
Family-friendly holiday rentals in Kendall County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Kendall County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Compartment
Enjoy the quiet & beautiful Texas hill country in our 440 square foot unit. Just 4 minutes from Boerne City Center. AC/Heat, Kitchenette. This is a quaint garage compartment but is not located above the garage. Private entry, private access & deck. One Queen bed. Unit comes equipped 2 electric burner stove top, pans, utensils, spices, refrigerator & laundry unit. Also includes coffee maker, microwave/air fryer/bake, toaster, WI-Fi, TV, YouTube TV approx. 70 channels incl. all network channels.

Dog Trot Guest Suites on the RW Ranch
Welcome to the hilltop on our 135 acre ranch. We are located in the heart of the Texas Hill Country with close proximity to everything! Our Dog Trot Guest Suites consists of 2 suites each with a queen bed, an additional sleeping area (daybed or trunnel) and private bath. Our 180 deg views are spectacular and the stars at night are big and bright! We are a short distance from Old Tunnel State Park, James Kiehl River Park, Sister Creek Winery, foodie restaurants and caves. Hope to see you soon!

The Sunday House
Welcome to the Sunday House! Our tiny home was built by hand using reclaimed materials with your rest & relaxation in mind. This rustic romantic getaway is equipped with many amenities including a queen-sized memory foam mattress, kitchenette, full size bathroom with a shower and a wood burning stove to keep you cozy. Enjoy a complementary cup of coffee in our courtyard garden or snuggle up inside for a movie. NO CLEANING FEES 2022 Permit #2200146 Photo Credit: Aubree Lorraine Photography

Private 2BR Amazing Views, Firepit, Peaceful
Hot tub coming soon! 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 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

Airstream Glamping Experience
The Airstream is sleek & stylish, and is equipped with everything you need to enjoy your stay. Indoor facilities include: full kitchen with oven, pantry, 3-burner stove, refrigerator/freezer; shower, toilet and sink; bedroom with queen bed & flat-screen tv; dining area; living area with comfy sofa & flat-screen TV, DVD player, AppleTV, Radio; Wi-Fi; Air Conditioning (AC) ; Heat Pump(HP)/propane heat. Outdoor facilities include a picnic table with a beautiful field view & a charcoal grill.

Feed Deer + Chickens| Cozy Cottage 8 min to Boerne
Nestled under towering oaks just 7 minutes from Boerne, the Cozy Oak Cottage offers a peaceful Hill Country escape where nature and comfort meet. Sip coffee as deer wander by, spot our friendly free-range chickens exploring the grounds, and enjoy the beautiful wild birds that visit the birdbath. A stylish, cozy interior, fast WiFi, and warm, thoughtful touches create a stay where guests feel genuinely cared for from the moment they arrive. Tap ❤️ and book your serene retreat today.

Haven House - Home near Guadalupe River St Park
Beautiful and comfortable, this gorgeous getaway is in the heart of Texas hill country, one mile south of Guadalupe St Park and next to the beautiful Park 31 wedding venue. We are minutes from small towns and a big city that offers unique and multicultural experiences, shopping, dining, and recreation. Guadalupe River Park is easily accessible and offers water recreation, camping, and day hikes. As a working horse ranch, you will enjoy the close interactions with our animals!

Hill Country Cabin in the woods
Our cozy one room cabin is tucked away in a peaceful wooded area, accompanied by the sounds of a running creek just out front. This spot is a great place to relax and unplug from the busyness of life. Enjoy a stroll or hike alongside the creek, plop some chairs in the water and take in the sounds of nature. Kids enjoy exploring, wildlife and roasting marshmallows while snuggling up around a campfire. The experience is much like camping, not to be compared with a hotel.

The Riverwood - A Hill Country retreat!
The Riverwood cabin was built by the property owner (Oso), a direct descendant of Dr. Herff, an early settler to Boerne in the 1850's. The rustic, craftsman-built cabin sits on an 85 acre historic ranch and wildlife preserve, located just 2 miles from downtown Boerne Square. The cabin is a bit quirky, and definitely an experience, yet has all the comforts you will need for a relaxing stay with friends or family! Please read house rules before booking.

Lucky Stars Tiny (Luxury) House - Boerne TX
Lucky Stars sits on 7 beautiful, native acres, tons of wildlife, just ten minutes from Boerne, with stargazing at its best! Upscale on a small-scale, 200 sf with fully-equipped kitchen, on-level Queen master bed, Smart TV, WiFi, full-size bathroom, outdoor living/shower on the deck, and more. Loft space has handmade linen/wool mattress (2 Twins or King). Built on DIY’s Tiny Luxury 2017-Season 3 Ep.3. Long-termers and short-termers always welcome.

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!

The Cabin at Hill Country Nature Retreat
Explore a stylishly unique cabin nestled in the heart of the Texas Hill Country. Our handbuilt, secluded cabin has wall-to-wall windows, with expansive views and a truly immersive experience in nature. Enjoy both modern comforts and eco friendly amenities, including a walking trail to the Ancient Oak tree, a unique opportunity to visit with our chickens, and a rooftop deck with miles of hill country views.
Popular amenities for Kendall County family-friendly rentals
Family-friendly home rentals with a hot tub

Love Shack | Romantic Cabin w/ Hot Tub & Creek

Airstream Getaway - Hot Tub & Fire Pit

Ashleys view Glamping with hot tub

Couples Retreat | Hot Tub, Sauna + Outdoor Shower

Madrona Casita | Romantic Stay w/ Hot Tub & Views

Hill Country Cabin w/hot tub and dog friendly!

The Oak Haus ~ Hill Country escape

The Wild KingDome
Family- and pet-friendly home rentals

Y Knot Cabin- A Place To Relax

Stargazing Cabin - The Nerds & The Bees

Blanco River Home - River view with new updates!

Welcome to the Blanco Bungalow

Historic 1 BR Cottage | Mountain Views | Firepit

The Nook and Cranny

Rustic Farm Suite (A) in Bankersmith Dance Hall

Hill Country Retreat
Family-friendly home rentals with a pool

Owl Spring Ranch Bunkhouse

The Texas River Property (Now w/Starlink)

Hill Country Views at The Oval at Owl Spring Ranch

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

Historic Hideaway.

Hill Country Outdoor Retreat | Bluebonnet Oasis

Tapatio Springs, Boerne. Relax, Dine, Golf

Glass Wall Cabin • Highland Cows + Panoramic Views
Destinations to explore
- Guest house rentals Kendall County
- Cabin rentals Kendall County
- Rentals with a fireplace Kendall County
- Rentals with a firepit Kendall County
- Farm stay rentals Kendall County
- Boutique hotels Kendall County
- Rentals with breakfast Kendall County
- Rentals with a hot tub Kendall County
- Rentals with pools Kendall County
- Rentals with a washing machine and dryer Kendall County
- Pet-friendly rentals Kendall County
- Flat rentals Kendall County
- Hotel rooms Kendall County
- Rentals with a patio Kendall County
- House rentals Kendall County
- Rentals with lake access Kendall County
- Tiny house rentals Kendall County
- Rentals with outdoor seating Kendall County
- Family-friendly rentals Texas
- Family-friendly rentals United States
- San Antonio River Walk
- Six Flags Fiesta Texas
- Alamodome
- Henry B. Gonzalez Convention Center
- Frost Bank Center
- Blue Hole Regional Park
- Pearl Brewery
- Natural Bridge Caverns
- Guadalupe River State Park
- Morgan's Wonderland
- Pedernales Falls State Park
- San Antonio Botanical Garden
- Canyon Springs Golf Club
- Blanco State Park
- Hamilton Pool Preserve
- Wimberley Market Days
- Government Canyon State Natural Area
- San Antonio Missions National Historical Park
- Natural Bridge Wildlife Ranch
- McNay Art Museum
- The Bandit Golf Club
- SeaWorld San Antonio
- Tower of the Americas
- Jacob's Well Natural Area




