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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Top guest favourite
The exterior of the cottage features a welcoming porch with a hanging basket and decorative flowers on the grey siding. Lush greenery surrounds the entrance, and the front steps lead up to large windows that allow natural light to brighten the interior.
Home in Tahlequah
4.98 out of 5 average rating, 112 reviews

Charming Craftsman Cottage. Downtown Gem!

Downtown Tahlequah! Upon arrival - a box of local sweets from Morgan’s Bakery! This charming SUPER CLEAN cottage has all the amenities you need for your group or NSU PARENTS! Come enjoy its spacious fully equipped kitchen, 2 bedrooms with Queen beds and 2 full baths with bathtubs, sofa sleeper, high speed internet, yard with picnic seating, grill, porch swing. It is steps from restaurants, bars, parks, NSU, the square, many Cherokee Nation museums, hiking/biking trail, it's the perfect location!

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
4.86 out of 5 average rating, 205 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.

Top guest favourite
A hot tub with illuminated water sits on a wooden deck, overlooking the calm Illinois River. Trees frame the view, and a sunset casts a serene glow over the landscape, creating a peaceful setting for relaxation.
Cabin in Tahlequah
4.99 out of 5 average rating, 135 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 light green cottage is viewed from the front, featuring an orange door and a small porch. A gravel driveway provides access, and sparse trees frame the property. The surrounding area is mostly bare, indicating a peaceful outdoor setting.
Home in Park Hill
4.94 out of 5 average rating, 293 reviews

Cozy 💥Casual Comfort💥with Room for everyone!

Come & enjoy S’mores by the fire! Crane Cottage is designed for comfort, fun and privacy! Hard Wood Floors, oversized fluffy furniture, fireplace for ambience & tons of amenities! All located less than 1 mile to Lake Tenkiller access! Full service Restaurant & Convenient Store w/Deli next door! Oklahoma Station/Home of Juicy Pigg BBQ 2 miles away, Big Reds Restaurant 4 miles. 12 minutes to Tahlequah, home of Cherokee Nation Tourism! Sam & Ellas Pizza/Cantino Bravo,& fun local boutiques

Top guest favourite
An elegant two-story home with light gray siding and multiple gabled roofs is showcased. The front yard features well-maintained greenery, leading to a spacious concrete driveway that accommodates several vehicles. Large windows allow for natural light, creating an inviting facade.
Home in Park Hill
4.92 out of 5 average rating, 12 reviews

Serendipity Acres.

Leave the world behind at this beautiful 20 acre mini-estate, this is such peaceful retreat. 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.

Guest favourite
A living area is designed with a bright blue accent wall and a light-colored ceiling. A soft gray couch, adorned with yellow pillows, faces a wall-mounted TV. A patterned area rug with blue and white designs covers the floor. Natural light enters through multiple windows.
Home in Tahlequah
4.9 out of 5 average rating, 103 reviews

Cozy 2-Bedroom Escape Close to NSU Campus

Charming 2-bedroom, 1-bathroom home tastefully renovated to maintain its 1940s quirks and conveniently located near NSU, downtown, hospitals, OSU College of Osteopathic Medicine, and just a short drive to the Illinois River. Perfect for business travelers, the house offers a dedicated workspace, reliable WiFi, and blackout curtains for those on night shifts. Enjoy the spacious backyard with a patio, fire pit, and BBQ grill for relaxing evenings. Ideal for both work and leisure stays!

Top guest favourite
A cozy sleeping area features a floral-patterned bedspread with a mix of vibrant colors. A decorative yellow pillow with the word 'together' rests against plush white pillows. Accents include a simple mirror and soft, golden blanket draped over the side of the bed.
Tiny home in Cookson
4.97 out of 5 average rating, 102 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
A bright sleeping area features two queen beds with white linens, situated on smooth wood flooring. A small seating area is positioned near a flat-screen TV. Soft lighting is provided by ceiling lights and a wall-mounted fan adds comfort.
Guest house in Cookson
4.99 out of 5 average rating, 94 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!

Top guest favourite
The A-frame cabin is nestled among lush trees, featuring a wooden deck that wraps around its front. Its large windows allow natural light to fill the interior, enhancing the connection to the surrounding forest.
Cabin in Tahlequah
4.98 out of 5 average rating, 310 reviews

The Hillside Cabin near the Illinois River

Our Hillside Cabin is a renovated 900 Sq Ft A-Frame rustic cabin overlooking the Needmore Ranch that meanders along the scenic Illinois River. Sitting approximately 1/2 mile from the banks of the river on 400+ acres of private property, this beautiful property is perfect for hiking, fishing, viewing wildlife, or just relaxing around the outdoor firepit. Reconnect with nature, and hike or drive down through our property to access the river or fish from our nearby ponds.

Guest favourite
A cozy room features a spacious bed with a quilted coverlet and a distinct area rug. A seating arrangement is visible, along with a dining table set near a sliding glass door that opens to a deck surrounded by trees.
Cabin in Tahlequah
4.9 out of 5 average rating, 354 reviews

Creekside Cabin w/ hot tub, near Illinois River

Aww! Let it all go! -Relax on the deck in adirondack chairs, by a crackling fire in a smokeless Tiki firepit. Just you, the woods, and softly singing water. And birds. Aw, the birds! -Tip back in a comfy reclining loveseat; watch the wonder through the patio doors. -Follow woodland trail to a secluded bench and table by the stream. Note: Driveway is rough and steep. No motorcycles.

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
4.96 out of 5 average rating, 141 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, 30 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!

Popular amenities for Keys holiday rentals

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