Holiday rentals in Orlando

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Top-rated holiday rentals in Orlando

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Top guest favourite
The exterior of a charming cottage is showcased, featuring a light-colored façade and a neatly designed wooden deck at the entrance. Surrounding lush greenery and a wooden fence provide privacy, while a gravel pathway leads to the structure, inviting a sense of tranquility.
Tiny home in Stillwater
4.99 out of 5 average rating, 84 reviews

Private Luxury Cottage w/ Hot Tub & Fire Pit

Our private cottage getaway invites you to experience romance and tranquility in a quiet country setting. Inspired by the timeless charm of French countryside cottages, this special retreat is perfectly tailored for couples seeking to share unforgettable memories together. The interior boasts an exquisite Carrara marble walk-in shower, large enough for two, adding a touch of opulence to your daily rituals. Adjacent to this, a heated towel rack ensuring warmth and comfort greet you at every turn

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, 314 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, 18 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
4.96 out of 5 average rating, 138 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, 62 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, 289 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
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, 247 reviews

Clean and Cozy Craftsman Style Bungalow

This bungalow is located one mile 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.

Top guest favourite
Home in Stillwater
4.95 out of 5 average rating, 22 reviews

Private cabin, mins to OSU & Tumbleweeds. Pets yes

Veteran Owned -Patriotic • Private • 35 Acres • 4.8 Miles to OSU Stadium • Hunting Available • 6 mins from Tumbleweed Dance Hall Welcome to the All-American Cabin, your private 900 sq ft patriotic-themed getaway sitting on 35 peaceful acres just minutes from OSU, Lake McMurtry, and Stillwater. Whether you’re coming for game day, a relaxing family escape, hunting season, or a quiet country reset — this cabin delivers comfort, privacy, and that true Oklahoma pride.

Top guest favourite
Guest house in Coyle
4.93 out of 5 average rating, 82 reviews

The Farm Villa

This guest house sits on a 27 acre farm, 7.5 miles east of Guthrie, Oklahoma. Whether you’re looking for a peaceful getaway or just passing through, this spot is perfect! With 2 donkeys and multiple cows on the property, you’ll get the full farm experience. Enjoy a fire under the stars and breakfast on the porch. This property is located 36 minutes from Edmond & 48 minutes from Oklahoma City. *Please note there is no WiFi available and cell service may be spotty*

Top guest favourite
A charming cabin is presented with a vibrant red roof and a covered porch, surrounded by lush green grass. Trees provide shade, while open pasture extends beyond. A gravel driveway leads to the cabin, enhancing accessibility.
Cabin in Perkins
4.95 out of 5 average rating, 191 reviews

Wi-Fi, sleeps 6,full kitchen,12 mi to OSU,3bd,1ba

Welcome to the Cabin of Sunset View where it is minutes from OSU, the Fairgrounds, and the many activities of Stillwater. Centrally located, it's an easy drive to Guthrie, Edmond, Oklahoma City, and Tulsa. After a day of exploring Stillwater or surrounding areas, you will relax in the quiet peacefulness of country living. Surrounded with trees and a large meadow gives a balance of seclusion and openness making this a relaxing place to stay!

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, 277 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, 240 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.

Popular amenities for Orlando holiday rentals

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