Family-friendly holiday rentals in Enid

4.9 out of 5 average rating, 125 reviews

Comfy Home w/Backyard, Centrally Located

100 Year old Historic Bungalow: 2 Bedrooms and 1 Bath with original clawfoot tub w/shower, Queen Sleeper Sofa Bed, Full-size Washer/Dryer, Fully equipped Kitchen with gas stove, Large open living and dining room, 58' Smart TV, Workspace, Large backyard, Window ACs with gas wall heater. Centrally located near downtown Enid, Biking Trails, Vance Airforce Base, Leonardo Discovery Warehouse, Antique Shops, Railroad Museum of Oklahoma, David Allen Memorial Ballpark, Breweries and Restaurants, etc.

4.99 out of 5 average rating, 207 reviews

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.

Guest house in Perkins

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.

4.93 out of 5 average rating, 159 reviews

A charming exterior of a single-story home features a covered front porch with two chairs and a table. A garage door is visible on the left, while green grass and seasonal leaves surround the pathway. A vibrant blue door adds a touch of color to the warm-toned façade.

Bungalow in Cherokee

"Crazy Cat Lady House" 2 bedroom newly remodeled.

Relax with your family at this peaceful place to stay. Pet friendly with large back yard and large front awning where you can enjoy beautiful sunsets or a morning cup of coffee. Cherokee is a small town with two restaurants, a subway, and quick stop. This home is located in a quiet neighborhood and a quiet town close to the Salt Plains National Wildlife Refuge which provides birding, and beautiful views. There are many other interesting sites within a short drive; the perfect getaway.

5 out of 5 average rating, 450 reviews

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

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

4.96 out of 5 average rating, 158 reviews

A serene deck is illuminated by soft lighting from a large umbrella, providing shelter over a bubbling hot tub. The surrounding areas feature torches glowing gently in the evening, creating a calming atmosphere amidst the steam rising from the hot tub.

Home in Ponca City

Potomac Cottage - HotTub, Deck, Coffee Bar, 2Bed

The Potomac Cottage, nestled in Ponca City, Oklahoma, is your cozy retreat just 25 miles from Kansas and 15 miles east of I-35. This delightful 2-bed, 1-bath home boasts modern amenities like a soothing hot tub, spacious deck with an outdoor gas grill, a cozy coffee bar, and convenient Alexa Smart home controls. Relax in the inviting den, enjoy restful sleep in plush bedding, all while a responsive host ensures your comfort. Your ultimate getaway begins here!

A spacious backyard features a large in-ground pool surrounded by a patio area. A covered seating area provides shade, while the house showcases a light exterior and large windows. Lush greenery borders the yard, creating a serene outdoor environment.

4.96 out of 5 average rating, 116 reviews

Heated Pool! Family-Friendly House with Coffee Bar

Perfect family get-away home on a quiet street. Two bedrooms boast a queen size bed & smart TV. The third bedroom has 4 single beds: a bunk bed, day bed and pull-out trundle. The large in-ground pool is the perfect way to beat the OK summer heat; complete with pool toys and life jackets. For the cooler months, the pool can be heated for an additional charge. Features a stocked coffee bar, hi-speed Wi-Fi, pack-n-play, and games, books, and movies for everyone!

4.94 out of 5 average rating, 268 reviews

A collection of vintage arcade machines lines a wooden wall in a cozy room. Bright screens display various games, while colorful controls invite interaction. A basketball-themed machine stands prominently, complemented by a classic racing game and pinball machine nearby.

Home in Stillwater

The Arcade-BnB - Relax, Sleep, Play!

Why book a room when you can book an ARCADE? If you’re wanting a totally unique AirBnB experience, the Arcade-BnB is the place for you. Perfect for couples, families, business trips, etc. (No parties/events). Location is west of Stillwater near the Karsten Creek Golf Club and Lake Carl Blackwell. The listed price is for two guests ($15 per extra guest). All games (except the Claw Machine) are set to free play. Message ahead if bringing pets!

4.96 out of 5 average rating, 226 reviews

A spacious cottage sits nestled among trees under a clear blue sky. Outdoor seating is provided on a stone patio, featuring a table with chairs and a large umbrella. A grill is positioned nearby, inviting outdoor leisure and gatherings.

Cottage in Stillwater

Faye's Cottage

Our place is 15 minutes from Oklahoma State University, Lake McMurtry East is 3.5 miles away. You’ll love our place because of the outdoors space, tranquility and the wildlife. Our place is good for couples, solo adventurers, and business travelers. Enjoy the stars and nights around the fire pit. Taxes are less out here too - you don't have to pay the 4% city or 7% accommodation taxes when you book with us since we're outside city limits.

Place to stay in Stillwater

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.

4.83 out of 5 average rating, 572 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.

A comfortable living area features a plush sofa and two modern chairs arranged around a circular coffee table. A textured area rug defines the space, while large windows allow natural light to fill the room. A fireplace adds a cozy focal point, complemented by a decorative plant.

4.97 out of 5 average rating, 113 reviews

The Blissful Bungalow

Old world charm with all the luxury amenities you've been looking for. A chef's kitchen with high end gas range and oven with air fry capabilities. With an instant hot water tank you'll never run out of hot water. Three generous bedrooms- king, full, and twin trundle beds. High end furnishings and beautiful touches throughout, you'll love your stay at the Blissful Bungalow!

A cozy living area features a large flat-screen TV mounted on the wall, with an electric fireplace underneath. A comfortable sectional sofa is positioned near the television, and a pair of black barstools stands beside a small counter. Decorative plants and a vase add a soothing touch.

4.99 out of 5 average rating, 132 reviews

Lorenz Cottage

Relax with the whole family at this peaceful place to stay. Completely remodeled home with all the comforts you would expect plus some unique extras. Mostly new appliances, new central heat and air. 3.5 minutes from downtown, Stride Event Center and David Allen Ballpark. Only 3 minutes to Chisholm Trail Expo Center.

An open living area is presented, featuring a dining table with light-colored chairs and a cozy seating arrangement. A modern kitchen with stainless steel appliances is visible, along with stylish shelving. Warm wooden floors and a fireplace add to the inviting ambiance.

5 out of 5 average rating, 106 reviews

Cheerful, centrally located 2-bedroom

Come enjoy this recently remodeled 2-bedroom house centrally located in Enid, OK. Less than five minutes to Vance AFB on a quiet street with park access, this home is lovingly maintained by a former Air Force-turned-local family. If you have any questions about the town and what to do here, please ask!

Popular amenities for Enid family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious guest room features two generously sized beds with soft bedding. Nightstands with lamps are positioned on either side, while a desk and chair are placed near the window. Subtle artwork hangs on the walls, creating a relaxed ambiance.

Flat in Stillwater

4.51 out of 5 average rating, 45 reviews

104 OSU 2 Queen Beds Hotel

A rustic cabin is positioned on a grassy plot, surrounded by sparse trees and open land. The structure features a stone exterior and a metal roof. A dirt pathway leads to the cabin, with an all-terrain vehicle parked nearby on the bare ground.

Holiday home in Mulhall

Off-grid solar cabin in the woods

5 out of 5 average rating, 68 reviews

The exterior of a charming cottage is showcased, featuring a light-colored façade and a neatly designed wooden deck at the entrance. Surrounding lush greenery and a wooden fence provide privacy, while a gravel pathway leads to the structure, inviting a sense of tranquility.

Tiny home in Stillwater

Private Luxury Cottage w/ Hot Tub & Fire Pit

A unique round home is featured, showcasing a landscaped exterior with a fenced yard and a welcoming entrance. The collage highlights a cozy sleeping area with modern decor, a stylish kitchen equipped with essential appliances, and a game area with seating and a bunk bed.

4.86 out of 5 average rating, 37 reviews

The Round House

An aerial view of the area surrounding the unit highlights the proximity to OSU campus and various local establishments. Key points of interest, including restaurants and services, are marked for easy navigation. Green spaces and roads are also visible, providing context to the location.

4.93 out of 5 average rating, 45 reviews

Stillwater 4 Bedroom Campus Condo with Pool

5 out of 5 average rating, 8 reviews

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

Green Acres Ranch

5 out of 5 average rating, 5 reviews

Cozy HotTub Home Retreat 3BR/3BA King-2Qu-sofas

4.92 out of 5 average rating, 13 reviews

The backyard features a well-maintained lawn and a cornhole board adorned with a floral design. A cozy patio is illuminated by soft lighting, showcasing a hot tub and seating area, while a fire pit stands nearby, creating a relaxing outdoor space.

Home in Cushing

The Happy Hollow

Family- and pet-friendly home rentals

A spacious bedroom features a large bed, dressed in crisp white linens, complemented by decorative pillows. A cozy bench sits at the foot of the bed. Two bedside tables with lamps provide soft lighting. An en-suite bathroom is visible through an open door.

4.95 out of 5 average rating, 74 reviews

NEW 3BR/2BA West Enid weekly/monthly discounts

5 out of 5 average rating, 123 reviews

A single-story home is presented with a stylish front porch, framed by wooden railings. Large windows offer natural light, while a vibrant orange door serves as a focal point. The surrounding area features landscaping with rocks and bare trees, complemented by a clear blue sky.

Home in Perkins

The Roadrunner Modern 2 Bed Fully Furnished Home.

5 out of 5 average rating, 26 reviews

A brick house is set against a backdrop of green trees and a grassy lawn. The driveway leads up to a two-car garage, and a country-style windmill is positioned in the yard. A peaceful atmosphere is highlighted by the expansive outdoor space.

Home in Goltry

Okie Farm Home

4.93 out of 5 average rating, 69 reviews

A cozy bedroom features a tufted headboard and a spacious bed with neutral bedding. Nightstands with lamps provide soft lighting on either side. A butterfly chair is positioned in the corner, and two windows allow natural light to brighten the room.

Home in Stillwater

Sleepless in Stillwater

A cozy living area is furnished with a brown leather sofa and a wooden coffee table. Two patterned chairs are positioned nearby, beside a lamp and a decorative plant. Natural light enters through the window, covered by blue curtains, while a wall-mounted television adds modern convenience.

4.95 out of 5 average rating, 20 reviews

Blue Jay Cottage

4.93 out of 5 average rating, 118 reviews

A circular wooden sign is mounted on a rustic wall, displaying the name 'Curlee's Cabin' accompanied by a stylized deer silhouette. The year 'EST. 2020' is engraved below the cabin name, complementing the warm tones of the surrounding wood paneling.

Home in Kaw City

Curlee’s Cabin

4.97 out of 5 average rating, 314 reviews

A bright living area features two comfortable sofas with decorative pillows. A large area rug with a floral design is placed on the hardwood floor. Light filters through the windows, with sheer curtains softly draping beside them. A small plant and decorative vase add a touch of greenery.

Home in Perkins

Peaceful Perkins Retreat ★ Fenced back yard

4.96 out of 5 average rating, 131 reviews

A single-story brick home is presented with a neatly paved driveway and a two-car garage. Lush green grass surrounds the front yard, complemented by a few trees offering shade. The welcoming entrance features a white front door, while clouds dot the blue sky above.

Home in Stillwater

Vacation on Virginia *Fenced Backyard* 2 King Beds

Family-friendly home rentals with a pool

5 out of 5 average rating, 7 reviews

A cozy living area is furnished with a grey sofa, two armchairs, and a coffee table. A patterned area rug covers the floor, while a large window allows natural light to fill the space. Colorful wall art and soft, warm lighting add character.

Flat in Stillwater

Stilly Flats

A modern living area is showcased, featuring a comfortable gray sofa adorned with decorative pillows. A flat-screen television is mounted on the wall, while a small coffee table is positioned in front. Natural light enters through a large window, enhancing the space's inviting ambiance.

4.94 out of 5 average rating, 67 reviews

Remodeled OSU Condo by Stadium

Guest house in Stillwater

The exterior of the guesthouse showcases a covered outdoor living space with cozy seating and a relaxing ambiance. A serene blue pool is visible in the foreground, surrounded by a manicured lawn and nature, offering an inviting atmosphere for relaxation.

5 out of 5 average rating, 28 reviews

Casita#1: New 1-bedroom guesthouse w/ pool access

A spacious living area features grey sofas adorned with colorful cushions, complemented by a light wooden dining table and modern chairs. Decorative artwork is placed on the walls, and a large window allows natural light to brighten the space. A plant adds a touch of greenery.

5 out of 5 average rating, 32 reviews

2 bed/2 bath condo in the heart of Stillwater

Superhost

A silver and black camper trailer is parked on a grassy area next to a picnic table. The exterior features a smooth finish with minimal details. A cloudy sky is visible in the background, underscoring the outdoor setting.

Campervan/Motorhome in Tonkawa

Slots and S’mores! “Springdale”

A spacious living area features a gray sofa set adorned with colorful throw pillows. A wooden coffee table is centrally positioned on a light area rug, while a television is mounted across from the seating. Natural light filters through the window, complemented by soft curtains.

4.87 out of 5 average rating, 30 reviews

4 Bedroom/4 Bath Condo- 2 Blocks From Campus

Superhost

A single-story home is presented with a brick exterior and a sloped roof. A large, leafy tree occupies the front yard, alongside a paved driveway that leads to a two-car garage. The surrounding lawn features well-maintained grass.

Home in Ponca City

4.78 out of 5 average rating, 94 reviews

All season getaway with pool and Jacuzzi.

A spacious living area is visible, featuring a dining table with four chairs and a kitchen area with modern black appliances. A comfortable couch and loveseat with decorative cushions are positioned around a coffee table, while a large window offers natural light and views of the outdoor space.