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Holiday rentals in Stroud

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Top-rated holiday rentals in Stroud

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

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Top guest favourite
An open living area is showcased with concrete flooring and a mix of modern furnishings. A spacious sofa is paired with two chairs, and a television is mounted on an wooden stand. A well-equipped kitchen is visible in the background, featuring minimalist cabinetry and appliances.
Flat in Stroud
4.98 out of 5 average rating, 81 reviews

The Locker on Route 66 in Stroud, Oklahoma

This newly remodeled apartment resides 1/2 block from Historic Rt. 66. Tastefully reclaimed space from a 1940's meat market/locker plant, The Locker, exudes that era and Route 66. Most people in the 1940 had little to no freezer space and needed to rent it. Stroud Locker Plant opened in 1946. The Locker today was part of that original refrigerated/freezer space. Floors and ceilings are original from that era. The Locker front door displays the original brass door hinges used for the freezer.

Top guest favourite
The front view of the farmhouse features a green metal roof and a spacious porch with seating. The porch is enclosed by wooden railings and includes a small table. Lush greenery surrounds the house, enhancing its countryside charm.
Farm stay in Cushing
4.98 out of 5 average rating, 54 reviews

The Farmhouse Lovely 2 bedroom Fishing available

Relax with the whole family at this peaceful place to stay. Country living with abundant wildlife and catch and release watershed lake (no swimming). Plenty of wildlife photo opportunities. 11 miles north of Route 66 And 4 miles from Stroud Lake. 48 min. from Stillwater and Okla. State University, about an hour from Okla. City and Tulsa. Covered parking. No Smoking, Vaping, or marijuana use in the house. Want to craft? I have 2 Cricut machines and cartridges. I’m sorry we no longer allow pets.

Guest favourite
Flat in Boley
4.87 out of 5 average rating, 38 reviews

Cozy country equine setting!

Enjoy this country setting with beautiful sunset views and horses in the pasture. Just 1/4 mile off of Hwy 62. Gates are closed every night to ensure privacy. Steps from homeowners and indoor equine facility where you can walk over and enjoy dinner at the cafe and watch folks competing on their horses! Relax in this quaint studio apartment that is newly remodeled, clean and ready to be your home away from home! Comfortably sleeps 4 with 1 king bed and 1 double bed with trundle single bed.

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
4.95 out of 5 average rating, 148 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.

Guest favourite
Cabin in Cushing
5 out of 5 average rating, 9 reviews

Family & Team Retreat | Sleeps 14 | Pond + Arcade

Adventure Acres Log Cabin – Zipline, Arcade, Fishing & More! Escape to 35 private acres near Route 66 in Cushing, OK! Sleeps 14 and features a fishing pond, zipline, obstacle course, playground, arcade, pool table, air hockey, hiking trails, Bluey-themed kids' room, princess room, hidden reading nook, wildlife watching, and outdoor games. Perfect for families, reunions, graduation weekends, sports teams, and group getaways. Keep everyone together instead of booking multiple hotel rooms!

Superhost
A welcoming living area features a gray sectional sofa paired with two wooden tables. Natural light floods through large windows adorned with sheer curtains. A potted plant adds a touch of greenery to the space, while a decorative pillow is displayed on the sofa.
Home in Cushing
4.93 out of 5 average rating, 41 reviews

Crossroads Cottage in Cushing

Crossroads Cottage is a clean, charming 2-bedroom, 2-full-bathroom house. It has a spacious kitchen with a full-size refrigerator, a stove with oven, a microwave, and a coffee maker. This house is equipped with pots and pans, a toaster, glassware, and utensils. There is a separate dining room and living room with a large flat-screen TV, an office space, a laundry room, and a beautiful private courtyard, great for barbecuing. It has central heat and air and outside security cameras.

Top guest favourite
A gravel driveway leads up to a wooden archway labeled 'Painted Gait Farm.' Lush green pastures are visible on either side, with black wooden fencing enclosing the area. A few farm buildings are situated in the distance under a clear blue sky.
Home in Chandler
4.98 out of 5 average rating, 174 reviews

Working Cattle Ranch

We are 6 miles north of Chandler (Route 66). "Entire home" refers to the professionally built, 900 sq ft space over the garage which means stairs (within code). Our home is attached via a breezeway. We have 80 acres with pastures, 1 stocked pond and trails through the woods. We have 3 outdoor “always on” security cameras: 1 on the garage wall and (main house) front & back porches (not the N patio which guests can use). This is our home, we expect responsible and caring guests.

Guest favourite
An open concept living area showcases a spacious layout with comfortable seating arrangements. A coffee table sits at the center, surrounded by two armchairs and a sofa. A dining table is visible in the background, with modern lighting fixtures enhancing the space.
Home in Bristow
4.95 out of 5 average rating, 150 reviews

New Modern Charm on Route 66

Come relax in this newly constructed home located on Historic Route 66. This 3 bedroom 2 full bathrooms open concept is the perfect spot for family or friends. Right around the corner from The Bristow Lake and City Park with great views to enjoy! The Park and Lake offer the perfect place for walks, runs and/or bike rides. Also just minutes to downtown for some local shopping and dining. House also has attached single car garage for security.

Guest favourite
Home in Luther
4.98 out of 5 average rating, 153 reviews

Louise’s B&B at Woodhaven Acres

Welcome to the Book Cabin! A cozy cabin in a 2.6 acre forest, 1.6 miles north of Route 66! Fast Fiber Optic Internet! Close to 3 wedding venues! (Eleven Oaks Ranch: 5 min, Esperanza Ranch: 10 min away.) Screened in porch with seating area, massage chair, treadmill, and queen bed! Relax on a large deck with huge BBQ pit/smoker and gas fire pit. Enjoy trails winding thru the trees, rest in a hammock! Host will provide homemade baked goods!

Top guest favourite
Home in Prague
4.97 out of 5 average rating, 32 reviews

Modern 2BR Home • Sleeps 6 • Full Designer Kitchen

Experience a fully remodeled two bedroom home in Prague featuring a full designer kitchen, modern finishes, and comfortable spaces for up to 6 guests. Relax with powered reclining sofas, a large Roku TV with premium sound, bedroom TVs, fast WiFi, full laundry, Keurig coffee station, retro gaming, patio table and chairs and a brand new pellet grill. Come enjoy our clean, quiet alternative to a hotel with all the comforts of home.

Guest favourite
A charming exterior of a recently renovated tiny home is displayed, featuring white siding, brown shutters, and a welcoming sign. A porch with a bistro table and chairs invites relaxation. Ample driveway space and surrounding greenery enhance the inviting atmosphere.
Home in Chandler
4.96 out of 5 average rating, 75 reviews

The Tiny Home on Route 66 - near downtown Chandler

This special place is recently renovated and adorable! It’s right off historic Route 66, close to Turner Turnpike and in between OKC and Tulsa. This tiny home features 2 bedrooms and 1 bathroom and has a full kitchen and living room! The cozy patio is perfect for spending mornings or evenings! Enjoy downtown Chandler with shopping, restaurants, a movie theatre and more!

Top guest favourite
The exterior of a revamped church features a sloped roof and white wooden siding. A welcoming entrance is highlighted by a wooden overhang and steps. Surrounding trees and gravel ground enhance the serene atmosphere of the property.
Home in Perkins
5 out of 5 average rating, 100 reviews

The Church House*Fully Furnished*Industrial Modern

This 115 year old revamped church, a part of Perkins history, also once a dedicated wedding chapel, has risen again to have a new life as a dedicated space to be enjoyed. Unique and spacious, light, bright and comfortable with plenty room to stretch out, entertain and make some memories.

Popular amenities for Stroud holiday rentals