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, 119 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
4.87 out of 5 average rating, 225 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
The exterior of a quaint red tiny home is featured, showcasing a working water wheel beside a covered porch. The structure is set against a backdrop of green trees, with a gravel area and stone pathway visible in the foreground.
Tiny home in Tahlequah
4.99 out of 5 average rating, 181 reviews

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.

Top guest favourite
The exterior of the Bigfoot Inn is framed by lush greenery, showcasing a charming cabin with a triangular window design and a welcoming entrance. A wooden Bigfoot statue stands beside the structure, enhancing the cabin's whimsical character.
Place to stay in Tahlequah
4.95 out of 5 average rating, 234 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
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, 163 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.

Top guest favourite
A rustic cabin is framed by trees, featuring a wrap-around porch adorned with colorful chairs. The wood exterior showcases handcrafted details, while decorative wheels and stones arrange the landscape. An American flag gently flutters at the entrance, enhancing the inviting presence of the home.
Cabin in Cookson
5 out of 5 average rating, 60 reviews

Cabin In The Woods, at Tenkiller Lake

Step away from your busy schedule and relax at this tranquil, one of a kind hand crafted “Cabin In The Woods.” Fresh air and front porch sitting at its finest! Circle drive, ample boat parking space. Dogs welcome with pet fee. Doggie door and fenced yard. Fun filled lake days and firepit evenings. Lake view during Winter/Spring stays. Carlisle Cove lake access 2.7 miles away. The Deck, Cookson Marina 4.6 miles and Sixshooter Marina 7.3 miles. Illinois River floating approximately 30 miles.

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, 115 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
Home in Park Hill
4.95 out of 5 average rating, 22 reviews

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.

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, 103 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, 13 reviews

Lake Tenkiller Getaway 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 young child stands among trees, interacting with a small calf and a pig. The calf is on a leash, while the pig roots in the ground. A wicker chair is placed to the side, surrounded by fallen leaves and soft natural light filtering through the trees.
Tiny home in Park Hill
4.94 out of 5 average rating, 17 reviews

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.

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!

Popular amenities for Keys holiday rentals

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