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Holiday rentals in Keys

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Top-rated holiday rentals in Keys

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A historic home is showcased with a welcoming front porch, featuring a red door and plants lining the entryway. The building stands in a grassy area, with subtle outdoor lighting illuminating the entrance and walkway.
Home in Fort Gibson
4.87 out of 5 average rating, 229 reviews

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.

Guest favourite
Cabin in Park Hill
5 out of 5 average rating, 7 reviews

Good Born at Lake Tenkiller

Bien Nacido at Lake Tenkiller is located at the end of a cul de sac with gorgeous year-round views of Lake Tenkiller. Close to Caney Ridge and Elk Horn Marinas, it is the best of both worlds, with walking access to the lake, and a short drive to beautiful marinas with daily slip rentals available. Access to hiking and fishing locally year-round make this a perfect getaway! Grocery and restaurants nearby. Located directly across from PRINCESS RESTAURANT IN PARK HILL. Map pin is incorrect!

Top guest favourite
Place to stay in Tahlequah
4.95 out of 5 average rating, 238 reviews

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.

Top guest favourite
The modern a-frame cabin features a striking triangular roof and large glass windows, surrounded by lush greenery. A wooden staircase leads to an entrance deck, where seating options are provided. Potted plants add a touch of nature to the inviting outdoor space.
Cabin in Tahlequah
4.99 out of 5 average rating, 168 reviews

A-Frame Cabin on the 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 and 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 constant stream of floater and kayakers, by early evening it’s the wildlife’s turn with eagles, owls and crane take over the banks.

Guest favourite
A serene landscape is captured with tall trees casting long shadows over a lush green lawn. Sunlight filters through the branches, illuminating the space and creating a calming outdoor atmosphere.
Guest house in Tahlequah
4.89 out of 5 average rating, 110 reviews

Serene setting w/ private Illinois River access

Come relax with the family! This one bedroom guest house is just a stones throw from private access to the Illinois river. Located 15 minutes from Tahlequah and 10 minutes from local float venues. Come and enjoy a peaceful and quiet stay at the foothills of the Ozarks. Bring Your Own Float Devices and enjoy floating down to Todd Landing public access point, which is about an hour long adventure. Relax on the deck while enjoying the local wildlife! Bald eagles and deer frequent the area.

Top guest favourite
A cozy outdoor seating area features two comfortable chairs adorned with patterned cushions. A small table is positioned between the chairs. The entrance is framed by wooden posts, with sunlight filtering through the surrounding trees.
Tiny home in Cookson
4.97 out of 5 average rating, 121 reviews

The Cranny @ Cookson—Tiny House Experience!

Enjoy the sounds of nature when you stay in this unique place. Located just a few minutes from beautiful Lake Tenkiller. This tiny house is loaded with everything you’ll need for the perfect stay. TV’s with streaming capabilities, wifi and a workspace if you’re needing to stay connected. However, if your wanting to just get away you’ll enjoy the fire pit with s’more fixins, the outdoor eating area with grill and the peacefulness of the location where you can see wildlife daily.

Top guest favourite
Two outdoor chairs, one turquoise and one gray, are positioned on pebbled ground amidst trees. A cabin is visible in the background, featuring wooden pillars and several windows. The area is surrounded by greenery, creating a serene outdoor space.
Guest house in Cookson
4.99 out of 5 average rating, 108 reviews

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!

Guest favourite
A modern home is situated amidst a wooded landscape, surrounded by green foliage and trees. A gravel path leads up to the entrance, and a vehicle is parked in front. Natural light brightens the exterior, highlighting the home's rustic stone and wood design.
Home in Park Hill
5 out of 5 average rating, 14 reviews

Spacious Lake Tenkiller Home on the Illinois River

Bending Waters is nestled on 5 private wooded acres near the Illinois River & Lake Tenkiller. This 3800 sq ft modern home has 4 bedrooms, 2.5 baths, and 2 family rooms featuring wood-burning fireplaces and river views. Enjoy spacious bedrooms, fully equipped kitchen, wildlife sightings, and outdoor activities like kayaking, and fishing. Experience tranquility in the Ozark Mountains with diverse wildlife and endless exploration opportunities for relaxation and adventure

Guest favourite
A spacious back deck is showcased, featuring wooden beams and a railing that overlooks a lake surrounded by trees. Two Adirondack chairs provide a relaxed seating area, complemented by a cushioned sofa. Soft sunlight casts a warm glow on the landscape.
Home in Park Hill
4.92 out of 5 average rating, 25 reviews

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!

Top guest favourite
A circular fire pit area is surrounded by natural stone, with several adirondack chairs positioned for seating. In the background, a trampoline is visible amidst the green lawn, while flowering trees add color to the scene.
Guest house in Tahlequah
4.97 out of 5 average rating, 145 reviews

The Bird's Nest *KING-Size Bed *Movie Experience*

Cozy, 1 bedroom guest house. A quiet and secluded upstairs space, with garden views and Crapemrytle trees. An in-ground fire pit is at your disposal should you acquire a craving for s'mores, a trampoline for star gazing, and outside seating to enjoy your morning coffee. Only minutes from Tahlequah's downtown attractions like Kroner and Baer, Morgans Bakery, TCH, and Hastings!

Top guest favourite
The exterior of a modern two-story house is shown, featuring a dark wooden façade with large windows. A vibrant teal door is visible, and a spacious balcony extends above the ground level. Surrounding greenery adds to the serene atmosphere of the rural setting.
Apartment in Park Hill
5 out of 5 average rating, 41 reviews

Lake Tenkiller, Lake View, Big Hollow Hideaway, A

Kick back and relax in this calm, stylish space. This 1 bedroom suite has a beautiful view of Lake Tenkiller from the living room, bedroom and spacious balcony. Big Hollow Hideaway is only a 15 minute drive to Tahlequah and only a 5 minute drive to Blue Water Bay Marina. You will be walking distance or a short golf cart drive away from Lake access! Come and stay at the lake!

Guest favourite
Loft in Tahlequah
4.94 out of 5 average rating, 341 reviews

🌟The Hideaway near Downtown 🌟

Cozy Vibes! Spacious 1 bedroom 1 bath just 4 blks South of “Downtown Tahlequah “! Enjoy a night out at any of the Festivities & walk back to this hideaway! It is located above an office space/Tattoo Parlor and has a private back entry with a large deck. Every thing you will need from Keurig to towels! Relax in front of the fireplace or chill on the Private deck.

Popular amenities for Keys holiday rentals

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Cherokee County
  5. Keys