Family-friendly holiday rentals in Stillwater

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Stillwater

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
The front porch features a welcoming yellow door and a classic white swing. Decorative elements include a vintage-style mailbox and a wall clock. The area is surrounded by lush greenery, providing a peaceful outdoor space for relaxation.
Bungalow in Stillwater
4.9 out of 5 average rating, 387 reviews

Fern Cottage 1915 -near downtown & OSU, EV Charger

This beautifully remodeled home is a hidden gem in Stillwater. It's five blocks from the south end of the downtown shops and restaurants and a five minute drive to OSU. Most of the home has been rebuilt from the frame with painstaking attention to detail that will appeal to the most discerning traveler who wants to have a home away from home with all the comforts and conveniences. Also we have another complete renovation nearby. Check it out, https://www.airbnb.com/h/stillwater-osu-hopes-rest

Top guest favourite
A welcoming front patio is highlighted by wooden posts and decorative lanterns. The area features a set of outdoor seating, providing an inviting spot to relax. A view of the well-maintained garden can be seen in the background, contributing to a serene atmosphere.
Townhouse in Stillwater
4.99 out of 5 average rating, 116 reviews

HomeBase 2,PRIME O'Brate & Greenwood Tennis Center

HOMEBASE, #2, CENTER OF IT ALL! Fully renovated, gorgeous, 750 SF townhome directly across the street from Athletic Village and a quick 5 minute walk to Boone Pickens stadium. Cozy, clean, inviting space to create memories while in town for a McKnight Center performance or an OSU campus/sporting event. Fully equipped kitchen ready to dine in or detailed listing of Stillwater restaurants to enjoy while in town. NO organized parties inside the home/outside the property, no pets & no smoking.

Top guest favourite
A charming exterior view of a house features a welcoming front porch with two white chairs and a bright orange door. Lush greenery surrounds the home, with large trees providing shade and a well-maintained lawn adding to the inviting appearance.
Home in Stillwater
4.97 out of 5 average rating, 187 reviews

Pete’s Place

Great Location! Just blocks from OSU. OSU themed throughout, you’ll love this 3 bedroom 1 bath. High Speed Cable Internet with Wifi. The Master Bedroom has a King Size Bed and a 55” Flat Screen TV. Second Bedroom has a Queen Size Bed and a 50” Flat Screen TV. The Third Bedroom has a Twin Daybed with a Twin trundle and a 43” Flat Screen TV. The spacious Living room has plenty of seating and a 55” Flat Screen TV. Beautiful fenced backyard with a fire pit and Blackstone BBQ Grill.

Guest favourite
The exterior of a cottage is framed by vibrant green grass and clusters of blue flowers. A covered porch with wooden railings features two dark chairs, complementing the cottage's neutral-toned siding and welcoming blue door.
Home in Stillwater
4.93 out of 5 average rating, 106 reviews

Cozy Cowboy Cottage

Make yourself at home at our Cozy Cowboy Cottage. Built in 1920 and fully renovated. You would never know it is over 100 years old! It is located in a quiet part of town but still close enough to everything. Two breweries within walking distance, historic downtown just 3 blocks away. Plenty of restaurants and nightlife just around the corner Campus is just a 5 minute drive. Relax in our mid-century modern home away from home and take in a little Stilly while you're here!

Top guest favourite
A modern kitchen features stainless steel appliances, including a refrigerator and microwave. White cabinetry contrasts with the dark countertops. A small dining area with two black chairs is positioned next to a window, allowing natural light to illuminate the space. Light wood flooring complements the overall design.
Home in Stillwater
4.97 out of 5 average rating, 146 reviews

Boho 405

Boho 405 is a brand new build, centrally located in Cowboy Country. Whether you're coming in to cheer on our Cowboys, visit family or attend one of the many events Stillwater has to offer, you can enjoy your stay at our chic 1 bed/1 bath home. The bedroom is furnished with a queen bed, the living room has a queen sleeper and a stacked washer/dryer is available. The home is walking distance from downtown, several eateries and is less than 2 miles from OSU campus.

Superhost
Home in Stillwater
4.93 out of 5 average rating, 228 reviews

The Taylor Home

This cozy home is the PERFECT place for your next visit to Stillwater! The cabin-esque feel of this home pairs nicely with the modern amenities, making this a stay you will want to book time and time again. You will have all the comforts of home here, a washer/dryer, a comfortable bed, and a fully equipped kitchen. The property’s convenient, centralized location puts you close to all the action! Shops, restaurants, and nightlife are just minutes away!

Top guest favourite
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
4.94 out of 5 average rating, 279 reviews

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!

Top guest favourite
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
4.96 out of 5 average rating, 240 reviews

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.

Guest favourite
Place to stay in Stillwater
4.84 out of 5 average rating, 642 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 favourite
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
4.95 out of 5 average rating, 152 reviews

Vacation on Virginia *Fenced Backyard* 2 King Beds

Clean, comfortable 3 bed, 2 bath home with large backyard and deck with seating, grill and yard games. A large two car garage with opener allows for covered parking and easy house access. We are pet friendly with a fully fenced back yard, so your furry friends will have plenty of room to run around. Centrally located, just a few minutes' drive to several restaurants, shops and Oklahoma State University.

Guest favourite
A welcoming porch area features a comfortable outdoor sofa with soft cushions. The entrance displays a blue door complemented by window panes, showcasing light-colored wooden siding and lantern-style lighting. Natural surroundings are visible through the windows, adding to the serene ambiance.
Cottage in Stillwater
4.97 out of 5 average rating, 156 reviews

The Roost - Luxury Cottage in Charming Locale

Each cottage has an open, spacious floor plan that includes a king-size bed, a fully equipped kitchen with a Keurig coffee maker, a luxurious bathroom with large walk-in shower and stand alone bathtub, a comfy sofa with pull out bed and a cozy gas fireplace. Take a stroll on our 30 acres, check out a fishing pole and head over to the pond, or take our canoe out for a spin.

Top guest favourite
A cozy living area is furnished with a dark leather sofa and a patterned orange armchair. Sliding barn doors, made of wood, lead to a bedroom featuring a spacious bed. Soft lighting from a nearby lamp adds warmth to the space.
Home in Stillwater
4.92 out of 5 average rating, 358 reviews

Cozy Cowboy Cottage - weekly and monthly discounts

Cozy getaway cottage moments away from Oklahoma State University, Boone Pickens Stadium, downtown Stillwater, and other nightlife. Adjacent to Couch Park, Stillwater swimming pool, jogging trail, and frisbee golf course. Renovated home in vintage farmhouse decor, this cottage is everything you are looking for in an authentic Oklahoma experience.

Popular amenities for Stillwater family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Stillwater

  • Total holiday rentals

    Explore 290 holiday rentals in Stillwater

  • Nightly prices starting at

    Stillwater holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 11,770 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    280 of Stillwater holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Stillwater rentals

  • 4.9 Average rating

    Stillwater stays are highly rated by guests – averaging 4.9 out of 5!