House holiday rentals in Stillwater

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Top-rated house rentals in Stillwater

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

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Top guest favourite
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
5 out of 5 average rating, 138 reviews

The Roadrunner Modern 2 Bed Fully Furnished Home.

Be close to everything - conveniently located 1 block off main street - making it easy to plan your visit. Our smart enabled home features an open floor plan from the dining nook and coffee bar with a Kuerig, through the gally kitchen to the living room featuring roku tvs and comfy queen beds in each room , wifi, washer/dryer, privacy fenced area with gill and fire pit - the Roadrunner is fully eqipped with all the amenities of home for your stay. Private feel in a centrally located home.

Top 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
4.96 out of 5 average rating, 138 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 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
4.98 out of 5 average rating, 184 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, 104 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!

Superhost
A charming single-story cottage is presented, featuring a yellow exterior with white accents. A wide, curving porch stretches across the front, adorned with turned posts and a quatrefoil-shaped window in the gable. Mature trees provide shade in the front yard, enhancing the welcoming appearance.
Home in Stillwater
4.78 out of 5 average rating, 141 reviews

;Cowboys' History

One of few homes permitted to legally host short-term in Stillwater. The William Frick House is in the National Register of Historic Places -- one of the best remaining examples of turn of the century Victorian style cottages in this area. Original architecture remains, but an addition, adds plenty of space. One block from the public library, two blocks from a public park with splash pad, and nine blocks from OSU in the heart of the original Stillwater residential area.

Guest favourite
Home in Stillwater
4.94 out of 5 average rating, 225 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!

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, 277 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!

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, 151 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
Home in Stillwater
4.95 out of 5 average rating, 121 reviews

Orange Acres/New*Private2BR/2B Duplex/Pet friendly

If you're looking for a clean, quiet, cozy place to stay while visiting Stillwater, we have the perfect spot for you. Orange Acres is perfect for anyone wanting to experience a peaceful country life, with the closeness(less than 3 miles) to downtown shopping, dining and sightseeing. We are also less than 5 miles from OSU campus. We are now Pet Friendly!! We can’t wait to host you!! 🧡🖤

Top guest favourite
The exterior of the home showcases a modern design with a covered patio area, featuring seating arrangements. A large tree provides shade, and the green lawn enhances the inviting atmosphere. Surrounding greenery adds to the setting's natural appeal.
Home in Stillwater
4.99 out of 5 average rating, 101 reviews

Ramsey Retreat | King Beds | Walk 2 Obrate & Boone

Newly remodeled & stylish 1600 SF home next to the OSU Campus with ample parking. Walk to O’Brate (Baseball) & Boone Pickens (Football) Stadiums—visible from the patio. Designed for clean comfort. BONUS: 2 KING BEDS & tankless hot water heater—no running out! Renters must be 25+ years old. No parties, no smoking & no pets. We know you’ll love your Stillwater stay!

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, 355 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.

Guest favourite
The exterior of the home showcases a low-profile structure with a gray brick facade and an orange front door. Flanking windows with white frames are set in front of a manicured lawn, while a paved pathway leads to the entrance. A single-car garage is visible on the left.
Home in Stillwater
4.95 out of 5 average rating, 129 reviews

Take me out to the Ballpark!

Completely remodeled 3 bed, 1 bath home exactly 1 mile north of OSU campus and Boone Pickens Stadium. Refinished original wood floors, huge backyard with grill, fire pit, outdoor furniture and all the amenties. Why get a hotel when you can have an entire home this nice?

Popular amenities for house rentals in Stillwater

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Quick stats about house rentals in Stillwater

  • Total holiday rentals

    Explore 260 holiday rentals in Stillwater

  • Nightly prices starting at

    Stillwater holiday rentals start at £29 per night before taxes and fees

  • Verified guest reviews

    Over 10,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    230 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    250 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!

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