Holiday rentals with outdoor seating in Kendall County

Romantic Retreat | Hot Tub, Sauna + Outdoor Shower

One of the most loved romantic cabins on Airbnb, designed for couples who want to slow down, reconnect, and experience something different. Soak under the stars in your private hot tub, sip wine by the fire pit, and wake to deer just outside your window. This peaceful Hill Country retreat blends luxury, nature, and intentional design for an unforgettable stay. ✨ Elevate your stay with curated add-ons like our Sip + Soak experience, stargazing kit, or celebration setups, available after booking.

The Sunday House

Welcome to the Sunday House! Our tiny home was built by hand using reclaimed materials with your rest & relaxation in mind. This rustic romantic getaway is equipped with many amenities including a queen-sized memory foam mattress, kitchenette, full size bathroom with a shower and a wood burning stove to keep you cozy. Enjoy a complementary cup of coffee in our courtyard garden or snuggle up inside for a movie. NO CLEANING FEES 2022 Permit #2200146 Photo Credit: Aubree Lorraine Photography

Hill Country Tower

HILL COUNTRY TOWER WITH BEAUTIFUL HILL COUNTRY VIEWS This is the perfect retreat spot for anyone wanting to trade the noise of the city for a peaceful weekend filled with Hill Country views and stars you can actually see at night. The 3 story fully-outfitted tower, designed by a prestigious local architect is topped off by a deck that overlooks over 100 acres of pristine, undeveloped Hill Country property. 5 minute drive to Downtown Boerne. Updated new king size bed with luxurious mattress.

Buffalo Haus - Downtown charm 2-bedroom bungalow

A charming home on a quiet street only six blocks from Main Street's shopping and restaurants. You can rest comfortably in a king or queen size bed and wake to enjoy the stocked coffee bar. If this is a working vacation, you will love the workspace and high speed wifi. While we're minutes away from River Road and its many dining options, you may decide to stay in and use the full kitchen. Either way you'll love relaxing on the large patio under the party lights. Dog friendly home.

New luxury container w/deck hot tub amazing views

Contain and Chill is a place to do just that "chill." You can relax by the chiminea with a glass of wine, curl up to a good book in the hammock, or hit the deck 12 feet high or 20 steps up overlooking the hill country. The deck has a two-person hot tub and sitting area to enjoy the panoramic view of the hill country and catch the most breathtaking sunsets. This view takes stargazing to a whole new level. This unique home is not just a couple's getaway; it's an experience.

Red Barn Retreat•Feed Deer Daily•8 min to Boerne

Boutique barn stay on 9 peaceful acres • Just 7 min from downtown Boerne • King suite + cozy living area w/ sofa sleeper • Full kitchen for easy meals • Outdoor games & wide open space • Wildlife under beautiful oak trees • Feed the deer with deer corn provided • Texas-themed charm with luxury touches • Brand-new mural wall by renowned artists—perfect photo spot • Relax under starry skies & explore Boerne’s Hill Country magic NO SMOKING OR VAPING (tobacco or marijuana)

Masters Lake Cabin

Come enjoy a relaxing stay at the Masters Lake Cabin in the Texas Hill Country minutes from Boerne. This beautifully restored cabin sits on Masters Lake. The property is comprised of 257 acres and features two lakes. The lakes are both stocked with bass for catch and release fishing. If you like to hike, you will find plenty of space for exploring. There is abundant wildlife to enjoy, including: whitetail and axis deer, bison, turkey, ducks and a variety of birds.

Oak Retreat Glamping With Private Hot tub!

Welcome to Oak Retreat! Oak Retreat is luxury glamping at its best, located just 15 miles south of downtown, our tent includes a king size bed, A/C, en-suite bathroom with walk-in shower, private hot tub, coffee, wifi, and more. Relax outdoors, take a nap in your hammock chairs, indulge in a soak in your private hot tub or snuggle in bed while you watch a movie on your own projector. Oak Retreat has everything you'll need for a relaxing stay in the hill country.

Lucky Stars Tiny (Luxury) House - Boerne TX

Lucky Stars sits on 7 beautiful, native acres, tons of wildlife, just ten minutes from Boerne, with stargazing at its best! Upscale on a small-scale, 200 sf with fully-equipped kitchen, on-level Queen master bed, Smart TV, WiFi, full-size bathroom, outdoor living/shower on the deck, and more. Loft space has handmade linen/wool mattress (2 Twins or King). Built on DIY’s Tiny Luxury 2017-Season 3 Ep.3. Long-termers and short-termers always welcome.

Secluded Hill Country Cabin | Pool + Stargazing

Cowboys & Dreamers is a secluded luxury retreat tucked into the rolling hills of Kendalia — designed for slow mornings, dark skies, and unforgettable Texas Hill Country sunsets. Whether you’re planning a romantic getaway, wellness retreat, anniversary trip, weekend escape, or simply searching for a peaceful luxury cabin in the Texas Hill Country, Cowboys & Dreamers offers a stay that feels restorative, grounding, private, and unforgettable.

Blanco River Home - River view with new updates!

With a spacious back porch and sprawling yard with large pecan trees facing the beautiful Blanco River, this home provides a relaxing oasis for a week-end getaway or longer stay. Walk to the historic Blanco town square, stroll or picnic in the park or explore the scenic Hill Country. Enjoy the recent refresh which includes floor to ceiling windows in the living area, vinyl plank flooring throughout and updates to both bathrooms

Luxe Yurt, heater, w/ hot tub, sunset&hill country

Escape the hustle and melt your cares away in the hot tub at this unique luxury yurt in Boerne! A nature lover’s retreat, butterflies abound and two mini splits keep you perfectly cool or cozy. Just 2 miles to downtown Boerne, 14 to San Antonio, and 36 to Fredericksburg—it’s the perfect spot to reconnect with nature. Enjoy fresh eggs from our hens, homemade bread, and our signature goat milk soap during your stay.