Holiday rentals in Cromwell

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Top-rated holiday rentals in Cromwell

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

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Top guest favourite
A welcoming sign is positioned on a black fence, with soft lighting illuminating the area. A cozy tiny home is visible in the background, framed by an evening sky painted in warm tones. The scene is complemented by decorative string lights and festive bunting.
Farm stay in Shawnee
5 out of 5 average rating, 25 reviews

Drip Bar Ranch Cabin with horse stalls

Reconnect with nature at our country tiny home. If you want to get away from the city and relax, Drip Bar Ranch is the place for you. We offer overnight horse boarding for travelers with horses and we are only a 15 minute drive to Expo Center if you are hauling in for a show. If you aren't traveling with horses but want to enjoy a riding lesson, we offer that and exotic animal encounters for animal lovers! We also provide IV vitamins and Botox injections on site, hence our name, Drip Bar Ranch!

Top guest favourite
A cozy living space features a plush green sofa adorned with dark blue cushions and accompanied by a blue armchair. Two lamps on side tables provide soft illumination. A framed artwork depicting a pastoral scene hangs on the wall, enhancing the room’s inviting ambiance.
Home in Paden
4.98 out of 5 average rating, 102 reviews

Paden-3 bedrm, 1 King, sleeps 6. Parking galore.

Need a place for family gathering, reunion, Thanksgiving, Christmas, Easter, funeral or another event near Paden? Need a place to quietly recharge? This is the place! Enjoy hotel cleanliness and style plus home convenience in a small community atmosphere. Washer & dryer. Centrally located to Tulsa & Oklahoma City. *15 min - I-40 *5 min - Prague *15 min - Okemah *51 min - Shawnee *65 min - OKC *24 min - Meeker Great internet, renovated kitchen, full bath, and high-quality furnishings.

Guest favourite
Flat in Boley
4.85 out of 5 average rating, 34 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 of a wooden house is visible alongside a tranquil, spring-fed pond. Large windows adorn the structure, revealing a friendly atmosphere. Green grass and trees surround the property, providing a natural setting, while a wooden fishing pier extends into the calm water.
Home in Shawnee
4.97 out of 5 average rating, 178 reviews

Oak Spring Retreat! Rest, Hike, Fish and Explore!

Relax with the whole family at this peaceful getaway . This 3 bedroom 2 bathroom home sleeps 6 and is located on 20 secluded acres with private wooded hiking trails and a 3 acre spring fed stocked pond! Enjoy exploring our one of a kind property and seeing all the wildlife! We have a row boat available so bring your poles! Our game shop has ping pong, basketball and other games. Located 45 minutes from OKC and 10 minutes from OKlahoma Baptist University! REST ADVENTURE PLAY EXPLORE UNPLUG

Guest favourite
The exterior of the Tiny Grey home is showcased, featuring a light blue facade and a welcoming porch. Two cornhole boards are positioned on the ground in front, with a backdrop of lush green grass and a clear blue sky dotted with clouds.
Tiny home in Okmulgee
4.97 out of 5 average rating, 68 reviews

Tiny Grey: Luxury Lake Home w/ Loft & Hot Tub

Twin Lakes Tiny Homes of Okmulgee offers luxury with high-quality amenities all in a tiny foot. Located minutes away from two lakes, Okmulgee Lake & Drippings Springs Lake. Tiny Grey w/ Loft offers a peaceful getaway with a beautiful drive through the nature park and amazing views of the lakes. Equipped with a personal Hot Tub and TV on the deck. Room to bring your boat. You'll have everything you need and more while staying in your home away from home. Check out Tiny White: In the front!

Superhost
A cozy studio space is highlighted by a full bed with red and black plaid bedding. A gray sofa, adorned with decorative pillows featuring bear motifs, is positioned nearby. Natural light fills the room through two windows, and rustic decor, including wheel wall art, is present.
Tiny home in Boley
4.56 out of 5 average rating, 32 reviews

Luxurious One Bedroom Tiny Cabin in Historic Town.

Enjoy the natural beauty surrounding this historic getaway. Established in 1903, Boley is of national historical significance because it is representative of the many Black Settlements who migrated from the South to northern and western communities after slavery. Today it is landmark to Oklahoma's multicultural history, embracing its African-American and Native Indian heritage. Boley was the most enterprising of all black towns and a center of agriculture, industry, and education. NO WIFI

Top guest favourite
A charming entrance to the cottage is framed by wooden steps leading up to a covered porch. Flower boxes adorn the windows, adding greenery. A grill sits to the side, surrounded by natural landscaping, creating a serene outdoor environment.
Tiny home in Wanette
4.98 out of 5 average rating, 815 reviews

Sage Guest Cottage! Your Own Very Private HotTub!

Sage Cottage is located in the beautiful Pottawatomie County in our own Oaklore Forest. The cottage sleeps two on our queen size bed, Has a mini-kitchen and 3-piece bathroom with stand-up shower. The kitchen is equipped with a small bar sink, double hot plate, toaster, microwave, coffee pot, kuerig, toaster oven, small fridge and cooking essentials. There is a bistro table, picnic table, grill & breakfast table inside! Free Wi-Fi, Hot tub open all year, robes, see "other things to note"

Guest favourite
Home in Prague
4.96 out of 5 average rating, 26 reviews

Modern 2BR Retreat • Designer Kitchen + Farm Sink

Modern 2BR Retreat with a designer kitchen, farm sink, and beautiful floral decor throughout. Enjoy a large Roku TV with premium sound bar and subwoofer in the living room, Roku TVs in the bedrooms, powered reclining couches, lightning-fast Wi-Fi, and a fully remodeled interior. Relax with white noise alarm clocks, a full laundry room and a cozy dining area. Keurig coffee, retro gaming, pellet grill, and thoughtful touches make this a peaceful, stylish stay for couples or families.

Top guest favourite
The entrance features a wooden porch with a welcoming blue door and decorative wood panels. Rocking chairs are positioned on either side, complemented by planter pots. A string of warm lights is draped across the porch, enhancing the inviting appearance.
Home in Okemah
4.94 out of 5 average rating, 123 reviews

Welcome to Sycamore Hill a quiet relaxing retreat

Private Country Getaway on Acreage | Open Layout + Great Deck Escape the noise and unwind at this peaceful private retreat nestled on beautiful acreage just off Hwy 56. Conveniently located about an hour from Tulsa and OKC, this property offers the perfect blend of seclusion and accessibility. Start your mornings with coffee on the back deck as you take in wide-open views and watch deer wander through the meadow. In the evenings, relax under the stars and enjoy the quiet country.

Guest favourite
The exterior of the cabin is illuminated softly against the evening sky, featuring wooden siding and a metal roof. A welcoming porch encompasses the entryway, highlighted by a single door and large windows, providing a glimpse into the cozy interior.
Home in Wanette
4.96 out of 5 average rating, 341 reviews

The Wanette Weekend Cottage

Play hard on the South Canadian River with your friends during the day, but sneak off for a hot shower, family time, and a comfortable bed at night. The Wanette Weekender comes with a queen size bed in the loft and a full size bed downstairs. Cuddle on the couch and watch a movie, or take advantage of the fully equipped kitchen and bar seating. We are conveniently located just 3.2 miles from Soggy Bottom Trails Pub & Campground and six miles from the Madden Crew Off-road Park.

Guest favourite
A group of ring-tailed lemurs is perched on branches among trees, showcasing their distinctive markings and playful demeanor. The lemurs are surrounded by a natural setting, emphasizing their active environment. Nearby, the rustic interior of a cozy cabin is visible, featuring a large bed and wooden accents.
Ranch in Henryetta
4.94 out of 5 average rating, 324 reviews

Pine Hollow | Lemurs & Zebras | Private Hot Tub

Enjoy a one-of-a-kind retreat at Pine Hollow! Pine Hollow features a large picture window with spectacular views of the zebra pasture. In the evening hours, stroll around the pond and enjoy watching a troop of ring-tailed lemurs jump and play on their very own island. Hop in your private hot tub on the deck after sunset and experience breathtaking stargazing as you relax in the tranquility of Pine Hollow at Coble Highland Ranch.

Top guest favourite
A spacious sleeping area features a soft, neutral-hued bedding set atop a comfortable king bed. Two bedside lamps provide gentle lighting, and a window offers natural light with a view of the outside. A doorway leads to a utility area with a washer and dryer.
Guest house in Hughes County
5 out of 5 average rating, 49 reviews

Guesthouse

The Guesthouse is part of our recently completed development. Plenty of room for two guests with a large living area and separate bath. The living area includes a king bed, eating/desk area, a sitting area, and a full kitchen. The bathroom includes room for clothes, utility closet and a washer/dryer. Located on 25 acres, you can enjoy the spacious front porch, walk the trails, or visit the pond.

Popular amenities for Cromwell holiday rentals

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Seminole County
  5. Cromwell