Family-friendly holiday rentals in Timberwood Park

Romantic Hill Country Cabin with Private Hot Tub

• Awarded Airbnb’s coveted top 1% of homes and “Guest Favorite”. •12 minutes to La Cantera, The Rim and Fiesta Texas. 25 minutes to Downtown/Riverwalk and SeaWorld (traffic pending) • Relax in the hot tub and enjoy stars & planets on a clear Hill Country night • Have a date in the quaint town of Boerne only 15 minutes away. •Relax in the hot tub and enjoy stars & planets on a clear Hill Country night. Deer and Turkey often seen in the valley below. Enjoy your coffee under the covered deck.

A Sweet Retreat in the Woods - Foxhollow Cabin

FoxHollow cabin offers a peaceful retreat under Texas Oaks on our family estate called Deerhaven. A unique camp-like getaway in nature! A spacious king bed, wifi, A/C, heat, RokuTV, microwave, mini-fridge, Keurig, deck, and a private BBQ/picnic area. Deer greet you along the path to your own reserved full bathroom— one of 3 private bathrooms located in our separate facility a short walk from your cabin. Enjoy fresh air, wildlife, and a Hill Country vibe that's only 8 minutes to shops/dining.

The Sherlock Home a House of Conundrums!

The Sherlock Home is an immersive overnight experience. Please note- due to its unique escape-like intricate game there is an extra guest fee of $40 per guest over the initial two guests. Become Sherlock Holmes surrounded by a Victorian/steampunk setting filled with puzzles and conundrums to solve while you stay. The Sherlock home is like no other Airbnb. If you are looking for a one-of-a-kind adventure, come stay and play at The Sherlock Home. Deduce, decode, decipher -The game is afoot!

JW Marriott-Arcade-Fire Pit-Grill-12 Guests

Welcome to our rustic hill country retreat near the JW Marriott & TPC Golf Course! Relax with the whole family in this peaceful, spacious home. • JW Marriott – 2.6 mi (8 min drive) • TPC Golf Course – 3.3 mi (13 min) • SA Airport – 13.1 mi (20 min) • New Braunfels & river floating – 24.9 mi (40 min) Includes: • King bed in master BR • Queen bed in 2nd BR • Queen bed in 3rd BR • 2 adult sleeping cots in master closet • Game room w/ Queen over Queen bunk bed • Outdoor fireplace & dining area

Underground Bunker as seen on HGTV

As seen on HGTV Extreme Buyers Club S1 E1. Stay 14 feet underground in a one-of-a-kind bunker retreat near San Antonio. Designed as a unique arcade hideout, this stay features classic games, a cozy lounge with TV, bunk-style sleeping, and a kitchenette for easy meals. Above ground, relax by the fire pit, cook on the grill, or enjoy peaceful country views under the covered pavilion. Just 25 minutes to downtown San Antonio and 12 minutes to La Vernia, it’s a memorable escape unlike any other.

Breathtaking A-Frame Home in Canyon Lake

We are pleased to welcome you to our newly renovated industrial farmhouse A-Frame! It is nestled in a quiet Canyon Lake neighborhood minutes from amazing outdoor activities around the lake, including hiking, golfing, kayaking, boating, and tubing the Guadalupe River. Its setting is a perfect place to unwind and relax or spend time having fun outdoors. There's no better place for a couples romantic getaway, or for small families to experience life in the beautiful Texas Hill Country.

Feed Deer Daily |Peaceful Hill Country Cozy Cabin

Nestled under towering oaks just 7 minutes from Boerne, the Cozy Oak Cottage offers a peaceful Hill Country escape where nature and comfort meet. Sip coffee as deer wander by, spot our friendly free-range chickens exploring the grounds, and enjoy the beautiful wild birds that visit the birdbath. A stylish, cozy interior, fast WiFi, and warm, thoughtful touches create a stay where guests feel genuinely cared for from the moment they arrive. Tap ❤️ and book your serene retreat today.

Gorgeous retreat w Hot Tub Lux Shower & Cabana

Experience upscale comfort in this fully renovated, luxurious 4BR/2BA home in beautiful Stone Oak. Relax in your private hot tub or unwind under the cabana. The $18K outdoor shower offers a spa-like experience with powerful body jets. Inside, the primary bath features a custom 6-jet shower for total rejuvenation. Enjoy immersive music with the Sonos sound system, cook in a modern kitchen, and soak up the sun at a sparkling nearby resort-style pool—ideal for fun or pure relaxation.

Haven House - Home near Guadalupe River St Park

Beautiful and comfortable, this gorgeous getaway is in the heart of Texas hill country, one mile south of Guadalupe St Park and next to the beautiful Park 31 wedding venue. We are minutes from small towns and a big city that offers unique and multicultural experiences, shopping, dining, and recreation. Guadalupe River Park is easily accessible and offers water recreation, camping, and day hikes. As a working horse ranch, you will enjoy the close interactions with our animals!

Handley Chalet - Country Living in a Big City

The ‘Chalet’ is in the Timberwood Park area in north San Antonio - a great location for business travelers and vacationers alike. It has easy access to HW281 and Loop 1604, with Six Flags Fiesta Texas and the famous San Antonio Riverwalk just a short drive away. Great for getting away from it all and resting, or using as home base while exploring San Antonio and New Braunfels. View the link below for virtual tour on the Handley Chalet https://youtube/FniYN8bOKL4

Hill Country LUX | Pool & Horses

Escape to a serene retreat on 8 picturesque acres, where peace and tranquility meet convenience. Despite the secluded feel, you’ll find popular spots like H-E-B, IHOP, Starbucks, Burger King, and Taco Bell just a 2-minute drive away. Enjoy easy access to local attractions, with the Guadalupe River just 15 minutes away, and New Braunfels and Canyon Lake only 25 minutes from the property. Plus, the San Antonio Airport is just a short 25-minute drive

Whippoorwill Retreat – A Texas Hill Country Escape

Texas Hill Country Cabin 1 Bedroom, 1 Bathroom, Sleeps 2 This spacious guest cabin features a cozy king-size bed with fresh linens and a comfortable living area for relaxing. Enjoy complimentary Wi-Fi and TV during your stay. The fully equipped kitchen offers everything to cook and dine in. Prefer to eat out? You’ll find a variety of great dining options just a short drive away in New Braunfels, Spring Branch, Blanco, and San Antonio.