
Holiday rentals in Oakwood
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Top-rated holiday rentals in Oakwood
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Luxury Farm Cottage - hot tub & patio
Welcome to the Inglewood Farm! Inspired by Old European design and the Cotswolds of England, this gives you a luxury farm stay in a sweet 2-bedroom cottage. Tucked in a peaceful wooded corner on our 20-acre 1700’s farmstead, you can visit the animals, see the rhythm of our family farm life, and enjoy being in nature. New - Hot tub 2025! Located 3 miles south of Lancaster, we are 15-20 minutes within major attractions including Sight & Sound Theatre, Amish Country, Strasburg, and Lititz.

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.

NorthsideInn: near sight and sound & sickmans mill
Relax and unwind at Northside Inn. Located on a 122 acre working farm, it is great for couples, or spacious enough for groups, showers, or have a meeting at our 11.5ft table. This farm marks the highest elevation of tillable farm ground in Lancaster County, allowing you to enjoy all the views! From the wide open fields, to the gorgeous sunsets, then when the sun goes down look to the North and see the lights of Lancaster city. You will definitely see an Amish buggy pass by during your stay.

1700’s historic waterfront cottage
Be a part of history while staying on this waterfront property of the Ironmaster's Mansion. The two-story stone guesthouse, steps away from the mansion, was built in the year 1715. The timeless character of the home, paired with the peaceful property creates an escape that feels like you've gone back in time, all while being only 20 minutes outside of Lancaster City. The mansion was home to the first treasurer of the US, General Edward Hand’s daughter, and President Buchanan’s fiance.

Secluded home pool & waterfall - Amish community
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. THE POOL IS HEATED ALL YEAR!! (So yes you may swim in the winter! ) 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!

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.

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.

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.

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.

Lovers A-Frame Tiny Home - With Sauna & Hot Tub!
Perfect for a romantic getaway, or a peaceful time in nature. The A-frame is one of the best scenic experiences you will find! With heat and AC, a luxurious bed, kitchenette, outdoor rain shower, bath house, sauna, hot tub, flat top griddle and the unparalleled connection to nature – Robes also provided! What better way to spend a few nights to fully re-energize yourselves! If your lucky, you may even see some deer or turkey feeding in the cornfield :)

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.

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.
Popular amenities for Oakwood holiday rentals
Other great holiday rentals in Oakwood

Applewood A-Frame Retreat + Hot tub

Quiet Cottage - Hot Tub and Creek mins from City

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

-Scenic Historic Charm- Spruce Edge Guest House

Long Beach Cottage, Hot Tub, Beachfront

“Home Away from Home” in Rising Sun, Maryland

The Guest House of Holtwood

Hill Top Cottage with Chickens!
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- Hersheypark
- M&T Bank Stadium
- Longwood Gardens
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Federal Hill Park
- Johns Hopkins University
- Dutch Wonderland
- Sandy Point State Park
- Spooky Nook Sports
- Hershey's Chocolate World
- Betterton Beach
- CFG Bank Arena
- Dover Motor Speedway
- Patterson Park
- Roundtop Mountain Resort
- French Creek State Park
- University of Delaware
- Marsh Creek State Park
- Valley Forge National Historical Park
- Greater Philadelphia Expo Center & Fairgrounds
- Merriweather Post Pavilion
- National Aquarium
- Amish Village





