Holiday rentals with a pool in Kendall County

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Top-rated rentals with a pool in Kendall County

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Top Guest favourite

Home in Spring Branch

4.99 out of 5 average rating, 156 reviews

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.

Guest favourite

Home in Kendalia

4.71 out of 5 average rating, 7 reviews

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 six bathrooms and thirteen beds across five bedrooms, 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 wo

Top Guest favourite

Home in Fredericksburg

5 out of 5 average rating, 225 reviews

Escape the Ordinary! Fredericksburg BNB with amazing views at our hilltop home on 57 ac is yours to experience all to yourself! Romantic and secluded with Grand Views in all directions. Perfect for a "getaway from it all". Just a short drive to Main Street shops and wineries. This is home away from home w/Starlink internet. Soak in our luxurious hot tub, cool off in the cowboy pool, dark sky area great for star gazing, hiking and explore the property or just make memories around the fire pit.

Top Guest favourite

Home in Boerne

5 out of 5 average rating, 11 reviews

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.

Top Guest favourite

Apartment in Boerne

5 out of 5 average rating, 23 reviews

Luxurious Golf Resort Condo hosted by Angela

Whether you golf or not, you will love to relax with the family at this luxurious, peaceful condo in the midst of this stunning golf resort. Located in the beautiful Texas Hill Country, this 2 bedroom, 2 bath unit offers impeccable views! Just a very short walk to the amazing restaurant, cafe/gift shop, clubhouse, and pro shop. Relax on one of the two patio balconies that overlook the putting green/driving range. The condo features a rustic, at-home feel as soon as you step inside. 3 Roku TV's.

Guest favourite

Home in Blanco

4.91 out of 5 average rating, 228 reviews

3/2 Modern Escape, hot tub, Blanco river/pool

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!

Top Guest favourite

Cabin in Kendalia

5 out of 5 average rating, 102 reviews

Private 2BR 29 Acres, Epic Views, Pool, Peaceful

Escape to your peaceful 2BR/2BA private Ranchette in Kendalia, TX! 1.5 hours from Austin, this luxurious retreat offers an incredible experience with rolling hills, you'll be mesmerized by the epic panoramic views that stretch as far as the eye can see! Indulge in the ultimate rustic relaxation with your seasonal stock tank pool, or firepit in the cold months, with breath-taking views while you soak up the Texas sun. At 29 acres, this cabin offers complete privacy and tranquility

Guest favourite

Home in Blanco

5 out of 5 average rating, 8 reviews

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.

Guest favourite

Bungalow in Bergheim

4.95 out of 5 average rating, 56 reviews

Pond House Bungalow at Bergheim Ranch

Come visit our unique Safari Style Bungalows perched 20 feet off the ground providing unobstructed views of the Texas Hill Country. The perfect getaway to relax and get away from it all. The Bungalows are located within 10 min of Guadalupe State River Park, 10 min from both historic Boerne & Spring Branch, TX & 45 minutes from the famous Fredericksburg wineries. Within 10 minutes of several wedding venues of HW 46. 2 bungalows available. Pricing shown for Pond House only.

Top Guest favourite

Tiny home in Fredericksburg

4.96 out of 5 average rating, 28 reviews

Scenic Hill Cabin: Trails & Cows in Fredericksburg

Welcome to Your Texas Hill Country Retreat Escape to nature and indulge in serenity at this charming retreat nestled in the heart of the Texas Hill Country. This cozy cabin, ideal for up to four guests, offers a perfect blend of comfort and a true outdoor experience. Located just under an hour and a half from both Austin and San Antonio. Near Enchanted Rock State Natural Area: Experience the natural beauty and geological wonders of one of Texas's most beloved parks.

Top Guest favourite

Cabin in Spring Branch

5 out of 5 average rating, 78 reviews

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.

Top Guest favourite

Home in Spring Branch

5 out of 5 average rating, 116 reviews

The Texas River Property

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 and play on and explore all around. Check out the photos and message us with any questions.