Holiday rentals in Dripping Springs

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Top-rated holiday rentals in Dripping Springs

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Top guest favourite
A cozy cave space is illuminated by soft string lights, creating a warm ambiance. A table set for two is positioned in the foreground, accompanied by a lantern and a small potted plant. The natural stone walls provide a rustic backdrop, enhancing the tranquil setting.
Cottage in Jay
4.94 out of 5 average rating, 257 reviews

The Wilderness Homestead Cave-HotTub-Hiking

Welcome to our Wilderness Retreat — an Oklahoma Ozark getaway with adventure built right in. At night, the property’s cave transforms into a magical haven , adorned w/soft lights and featuring a table for two. Indulge in the hot tub oasis with aromatherapy, floating candles and warm towels, relax by the fire pit, or walk the scenic trails. We’re 420-friendly, pet-friendly, and perfect for couples who want something unforgettable. We are within a couple miles of a clear local creek ! Ask for📍

Superhost
The charming house features a large, elevated front porch with a railing and steps leading to it. The exterior showcases a mix of white siding and dark wood accents, complemented by a gently sloping landscape with trees surrounding the property.
Tiny home in Siloam Springs
4.88 out of 5 average rating, 152 reviews

Cozy tiny home on wooded hillside

Step into your dreams of cozy, calm, romantic peace and quiet at our little house on the hill. Enjoy coffee and sunrise on our large front porch overlooking the Illinois River valley. On the back porch overhung with trees, throw some shish kebabs on the grill. Unpack your bags and relax on the luxurious queen bed in the bedroom. Relish in the comforts of home in the quaint kitchen. You'll find everything you need to be chef for a day! And then lay back and watch a good show on the smart TV.

Top guest favourite
A serene sunset casts warm orange and pink hues across the water, creating a mirror-like effect on the surface. Silhouetted trees line the riverbank, and gentle ripples extend outward. The landscape showcases a peaceful natural setting, with rocky terrain visible along the shore.
Home in Proctor
4.92 out of 5 average rating, 264 reviews

Relaxing Riverfront Cabin

50+ acres of serene and private river access and comfortable lodging. This family and pet friendly property includes Nature Trails, amazing fishing and wildlife, epic swimming holes and so much more! The Illinois river, in Tahlequah, offers year round respite and fun for people of all walks of life. Watch floaters pass by on gravel beach and enjoy the peaceful tranquility of the fall and winter months. Unplug and retreat in the sounds of nature. This property is a uniquely authentic experience.

Top guest favourite
A bright sunroom features double French doors that open to a spacious balcony. A wooden table sits at the center, surrounded by intricate wicker chairs. Natural light filters in through large windows, showcasing a serene view of the surrounding trees.
Cottage in Siloam Springs
4.96 out of 5 average rating, 138 reviews

Gwen's Nest- a unique, luxury chalet in the park!

Nestled on 830 acres, but just a couple miles south of town, this completely renovated, historic cottage has all the modern amenities. It features an open floor plan that spans 40 feet from front to back upstairs, in one of the most peaceful and natural, tree top settings. It also has two covered/ screened in decks with a 16' bar perfect for enjoying the amazing scenery and the beauty of The Natural State. It's the perfect place for your next family gathering, or just to get away and relax.

Top guest favourite
The treehouse sits elevated among trees, showcasing a spacious deck with circular windows. Leaves and twigs cover the ground, while a gentle stream flows nearby. A hammock is visible, inviting relaxation within the serene natural landscape.
Home in Fayetteville
5.0 out of 5 average rating, 337 reviews

A Luxury Treehouse Experience | Wood-Fired Cedar Hot Tub

Welcome to Whitetail & Pine, a Luxury Treehouse Experience. Nestled in the branches of two centuries old red oak trees and suspended 25 feet above Goose Creek, this arboreal abode offers a unique twist on traditional lodging. If you are seeking a rejuvenating getaway accented with the sights and sounds of nature, yet desire to be close to Fayetteville’s best restaurants and attractions, look no further than the Treehouse @ Whitetail & Pine. If you are on the fence, check out our reviews!

Top guest favourite
A spacious living room features high, wooden ceilings with decorative beams. Plush blue seating options and a colorful area rug complement the natural wood accents. Wall art adds character, while large windows invite natural light into the space.
Cabin in Siloam Springs
4.96 out of 5 average rating, 119 reviews

River front, kayak, fishing, NWA Bentonville Area

Take a break, unwind and get back to nature at this peaceful home on the Illinois River. The River House is nestled amidst the tranquil and scenic beauty of nature. It offers the perfect escape from the hustle-bustle of life. At this scenic property you can kayak, fish and watch wildlife from patio or sunroom, including bald eagles, blue herons, ducks, and many species of birds. Great getaway for making lasting memories with friends and family. 35-39 minutes to Bentonville or Fayetteville.

Top guest favourite
Cottage in Siloam Springs
4.99 out of 5 average rating, 161 reviews

The Blessing House Downtown Siloam Family near JBU

This beautifully designed unique cottage has a style all its own. Comfortable for 8 guests in this 3 bed 2 bath 2 story house. Open concept kitchen/dinning space. Huge covered deck with private fenced backyard. Outdoor bar opens to the kitchen. Perfect layout to gather with friends and family. Freshly renovated with new furnishings/appliances. Walking distance to downtown, shops, restaurants, and The Brick Ballroom. Close to JBU and multiple parks. Easy access and plenty of parking.

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
4.99 out of 5 average rating, 348 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.

Top guest favourite
A custom-built cabin is illuminated at night, highlighting its multi-level structure nestled among trees. Warm lights reflect off the wood exterior, creating a welcoming ambiance. The outdoor spiral staircase and deck reveal a tranquil setting surrounded by nature.
Treehouse in Colcord
4.98 out of 5 average rating, 143 reviews

The Treehouse @ A Million Dreams

Beautiful custom built multi level cabin in the trees overlooking crystal clear scenic Waterway Flint Creek. While you’re sitting on the deck or on the swinging bed watching the Eagles fly or the river otters scamper about. A family of deer may slowly meander right underneath you clueless that you are 25 feet overhead! It’s a Treehouse. The Lower level has a hot tub and an area to just relax and visit while playing games with your family or loved one.

Guest favourite
Home in Siloam Springs
4.93 out of 5 average rating, 151 reviews

Maverick•House

Enjoy our cozy fully renovated, four bedroom, two bath home with plenty of room for family and friends. Located within walking distance to all the local shopping, restaurants, bakeries, ice cream shops, and taverns. Easy and convenient access to walking trails and parks. Pack n play and air mattress also provided. Less than a mile to the Brick Ballroom! And just a short drive to Cherokee Casino and JBU campus, & a 30 min drive to XNA airport!

Guest favourite
A cozy living room is featured, accentuated by rustic wood walls and vaulted metal ceilings. A large leather sectional and two lounge chairs are arranged around a patterned area rug. A wood-burning stove and a 55-inch television are positioned on a stone wall, complemented by natural light from nearby windows.
Home in Colcord
4.84 out of 5 average rating, 69 reviews

River Ranch - Secluded Outdoor Oasis

River Ranch is a gorgeous, secluded riverside home in Watts, Oklahoma! Offering luxury amenities for up to 8 guests, our 3-bedroom, 2-bathroom home has a fully stocked kitchen, large living room, and screened-in porch with amazing views of the Illinois River. Enjoy the nature and views of the river from our front yard OR go out and have an adventure at the numerous local water parks.

Top guest favourite
A light-colored leather couch is positioned in the living area, accompanied by a decorative pillow. A gallery of framed artwork and a clock adorns the wall above. A doorway leads to another area, and a door with a grid-patterned window provides entrance.
Guest house in Siloam Springs
4.96 out of 5 average rating, 245 reviews

Little House on Broadway

This cute, cozy, fully-furnished one-bedroom guest house in historic downtown Siloam Springs is conveniently located for just about anything that might bring you to the area. Just 1.5 miles from John Brown University, walking distance from beautiful parks and scenic trails, and a stone's throw away from Main Street and a variety of local shops and restaurants.

Popular amenities for Dripping Springs holiday rentals