Holiday houses in Drummond

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Top-rated holiday rentals in Drummond

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

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Top Guest favourite
A well-maintained brick home with a spacious lawn and neatly arranged flower beds, framed by trees and shrubs. A paved driveway leads to a two-car garage. A decorative wreath adorns the front door, while a child’s bicycle rests against the garage.
Home in Weatherford
4.97 out of 5 average rating, 157 reviews

Home away from Home (1/2 mi. off I-40)

Our place is close to SWOSU University and convenient to anything in Weatherford, such as the Thomas Stafford Museum and the Route 66 Museum. You’ll love the place because of the high ceilings, outdoor hot tub, the location, and the ambiance of our home. It’s located in a newer housing community with great neighbors. Our place is good for couples, solo adventurers, business travelers, and families (with kids or pets). Free access to our 24 hour gym 2 miles away that we own as a local business.

Guest favourite
Home in Enid
4.9 out of 5 average rating, 125 reviews

Comfy Home w/Backyard, Centrally Located

100 Year old Historic Bungalow: 2 Bedrooms and 1 Bath with original clawfoot tub w/shower, Queen Sleeper Sofa Bed, Full-size Washer/Dryer, Fully equipped Kitchen with gas stove, Large open living and dining room, 58' Smart TV, Workspace, Large backyard, Window ACs with gas wall heater. Centrally located near downtown Enid, Biking Trails, Vance Airforce Base, Leonardo Discovery Warehouse, Antique Shops, Railroad Museum of Oklahoma, David Allen Memorial Ballpark, Breweries and Restaurants, etc.

Top Guest favourite
The exterior of Sparrow Cottage is shown, featuring a yellow building with green trim. A small flight of stairs leads to the entrance, surrounded by terraced landscaping. A fenced area with flowering plants and decorative elements is visible, alongside a small outdoor seating arrangement.
Guesthouse in Perkins
4.99 out of 5 average rating, 207 reviews

Private Cottage at the Old Station

Enjoy a piece of history while staying in the Old Station guest cottage. Comfy & cozy for two guests, or ideal for a personal retreat, "Sparrow Cottage" includes its own private patio with gas grill as well as a separate fenced sitting area outside with fire pit. Inside is a queen-size bed, a kitchenette (with sink, microwave, and mini-fridge), and a good-size bathroom with walk-in shower. Feel free to walk the grounds and imagine what the Old Station was like in the 1930s, 40s, and 50s.

Top Guest favourite
A charming exterior of a single-story home features a covered front porch with two chairs and a table. A garage door is visible on the left, while green grass and seasonal leaves surround the pathway. A vibrant blue door adds a touch of color to the warm-toned façade.
Bungalow in Cherokee
4.93 out of 5 average rating, 159 reviews

"Crazy Cat Lady House" 2 bedroom newly remodeled.

Relax with your family at this peaceful place to stay. Pet friendly with large back yard and large front awning where you can enjoy beautiful sunsets or a morning cup of coffee. Cherokee is a small town with two restaurants, a subway, and quick stop. This home is located in a quiet neighborhood and a quiet town close to the Salt Plains National Wildlife Refuge which provides birding, and beautiful views. There are many other interesting sites within a short drive; the perfect getaway.

Top Guest favourite
The spacious living area features a high ceiling with wood beams and large windows that provide natural light. Comfortable seating arrangements include a light-colored sofa and small dining table. A cozy fireplace is positioned along one wall, creating a welcoming focal point.
Farm stay in Arcadia
5 out of 5 average rating, 255 reviews

Relaxing Farm retreat on 40 acres in Arcadia

Come and relax on a 40 acre farm in Arcadia, OK! The beautiful two story wood barn features a newly built out 2,000 sq.ft. apartment with all the amenities for a comfortable stay. This includes a full kitchen, 85 inch TV with surround sound, two loft bedrooms with three beds each, a Weber Grill, & plenty of relaxing space. The property includes hiking trails, kayaks, multiple animals, and Kenny the Clydesdale! Please no parties, we live on site and enjoy the quiet relaxing farm too.

Superhost
The living area features a cozy couch accompanied by a side chair and a coffee table, creating a comfortable seating arrangement. A television is positioned on a stylish console table. Natural light filters in through the window, highlighting the warm wooden flooring.
Apartment in Enid
4.9 out of 5 average rating, 20 reviews

Grand Ole Time

Located downtown, this renovated building offers a unique space close to all the things that make up Enid. Nightlife, restaurants, David Allen Ballpark and the Stride Center are all nearby and walkable. Built in 1927, This two story building is rumored to have been a one stop shop back in its glory days. With poker and liquor on the ground level and a brothel upstairs, this place has always been hopping! While it’s much more tame today, we still think you’ll have a Grand Ole Time!

Top Guest favourite
The exterior of a red wooden caboose is presented, featuring windows and steps that lead to a small porch area. Surrounding greenery enhances the rustic setting, while a sign on the side indicates the caboose's name. A few chairs are visible nearby on a concrete surface.
Train in Jones
4.95 out of 5 average rating, 500 reviews

Route 66 Oklahoma City 1925 Red Caboose

Enjoy a wonderful night in our 1925 CB&Q wooden caboose. As you pull into the driveway of our little farm, you won’t believe you’re only 20 minutes from downtown Oklahoma City and less than 10 minutes from Edmond. You may encounter deer, turkeys, road runners and much more. Enjoy the lonesome howl of distant coyotes in the evening as you step outside this old waycar. If you’re looking for a unique experience and you’re a romantic fool such as I, come stay a night in 13744.

Guest favourite
A spacious living area is characterized by a light-colored fireplace and a decorative clock on the wall. Comfortable seating is arranged around a coffee table, complemented by a colorful area rug. A dining table is visible in the background, leading to a well-equipped kitchen.
Bungalow in Guthrie
4.95 out of 5 average rating, 219 reviews

Clean and Cozy Craftsman Style Bungalow

This bungalow is blocks from downtown Guthrie, where guests can enjoy shops, the Pollard Theater, and restaurants. It has new furnishings, including amenities such as a washer-dryer, high-speed Wi-Fi, cooking necessities, a large backyard, and parking on the premises. It has a great front porch area with a swing and seating where guests can relax and enjoy the small-town nostalgia of Guthrie. Guests enjoy the character of our historic home with all the modern amenities.

Guest favourite
A spacious backyard features a large in-ground pool surrounded by a patio area. A covered seating area provides shade, while the house showcases a light exterior and large windows. Lush greenery borders the yard, creating a serene outdoor environment.
Home in Enid
4.96 out of 5 average rating, 116 reviews

Heated Pool! Family-Friendly House with Coffee Bar

Perfect family get-away home on a quiet street. Two bedrooms boast a queen size bed & smart TV. The third bedroom has 4 single beds: a bunk bed, day bed and pull-out trundle. The large in-ground pool is the perfect way to beat the OK summer heat; complete with pool toys and life jackets. For the cooler months, the pool can be heated for an additional charge. Features a stocked coffee bar, hi-speed Wi-Fi, pack-n-play, and games, books, and movies for everyone!

Top Guest favourite
A large outdoor patio features a wooden deck surrounded by brick walls. Multiple seating arrangements consist of black chairs and tables, along with a central fire pit, creating a spacious area for gatherings and relaxation.
Place to stay in Stillwater
4.83 out of 5 average rating, 572 reviews

Cozy 2BR Private Farmhouse/Full bath/kit/Patio

Welcome to our Cozy Farmhouse on Main St. centrally located less than a mile from Boone Pickens Stadium. Enjoy Free Parking on Game Day and the Cozy Warmth of a 2 bedroom Farmhouse feel with a Large Outdoor Patio. Enjoy Tailgating with family and friends on game day with on our Large Patio, Grill, and Fire Pit. Also included on our Patio, is a Large 40,000 BTU Propane Gas Fire Pit to keep you warm on the cool Fall Football Games.

Top Guest favourite
A comfortable living area features a plush sofa and two modern chairs arranged around a circular coffee table. A textured area rug defines the space, while large windows allow natural light to fill the room. A fireplace adds a cozy focal point, complemented by a decorative plant.
Home in Enid
4.97 out of 5 average rating, 113 reviews

The Blissful Bungalow

Old world charm with all the luxury amenities you've been looking for. A chef's kitchen with high end gas range and oven with air fry capabilities. With an instant hot water tank you'll never run out of hot water. Three generous bedrooms- king, full, and twin trundle beds. High end furnishings and beautiful touches throughout, you'll love your stay at the Blissful Bungalow!

Top Guest favourite
A rustic wooden gate decorated with a vintage wagon wheel leads into a well-maintained pathway. Lush green grass surrounds the area, with grapevines visible in the distance, creating a welcoming entryway to the vineyard.
Cottage in Edmond
4.97 out of 5 average rating, 125 reviews

Vineyard View Cottage/ Hot tub/ king bed/ birding

The cottage has a view of our vineyard and windmill from the cottage porch and is next to our private estate winery. Enjoy the pond and the fountain from sitting on the deck of the pond. The cottage has its own grill if you choose to cook out. Guest may stroll through the vineyard or watch a sunset from the dock at the pond. We have fish food to feed the fish.

Popular amenities for Drummond holiday rentals

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Garfield County
  5. Drummond