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

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📍

4.94 out of 5 average rating, 257 reviews
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

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!

5.0 out of 5 average rating, 337 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

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.

4.96 out of 5 average rating, 119 reviews
Top guest favourite
A bright living area is presented with natural light filtering through window blinds. Comfortable seating, including two armchairs and a sectional sofa, surrounds a low coffee table. A large wall-mounted television and decorative plant enhance the space, with hardwood flooring adding warmth.
Home in Siloam Springs

Decca's Uptown Oasis

Welcome to the ultimate Siloam Springs getaway, where modern comfort meets Southern hospitality! Just steps away from downtown, this stylish home is your perfect retreat equipped with a salt water pool & indoor shuffleboard. It features all new stylish furnishings, throughout, high end linens, a full size indoor shuffle board table, huge deck and plenty of parking. Plus, an optional 700 sq. ft guesthouse with an additional private bedroom w/ Queen size bed, walk in shower and open concept

4.95 out of 5 average rating, 124 reviews
Top guest favourite
Cottage in Siloam Springs

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.

4.99 out of 5 average rating, 161 reviews
Top guest favourite
The tiny house is nestled among trees and softly illuminated by string lights. A wooden deck extends from the entrance, leading to a path. The exterior features a rustic red finish and a metal roof, blending harmoniously with the surrounding forest.
Tiny home in Tahlequah

The Owl's Nest-hot tub in the woods

Make memories in the Owl's Nest, a magical, secluded tiny house tucked into the edge of the woods. The Owl's Nest is equipped with everything you need, from a furnished kitchen with fridge, burner, and microwave, to a large deck with a hot tub, firepit, and comfy chairs. Sip your morning coffee in forest serenity, while birds sing and squirrels play. Bring tick repellent from spring to fall. These are Ozark woods! Property not suitable for babies and small children.

4.96 out of 5 average rating, 251 reviews
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

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.

4.99 out of 5 average rating, 348 reviews
Top guest favourite
A two-story guest house displays a charming architectural style. A spacious front porch with chairs oversees a green lawn. In the background, cattle are visible grazing near a large tree, with a clear sky enhancing the peaceful rural setting.
Farm stay in Kansas

Twin Springs Ranch Guest House

Twin Springs Ranch is located in the foothills of the Ozark Mountains. It is named for the two springs coming out of the cave from under the main house. Our guest house has a beautiful view of the Ozark Mountains and the cattle and horses in the pasture. If you like to hike there are trails available, just remember to shut the gate behind you. We are located 11 miles west of Siloam Springs and 12 from the first float (canoe/kayak) resort on the Illinois river.

4.98 out of 5 average rating, 47 reviews
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

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.

4.98 out of 5 average rating, 143 reviews
Guest favourite
Home in Siloam Springs

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!

4.93 out of 5 average rating, 151 reviews
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

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.

4.85 out of 5 average rating, 68 reviews
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

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.

4.96 out of 5 average rating, 245 reviews

Popular amenities for Dripping Springs holiday rentals