Holiday rentals in Cumberland Valley Township

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Top-rated holiday rentals in Cumberland Valley Township

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Top guest favourite
A cozy living area features wooden paneling and a stone fireplace with an active flame. Two deer heads are mounted on the wall. A television is positioned above the fireplace, and small evergreen trees add a touch of nature to the space.
Guest house in Fairhope
4.97 out of 5 average rating, 195 reviews

Mountain View Acres Getaway

Enjoy nature in a beautiful peaceful setting with 100 acres of privately owned property. Breathtaking panoramic views spanning 45 miles in a tranquil natural spot with hiking trails throughout. Handicap accessible. Within a short drive of 2 major ski resorts, the Flight 93 Memorial and 2 wineries. Several restaurants and a brewery also within a 15 minute drive. The property includes an outside firepit that is a favorite place for guests to relax and enjoy the breathtaking views of the mountains.

Guest favourite
A Cape Cod style cottage is depicted, featuring a porch with a sloped roof and a welcoming entrance. The surrounding yard is green, bordered by neatly trimmed shrubs. In the background, rolling hills are visible, providing a natural setting.
Home in Cumberland
4.92 out of 5 average rating, 280 reviews

Jacob's Cottage

Free WI-FI now available. Our place is good for couples, solo adventurers, business travelers and families (with kids). The Cottage is a quaint, Cape Cod style house built in 1950. It sits high on a hill in the heart of Maryland's Appalachian Mountains in Allegany County. It is surrounded by views of Wills Mountain and Shrivers Ridge. The Cottage sits amongst a 660 acre family managed forest. Visitors have spotted deer, turkey, rabbits, squirrels, black bear and a multitude of song birds.

Top guest favourite
The ranch house is highlighted by a vibrant red roof, set against a backdrop of lush greenery. Large windows provide ample natural light, and a spacious patio with seating areas invites relaxation. The surrounding lawn is well-manicured, enhancing the property’s peaceful setting.
Home in Hyndman
4.99 out of 5 average rating, 161 reviews

Wills Mountain Ranch

Lovely, private home overlooking our beautiful valley with breathtaking views of Wills Mountain. It is the perfect setting for a family retreat/reunion. The ranch house has a red roof in the pictures. My husband & I live in the 3 story. We have a in-ground pool on property (heated from Mid-May to early September), a gas grill, and fire pit on the large scenic patio for your enjoyment. The large windows & patio offer a spectacular view of Wills Mt. The ranch house offers a quiet getaway retreat.

Top guest favourite
Home in Cumberland
4.99 out of 5 average rating, 143 reviews

NEW LISTING-"Cumberland Cottage"-charming,quaint

Relax in this charming, renovated rancher in a peaceful setting. Located outside of the city limits but convenient to attractions and dining. This home is comfy with all the amenities you have in your own home. Outside area for your children to play or for you to relax on the back porch. Cumberland is in easy driving distance to PA and WV. Enjoy cooking together and dining or playing games in the dining room, then relaxing in the living area. Renovated but still keeping the charm of a rancher.

Top guest favourite
A small, charming cabin is situated amid a well-maintained lawn. Colorful flower beds surround the entrance, and a pathway leads to the cabin's porch, which features a few seating options. Lush greenery and trees enhance the secluded ambiance of the property.
Cabin in Bedford
4.98 out of 5 average rating, 425 reviews

Cozy Cabin With Outdoor Hot Tub

Self check for convenience Tiny cabin with all you need squeezed into it for pleasant stay. It is located on a secluded property not far (5 miles) from major interstates. It is a small guest house across the lawn from our house where my wife and I live. It has window AC and wifi available. Free continental breakfast foods provided. (There is no kitchen) Cleaned to perfection ! We do spray for bugs but it is not unusual to see some spiders and bugs since the cabin is right against the woods.

Top guest favourite
The studio apartment features a compact kitchen with white cabinetry and stainless-steel appliances. A dining table with two wooden chairs is positioned beside a cozy seating area, which includes a striped armchair. Natural light fills the space, highlighting the warm hardwood flooring.
Flat in Bedford
5 out of 5 average rating, 120 reviews

Private Studio Apartment - Own Entry

Welcome to The Yellow Door on Our Lane! Private entry into studio apartment for 2 with queen size bed and bathroom. Work on Starlink WiFi then relax. Step out for a walk in the country or be next to the bonfire for dinner and games. Look up to Stargaze with limited light pollution. Sit on the deck to see the sunrise. Need something else? Ask as I’m here to help. My family lives in the adjoining house. Ample parking for RV and Haulers. Easy road from Turnpike, I-99 and Route 30 to Breezewood.

Top guest favourite
The exterior of a renovated log cabin is showcased, featuring traditional log and chink construction. A substantial stone chimney rises alongside the cabin. A spacious porch is present, equipped with a couple of white chairs, surrounded by natural greenery and autumnal foliage.
Cabin in Springfield
5 out of 5 average rating, 147 reviews

1832 Historic Washington Bottom Farm Log Cabin

Welcome to our renovated 1832 Log Cabin on the grounds of the George William Washington and Sarah Wright Washington 19th century plantation. The cabin was the first structure built. Then came barns and slaves’ quarters (no longer standing). The dairy barn is now a woodworking shop and the bank barn was recently restored. The main house, built in 1835, is Greek Revival style. Today, our 300+acre is Certified Organic. We border the South Branch of the Potomac River. It’s ALMOST HEAVEN !

Top guest favourite
Cabin in Grantsville
4.95 out of 5 average rating, 109 reviews

Riverfront Sauna! Hot Tub! Luxury Romantic Retreat

River views from your cozy king bed or fireside couch, sitting in the hot tub with the sounds of the river just yards away, soaking tub with bath bombs, a chandelier and mood lighting, high end espresso machine and finishes, sound appealing?? Riverside Romance offers all this and MORE! Nestled in the dreamy pines by the river, this couples escape was designed for you and your partner to escape the world and reconnect in Luxury. Surprise your significant other with a getaway to remember!

Top guest favourite
A serene pond is situated beside the cottage, featuring a gentle fountain that adds a calming touch. A wooden deck with a white bench overlooks the water, surrounded by trees displaying autumn foliage. Fallen leaves create a natural pattern on the pond's surface.
Cottage in Hyndman
4.99 out of 5 average rating, 118 reviews

Mountain Oasis Cottage

Our Cottage is located at the base of a mountain on a dead end road it is very tranquil with a lot of deer that feed in the back yard. We are 15 minutes from the city of Cumberland Maryland where the “Western Maryland Bike Trail” is located and 30 minutes from historic Bedford, PA. The Cottage has two bedrooms that each feature queen size beds, one living room with a pull out queen size sofa bed, and a sitting room with a full size pull out sofa bed. Heated and cooled w/ mini splits.

Top guest favourite
A modern black structure is nestled among trees, illuminated by soft sunlight filtering through the leaves. A gentle slope leads to a walkway, providing accessible entry. Nearby, a circular seating area with chairs invites relaxation amidst the natural surroundings.
Cabin in Berkeley Springs
4.99 out of 5 average rating, 168 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
Tiny home in Friedens
4.94 out of 5 average rating, 204 reviews

Cozy Glamping Pod w/ shared Hot Tub V1

Escape to nature in a cozy glamping pod, offering the ideal mix of comfort and adventure in a peaceful setting. Each pod features a queen-size bed, a mini kitchenette with a coffee maker and microwave, and a dining table for two. Pods are equipped with heating and cooling, electricity, and WiFi. Though there's no bathroom inside, our luxury bathhouse with private stalls is just a short walk away and visible from your pod.

Top guest favourite
The exterior of a rustic cabin is depicted, featuring a wooden façade with large windows reflecting natural light. A green metal roof contrasts with the warm wood tones. A gravel path and outdoor seating area are visible, surrounded by trees and clear blue skies.
Tiny home in Everett
4.97 out of 5 average rating, 111 reviews

Peace of mind country living at its best

Property of approximately 125 beautiful wooded acres to enjoy, just to take a walk or bike ride. Property and cabin includes hunting according to PA laws and regulations and seasons. Within 25-30 miles of driving, enjoy yourself by gambling or golf at Rocky Gap Casino. Also, the historic town of Bedford is approximately 20 minutes away with the well known places of Old Bedford Village in the vicinity.

Popular amenities for Cumberland Valley Township holiday rentals