Holiday rentals in Glencoe

A spacious two-story country home is set amidst greenery. A covered front porch with seating is visible, and a paved driveway leads to the house. Sunlight filters through the surrounding trees, casting gentle shadows on the lawn.

5.0 out of 5 average rating, 36 reviews

Stay In Stilly Wooded Retreat

Welcome to our peaceful country home just 11 minutes from Boone Pickens Stadium and close to all the best that Stillwater has to offer. After a busy day in town come relax at our private retreat. Swing on the porch-swing and watch the deer and turkeys or have a quiet dinner on the large back porch. Enjoy a weenie roast at the outdoor fire-pit on cool autumn evenings or warm up by the indoor fireplace on those cold winter nights. Make this your Stillwater “Game Day” home- away-from-home.

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4.89 out of 5 average rating, 55 reviews

The spacious kitchen features cream-colored cabinetry, a large island with seating, and modern appliances. A rustic wooden dining table is surrounded by green chairs, with decor placed in the center. Bright lighting from chandeliers complements the open layout, enhancing the inviting feel of the space.

Home in Morrison

Country Stay/Ranch Home - 15 min from Stillwater!

The Cowboy’s Retreat is the perfect escape or landing spot for those wanting to be 15 min from N Stillwater or 25 min from GIA or Boone Pickens! An easy drive to campus for all of OSUs activities! Stay with us at TCR to have all the amenities of home, a peaceful & relaxing experience, & perfect access to OSU events!!! Everything including bedding, utensils, bath towels.. it is all brand new! Free of the chaos of Stillwater but close enough to get to you to the action in a few minutes!

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A covered porch space is highlighted by a colorful floral rug and a cozy seating area. String lights are hung above, enhancing the ambiance. A pathway lined with greenery leads to the outdoor area, while potted plants add a touch of nature.

4.99 out of 5 average rating, 95 reviews

Pine & Feather

Pine & Feather is a boho cottage with vaulted ceilings, fireplaces, and fully equipped kitchen with a coffee bar. It features a primary suite with an en-suite bathroom, vintage clawfoot tub, and a cozy reading nook. The property has a covered porch with a grill and outdoor dining area, and is set on 3 private acres shared with the host’s home. Located just 5 minutes from downtown Stillwater and 10 minutes from Oklahoma State University, it’s a peaceful retreat with abundant wildlife.

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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.

4.94 out of 5 average rating, 285 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!

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4.96 out of 5 average rating, 254 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.

ValueFamilyOutdoor spaces

The wraparound porch is framed by wooden supports and features a bright front door. Rocking chairs are positioned for seating, surrounded by well-maintained shrubs and greenery, enhancing a welcoming outdoor space. The brick sidewalk leads to the porch, providing access to the home.

5.0 out of 5 average rating, 104 reviews

King Bed | Historic 2BR/2BA Near OSU & Downtown

Heritage House is a beautifully renovated 100-year-old home blending historic charm with modern comfort in the heart of Stillwater. Located just 1 mile from downtown and less than 2 miles from Oklahoma State University and Boone Pickens Stadium, it’s perfect for game days, campus visits, family trips, or a relaxing getaway. Enjoy a stylish, quiet retreat close to dining, shopping, local attractions, and OSU events throughout the year.

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Place to stay in Stillwater

4.85 out of 5 average rating, 680 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.

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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.

4.96 out of 5 average rating, 168 reviews

Vacation on Virginia *Fenced Backyard* Workspace*

Welcome to this comfortable 3-bedroom, 2-bath home in the heart of Stillwater. Conveniently located just minutes from OSU, restaurants, shopping, and local attractions. Enjoy the fully fenced backyard with a spacious deck, outdoor seating, grill, and yard games—perfect for relaxing with family, friends, and pets. A two-car garage with an automatic opener provides convenient covered parking and easy access to the home.

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A comfortable living area features a dark gray sofa paired with an orange accent chair. A decorative lamp and framed pictures add visual interest. The warm-colored walls and wood flooring create a cozy ambiance. A small table holds a green game board, inviting relaxation and entertainment.

4.91 out of 5 average rating, 86 reviews

Cowboy Star

This lovely home is located within walking distance to restaurants, shopping, and Boomer Lake. The house is 2 miles to Boone Pickens Stadium. Enjoy a Coffee Bar as a pick me up and an Arcade machine for the kids entertainment. The back patio includes a fire pit and a grill. The house comfortably will sleep 8 people, with a fenced in back yard for your dog to enjoy.

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4.98 out of 5 average rating, 87 reviews

A serene bedroom features a spacious bed adorned with neutral tones and decorative pillows. The bedside tables are topped with modern lamps, providing soft lighting. Two abstract art pieces hang on the wall, adding a touch of elegance to the room.

Townhouse in Stillwater

Greenbriar Oasis #1

Perfect Home Away from Home. NEW CONSTRUCTION 3 bedroom Townhome with direct access to the Orange Line. COVERED PARKING. Nearby to local grocery stores, restaurants and shops. You will have all the comforts of home while visiting and relaxing in your Stillwater home away from home. We can't wait to welcome you here.. after all, it is the Cowboy Way.

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A cozy living area features a patterned area rug on hardwood flooring, accompanied by two accent chairs and a small table. One wall showcases a decorative painting and wall-mounted plates. An adjoining dining room with a wooden table and chairs is visible through an open doorway.

4.91 out of 5 average rating, 403 reviews

Cowboys' Home with a Hot Tub

One of few homes permitted to legally host short-term in Stillwater. Nearly 3000 square feet with a large yard in a quiet residential neighborhood 1.7 miles from OSU. You'll have use of 2 to 5 bedrooms and 2 to 3 baths, based on how many adults and children are registered

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