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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Guest favourite
A single-story home features a light-colored exterior with a metal roof, surrounded by lush green grass. A spacious porch with seating overlooks a well-maintained yard, while a black fence encloses the outdoor area. The long driveway offers ample parking space.
Home in Luther
4.95 out of 5 average rating, 311 reviews

Peaceful 2 bedroom home in the country with pool

Relax with the whole family at this peaceful place to stay in the country. The master bedroom has a king size bed, TV and full size closet. The second bedroom has a Queen size bed and a Twin size bed Bathroom has shower/tub The laundry room equipped with a washer, dryer, iron and ironing board Fully equipped kitchen Enjoy swimming in the pool, walking trails in the woods 10 min drive to the famous Chicken Shack for some good food and great atmosphere •Queen air mattress available

Top guest favourite
A countertop is displayed, featuring a box of Kelty Farms treats with a natural design. Behind it, a metal container labeled 'Snack Bar' holds various snacks. Subtle lighting enhances the cozy kitchen ambiance.
Barn in Stillwater
5 out of 5 average rating, 15 reviews

Kelty Farms Barndominium/Horse Stalls and Parking

Get away from it all when you stay under the stars. We not only live in the country but we are set back from the road in a gated area so you get to enjoy everything from our horses to the wild turkey or deer right outside your door. The atmosphere is quiet and peaceful which makes it an easy place to relax. We not only have trailer parking, but two horse stalls in case you want to bring your horses for nearby trail rides. We also two lovable Great Pyrenees that are here to roam and protect!

Top guest favourite
The exterior view of the remodeled farmhouse showcases a well-maintained landscape with a variety of plants and decorative stones. A wide concrete driveway leads to the entrance, and large windows offer glimpses of the surrounding grassy fields.
Home in Tryon
4.97 out of 5 average rating, 135 reviews

Peaceful Farmhouse north of Chandler

Wi-Fi Pet friendly Close to I-44 between Oklahoma City and Tulsa 3 acre fenced yard Our guests have described our 280 acre farm as: Majestic Breathtaking Immaculate Scenery felt like a movie scene Stunning Sunsets, Sunrises and Stars Gorgeous valley view Country solitude Welcome to a peaceful escape in our beautifully remodeled farmhouse with views of the picturesque mile long valley. Enjoy watching the cattle and donkeys in the pasture and the other wildlife that make their home here.

Top guest favourite
A covered porch space is highlighted by a colorful floral rug and a cozy seating area. String lights are hung above, enhancing the ambiance. A pathway lined with greenery leads to the outdoor area, while potted plants add a touch of nature.
Home in Stillwater
4.98 out of 5 average rating, 56 reviews

Pine & Feather

Pine & Feather is a boho cottage with vaulted ceilings, fireplaces, and fully equipped kitchen with a coffee bar. It features a primary suite with an en-suite bathroom, vintage clawfoot tub, and a cozy reading nook. The property has a covered porch with a grill and outdoor dining area, and is set on 3 private acres shared with the host’s home. Located just 5 minutes from downtown Stillwater and 10 minutes from Oklahoma State University, it’s a peaceful retreat with abundant wildlife.

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, 280 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.

Guest favourite
Apartment in Midtown
4.95 out of 5 average rating, 480 reviews

Skyline Views Modern 3 Level in Downtown OKC #E

Located in the heart of Midtown, OKC’s most desirable district. There’s a variety of restaurants, bars, coffee shops, and boutiques steps from the front door. The modern condo was constructed in 2020 and has been nominated for a ULI award (an award for architectural achievement). It has 2 spacious, private balconies with perfect views of the OKC skyline. The condo has a clean, sleek design and is fully outfitted for short term or long term stays.

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, 275 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!

Top 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, 236 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.

Guest favourite
Place to stay in Stillwater
4.84 out of 5 average rating, 624 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
Home in Guthrie
4.97 out of 5 average rating, 107 reviews

Bannister Historical Homestead

Come stay in an historical home that has been totally remolded, but still holds it charm. Home is close to Cottonwood Flats, Stillwater, Langston, and OKC . This home has been used as a film production sight for the new movie, "The One," and the U-Tube Video, "Kid Again." Paved driveway for offstreet parking that is private with fenced back yard. Large front porch for relaxing. Quiet neighborhood. Available host if needed.

Guest favourite
The cottage exterior features a modern design with wood paneling and a metal roof. A covered porch, accessed by steps, presents a cozy seating area. Lush landscaping with shrubs and small trees surrounds the entrance, enhancing the serene outdoor atmosphere.
Guest house in Stillwater
4.99 out of 5 average rating, 168 reviews

The Nest - Luxury Cottage in Charming Locale

Each cottage has an open, spacious floor plan that includes a king-size bed, a fully equipped kitchen, with a Keurig coffee maker, a luxurious bathroom with large walk-in shower and stand alone bathtub, a comfy sofa with pull out bed and a cozy gas fireplace. The cottages are located just off Lover’s Lane. Take a stroll, check out a fishing pole and head over to the pond, or take our canoe out for a spin.

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
4.88 out of 5 average rating, 25 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