Kid-friendly holiday rentals in Kendall County

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Top-rated family-friendly rentals in Kendall County

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Cabin

4.99 out of 5 average rating, 182 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 favourite

Home

5 out of 5 average rating, 20 reviews

Charming, Historic Home / sleeps 7

Stunning historic home w/updated, modern amenities. Oversized Front porch to rock the day or night away. Large back, covered patio boasts plenty of room to entertain. Updated kitchen w/ granite, 6 burner cook top every chef will love. Primary bath boasts gorgeous copper tub plus shower. 2 beds down, 1 up w/ sitting area, full bath - soaking tub, +separate tub/shower. Enormous yard space w/ gorgeous oak and pecan trees.3 other small rentals available on property. Possibly sharing the yard.

Guest favourite

Home

5 out of 5 average rating, 75 reviews

Firefly Flats - Walk to Downtown

Welcome to Firefly Flats, Wanda, located just 2 blocks off beautiful Historic Main Street Boerne. The home is located central to shopping, restaurants and parks. This beautiful, clean, family & pet friendly home offers a great stay for couples, families & small groups alike. Perfect for weekend getaways, couples retreat, girls/guys weekend or a family vacation. Enjoy a large screen TV, Disney+, high-speed internet, fire pit, outdoor patio, hotel quality towels and linens. Small dogs welcome!

Guest favourite

Home

4.9 out of 5 average rating, 163 reviews

“Big Red”- Boerne Farmhouse, walk to Main Street!

Gorgeous, unique, 3 bedroom, 2 bath home in the heart of downtown Boerne. Enjoy a quiet getaway in our unique farm home with modern furnishings and amenities. Just a 5 minute walk from local shopping and dining on Main Street, or take a stroll along the river. Includes a spacious kitchen and formal dining room for hosting small gatherings. Make S’mores around the outdoor fire pit or play a game of corn hole in the yard. A small town retreat, or a 20 minute drive to shopping and Fiesta Texas.

Superhost

Home

4.89 out of 5 average rating, 160 reviews

Twilight Ranch - cabin w/hot tub and dog friendly!

Escape to the Texas Wine Country of Fredericksburg, TX in this charming farmhouse cottage. This ranch is situated halfway between Fredericksburg and Comfort TX and is a perfect home base as you explore the Texas Hill Country. Only a 5 min drive away, see the bats at Old Tunnels State Park and eat at the Alamo Springs Cafe (who claims the best burger in Texas). Luckenbach dance hall or many wineries and the 290 wine trail are a 20 min drive and Bankersmith restaurant is only 10min drive.

Guest favourite

Guest suite

4.96 out of 5 average rating, 144 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 favourite

Home

5 out of 5 average rating, 32 reviews

Cottage Home off Main St. Boerne-New & 5 Stars!

"The Cottage" is a luxury whole home rental 3 minutes from the heart of Downtown Boerne. A two block walk from famous Bakery Lorraine (a must go to for coffee, pastries and more). Fully stocked and intentionally prepared before your arrival, you'll find everything you need in this home. With high end finishes throughout the home, comfortable beds, fast wifi, a spacious fenced in yard with a fire pit, and a welcome gift with your arrival, this home will be your favorite getaway spot.

Guest favourite

Guest house

4.97 out of 5 average rating, 171 reviews

Boerne Ranch Style guesthouse

Country guest house, located 4 miles from Downtown Boerne with easy access to San Antonio and surrounding hill country. Built in 2020, 2 spacious bedrooms, granite kitchen with a huge island and an open concept floor plan. Enjoy a 75" 4k tv with all streaming channels or relax on the front porch. Perfect for a weekend or extended stay. Step outside to the firepit or swim in huge pool with lots of shaded seating and tables, shared only between the 2 guesthouses.

Guest favourite

Cottage

5 out of 5 average rating, 135 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 favourite

Home

4.98 out of 5 average rating, 170 reviews

High Street Guesthouse - Comfort Historic District

Located in Comfort's Historic District, High Street Guesthouse is steps away from local events, unique shops, restaurants and wineries. Family owned since it was built in the early 1900's, High Street Guesthouse was fully renovated to include modern amenities while maintaining the original history and charm. Entire Guesthouse available for 1 to 8 guests. Enjoy your time in "Comfort" at the quintessential High Street Guesthouse. WiFi recently installed

Guest favourite

Flat

4.96 out of 5 average rating, 212 reviews

Penthouse @ The Towers of Comfort.

Separate entrance allows for complete privacy. Perfect location for hill country dining, shopping and attractions. Some of the best wineries along with our local. We are perfectly situated five minutes to Comfort, 20 minutes to Fredericksburg or Boerne and 25 minutes to Kerrville. Good for couples, solo adventurers, and business traveler. Not suitable for young children. Unit has stairs and is not childproof.

Guest favourite

Home

4.93 out of 5 average rating, 179 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.