Holiday houses in Yale

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Top-rated holiday rentals in Yale

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Top Guest favourite
An aerial view captures the spacious property set against a backdrop of mature trees and open landscape. The newly remodeled home features a large, dark roof, a garage, and a beautifully constructed outdoor space that includes a regulation-size pickleball court with a blue enclosure.
Home in Cleveland
4.99 out of 5 average rating, 133 reviews

Skyline Paradise | Pickleball & Bball |Keystone Lk

Luxury Retreat with Tournament-Grade Pickleball Court Experience this stunning hilltop oasis near Keystone Lake, featuring a brand-new (2025) regulation-size pickleball court with pro lighting, a basketball area, & endless entertainment —cornhole, jumbo Jenga, arcade games, air hockey, foosball & more! • 3,200 sq. ft. on 3.5 acres • Stocked kitchen • 30 min to downtown Tulsa • Three-level deck with breathtaking views • Dog-friendly (3 under 80 lbs, $125 fee) Book now for the ultimate retreat!

Guest favourite
A serene lake scene captures a vibrant sunset reflecting on the water, with silhouettes of trees along the shore. Gentle ripples create a shimmering effect, while varied cloud formations enhance the expansive sky filled with warm hues of orange, pink, and blue.
Place to stay in Cleveland
4.96 out of 5 average rating, 152 reviews

The Overlook @ Keystone Lake

Premier getaway location! You are entirely to yourself. Overlook is "attached to main house...but not "in" main house. Private entrance, no shared spaces. Very private & tranquil space! Relax in a country setting with spectacular panoramic views from 90 feet above the water. Wildlife galore, including Bald Eagles. A perfect couples escape, girl’s weekend or some individual solitude ! Covered/enclosed hot tub room with great views. Adults Only! (18+) Check out our “extra amenities!”

Guest favourite
Cabin in Cushing
4.85 out of 5 average rating, 26 reviews

New Country Cabin Fenced Yard

Country living in a secluded spot- newly built with custom cowboy/rustic features. Shaded fenced back yard, 3 bedrooms-2 full baths- one with walk in shower, one with shower/tub combo (huge tub) Twin Bunk beds, 2 Queen beds, Sofa recliners & 2 electric recliners, Parking in front. Covered front porch, Washer/Dryer, Salt Water filtration system, ceiling fans, 2 mini splits for heat and air. About 7 minutes from town on a gravel road. Access to television in all 3 bedrooms, and free Wifi.

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
4.99 out of 5 average rating, 87 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
A vibrant display of wild blackberry blossoms is seen among lush green leaves. The image captures clusters of delicate white flowers and budding blooms, offering a glimpse of the natural beauty surrounding the farm stay.
Farm stay in Perkins
5 out of 5 average rating, 507 reviews

Wild Blackberry Blossom Country Farm Stay

Enjoy wide open spaces at this Country Farm Stay located between Stillwater and Perkins, OK (on a paved road). Experience the sights and sounds of the country. Enjoy sunrises, sunsets, and starry skies. Try out country living or return home to the country for a visit! Follow us on FaceBk: Wild Blackberry Blossom Country Farm Stay Follow us on Oklahoma Agritourism: Country Stay Activities in Central Oklahoma Follow us on TravelOK: Under their Bed & Breakfast Category

Top Guest favourite
The exterior of a two-story colonial-style house is shown, featuring a covered front porch supported by two large columns. A light-colored facade is complemented by green landscaping and a pathway leading to the entrance. A railing encircles the porch area.
Home in Cushing
4.98 out of 5 average rating, 48 reviews

Crossroads Columns

Crossroads Columns is a charming spacious 2 story colonial style house. 4 bedrooms with 4 Queen size, trundle with 2 twins. 2 large living room spaces with 2 sectional sofas. A dining room great for dinners or Conferences. Beautiful kitchen with Coffee bar/Toaster/microwave. This house is equipped with pots and pans, Dishes glassware/ utensils. office space, Wi-Fi. Washer and dryer. Outside security cameras. One full bath and shower downstairs. Upstairs only bath.

Guest favourite
A comfortable seating area is arranged with a sectional sofa in neutral tones, complemented by decorative cushions. A wooden coffee table sits at the center, displaying a decorative item. Natural light enters through large windows, and a ceiling fan enhances the room's openness.
Farm stay in Yale
5 out of 5 average rating, 14 reviews

Green Acres Ranch

Located within 20 minutes from Boone Pickens stadium. We are a straight shot to the Payne County Expo Center, a short 15 minute drive away. We have circle drive, a large area to park trailers if needed. Sit back relax and enjoy gorgeous views, perfectly painted sunsets, and listen to the cows graze while taking a break from the hustle and bustle of life. This home is located on an operational farm. Please review the cancellation policy before bookin

Superhost
Home in Stillwater
4.92 out of 5 average rating, 236 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!

Top Guest favourite
Home in Cushing
4.92 out of 5 average rating, 13 reviews

Tatanka Run

Skip the hotel and enjoy more space for less! This remodeled 3-bedroom, 1-bath home is perfect for families, work trips, and weekend getaways. Relax in the cozy living room, cook in the updated kitchen, and enjoy the convenience of laundry and a versatile garage for parking or extra seating. Located less than a mile from downtown Cushing, 30 minutes from Stillwater, and about an hour from Tulsa and Oklahoma City. Your home away from home awaits!

Top Guest favourite
Place to stay in Stillwater
4.85 out of 5 average rating, 673 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
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.
Guesthouse in Stillwater
4.99 out of 5 average rating, 178 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.

Top Guest favourite
Dome in Sand Springs
4.88 out of 5 average rating, 243 reviews

Geodesic Sunset Dome at Three Ponds Community

This cozy geodesic dome has its own private nook overlooking our second pond. Heating and air are a must in Oklahoma and we got you covered so you are comfortable all year long. You also get access to our beautiful outdoor shower and our unique compost toilet for a truly memorable experience. Included in the dome is a mini fridge, microwave, Kuerig coffee, along with bowls, utensils, and towels.

Popular amenities for Yale holiday rentals