Family-friendly vacation rentals in Kendall County

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Top-rated family-friendly rentals in Kendall County

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Guest favorite

Home in Spring Branch

4.99 out of 5 average rating, 148 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 favorite

Rental unit in Comfort

5 out of 5 average rating, 165 reviews

The Historic Hotel on Main-The Lauren Suite

Newly renovated! Boutique hotel located in the beautiful Texas Hill Country in downtown Comfort. Our 1890 Hotel has been lovingly restored in April 2018. The Lauren Suite is located on the second floor, a quick trip up the exterior staircase. Your private entrance leads to a relaxing living/dining area. Enjoy the fully equipped kitchen, two bedroom, and two bath suite. This suite has two, large flat screen TVs with Direct TV. Walking distance to wedding venues, restaurants, shops and wineries.

Guest favorite

Guesthouse in Boerne

4.99 out of 5 average rating, 152 reviews

The Red Barn Inn • The Best Barn in Boerne!

Experience the Hill Country by staying in a Red Barn! The Red Barn Inn is located between downtown Boerne (7 min ) & Sisterdale. On 9 acres & nestled underneath trees for privacy, the barn warmly welcomes you with subtle Tx theme w/ boutique luxury. •King Suite (+ living room sofa/full bed) •Full Kitch •Outdoor games • 3 Roku TVs Whether coming to visit the beautiful Boerne, explore the wine country or dip in the Guadalupe river nearby, come experience a boutique barn stay at The Red Barn Inn

Superhost

Cabin in Pipe Creek

4.92 out of 5 average rating, 204 reviews

Rockin' B Ranch | Love Shack | Hot Tub | Views

Looking for an intimate space in the Hill Country that's perfect for a romantic weekend getaway? The Love Shack, perched on the 55-acre Rockin' B Ranch, is the ideal setting! With romance-friendly amenities like a hot tub, fire pit, and a charcoal grill, everything you'd want to escape the daily hustle and relax with your special someone is right here. It's a gorgeous remote setting, yet the attractions, food, and night life of Pipe Creek, Bandera, and Boerne are all just a short drive away!

Guest favorite

Cabin in Fredericksburg

4.99 out of 5 average rating, 177 reviews

Ranch Retreat, Romantic, Views, Secluded, Wildlife

Experience the entire ranch and home to yourself! Romantic, secluded w/ great VIEWS in every direction. Perfect for a "get away from it all" or big land experience. Enjoy the local wineries or see lots of wildlife, such as whitetail deer, armadillos, fox, wild pigs, & South TX rare birds on the property! Most guests feel they are secluded and always comment on the quietness and the amount of stars in the sky. Hike the acreage, visit the wineries, fly fishing, nearby day trips or just RELAX!

Guest favorite

Guest suite in Pipe Creek

4.96 out of 5 average rating, 141 reviews

Madrona Ranch Casita | Private Hot Tub | Pets OK

Perched on a hillside overlooking Red Bluff Creek, the Casita at Madrona Ranch has everything you need for a relaxing family getaway! This is one of the best waterfront cabin rentals we have at Backroads Reservations, with its amazing views of the Hill Country, quiet rural setting, and convenience to the shops and attractions of nearby Pipe Creek and Boerne. Inside and out-from the tree-lined property to the rustic beamed ceilings, this sweet little cabin has to be seen to be believed!

Guest favorite

Cottage in Boerne

5 out of 5 average rating, 134 reviews

Duck Inn, walk Downtown, fenced yard w/ fire pit.

Headline: Duck Inn, Downtown Boerne. 1/2 block to Dodging Duck Brewery, Little Gretel Restaurant and Salvador Dobbs Lounge. Walk 1/2 block to the Heart of Boerne trail along Cibolo Creek leading to historic downtown. Newly renovated one story home, featuring a full kitchen. Relax in the den on the new sofas and recliner, and large flat screen TV.Bedroom 1 has a King bed, Bedroom 2 has a Queen bed. The bathroom has a shower/tub combo. Fenced yard with fire pit.

Guest favorite

Home in Blanco

4.87 out of 5 average rating, 207 reviews

Blanco River Home - River View and new updates!

With a spacious back porch and sprawling yard with large pecan trees facing the beautiful Blanco River, this home provides a relaxing oasis for a week-end getaway or longer stay. Walk to the historic Blanco town square, stroll or picnic in the park or explore the scenic Hill Country. Enjoy the recent refresh which includes floor to ceiling windows in the living area, vinyl plank flooring throughout and updates to both bathrooms

Guest favorite

Guesthouse in Boerne

4.96 out of 5 average rating, 461 reviews

Hill Country Carriage House

We have everything you need for a romantic getaway, business travel or fun family time. We live in a wonderful neighborhood where deer and chickens roam free. We are about a 5 minute drive to/from Main Street and in the very heart of the Texas Hill Country. Southern hospitality, hiking trails, wineries, brew haus, music venues and everything the great HC offers is here. Come be our guest! Read entire site for info!

Guest favorite

Guesthouse in Blanco

4.89 out of 5 average rating, 144 reviews

Texastopia Farm Guesthouse

VIEWS! Quiet and private. Great for couples or small families. Please make booking with at least 24 hours in advance. Thank you. *New Water System * New Floor* See Reviews Only 10 minutes driving from Luckenbach, 20 minutes to Blanco, & 25 minutes from Fredericksburg. Our guest house overlooks the beautiful Blanco River, and there is plenty of nearby recreation in this scenic area of the Texas Hill Country.

Guest favorite

Cottage in Comfort

4.96 out of 5 average rating, 156 reviews

Riverside Cabin

The Riverside Cabin was originally constructed in 1935 as a Hill Country get-away to accommodate hunting, fishing and river activities. It is located on the original route to the Old Spanish Trail on the banks of the Guadalupe River, within 1/2 mile of Comfort's Historic District. Situated on 10 acres, the cabin is a quiet, private retreat and a comfortable central location for exploring the Hill Country.

Guest favorite

Home in Comfort

4.93 out of 5 average rating, 178 reviews

The Guesthouse at Hill Country Pottery

Peaceful secluded cabin comfortably nestled on 23 acres in the beautiful Hill Country of central Texas. Convenient access to local wineries, and close proximity to charming towns, such as Fredericksburg, Boerne, and Comfort. The Guesthouse is on a shared property with Hill Country Pottery, which is s short walk away from the home. Also only 8 miles from the shops and restaurants of downtown Comfort.