Family-friendly holiday rentals in Claremore

Sunset Cottage

Relax with the whole family at this peaceful cottage retreat. Surrounded by tranquil scenery including front porch views of open pasture land and neighboring horses. Newly renovated 3 bedroom home with large fenced in yard. Plenty of parking Minutes from Tulsa located on the south side of Claremore. Conveniently located with easy access to Route 66 and Will Rogers turnpike. (2 miles). Tulsa Airport -21 minutes Catoosa (Blue Whale) - 10 minutes Owasso - 24 minutes Broken Arrow -20 minutes

Ready Player One?

This unique place has a style all its own, and includes a cool pinball table and arcade cabinet! Adults and kids alike will enjoy the generous amenities and whimsical room decorations - we don't take ourselves too seriously and hope our place can offer you an entertaining space to relax, de-stress and enjoy yourself after travel (and hopefully distract the kids for a while). Our neighborhood also offers plenty to do - scenic fishing ponds, a playground, and a community pool (open seasonally).

Private Spring Fed Reservoir w/paddle boat

Off the beaten path, approximately 1 mile down a bumpy dirty road you will find a hidden gem. At the edge of the Ozarks in the heart of green country is a small cottage located on a beautiful one acre spring feed pond. You can see the spring gushing out of the hillside. Our cottage is small, cozy, and very relaxing. Whether you are kicking back watching the tube or paddling around the pond you will feel right at home and may not want to leave. Paddle boat, 4 paddle boards and 2 kayaks included

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!

Private Studio Apartment in Claremore

A great overnight stop or week away from home. The studio is attached to homeowners house (converted garage space) but has separate, private coded entry. Driveway parking for one car. TV with antenna channels and streaming capability, free Netflix, fast WiFi available. Kitchenette area with coffee maker, fridge, sink and microwave. Empty nesters occupy home. Quiet and safe neighborhood. Two person maximum. Spacious open floor plan - one bedroom, one bathroom. The bed is a queen size bed.

Private cottage on small lake.

Only 35-40 minutes away from Pawhuska & 15 from Woolaroc, this cottage sits on a small private lake in a gated 65 acre private estate. There are more friendly animals than people at this estate; 29 goats, 8 mini donkeys, 4 horses and more! With a queen sized bed & a small bunk room w/ twin bunks it will comfortably sleep 2 adults & 2 small people. The cottage has a small kitchen w/ a refrigerator, 2 burner stove, microwave, toaster oven, toaster, dishes, etc. A firepit and grill outside.

Cozy Country Cottage

This cozy cottage is set on five acres of scenic countryside just north-east of Tulsa. I designed and built this 480 square foot home for myself and lived in it happily for five years. But, now I’ve moved on to my next project and I’m eager to share this cottage with my guests! The house gets beautiful light, has a very comfortable bed, and is ideal for single travelers and couples. Take a soak in the tub after a long day on the road and feel your cares melt away. Stay a while, relax.

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.

Pine Valley Lodge | Tranquil Nature Retreat

Pine Valley Lodge is a thoughtfully designed retreat created 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. Evenings are best spent unwinding—outdoors, reading by soft light, or enjoying the stillness. While peaceful and private, the lodge is just minutes from Hard Rock Casino Tulsa and a short drive to Tulsa attractions.

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.