏀 Pickleball, Basketball, Volleyball & Tennis 🎮 PlayStation 5 Mini Disc ♨️ 6-Person Hot Tub 🔊Sonos Sound Throughout 🔋Level 2 EV Charger 🥾 Hiking Trail on site 🌳 33 private acres, no quiet hours 🔥 Massive Firepit + Grill & Pizza Oven 🛋️ Cozy Gas Fireplace 🌐 Fast WiFi & Three 65" Smart Tvs 🛏️ 3 King Beds & Twin Bunk Bed 💼 Dedicated Work Area

Superhost
Cabin in Berkeley Springs
5 out of 5 average rating, 4 reviews

Prospect Hill ~ Tiny Cabin with HUGE Views!

Take it easy at this unique and tranquil getaway located above the Potomac River. Sitting just below one of National Geographic's best views on the east coast, this property has expansive views that some might say are better! Relax on the large deck that overlooks the valley. Enjoy sunrises under the covered pavilion and sunsets the hot tub. This cabin sleeps 2 adults and up to 2 dogs are allowed for each visit. Come enjoy West Virginia at its BEST at Prospect Hill!

Guest favourite
A single-story home is depicted, featuring a pink exterior with grey roofing. Two sets of windows flank the white front door, providing natural light. The house is surrounded by a grassy area, with bare trees and shrubbery visible in the foreground.
Home in Little Orleans
4.89 out of 5 average rating, 72 reviews

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.

Top guest favourite
A scenic view of rolling hills under a pastel sky at sunset, with a fence line in the foreground. A hot tub is situated on a spacious deck, surrounded by scenic greenery. A cozy living area features a neutral color palette, a comfortable seating arrangement, and soft lighting. The exterior showcases a charming house on expansive grounds.
Home in Berkeley Springs
4.98 out of 5 average rating, 369 reviews

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.

Guest favourite
Home in Berkeley Springs
4.97 out of 5 average rating, 108 reviews

Sqyrls Nest - hot tub, pets, fire pit, game room

Tucked away in the peaceful woods just outside of historic Berkeley Springs, Sqyrls Nest is the perfect mountain hideaway for those craving a little adventure, relaxation, and everything in between. Whether you're soaking in the hot tub under the stars, sipping coffee on the screened-in porch, or gathering around the campfire with friends, this private vacation home is designed for making memories.

Top guest favourite
Cabin in Great Cacapon
4.96 out of 5 average rating, 191 reviews

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!

Popular amenities for Little Orleans holiday rentals