Holiday rentals with outdoor seating in Claremore

A-frame on the Illinois river

Modern, brand new a-frame cabin on the river. Overlooks the peaceful Illinois river. Watch the floaters go by from the comfort of your deck. The cabin is luxurious with all the modern amenities, hot tub professionally maintained, fast wifi, Roku TV. This is the perfect place to sneak away with a loved one for a long weekend on the river. By day you watch the stream of floater and kayakers, by early evening it’s the wildlife’s turn with eagles, owls and crane take over the banks of the river.

Bridgewater Cabin (Modern/private/in city limits!)

A modern cabin in town! Whether you are looking to relax on the 320sf deck by the house, or walk just a few steps down a wooded path to the platform overlooking Bird Creek, lots of wildlife can be seen. This is the only residence on 4.2 wooded acres, and feels like you’re miles from town. Located 3 minutes drive from downtown Pawhuska. Perfect for a couples weekend, or a quiet getaway. Queen bed in the loft and a queen Murphy bed in the main room. A wilderness retreat within the city limits!

Pine Valley Lodge | Tranquil Nature Retreat

Pine Valley Lodge is a thoughtfully designed retreat for rest and quiet connection with nature. Surrounded by trees and open countryside, it’s ideal for couples, families, or small groups seeking a calm escape. The base rate includes 3 guests, with additional guests welcome for a small per-person nightly fee. Spend evenings unwinding outdoors, reading, or enjoying the stillness. While peaceful, the lodge is just minutes from Hard Rock Casino Tulsa and a short drive to Tulsa attractions.

The Pineapple Cottage Just off the Famous Route 66

UPDATE: MAGGIE AND WINSTON are now on the back property! Both are both Tennessee Walking horses. both trained and used for mounted and search and Rescue! OWNER will be on premises at times to feed and clean up after horse! ROMANTIC Getaway! Avid Readers /Writers Retreat! THAT is How Guests are describing the Pineapple Cottage!!! Enjoy and Explore NE Oklahoma and the Famous Route 66 with easy access to everything from this centrally located Cottage.

Red Fox Ridge Cabin Getaway

Retreat to this spacious 7-acre cabin getaway and gaze at deer, foxes, and birds, while you unwind in peace. Nestled on a wooded hillside just miles off of Route 66, Red Fox Ridge is perfect for any nature lover or large group looking for an escape. Enjoy a fire pit, yard games, and a large family room, so all guests can revel as one. Sip your morning coffee from the front or back porches with nature as company, before the rest of your group wakes up.

Creekside Gathering Spot + Event Retreat

Reconnect and celebrate at the Creekside Gathering Spot + Event Retreat. Perfect for reunions, weddings, showers, and group getaways, this spacious home features a chef’s kitchen, pool table, third-story lookout, and a detached event space for up to 50 guests (event fee applies). Outside, unwind in the private outdoor oasis—lounge on the wraparound deck, listen to the creek, and soak in the peace that makes this place unforgettable.

Cottage in the Country

Forget your worries in this spacious and serene space. Wide open spaces for kids and dogs to run! Quaint little country spot. 80 acres to take a walk, feed the goats, and enjoy yourself in a very laidback setting! This space is a guest house located directly behind a main residence. However the owner will respect your privacy and will not bother you. You have free access to walk, roam, hit golf balls and let your pets run.

Claremore Cozy Cottage - Near Downtown

Near Downtown Claremore, Rogers State University and Claremore Lake, the Cozy Cottage provides a tranquil stay located in the heart of Claremore. The Cozy Cottage offers 2 bedrooms, both with TVs and fresh white linens, 1 bathroom, a full kitchen with complimentary coffee, cream and sugar, new washer and dryer, smart TVs, cable and WiFi, Nest thermostat, and door locks - all controlled with Alexa throughout.

Cozy Barndominium

Take it easy at this unique and tranquil getaway in country setting on one flat acre , with plenty of parking . Close to Will Rogers Downs and Cherokee Casino. 5 miles to turnpike gate off highway 44 & close to route 66. The home is newly built & everything is new. All new appliances & a new 58" smart tv. Just installed a new water heater so now have plenty of hot water! We would love to have you stay.

Country Home in Claremore

Relax with the whole family at this peaceful place to stay. Cute older home but well kept on one acre, 4 miles north of RSU campus. The backyard is fully fenced and ready for your fur babies. The house has three bedrooms, one bedroom has a double/full size bed, one bedroom has a queen size bed and a smart tv, the master bedroom has a queen size bed and a smart TV.

Lakeview Retreat | Hot Tub • Firepit • King Suite

Welcome to Cardinal Cabin, your designer-finished log hideaway nestled in the trees above Lake Hudson in Pryor, OK. Sip coffee as deer wander by, soak in the hot tub beneath the twinkling stars, or share stories and s’mores around the firepit. Peaceful and packed with charm, this inviting 2-bed, 2-bath retreat is Oklahoma lake life at its best.

The Drawing Room Suite | King bed

This space was originally a two bedroom one bath duplex. Then converted to an architectural design studio for 18 years and now completely redecorated for a classy Airbnb space....thus the name : The Drawing Room. Let me be clear it is not an entire house but a large private space within the innkeeper's home.