Vacation rentals in Stroud

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Top-rated vacation rentals in Stroud

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Top guest favorite

A welcoming guest house is accessed via a wooden deck surrounded by lush greenery. The entrance features a gabled roof and large front windows, inviting natural light into the space. Nearby, a large tree adds to the serene outdoor setting.

Guesthouse in Bristow

4.99 out of 5 average rating, 469 reviews

Historic Route 66 Guesthouse

Cozy guest house on historic Route 66 ideal for bikers, bicyclists, road trippers. Private entrance, access to secure backyard including available covered parking, hot tub, grill, fire pit, 1 king and 1 queen bed, private bathroom with small tub & shower, WiFi, TV, refrigerator, microwave. Within walking distance of large city park with fishing lake, golf course, disc golf, skatepark, tennis courts, & seasonal swimming pool. Kitchen not suitable for cooking but abundant local takeout available.

Guest favorite

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.

Apartment in Stroud

4.97 out of 5 average rating, 63 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 favorite

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, 161 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). We do not charge a cleaning fee so no surprises when you see the total.

Top guest favorite

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, 121 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 favorite

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.

Guesthouse in Perkins

4.99 out of 5 average rating, 198 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 favorite

A living area features an eclectic seating arrangement with a patterned armchair and a blue sofa. A coffee table holds a decorative arrangement of flowers. Natural light enters through dual doors, flanked by fabric blinds, creating a relaxed atmosphere.

Home in Bristow

4.99 out of 5 average rating, 107 reviews

Quiet Rt. 66 Guest House

Disconnect and take it easy at this unique, cozy getaway. Just one mile from the original 1920s Route 66, our remote private guest home offers the chance for travelers and city dwellers to recharge. Whether you're looking for a stopover on a Mother Road adventure or to get out of town and see the stars, this is the place for you. A full kitchen, washer/dryer and oversized shower add even more comfort. Perfect for your traveling pups with a fenced yard and dog door.

Top guest favorite

The exterior of the historic Grason House features a gabled roof and a welcoming front porch. American flags are displayed, and flower pots enhance the landscape. A solid pathway leads to the entrance, while the house is framed by a well-maintained grassy yard.

Home in Stroud

4.98 out of 5 average rating, 49 reviews

The Grason House. 1898

The Historic Grason house was built in 1898, this home features many amenities that a visitor will surely love. It offers a master bedroom with a king sized bed and a second smaller bedroom with a queen sized bed. This house includes a laundry room, full sized kitchen and bathroom with a walk in shower. There is also a fenced in backyard with a a beautiful porch. House offers front yard street parking and also private parking in the alley behind the property.

Guest favorite

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, 120 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 favorite

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, 548 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 favorite

A cozy living room is highlighted by natural light streaming through two windows, adorned with checkered curtains. A soft area rug lies under a light-colored sofa with cushions. Decorative elements include a small table and an indoor plant, creating a comfortable space for relaxation.

Home in Chandler

4.89 out of 5 average rating, 213 reviews

Farmhouse Charm

We have a very cozy farmhouse style cottage. Has a large covered back porch for relaxing in the evenings. We are confident that you will feel right at home. We have a full access kitchen for cooking all your own delicious meals. Washer and dryer accessible to guests. Also featuring your very own coffee bar!!! We do allow pets we just ask that they be crated when indoors.

Top guest favorite

A charming single-story cottage is surrounded by greenery and features a welcoming green front door. The house is complemented by neatly trimmed shrubs and a covered parking area. The driveway leads to the entrance, framed by a grassy lawn under a clear blue sky.

Home in Chandler

4.95 out of 5 average rating, 22 reviews

Sagebrook Cottage

If you don't like renting larger spaces, rent this charming and stylish, 1 bed 1 bath house. This home has all the amenities, such as: comfortable king sized bed, gorgeous walk in shower, dream kitchen, dining room, full sized living room, washer/dryer, TV, Wifi, covered parking, and an outdoor deck with a firepit.