
Holiday houses in Keys
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Top-rated holiday rentals in Keys
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The Ranch Guest House
Welcome to the Ranch! This is not a commercial hotel property. If that is your expectation, this may not be for you. Read ALL of the listing. A continued restore of a 100 year old wood frame house on an operational ranch near historic Fort Gibson, Oklahoma. Room to park, spread out indoors - enjoy the natural views! Located between Ft. Gibson & Tahlequah across from the Cherokee State Wildlife Mgt Area less then 30 min to Lakes, Casinos, Illinois River, & more that this area has to offer.

The Big Orange
The perfect spot for your family! We finished the complete remodel and it is ready for you! The Big Orange is located across from Petit Bay State Park. They offer 3 boat ramps, good spots for fishing, swimming, and a playground. Piddle's is across from the Petit Bay entrance (within walking distance). It is a small restaurant, bar, and store, with music on the weekends. There are several restaurants within 5-15 miles, if you are tired after a day on the lake and don't want to cook! See you soon!

The Spring House Tiny Home near the Illinois River
Get cozy and settle into this rustic space! This cozy tiny home is perfect for couples looking to get away from it all. Overlooking the scenic Needmore Ranch and featuring a working water wheel powered by the nearby Stephen's Spring, the Spring House Tiny Home is perfect for couples reconnecting with nature, accessing the nearby Illinois River, or relaxing with that significant other. Guests will have access to over 400 acres of private property to hike, explore, or view the local wildlife.

Spacious garage apartment on Lake Tenkiller.
On Lake Tenkiller nestled in the woods. Half mile from Carlisle Cove with boat ramp and parking and short drive to Cookson Bend Marina and The Deck (music, food and drinks). Plenty space to park your boat. Enjoy fishing, boating or float the Illinois river in Tahlequah. Unit has refrigerator, microwave, Keurig coffee & machine, toaster oven, TV and DVD player & movies. No cable tv though. King bed & pull out queen sofa bed. Outside there is a charcoal grill (bring charcoal) and a picnic table.

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.

Bigfoot Inn -cabin with loft -near Illinois River
PRIVATE HOT TUB! We call this intriguing little place, The Bigfoot Inn. The cabin is located 1/4 mi off of Hwy 10 in Tahlequah, Oklahoma and is less than 2 mi from the Illinois River. Plenty of parking available. This adorable space is 400 sq ft with a loft and a room divider is provided for added privacy. The loft has a TV, queen size bed, twin size bed, seating and bedding. The first floor has a single hide-a-bed and seating. Reconnect with nature at this unforgettable escape in the woods.

The Nook @ Cookson—Night, week or monthly stays
Newly remodeled garage apartment in the Cookson area just minutes from Lake Tenkiller. Beautiful park like setting with an abundance of wildlife. Short drive to Cookson Bend Marina and The Deck (music, food and drinks). Plenty space to park your boat. Enjoy fishing, boating or float the Illinois river in Tahlequah. Has refrigerator, microwave, Keurig coffee, hot plate w/ pot and pan, Smart TV with WIFI. Queen bed & twin sofa bed." Outdoor amenities -gas grill, patio furniture and a fire pit.

Classy Studio in Historic Downtown!
The ultimate downtown living! Located steps off of Muskogee Ave, 1 block from NSU, Norris Park, and fantastic restaurants and pubs, this studio is the perfect location and it's just the cutest! Come raft the Illinois river, rent a boat on lake Tenkiller and don't forget to explore the new Tahlequah hiking/ biking trails. Cherokee nation offers fantastic historical museums to explore downtown along with the great local shops. You'll love our studio for it's amenities, cleanliness and style!

Serendipity Acres.
Leave the world behind at this beautiful 20 acre mini-estate. Property comprises a beautiful luxury home with fully appointed kitchen, theater room, game room, picnic area and stocked pond, (catch and release). Bring your family, group, or business retreat, and enjoy the natural beauty. Just minutes from Lake Tenkiller and the town of Talequah. Boat launch 2 miles away. Plenty of room for an RV or two as well as tent camping. This one-of-a-kind escape will leave you refreshed.

Adorable Molly B Cabin 1-bedroom 1-bath w/parking
Built in 2021. Keep it simple at this peaceful, centrally-located get-away. Located 2.3 miles from Cookson Bend Marina and Carlisle Cove boat ramp; 1.3 miles from Nautical Adventures scuba shop. Located 25 minutes from the upper Illinois River. Plenty of space to park your boat or trailer. This space is 300 sqft stocked with coffee, mini fridge, and microwave. High-speed internet. 2 queen beds. Full private bathroom. Yoga sessions, kayak tours, and guided hiking available!

Tahlequah OK Highland Cow Retreat-Grey
This tiny home is brand new! Situated on our cow farm we have a variety of opportunities to interact with animals including feeding, petting, and brushing! Decorated to give the place the perfect pink vibes mixed with a touch of rustic tones. If you are an animal lover, this unique place is perfect for you! We are also just minutes from the Illinois River, Lake Tenkiller, and major festivals such as the Cherokee National Holiday and Red Fern Festival.

The Lofty Cabin at Pettit Bay
Start your next adventure and step into The Lofty Cabin at Pettit Bay, our picturesque 2 bedroom cabin in the rolling landscape of Tenkiller Ferry Lake, where you’ll be greeted with incredible views through floor-to-ceiling windows. Just half a mile away you will find both the Blue Water Bay Marina, and Pettit Bay Park with public boat ramps, swim beaches, campsites, and playgrounds. Perfect for family fun or romantic getaways!
Popular amenities for Keys holiday rentals
Other great holiday rentals in Keys

Rivercrest Residences Townhome 271

The A Frame @ Heirloom Acres

Seashell Suite

Latitude Adjustment: Shipping Container Home

Beautiful mid-century ranch

A hidden gem

Bay Hill Cabin

Laura's Lakehouse
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