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Holiday rentals in Oakwood

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Top-rated holiday rentals in Oakwood

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Top guest favourite
A cozy living area features a stone wall accentuated by natural light from multiple windows. Two upholstered armchairs and a sectional sofa are arranged around a fireplace, which is complemented by a mounted television above a wooden shelf. A floor lamp stands nearby.
Barn in Quarryville
4.99 out of 5 average rating, 149 reviews

The Barn at Locustwood Farm

Come enjoy your stay in our 1900 sq ft 19thcentury restored stone barn. We’re 15 minutes from Sight and Sound and the shops at Strasburg. With lots of trails and the Susquehanna River close by, your family can spend many hours hiking in southern Lancaster County. Experience the local Britain Hill Vineyard,coffee,and ice cream shops nearby. The charming city of Lancaster with its many authentic restaurants is only a 20 minute drive. We would love to have you come and enjoy the barn stay with us

Top guest favourite
The countryside view showcases rolling hills and lush greenery under a clear blue sky. Trees are visible in the foreground, while fields and distant treetops create a serene landscape, inviting relaxation and appreciation of nature.
Guest suite in Forest Hill
5 out of 5 average rating, 212 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.

Guest favourite
A comfortable living room is furnished with a light-colored sofa and a plaid accent chair. Natural light fills the space through large windows adorned with sheer curtains. A wooden coffee table and lamp are positioned near a TV setup, creating a cozy, inviting area.
Flat in Millersville
4.89 out of 5 average rating, 554 reviews

Comfortable one bedroom with parking

This is a first-floor, one-bedroom apartment with full eat-in kitchen, and living room with Netflix-only t.v. Terrific for budget-conscious travelers who like to save by eating in; families, business travelers and visitors of Millersville University. There is a small bathroom off the bedroom with shower. A private entrance to come and go as you please. Located in a safe neighborhood, this secure apartment is clean and offers plenty of off-street parking. Just 5 miles from Lancaster City.

Top guest favourite
A welcoming seating area features two comfortable recliners and a cozy couch, adorned with decorative pillows. A wooden table is positioned nearby, and a bright flower arrangement adds a lively touch to the space. Light enters through framed windows dressed with elegant curtains.
Flat in Peach Bottom
4.97 out of 5 average rating, 117 reviews

Peaceful Paradise

Welcome to beautiful, southern Lancaster County! Our guest suite is a perfect spot for a relaxing get-away. If you are looking for a peaceful place to unwind and enjoy lovely country views or just looking for a nice place to rest after a long day of sightseeing and hiking- you have come to the right place. Take breath-taking back roads through Amish country to historic Strasburg or Lancaster city. Great shopping, golfing, and parks are nearby. We look forward to hosting you!

Top guest favourite
A cozy outdoor seating area features four black chairs arranged around a gravel fire pit. The surrounding area is illuminated by string lights, enhancing the wooden deck's natural charm. The cabin's rustic facade is visible through the surrounding trees, creating a private ambiance.
Cabin in Cecil County
5 out of 5 average rating, 104 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.

Guest favourite
An open layout showcases a dining area with a light-colored table set for six, adjacent to a cozy living space featuring a neutral-toned sofa and armchairs. A horse-themed artwork is displayed on the wall, while soft curtains frame the windows allowing natural light in.
Guest house in Elkton
4.91 out of 5 average rating, 174 reviews

Countryside-Stablehouse-Open Studio-Perfect for 2!

Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Top guest favourite
A charming efficiency apartment is nestled among greenery, featuring a wooden deck with a railing. The exterior is adorned with flower pots, and large windows invite natural light. Surrounding foliage and open lawn highlight the tranquility of the rural setting.
Guest suite in Peach Bottom
5 out of 5 average rating, 167 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 outdoor seating area is showcased, featuring comfortable cushioned sofas and a wooden coffee table. Soft string lights illuminate the space, enhancing the relaxing atmosphere. The background displays a charming cottage with a metal roof, surrounded by greenery.
Guest house in Quarryville
4.98 out of 5 average rating, 109 reviews

The Olde Wash House on Camargo

Come and relax in our cozy, cottage style home with its own private entrance, surrounded by working Amish farms, just outside of town. This historic building was used as a Wash House when the building next door functioned as a Tavern. A short 15 minute drive to Historic Strasburg, Sight and Sound Theater, Antique Shopping, and more! Hiking Trails close by include Enola Low Grade Rail Trail, Pinnacle Point, Muddy Run Park, and Sickman's Mill.

Guest favourite
Farm stay in Rising Sun
4.92 out of 5 average rating, 155 reviews

2 Bedroom winery retreat.

This 2 bedroom country house retreat shares its location with a beautiful local winery. Dove Valley Winery hosts a multitude of events year round for you and your company to enjoy. During your stay you will receive a free wine tasting voucher for each guest of age compliments of Dove Valley. Located 15 minutes from I95, Route 1, and one hour from Philadelphia and Baltimore. We may request a government issued ID upon booking.

Guest favourite
A shaded outdoor dining area is presented with a white tablecloth and red metal chairs. The table is set with light blue plates and glasses, while a wine bottle stands at the center. Lush greenery and a stone backdrop create a natural setting.
Townhouse in Port Deposit
4.95 out of 5 average rating, 240 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
A single-story home is set against a blue sky, featuring a light exterior with stone accents. The property includes a front porch with white railings, flowering gardens, and a well-maintained lawn. An American flag is displayed near the entrance, adding a welcoming touch.
Flat in Kirkwood
4.96 out of 5 average rating, 290 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
Guest suite in Darlington
4.98 out of 5 average rating, 307 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