Holiday rentals with a pool in Kendall County

Relax and Enjoy the Views of the Hill Country

Set on a cliff above the Guadalupe River this private guesthouse with sweeping vistas is your Hill Country getaway. This home was designed for guests rest, relaxation and fun. Conveniently located near shopping, dining and outdoor activities although you may never want to leave the peace and quiet. Set on a cliff above the Guadalupe River this private guesthouse with sweeping vistas is your Hill Country getaway. This home was designed for guests rest, relaxation and fun. Conveniently located near shopping, dining and outdoor activities although you may never want to leave the peace and quiet. Take in the incredible views of the river, ranch and Hill Country from the custom pool and spa. One of a kind Texas views in a truly unique home make this an unforgettable Hill Country destination. See this house in the just released book "Spectacular Weekend Getaways of Texas" by Jolie Berry of Signature Boutique Books. Cliff Haven on the Guadalupe. In the middle of nowhere and near everything sums up this home. Very close to local shopping and dining. This guest house is located on 2.5 acres over 65 feet away from the main house in a safe and quiet community in Spring Branch Texas. Use it as your launching pad to visit the Hill Country, New Braunfels and San Antonio or just stay and unwind. This home was designed and appointed for the absolute best stay. Relax in the pool, enjoy the spa, grill a steak and enjoy drinks next to the fire. - Private Pool and Spa - Private Courtyard with Stone Fire Pit and Outdoor Seating - Outdoor Grill - Fully Equipped Kitchen - "Texas Living Room" Air Conditioned Finished Garage with Full View Glass Door, Pool Table, Sofa, Dining Table and Chairs, 60" TV, Mini Fridge, Ice Maker and Full Bath - High Quality Bedding and Pillows W.O.R.D. Permit #L1442 Guests have complete access to the entire home. The pool and spa is also for the exclusive use of the guests. The house is a separate very private guest house of the main home 65 feet away from main home. I value my guests privacy but I'm always available to answer questions or fill you in on all the cool things to do around here. This home is in a very quiet neighborhood. It has a very country type feel with deer and other wildlife readily seen. Home is available by car only and there is no public transportation or Uber available. This home is located about 35 minutes from downtown San Antonio. There are many parks and river access areas near the house. It's a great place to bike and run with awesome hills and flats. Great local restaurants and bars nearby and within a short drive.

The Lonestar

Welcome to The Lonestar Suite at Grape Creek Country Cottages, an adults only retreat! A peaceful country setting located only 15 minutes from Main St. Fredericksburg, 15 minutes to Luckenbach, & just around the bend from Grapetown Vineyard & Bankersmith, TX! This 2 story suite has a living area & full kitchen downstairs & bedroom with luxurious bath situated upstairs, along with its own private & spacious deck. We offer E-bikes to explore the country roads & pool to dip in on those hot TX days!

Hill Country Views at The Oval at Owl Spring Ranch

During your stay at The Oval House experience the peace and quiet of the beautiful Texas Hill Country. Enjoy starlit nights by the pool and lazy days watching cows mosey by or an occasional visit by a curious chicken or two. White tail and Axis deer generally come out in the evenings or early mornings. The Guadalupe River is minutes away. With the quaint town of Boerne being a 20 minute drive and the city life of San Antonio or charming Fredericksburg and its many wineries only 20 minutes more.

Rockin B Summit | Luxury Retreat with Pool & Creek

For your next family or group getaway, put yourself in the lap of luxury at the Rockin' B Ranch Summit House! Your perch on this 55-acre ranch includes awesome amenities like a private swimming pool and hot tub, pool table, fire pit, gas grill, and so much more! There's plenty of leg-stretching room indoors and out here, all in a breathtaking natural setting. On top of all that, the ranch is just a short drive away from the attractions of Hill Country towns like Boerne, Bandera, and Pipe Creek.

3/2, Private hot tub, fireplace, firepit

Escape to a luxurious retreat in the heart of Texas Hill Country! Our beautifully remodeled 3-bedroom, 2-bathroom house in Blanco offers modern design and an open floor plan. Enjoy the tranquility of a dark sky community and easy access to the Blanco River State Park. Explore the nearby Fredericksburg and Johnson City Wine Trail, or venture to Pedernales Falls and Enchanted Rock. You're just a few minutes stroll away from the charm of Blanco's square where dining, grocery, and shopping await!

Private|Quiet|Hilltop|57Acres|Wildlife|HotTub|Pool

Welcome to Grandview Wildlife Ranch - A scenic hilltop hideaway on 57 private acres. GWR is your peaceful getaway in the Texas Hill Country. This private ranch setting is ideal for couples looking to unwind with expansive views, charming rustic interior and thoughtful amenities. The ranch is quiet and cozy and offers a retreat like no other. Soak in our luxurious hot tub, cool off in the cowboy pool, dark sky area for star gazing, hiking and explore the property in our Kawasaki Mule rental.

Private Ranch|Pool|Ping Pong|Yoga|Weddings|Games

Nestled in the heart of the Texas Hill Country, the Rusted Roof Ranch is a private, gated 80-acre estate featuring a stunning home and pool. With 13 beds across 5BR and 5BA, this luxurious retreat is perfect for family reunions, weddings, wellness retreats, and gatherings of all sizes. Every detail showcases elegance and craftsmanship, from the grandeur of the exposed trusses in the great room ceiling to the rustic charm of the log towers and the meticulous stone and woodwork throughout.

The Texas River Property (Now w/Starlink)

8+ acres of private, water front property with a beautiful home that is all yours for the duration of your rental. This property boasts river access immediately on property, just walk right on down to the Guadalupe and set your chairs up to enjoy a day in the cool flowing waters of one of Texas's finest rivers. The acreage offers open land to run, play and explore all around. Upgraded internet through Starlink gives excellent wifi. Check out the photos and message us with any questions.

Will's Tree House- Artful 1 Bed with Outdoor Bar

Come visit the ranch getaway of your dreams. The views and the cowboy vibes are unbeatable. Come for a romantic getaway or a solo visit for rest and relaxation. Enjoy coffee on the balcony or a beverage at the outside patio in the trees. Rest up in the handmade bed from African acacia trees or sunbathe at the pool! Have a little fun playing cornhole or relax in the hot tub. This house is sure to delight and comfort you! Enjoy our SHARED pool and hot tub with only 1 other house.

Windmill House -Guest Cottage w/pool

Come enjoy our Cozy Windmill Cottage Guest House with refreshing shared pool (shared by 3 ranch homes) right outside your door in the Texas Hill Country. The house has been gently restored and offers 3 bedrooms and 3 baths to accommodate large groups. If scenic views and starry nights are your cup of tea then come for a visit. Or if you are visiting friends and family or attending a wedding at one of the many area venues come enjoy some time at the Ranch!

Hill Country LUX Estate | Heated 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

Historic Hideaway.

1846 Secluded, Restored Cabin on 40 acres with Modern Finishes Take life easy at this historic cabin uniquely restored for comfort and rest. Cabin is 1/4 mile from quiet county road and has expansive ranch behind it. Quiet country living at its best. When ready for adventure, we are centrally located being forty minutes from Gruene, Fredericksburg, Marble Falls, and San Antonio! Put -in for the Upper Guadalupe is only 10 minutes away.