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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
A multi-level deck is featured, providing ample space for outdoor seating. A pergola can be seen, along with a chair positioned for relaxation. Lush green meadows and trees frame the background, contributing to a peaceful outdoor atmosphere.
Home in Peach Bottom
4.89 out of 5 average rating, 111 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 scenic view captures two farm structures bathed in warm sunset hues. The white barns contrast with the vibrant sky filled with clouds, while a grassy path leads through the landscape, offering a glimpse of the expansive fields beyond.
Farm stay in Holtwood
4.88 out of 5 average rating, 370 reviews

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.

Top guest favourite
A charming brick home is presented, surrounded by vibrant fall foliage. The front yard features a mix of green grass and fallen leaves in shades of red and yellow. A pathway leads to the entrance, where large windows provide natural light to the interior.
Home in Rising Sun
4.96 out of 5 average rating, 322 reviews

Home Away from Home in Rising Sun, MD

PLEASE READ *BEDROOM 3 is a suite that can be added for an extra charge (see pics) * It includes a living area, king size bed, bathroom and kitchenette. Ask Karen for pricing to add. Without the suite there is a foyer leading to a large living room, kitchen with dining area, 2 bedrooms with queen beds and a full bath. This home is comfy and has a history room showing family collectibles dating back to 1854.... Children under 12 years of age are not suitable and No Pets are allowed.

Top guest favourite
A private hot tub is shown on an outdoor deck, surrounded by lush trees and a view of the creek below. The clear water invites relaxation while offering a serene connection to nature.
Place to stay in Airville
4.98 out of 5 average rating, 264 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
Cabin in Cecil County
5 out of 5 average rating, 117 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
The exterior of Thunder Hill Retreat is showcased, featuring a modern design with large windows and a wide deck. Surrounding trees display autumn foliage, and a patio area is visible underneath the deck. A barbecue grill is positioned on the deck, inviting outdoor gatherings.
Cottage in Lincoln University
4.97 out of 5 average rating, 155 reviews

Thunder Hill Retreat - Spacious/Deck/Hot tub

Welcome to Thunder Hill Retreat, the perfect getaway for the whole family seeking peace and tranquility. Nestled amidst a serene wooded area, it offers a picturesque setting atop a hill, offering breathtaking views of a nearby creek. Immerse yourself in nature and witness the beauty of abundant wildlife right from the comfort of the deck. Come and experience the tranquility and beauty of this hidden gem, where you can find solace, fun, and rejuvenation in the heart of nature.

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, 188 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
Cottage in Charlestown
4.96 out of 5 average rating, 270 reviews

Long Beach Cottage, Hot Tub, Beachfront

The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Top guest favourite
A modern kitchen features stainless steel appliances, including a refrigerator and stove, beneath a charming overhead loft. A centrally located wooden dining table is set with a decorative centerpiece, and natural light fills the space through large windows, enhancing the inviting, open layout.
Home in Lancaster
5 out of 5 average rating, 200 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.

Guest favourite
Farm stay in Rising Sun
4.92 out of 5 average rating, 162 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, 252 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
Guest suite in Darlington
4.98 out of 5 average rating, 313 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