Holiday rentals in Glencoe

5.0 out of 5 average rating, 27 reviews

Farm House on McDonald

Welcome to this beautifully updated and inviting home—perfect for a relaxing getaway or a comfortable stay with family and friends. Thoughtfully designed with a warm, modern farmhouse feel, this space blends comfort, style, and functionality. Throughout the home, you’ll find tasteful décor, clean lines, and thoughtful details that make the space feel both stylish and welcoming. Whether you’re visiting for a weekend escape, a work trip, or a longer stay, this home offers the comforts you need.

FamilyValueKitchen

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.

LocationFamilyGetting around

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!

FamilyValueCondition

4.91 out of 5 average rating, 405 reviews

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

Minutes to OSU & Downtown-Updated 1915 FernCottage

Welcome to Fern Cottage Of 1915! Whether you are in Stillwater to watch your your graduate cross the stage, cheering at Boone Pickens Stadium, racing in the Mid South Gravel bike race, or here for another purpose, we are your ultimate event home base. Completely rebuilt from the frame up, this historic gem offers a seamless blend of vintage charm and modern comfort. Also we have another home rental only a block away. Check it out, https://www.airbnb.com/h/stillwater-osu-hopes-rest

FamilyLocationLong stay

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, 96 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.

FamilyLocationBack garden

5.0 out of 5 average rating, 13 reviews

Cabin in Perry

Cabin 64-The Red Dirt Hideaway

Unwind and relax in a cozy two-bedroom, one-bath cabin nestled in the woods. Private 10 acre Red Dirt retreat. Coffee or Cocktails on any of the three decks while taking in breathtaking panoramic views. Cabin 64 offers highway access and is located 17 miles from OSU with convenient access to all major highways. 1.3 miles to Wild Cat Ranch. OSU game day, hunting trip, off road adventures, music festivals this is the place you need to be. Trailer and RV friendly.

LocationIndoor spacesComfort

5.0 out of 5 average rating, 8 reviews

*NEW GAME ROOM* Quiet Spacious Home • Near OSU

Stay just minutes from Oklahoma State University in this spacious, quiet home for families, alumni, and Cowboy fans. Sleeping up to 8, The Benham Bunkhouse is the perfect home base for football weekends, move-in, graduation, or visiting your OSU student. Relax in the private backyard, cook in the fully equipped kitchen, or play pool, shuffleboard & skee-ball! Named for a WWII veteran, this welcoming retreat offers comfort, convenience, and room to gather.

FamilyLocationHospitality

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!

LocationValueAccess

Tiny home in Payne County

A blue door with six panes stands at the entrance of a metal building. The surrounding area features a gravel path leading to an outdoor seating arrangement. A large tree provides shade nearby, contributing to the tranquil setting.

Tiny Shouse Farm Stay

Quiet and cozy stay 6.6 miles from Boone Pickens, 7 miles from downtown and the bus stop. We live on the property and will be chummy or invisible as you wish! We have one cat and a few kittens. Kitchenette with a microwave, refrigerator and coffee maker for simple foods and the all important COFFEE to start your day. There is a brand new mini split to keep your perfect temperature and room darkening curtains for wonderful sleeping.

FamilyValueHospitality

5.0 out of 5 average rating, 45 reviews

Place to stay in Stillwater

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.

ValueLocationAir conditioning

4.85 out of 5 average rating, 687 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.

4.96 out of 5 average rating, 169 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.

ValueLocationLaundry

The living room features a large sectional sofa, comfortably arranged around a central coffee table. A gentle blue wall provides a calming backdrop, while a ceiling fan circulates air. A mounted television and artwork are also visible, enhancing the room's functionality.