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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
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 Close to I-44 between Oklahoma City and Tulsa 3 acre fenced yard Dog friendly 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 spacious living area features two green armchairs and a wooden coffee table on a decorative area rug. A bookshelf is tucked in the corner, while a dining table surrounded by chairs is positioned near large windows. Decorative wall art adds character to the room.
Home in Chandler
4.95 out of 5 average rating, 42 reviews

New BnB in Chandler - Close to MX

Welcome to your new "bestie" BnB nestled in Chandler along Historic Route 66! Located just 12 min from Reynard Motocross Raceway, 40 min from Game Moto, and 25 min from Robbie Smith MX. Enjoy local shopping, dining, bowling, and entertainment in the Lincoln County seat. If you are in the mood to explore, OKC and Tulsa are less than an hour away. Our 1300 sq ft home offers 3 bed/2 bath, 2 gathering areas, and a fully fenced yard for entertaining, children, play, and pets. Sleep like a baby!

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.

Top guest favourite
Home in Bristow
4.87 out of 5 average rating, 214 reviews

Bristows private home for rent

Stay in Bristow's newest guest house. Perfect for families. We have an outdoor smoking area and fenced in backyard with a propane grill. Unfortunately, at this time we do not allow any pets. This is a family friendly home; however, we do not provide any type of baby equipment. You are welcome to bring infants as long as you bring any items needed. I live right next door so if you have any issues, please let me know. Extra guest fee After 4 guests, $35 per person, per night

Guest favourite
Home in Chandler
4.93 out of 5 average rating, 57 reviews

The “Sweet Home Oklahoma” House - Large Home&Yard

This spacious home is ideal for a large group! With four bedrooms and three full bathrooms, there is room to spread out and enjoy! There are two large living rooms as well with seating for hanging out, watching TV or just relaxing! The kitchen is stocked with cooking supplies and coffee amenities! Enjoy the back patio and large, fenced backyard, ideal for children to play or pets to run! There is also a two car garage that guests are welcome to park in during their stay!

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, 51 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
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, 151 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.

Top guest favourite
Home in Paden
4.98 out of 5 average rating, 106 reviews

Renovated 3BR Home Near I-40 | Sleeps 6

A comfortable place for people who need to be in this part of Oklahoma. That includes: family reunions weddings funerals holidays visiting family graduations sporting events rodeos work trips construction/contract workers people traveling between Tulsa and OKC people needing multiple bedrooms people traveling with multiple vehicles

Guest favourite
A serene landscape is presented with vibrant clouds at sunset, casting warm hues across the sky. A flagpole stands in the foreground, surrounded by well-maintained grass, with wooden fencing outlining an open area. Trees are visible in the background, enhancing the natural setting.
Ranch in Stroud
5.0 out of 5 average rating, 10 reviews

Heart Diamond Hacienda

Get cozy and settle into this rustic space. This unique 1 bedroom, 2 bed barndominium is your horse property away from home. Complete with ponds, sweeping vistas on 160 acres of prime Oklahoma rolling hills, trails and abundant wildlife. Horse stalls available with prior approval.

Guest favourite
A dining area is depicted with a round wooden table surrounded by black chairs. Route 66 décor is present on the wall, along with a motorcycle-themed accent. A doorway leads to a bathroom, and a door opens to an outdoor space.
Home in Bristow
5.0 out of 5 average rating, 48 reviews

The Oaks on Route 66!

Enjoy Route 66 and make yourself at home! Just 3 miles north of Bristow, OK, this 3-bedroom, 2-bathroom open-concept home offers covered parking and a peaceful escape. Surrounded by nature and Route 66 charm, it’s the perfect spot to relax with family and friends!

Popular amenities for Stroud holiday rentals