Holiday rentals in Orlando

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Top-rated holiday rentals in Orlando

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

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Top guest favourite
An open game room features various recreational activities, including a shuffleboard table in the foreground. A comfortable seating area contains a dark sofa and accent chairs, with natural light from overhead fluorescent lights. The kitchen area and dining table are visible in the background.
Barn in Stillwater
5 out of 5 average rating, 12 reviews

HUGE Game-Room Style Barndo

Private homestead on 9 acres. Enjoy a peaceful country escape to this fun game-room style barndo which includes PacMan & MK3 arcades, FoosBall, Ping Pong & Shuffle board all tucked away in the country, just 2mins to Lake McMurtry (we have 2 Kayaks available for use!), 8 miles to OSU, restaurants and shopping. Open floor plan is equipped with a stocked full kitchen, a 65” Roku TV in the common room, a 12ft sofa & a futon sofa, king bdrm with a 40” Roku TV. Air mattress available on request.

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.
Guest house 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
The exterior of the cottage is showcased, featuring a modern design with vertical siding and large windows. A landscaped front garden adds a touch of nature, while a concrete pathway leads to the entrance. Adjacent structures display a mix of materials and styles.
Home in Oklahoma City
4.99 out of 5 average rating, 103 reviews

Wheeler Cozy Cottage!

A unique urban cottage located in the popular Wheeler District. Luxurious Style and Design. 1 Bedroom with a Queen Bed. 1 Full Bathroom with custom tiled walk-in shower. Open Space, Fully Stocked Kitchen, Expandable Dining Table, Washer, and Dryer. Loft-style space that moonlights as a second living or lounge space. Features a Futon style couch for guests, a desk, and an extra seating area. One covered parking spot is located next to the cottage. Includes high-speed WI-FI and Smart HDTV.

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.

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.

Top guest favourite
A wooden dining table is set with a light gray tablecloth and features an arrangement of white flowers in a green pitcher. Porcelain tea set items, including a teapot and cup, are positioned neatly on the table, while rustic cabinetry can be seen in the background.
Cabin in Guthrie
5 out of 5 average rating, 36 reviews

Cranberry Cottage near Lazy E

The Cranberry Cottage is a unique romantic getaway nestled on a private wooded 2-acre property close to Lazy-E Arena in Guthrie, Ok. Wake up to the most breathtaking view surrounded by tall oak trees and beautiful bamboo orchard. Lay in the hammock, sip tea or coffee on the deck, read a book, picnic under one of your favorite trees and there is even room for dancing! Just 15 to 30 minutes away from Lake Arcadia, Guthrie downtown area, Edmond, OKC and surrounding areas.

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 living area features wooden paneling and soft lighting. Two dark sofas, adorned with cushions, face a central coffee table. A wall-mounted television is positioned above the table, and natural light is filtered through a patterned curtain near the corner.
Home in Stillwater
4.94 out of 5 average rating, 200 reviews

The Taylor Home

This cozy home is the PERFECT place for your next visit to Stillwater! The cabin-esque feel of this home pairs nicely with the modern amenities, making this a stay you will want to book time and time again. You will have all the comforts of home here, a washer/dryer, a comfortable bed, and a fully equipped kitchen. The property’s convenient, centralized location puts you close to all the action! Shops, restaurants, and nightlife are just minutes away!

Guest favourite
A collection of vintage arcade machines lines a wooden wall in a cozy room. Bright screens display various games, while colorful controls invite interaction. A basketball-themed machine stands prominently, complemented by a classic racing game and pinball machine nearby.
Home in Stillwater
4.94 out of 5 average rating, 268 reviews

The Arcade-BnB - Relax, Sleep, Play!

Why book a room when you can book an ARCADE? If you’re wanting a totally unique AirBnB experience, the Arcade-BnB is the place for you. Perfect for couples, families, business trips, etc. (No parties/events). Location is west of Stillwater near the Karsten Creek Golf Club and Lake Carl Blackwell. The listed price is for two guests ($15 per extra guest). All games (except the Claw Machine) are set to free play. Message ahead if bringing pets!

Guest favourite
A spacious cottage sits nestled among trees under a clear blue sky. Outdoor seating is provided on a stone patio, featuring a table with chairs and a large umbrella. A grill is positioned nearby, inviting outdoor leisure and gatherings.
Cottage in Stillwater
4.96 out of 5 average rating, 226 reviews

Faye's Cottage

Our place is 15 minutes from Oklahoma State University, Lake McMurtry East is 3.5 miles away. You’ll love our place because of the outdoors space, tranquility and the wildlife. Our place is good for couples, solo adventurers, and business travelers. Enjoy the stars and nights around the fire pit. Taxes are less out here too - you don't have to pay the 4% city or 7% accommodation taxes when you book with us since we're outside city limits.

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.

Guest favourite
A charming tiny home constructed from shipping containers is set against a backdrop of autumn trees. Large glass doors provide a view of the outdoors. A wooden deck with seating is positioned in front, inviting relaxation in a tranquil natural setting.
Tiny home in Stillwater
4.86 out of 5 average rating, 22 reviews

1890 Oasis

Escape to a serene retreat at this quaint tiny home, perfectly nestled on 10 acres in the countryside of Stillwater, Oklahoma. This getaway combines modern comforts with rustic charm, offering an intimate escape from daily life. Enhance your stay with access to a private putting green. Spend time perfecting your putt while surrounded by peaceful countryside views. Located near Lake McMurtry.

Popular amenities for Orlando holiday rentals

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Logan County
  5. Orlando