Family-friendly holiday rentals in Timberwood Park

Nice Oasis in N Central San Antonio w/ Heated Pool

Relax at our fully remodeled home conveniently located off 1604 and 281. Just 20 minutes from The Pearl, Downtown, Six Flags, La Cantera & the airport. Spend your days exploring San Antonio and then lounge by the pool or play basketball. Either way we hope you create lifelong memories! This home is perfect for any and all travelers to spread out and enjoy all that San Antonio has to offer. Note: pool heater is OFF during warmer months and ON during cooler months. No additional charge for heater

A Tiny House, Hill Country Charm - Mountain Laurel

This tiny house is a cozy oasis for a quiet getaway. The Mountain Laurel is on our 5-acre homestead we call Deerhaven Retreat. A queen bed downstairs and 2 twins in loft — sleeps up to 4. Full kitchen, bathroom with shower. Features WiFi, RokuTV, AC/heat, Keurig, tea pot, toaster, microwave, stove/oven, fridge. You'll enjoy a Hill Country vibe that's only 8 minutes to shops & dining. Please, no kids under 12. In addition to this unit, a separate area of our property features three small cabins.

Elite Vacation Entertainment- 5 Stars (discounts)

A luxurious new five-star home in the Northside of San Antonio is now available.This property boasts 4 bedrooms and 2.5 bathrooms, including a master bedroom, a spacious open kitchen, a living room, a dining area, a theater room, a washer/dryer, and a lounge.The second story features three guest rooms and a full bathroom. The backyard is a true paradise, featuring a pool, spa,lounging bar with TV, relaxing cabana, and a grill for cooking. Additionally, there is a four-car parking lot driveway.

Oaks Ranch - Home near Guadalupe River St. Park

Beautiful and comfortable, a unique get away in the heart of Texas hill country, one mile south of Guadalupe St Park and next to 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 ranch you will fall in love with the animals who live there and enjoy their close interactions.

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!

3 bedroom 2bath by JW Marriott 281 TPC fenced yard

NO CHECK-OUT TASKS, our cleaners take care of it all! Pet friendly 1 story 3 bedroom 2 bath LARGE Fenced Yard 3 mins to JW Marriott 15 mins to airport 20 mins to downtown 25 mins to Fiesta Texas 30 mins to Sea World/San Marcos/tubing. Can sleep 6 comfortably & 10 with air mattresses (not provided). bedrooms have memory foam mattress (Layla/tuft n needle), 40”-55” smart TVs and walk-in closets. Living room has a premium 50” electric fireplace, comfortable leather sofas & 65” smart TV

W hotel sanctuary spa house w/ hotub & $30kshowers

This is the most luxurious, unique, contemporary, and relaxing Airbnb in all of San Antonio. The recent FULL HOUSE RENOVATION surpasses the level of quality one would expect at a high end resort since it boasts brand new bathrooms filled with marble, body jets, rain showers, Philips LED app controlled lighting, and new contemporary vanities and LED mirrors. We spared no expense and furnished the house with high end furniture, making it look like a Zgallerie showroom.

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 Cabin in the woods

Escape to our cozy one-room cabin nestled in a peaceful wooded setting—the perfect place to relax and unplug. Enjoy a stroll or hike to the creek, listen to nature, spot wildlife, roast marshmallows, and gather around the campfire. Kids love exploring the property. The experience is rustic, much like camping, rather than a hotel stay. ***Please note: due to drought and summer heat, the creek no longer flows directly in front of the cabin but is a short walk away.

Hill Country Views | Pool + Hot Tub | Sleeps 12

•Space to Gather, Views to Remember. •Scenic Vista is a spacious Hill Country retreat designed for families and groups who want room to spread out and enjoy time together. •Take in sweeping views, relax in the hot tub, cool off in the swimming pool, and enjoy a warm, comfortable home that sleeps up to 12 guests. •Perfect for family vacations, friend getaways, or celebrations, this property offers both privacy and space in a setting everyone will love.

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

Cibolo Chase private resort w/hot tub & pool

Discover a rare luxury escape where privacy, elegance, and natural beauty converge. Set on 11 secluded acres in the heart of the Texas Hill Country, The Villa at Cibolo Chase is an exclusive retreat designed for guests seeking refined comfort, open space, and complete tranquility. Just 25 minutes north of San Antonio along Highway 281, this hidden sanctuary feels worlds away while remaining close to the region’s finest destinations.