Family-friendly holiday rentals in Lakehills

4.91 out of 5 average rating, 261 reviews

The exterior of Casa Avecita is showcased at night, with warm string lights illuminating the spacious patio. Large windows offer a glimpse of the interior, while a wooden deck leads to the inviting entrance.

Cottage in Lakehills

Cozy Riverfront Cottage w/Views • Pickleball Court

Casa Avecita at Sparrow Bend offers stunning views of the Medina River through its stunning wall of windows. Set on 8 private riverfront acres, this 1-bedroom, 1-bath retreat features a stunning views from a wall of windows, a cozy patio, and a fantastic kitchen Enjoy river access to swim, tube, kayak (rent onsite), fish, or explore. Relax by the fire, grill out, or play yard games. Now featuring a brand-new onsite pickleball court perfect for adding a little fun and activity to your stay.

4.99 out of 5 average rating, 342 reviews

A serene outdoor setting features an inviting plunge pool with a rubber duck floating on the surface. Two Adirondack chairs are positioned nearby, illuminated by string lights overhead against a dusky sky. The landscape showcases trees and distant hills, creating a peaceful atmosphere.

Tiny home in Pipe Creek

Remote Tiny / Plunge Pool / Hiking / Breakfast

• Private couples getaway in the Texas Hill Country - Awarded Airbnb’s coveted top 5% of homes and “Guest Favorite”. • The beautiful view, plunge pool, and private hiking trails are what guests love the most about this secluded tiny home. The "Tiny" is perched on a hilltop (elevation 1800 feet!) overlooking some of the prettiest landscape in all of Texas and is a great choice for a romantic getaway or a quiet escape from the city. • Unique amenities: Private hiking trails & Plunge Pool for 2!

4.97 out of 5 average rating, 264 reviews

Cabin in San Antonio

Romantic Couples Cabin with Private Hot Tub

•Where love settles in and time slows down. •Grantham House is a romantic couples cabin designed for connection, comfort, and unforgettable moments. A guest favorite with outstanding reviews. Awarded Airbnb’s top 1% of homes. •Nestled in the Texas Hill Country, this private retreat offers beautiful views, a warm hot tub, and a cozy space made for two. •Whether you are celebrating something special or simply escaping the everyday, this is a place to relax, reconnect, and enjoy time together.

4.92 out of 5 average rating, 237 reviews

Cabin in Bandera

Wade! Restore! Medina River Cabin near Bandera

Stars and Hill Country nature upon the Medina River. 25 min. from Bandera. 400 sq. ft. artful cabin on private 1/2 acre, covered deck, dining table, lounge chairs, grill, wade, hike. Broadband, Internet, TV. Enjoy a peaceful, private stay among trees, birds and deer. Visit Bandera, Texas' Cowboy capitol, or hike at Hill Country State Natural Area. Good for couple, 1-2 kids. Pets with prior permission. Queen bed, small sofa futon for 2 children. Full kitchen, full bath with large shower.

4.84 out of 5 average rating, 211 reviews

A small covered pool is surrounded by natural stone features and a wooden frame. The clear water is visible, along with a semi-circular spa area integrated into the pool. Lush greenery and trees provide a shaded atmosphere in the outdoor setting.

Home in Lakehills

Good times / tan lines

Update: The lake water level is really really low right now, most areas dry, we need some major rain! Quiet, peaceful, walking distance to pebble beach park. Private covered SMALL pool (Not heated) on property. NO PARTIES! House is private - inside gate Abundant deer to enjoy and feed from backyard. 2.5 miles to The 4 Way Bar & Grill (concerts) 2.6 miles to la Cabana (Mexican food) 24 miles to Sea World 31 miles to Six Flags Fiesta Texas 18 miles to Bandera, Texas (cowboy Capital)

4.93 out of 5 average rating, 224 reviews

Home in Pipe Creek

Secluded Medina River Cabin

Welcome to the river house, our little slice of central Texas heaven! Here you’ll find a comfy, secluded, private home on the banks of the Medina river, located 45 minutes outside of San Antonio and a short 15 minute drive to Bandara. This recently renovated two bedroom all rock home has a bonus room, a large full bath, spare half bath, and everything a family could need to enjoy a great trip to the Medina river. The river is very family friendly and 100 yards directly in front of the house.

4.89 out of 5 average rating, 128 reviews

A stock tank pool is situated under a wooden pavilion, surrounded by nature. Comfortable seating is provided by two woven chairs and a small side table is positioned nearby. Lush greenery fills the background, creating a serene outdoor atmosphere.

Guesthouse in Lakehills

Tiny Cabin w hot tub & pool surrounded by nature

Hi and welcome to our cabin! We hope your stay is enjoyable whether you came to cook in the kitchen, BBQ, watch the sunset from the hot tub, relax in the pool (seasonal), stargaze into hillcountry night skies without city lights or noise, read in a hammock, sit by the fire, play indoor games, basketball, bean bag toss or yoga on the patio. We truly have it all. Please note we are in a cove of Medina Lake which may be 40ft deep here at the house or 100% dry. Please check prior to your booking!

4.97 out of 5 average rating, 146 reviews

Two colorful lounge floats rest on the clear, shallow waters of the Medina River, surrounded by smooth rocks and gentle ripples. Lush green trees line the riverbank in the background, under a bright, blue sky dotted with fluffy white clouds.

Home in Pipe Creek

La Hacienda Rio on the Medina River - Tranquility Life

Come and enjoy the tranquility of the beautiful Medina River. The house sits on 2 acres and is privately located with 150ft of river front. Relish the beauty of nature and refresh yourself by relaxing & exploring the calm crystal water of the Medina River. At the end of the day relax on the 40ft Texas size covered porch overseeing the hill county. By night enjoy a cozy fire. La Hacienda Rio is a newly built home with all the furnishing and amenities you'll need to enjoy your stay.

4.95 out of 5 average rating, 371 reviews

A wooden swing hangs from a sturdy tree, positioned on lush green grass. Behind the swing, the calm waters of the Medina River flow, bordered by trees and rocky formations, creating a serene outdoor setting.

Home in Pipe Creek

Medina River Cabins - River House

**Please inquire about 45% discount for stays 28 days or longer during select months** This cozy cottage on the Medina River is perfect for groups wanting to escape from the hustle bustle of the city. Located in a quiet neighborhood just steps away from the river. Tube, swim, fish or just relax. The large tree covered patio is great for BBQing and watching wildlife. The 2 bdr/1 bath home sleeps 6 comfortably. Dog friendly, up to two welcome. Let me know if they’re coming with you.

4.94 out of 5 average rating, 175 reviews

Home in Bandera

Hill Country Escape | Dome, Pool, Hot Tub & Arcade

Escape to a private Hill Country retreat featuring a unique stargazing dome, cozy cabin, heated pool, hot tub, and new arcade game room with pinball and retro gaming. Relax under the stars, gather around the fire pit, or explore nearby Bandera—the Cowboy Capital of the World. Popular motorcycle routes, scenic drives, live music, and outdoor adventures are just minutes away. Perfect for couples, families, and small groups seeking privacy, fun, and unforgettable memories.

4.8 out of 5 average rating, 106 reviews

A serene negative edge pool reflects the morning light, surrounded by gentle hills and natural greenery. Vapor rises from the water's surface, adding to the tranquil atmosphere. The horizon unfolds in soft, rolling elevations, creating a peaceful backdrop for relaxation.

Home in Mico

Serene Hill Country Home, 12+ Acres, Infinity Pool

This beautiful home sits on 12+ private acres with unobstructed views. Gorgeous negative edge pool allows you to literally soak it all in. Tons of deck space to relax and enjoy the outdoors. Located in the serene hill country just outside of San Antonio. 10 miles to shopping & restaurants and 15 miles to Sea World. 6 Bedrooms, Bunkroom and 4 Baths. June-August: 4 night minimum Medina County currently has a burn ban so no outdoor burning of any kind.

4.97 out of 5 average rating, 123 reviews

Home in Bulverde

Hill Country LUX | Pool & Horses

Escape to a serene retreat on 8 picturesque acres, where peace and tranquility meet convenience. Despite the secluded feel, you’ll find popular spots like H-E-B, IHOP, Starbucks, Burger King, and Taco Bell just a 2-minute drive away. Enjoy easy access to local attractions, with the Guadalupe River just 15 minutes away, and New Braunfels and Canyon Lake only 25 minutes from the property. Plus, the San Antonio Airport is just a short 25-minute drive

Popular amenities for Lakehills family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.9 out of 5 average rating, 289 reviews

The pool area features a natural-looking swimming pool surrounded by lush greenery and palm trees. A shaded cabana is positioned to the left, alongside lounge chairs and umbrellas for relaxation. The inviting space offers a scenic view of the landscape, enhancing the outdoor experience.

Holiday home in Helotes

Couples Retreat with Steam room & Hot Tub

4.9 out of 5 average rating, 142 reviews

An aerial view of the spacious cabin showcases a wooden structure with a green roof and a large deck. Surrounding trees and open grounds emphasize the serene location. The paved driveway leads up to the entrance, providing ample parking space.

Cabin in Bandera

Texas Hill Country Cabin Escape On Medina River

4.99 out of 5 average rating, 114 reviews

Home in Boerne

Luxury Villa with Huge Kitchen/ Hotub/barrel sauna

5.0 out of 5 average rating, 152 reviews

Yurt in Boerne

Hot Tub | Hill Country Views | Farm Stay

4.93 out of 5 average rating, 103 reviews

A circular seating arrangement with five wooden adirondack chairs surrounds a fire pit, set on a pebbly area near the water. In the background, a wooden staircase leads up to the treehouse, which is nestled amid sparse trees.

Treehouse in Bandera

Luxurious Treehouse on River | Hot Tub | King Bed

4.97 out of 5 average rating, 216 reviews

Guesthouse in Boerne

Hill Country Outdoor Retreat | Bluebonnet Oasis

4.96 out of 5 average rating, 137 reviews

Cozy Family Getaway hot tub/Near SeaWorld/SixFlags

4.92 out of 5 average rating, 203 reviews

The image captures a serene landscape framed by trees at sunset. The sun casts warm hues across the sky, illuminating the distant hills and lush greenery below. The branches create a natural border, inviting a sense of tranquility and connection to nature.

Cottage in Pipe Creek

Unique in the Hill Country -Hot Tub/Outdoor Shower

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 101 reviews

The exterior of a cabin showcases a rustic design with a welcoming front porch featuring wooden railing and posts. The door is centered, and a charcoal grill is positioned to one side. Surrounding landscape includes greenery and a blue sky with scattered clouds.

Guesthouse in Mico

Cabin with access to Medina Lake at Sunset Resort

4.97 out of 5 average rating, 102 reviews

A cozy sleeping area features a spacious bed dressed in white linens and a textured throw blanket. An accent pillow with a black cat design sits prominently. Soft lighting from bedside lamps adds a warm glow, while a window offers natural light and a view of greenery.

Cabin in Boerne

The Nook and Cranny

Superhost

A well-lit pool area is shown at dusk, illuminated by string lights overhead. An in-ground swimming pool reflects the surrounding trees, with lounge chairs positioned around it. Colorful floaties are placed in the water, contributing to a fun, inviting atmosphere.

4.86 out of 5 average rating, 308 reviews

6BR Retreat | Huge Pool & Game Room

4.89 out of 5 average rating, 221 reviews

A bright bedroom features a spacious bed with a patterned white and gray comforter. A nightstand with a lamp stands beside the bed, and an elegant window draped with dark curtains allows natural light to enter. A view of the outdoors is visible through the window.

Farm stay in Helotes

Country Cottage, relax on patio in hill country

Superhost

A stylish living area features modern decor, a plush circular couch, and vibrant LED lighting in purple and blue hues. A wall-mounted screen displays entertainment options, while a sleek spiral staircase leads to the upper level, enhancing the space's contemporary appeal.

4.92 out of 5 average rating, 278 reviews

Movie Theatre, Basketball, PS5, SeaWorld, Lackland

4.93 out of 5 average rating, 139 reviews

The exterior of the silo house features a distinctive round shape with corrugated metal siding. Large glass doors provide access to the interior. Outdoor seating is arranged around a gravel area, complemented by several trees and open land in the background.

Barn in Riomedina

Silo #2 on the Medina River

An expansive backyard is highlighted by a wooden playset featuring a slide and swings. The grassy area is bordered by mature trees, and a covered patio is visible adjacent to the home, providing a space for outdoor relaxation.

4.97 out of 5 average rating, 363 reviews

1 story Stunning home near Sea World, Lackland/BMT

4.96 out of 5 average rating, 139 reviews

The cabin is illuminated by warm string lights, creating a cozy ambiance. A fire pit with seating is positioned in the foreground. Lush trees surround the cabin, while a picnic table is situated nearby for outdoor dining.

Farm in Boerne

The Riverwood - A Hill Country retreat!

Family-friendly home rentals with a pool

An in-ground pool is surrounded by a stone patio and greenery, offering a refreshing retreat. The game room features a vibrant red pool table with colorful balls, while a cozy outdoor seating area is arranged with cushions on a covered deck.

5.0 out of 5 average rating, 159 reviews

Game Room-Heated Pool-Veteran Owned

A spacious living area is furnished with a large sectional couch and a light rug, complemented by natural light from the large windows. A decorative table stands near the wall, while the open layout transitions smoothly to the dining and kitchen area in the background.

4.94 out of 5 average rating, 207 reviews

Seaworld*National Shooting Complex*Alamo Ranch

4.98 out of 5 average rating, 298 reviews

Private Pool Retreat Near Sea World & Lackland AFB

4.85 out of 5 average rating, 240 reviews

A private swimming pool reflects sunlight, surrounded by tall trees and a white picket fence. The inviting, warm yellow of the house is visible in the background, partially shaded by the lush greenery.

Home in Helotes

PRIVATE POOL, RELAXING, A UNIQUE HOME EXPERIENCE!

A vibrant game room features a Texas flag accent wall with a white star. Comfortable red seating is positioned near a television and vintage arcade machines, adding a playful element to the space. Natural light enters through two windows, enhancing the inviting atmosphere.

4.99 out of 5 average rating, 262 reviews

Spacious Home, w/Hot Tub near SeaWorld, BMT Grads!

4.88 out of 5 average rating, 213 reviews

Top-Rated Modern Family Oasis — Pool & Mini Golf

4.94 out of 5 average rating, 103 reviews

The Treehouse At La Cantera | 5 Min to Six Flags

The kitchen features a spacious island with seating for four, surrounded by modern cabinetry. Stainless steel appliances, including a refrigerator and microwave, are visible. Soft lighting illuminates the countertops, which are equipped with various cooking essentials, creating an inviting atmosphere for meal preparation.