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.

GWR-FBG|Private|Hilltop|57AcWildlife|HotTub|Pool

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.

4/2 private hot tub, pool, fireplace & firepit

**18’ x 9’ x 4.5’ deep above ground private pool being installed by Nov 14th, 2025** Open March 1st - December 15th each year. Escape to a cozy & luxurious 4-bedroom (2 king bedrooms), 2-bathroom house in the heart of Blanco, Texas! This getaway is just two blocks from the Blanco square & Blanco River State Park (river access) and a short drive (10-16min) to the Texas Wine Trail, breweries, and distilleries. Cool off in the private pool or unwind with the 7-person temp controlled heated spa un

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.

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.

Tapatio Springs Resort, Boerne. Relax, Dine, Golf

Ready for your relaxing Texas Hill Country escape? This top-floor, luxury 2 bedroom / 2 bathroom condo has the most magnificent views of Tapatio Springs Resort! It overlooks the pool as well as the beautifully maintained 18 hole golf course. Grab a coffee, beer or glass of wine & enjoy the heavenly views from the 2 balconies. Your Bnb is just a short stroll to the swimming pool, golf clubhouse and La Cascada Table & Bar. Enjoy dinner, drinks & live music! (Only 10 minutes to downtown Boerne!)

Country Guest House minutes from Downtown Boerne

2 bedroom/2 bath guesthouse just minutes from downtown Boerne. Large game room with pool table and movie projector 120” screen with amazing surround sound and a 65”LCD. Step out to the firepit and huge pool, shared only between the two guesthouses. New small kitchen with all new appliances. We welcome pets with a $20 pet pet feeNO PITBULLS AND ONLY 1 LARGE DOG Unsupervised pets must be crated. Just added relaxing water feature, new pool volleyball net and basketball hoop Super fast wifi

Our Texas Hill Country Retreat

Welcome to Our Texas Hill Country Retreat! Escape to our cozy getaway, perfect for families or groups. The home features: 1 Queen Bed 2 Full Beds 2 Twin Beds Relax in the beautiful backyard oasis, where you’ll create unforgettable Hill Country memories! We’re perfectly located just 15 minutes from Downtown Boerne and 25 minutes from The Rim, La Cantera, and Six Flags — so you’re close to shopping, dining, and family fun. Book your stay and experience the charm of the Texas Hill Country!

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

3 Acres, Pool, Kiva Fireplace, S/W Resort Style

Designer home on 3 acres just 15 minutes from Guadalupe River State Park. 33 minutes from Canyon Lake or Downtown San Antonio. Close to Park 31 and The Lost Mission Wedding Venues. Resort style living with huge windows to enjoy the beautiful views, soaring skylights, imported counters and a stone bathroom. There is so much to do in the area..swimming, tubing, wine tasting in "The Texas Wine Country" (about 45 min up Hwy 281). We're in "The Gateway to the Hill Country" !

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.

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.