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Holiday rentals in Oakwood

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Top-rated holiday rentals in Oakwood

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

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Guest favourite
An aerial view captures the spacious 4BR home surrounded by lush greenery and meadows. The multi-level decks and an outdoor dining area are visible, along with a fenced yard. The property features scenic farmland and trees, enhancing the rural landscape.
Home in Peach Bottom
4.89 out of 5 average rating, 109 reviews

Spacious, Quiet & Peaceful

Experience life in the country while staying in this beautiful 4BR home. Children totally love it here. ( 1.5 Acre fenced in yard to play in ) A fully functional kitchen & dining room. ( 2.5 Baths ) Spacious Family room, Living room, Children's playroom, & Spare room Located in real Amish farm country, A perfect spot for family or group events. A small creek in the backyard, ( Perfect for wading ) Multi-level decks w/ Weber grill overlooking the backyard & creek. 2 Horses & 3 Steers in meadows.

Top guest favourite
A spacious bedroom features a large bed with a decorative comforter and plush pillows. Natural light filters through an arched window, illuminating the soft, neutral walls. Two bedside lamps rest on small tables, and a comfortable bench is positioned at the foot of the bed.
Guest suite in Forest Hill
5 out of 5 average rating, 218 reviews

Scenic, private 2 room-guest suite, near Bel Air

Relax and enjoy the scenic view of the countryside in this spacious (3 room) guest suite. The sunset is gorgeous! Spend the weekend enjoying the local activities: Dance under the stars at Boordy Vineyard Taste the craft beers at local breweries Hiking at Rocks State Park Biking nearby at the old railroad trail Explore the shops and restaurants on Main Street in historic Bel Air Spend a work trip in this peaceful, quiet space, located close to Aberdeen Proving Grounds, Peach Bottom Plant.

Top guest favourite
A rustic cabin is nestled among trees, elevated on a wooden deck. The vibrant red roof contrasts with the surrounding greenery. Four red chairs are arranged on the deck, providing a view of the natural landscape. Sunlight filters through the leaves, creating a serene ambiance.
Cabin in Airville
4.98 out of 5 average rating, 112 reviews

"ON THE ROCKS CABIN" the perfect getaway for 2!

Cabin is very charming, but rustic. Kitchen has full size frig, microwave, toaster oven, hot plate, toaster+ keurig. Coffee, condiments, soap & shampoo provided. There is a gas grill. Guests provide their qs sheets, towels, campfire wood & drinking water. A variety of dvd’s & games, hot water in & outside shower & tub. Tubes for floating provided, swim your own risk. Fire pit, creek is stocked. Steps to deck overlooking the creek.Trash goes home with guests, smoking on the decks only.

Top guest favourite
The exterior view of the log cabin is set amidst a lush, wooded landscape. A stone path leads to the cabin, which features a spacious outdoor deck adorned with plants and seating. The serene ambiance of the surrounding nature invites relaxation.
Place to stay in Airville
4.98 out of 5 average rating, 257 reviews

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

Top guest favourite
A wooden deck is presented with two rocking chairs, positioned on a textured area rug. Surrounding trees offer a lush backdrop, enhancing the natural setting. The rustic log construction of the cabin complements the peaceful ambiance of the outdoor space.
Cabin in Cecil County
5 out of 5 average rating, 113 reviews

Waterfront cabin home - 9+ private wooded acres

Gunpowder Cabin is a peaceful getaway set on 9+ wooded acres and a private drive in Northern Maryland, just an hour from Baltimore. With a half mile of hiking trails, and over 600 feet of frontage on Octoraro Creek, there are numerous options for taking in the natural beauty: warm up by our two firepits, lounge in a hammock, take a dip in the river, or fish for trout from the shoreline. A secluded retreat that feels remote, but moments from the civilization you came to escape.

Top guest favourite
A spacious room features a king-sized bed framed by framed photographs. A wooden chair sits beside a small table with a plant. Sliding glass doors open to a private balcony, allowing natural light to fill the space.
Guest suite in Peach Bottom
5 out of 5 average rating, 180 reviews

Conowingo Creek Casual

Kick back and relax in this handicap accessible, clean and stylish country charm efficiency apartment, complete with two outdoor seating spaces, walking paths and beautiful scenery located in rural southern Lancaster County. The area is surrounded by country and Amish charm with nearby hiking trails, while a 30 minute drive will have you in downtown historic Lancaster City where you can stroll, shop and on Tuesday, Friday and Saturday visit the historic Central Market.

Top guest favourite
A cozy living area is highlighted by a gas stove fireplace set within a charming brick wall. Light green walls complement a soft area rug and a round wooden coffee table. Two comfortable chairs are positioned invitingly, and natural light flows through large windows.
Home in Lancaster
5 out of 5 average rating, 193 reviews

Cozy cottage on beautiful dairy farm in Strasburg

Tranquil. Refreshing. Restful. These are the perfect words to describe Graystone Cottage, located on a working dairy farm just outside the quaint historic town of Strasburg in Lancaster County, PA. Built in 1753, this 1000 square feet, newly restored limestone cottage was the original settlement home on the 135-acre homestead. Boasting a French country esthetic, this little darling has the most captivating views of rolling hills, a brook, and lush green farmland.

Top guest favourite
A rustic gazebo is illuminated softly at night, showcasing a cozy sleeping area with a Queen bed dressed in warm linens. A wooden cafe table and chairs are positioned beside the bed, while decorative lanterns and fairy lights create a welcoming ambiance throughout.
Place to stay in Havre de Grace
4.92 out of 5 average rating, 144 reviews

Delightful 12x16 Glamping Gazebo/Tent

Rustic/Glamping Gazebo/Tent situated privately on our property (backyard) of 1.5 acres in a residential neighborhood. As it says Rustic and “Glamping”..meaning an upgraded camping experience, but by no means can we offer the same comfort temperature wise as an indoor setting. A fun stop for the night, or enjoy a full evening with a movie and firepit. Also, there are plenty of restaurants to choose from in the area, as well several local breweries.

Guest favourite
Home in Peach Bottom
4.97 out of 5 average rating, 117 reviews

Peaceful secluded home w/ heated pool & waterfall

Welcome to Quiet Brook Oasis Treat yourself to a relaxing weekend in this beautiful secluded creekfront home nestled in the woods that has a private inground pool, with a waterfall opened and heated all year. Located in peaceful Amish country, southern Lancaster county this newly remodeled home is sure to offer a relaxing and peaceful getaway. This is a perfect retreat for family or a couples romantic weekend. Find us on social media!

Guest favourite
A bright and serene bedroom features a spacious bed with a light-colored quilt and decorative pillows. Two large windows offer natural light and views of lush greenery outside. A vintage dresser sits beside the bed, complemented by a nearby radiator.
Townhouse in Port Deposit
4.95 out of 5 average rating, 248 reviews

Quarry Landing • River Views in Historic Town

Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

Top guest favourite
Flat in Kirkwood
4.96 out of 5 average rating, 295 reviews

Quiet suite in the heart of Amish country.

The apartment is a one bedroom in law suite located in the lower level of our home. It has a living room,kitchen,bedroom,and bathroom. Private entranceway is off the patio,and it is handicapped accessible.Self check in with a keypad. Centrally located in southern Lancaster County .Only 13 miles from historic Strasburg,18 miles from Lancaster,and close to many other tourist attractions.

Top guest favourite
A fox stands in a grassy meadow, with a historic building located nearby. The background reveals a tranquil lake and distant hills, under a softly lit sky.
Guest suite in Darlington
4.98 out of 5 average rating, 312 reviews

South Acres

Unplugged retreat. Great for birders, piano players, gardening fans, antiquers. Twenty minutes from historic Havre de Grace. Nearby gardens include: Longwood Gardens; Chanticleer Garden; Winterthur Museum, Garden, and Library; and LaDew Topiary Gardens. Small kitchen with microwave, sink, fridge, and coffee maker. Private entrance. Smoke detectors, hair dryer. No WiFi. No stove.

Popular amenities for Oakwood holiday rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Cecil County
  5. Oakwood