Family-friendly vacation rentals in Timberwood Park

An open-concept living area features stylish furnishings, including a large sectional sofa with decorative pillows. Natural light floods the space through multiple windows, highlighting the sleek dining area and modern kitchen in the background. Unique light fixtures add character to the inviting atmosphere.

4.97 out of 5 average rating, 237 reviews

Nice Oasis in N Central San Antonio w/ Heated Pool

Relax at our fully remodeled home conveniently located off 1604 and 281. Just 20 minutes from The Pearl, Downtown, Six Flags, La Cantera & the airport. Spend your days exploring San Antonio and then lounge by the pool or play basketball. Either way we hope you create lifelong memories! This home is perfect for any and all travelers to spread out and enjoy all that San Antonio has to offer. Note: pool heater is OFF during warmer months and ON during cooler months. No additional charge for heater

An inviting backyard oasis features a sparkling pool with a built-in spa, surrounded by a stone patio. Several lounge chairs are positioned nearby, and decorative planters add greenery. A fence provides privacy, while the clear blue sky creates a bright and open atmosphere.

4.96 out of 5 average rating, 165 reviews

Elite Vacation Entertainment- 5 Stars (discounts)

A luxurious new five-star home in the Northside of San Antonio is now available.This property boasts 4 bedrooms and 2.5 bathrooms, including a master bedroom, a spacious open kitchen, a living room, a dining area, a theater room, a washer/dryer, and a lounge.The second story features three guest rooms and a full bathroom. The backyard is a true paradise, featuring a pool, spa,lounging bar with TV, relaxing cabana, and a grill for cooking. Additionally, there is a four-car parking lot driveway.

4.96 out of 5 average rating, 206 reviews

A modern ranch house is presented with a welcoming facade featuring a covered entryway and large front doors. Two chairs are positioned on the porch, surrounded by landscaped gravel and natural stone. Lush trees are visible in the background under a clear blue sky.

Home in Spring Branch

Oaks Ranch - Home near Guadalupe River St. Park

Beautiful and comfortable, a unique get away in the heart of Texas hill country, one mile south of Guadalupe St Park and next to 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 ranch you will fall in love with the animals who live there and enjoy their close interactions.

Industrial-style metal pipes are prominently featured, creating a unique steampunk aesthetic. An antique gauge with a circular face and clear numeric indicators is visible, contributing to the immersive atmosphere of the space.

5.0 out of 5 average rating, 360 reviews

The Sherlock Home a House of Conundrums!

The Sherlock Home is an immersive overnight experience. Please note- due to its unique escape-like intricate game there is an extra guest fee of $40 per guest over the initial two guests. Become Sherlock Holmes surrounded by a Victorian/steampunk setting filled with puzzles and conundrums to solve while you stay. The Sherlock home is like no other Airbnb. If you are looking for a one-of-a-kind adventure, come stay and play at The Sherlock Home. Deduce, decode, decipher -The game is afoot!

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.

4.97 out of 5 average rating, 145 reviews

Heated Pool Luxury Oasis 5 bed/2 master suites

Experience the ultimate getaway in this luxurious residence, perfect for multi family gatherings or business stays! 5 spacious bedrooms, 4 bathrooms (9 total beds). Enjoy 2 master suites w walk-in closets, 2 living rooms, fully stocked chef's kitchen & pantry, ping-pong table, toys and games for all ages. Step outside to a backyard oasis featuring a beautiful pool, smoker grill, dinning table set and outdoor sofa set. Cozy, comfortable, and truly inviting—book your unforgettable stay today!

Guesthouse in San Antonio

A quaint wooden cabin features a red roof and is surrounded by trees. The entrance is complemented by a wooden deck, where a gas grill and outdoor seating are visible. A small table with chairs is situated nearby, inviting relaxed outdoor dining.

A Cozy Norwegian Wood Cabin - Redbird

Guests love this cute 9x12 wood cabin set under a Texas Oak on our family estate called Deerhaven Retreat. A unique camp-like getaway in nature with a queen bed, wifi, A/C, heat, RokuTV, microwave, mini-fridge, Keurig, BBQ and private deck. Deer greet you along the path to your own reserved full bathroom— one of 3 private bathrooms located in our separate facility a short walk from your cabin. Enjoy fresh air, wildlife, and a natural Hill Country vibe that's only 8 minutes to shops/dining.

4.98 out of 5 average rating, 186 reviews

The living room features a stone fireplace and large windows that fill the space with natural light. Two comfortable sofas and a coffee table with decorative items create an inviting area. A stylish chandelier complements the modern design of the room.

4.94 out of 5 average rating, 236 reviews

🍁 Hunters Retreat - Central to major attractions

Welcome to "Hunters Retreat” in Central San Antonio! This home has been in our family for over 20 years with a brand new design with you in mind. This home is tucked into a quiet neighborhood that is safe and family friendly. Out of respect for the neighborhood, this is a party-free zone. That means we have a zero tolerance policy for parties or excess noise. You are centrally located to enjoy everything San Antonio has to offer while also having a peaceful haven upon your return home.

4.93 out of 5 average rating, 334 reviews

A tennis court is featured, with colorful blue and red playing surfaces. Nearby, a shaded pavilion provides seating, accompanied by two red chairs positioned for relaxation. Surrounding trees provide a natural backdrop, enhancing the outdoor recreational area.

Guesthouse in Boerne

Country Guesthouse in Boerne | Bluebonnet Oasis

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 pet fee. NO 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

Guest suite in San Antonio

A spacious driveway leads to a two-car garage with warm wooden doors. The area is surrounded by a low wooden fence and features a small seating space with wooden benches, all under clear blue skies and a hint of greenery in the background.

Handley Chalet - Country Living in a Big City

The ‘Chalet’ is a studio apartment in the Timberwood Park area in north San Antonio - a great location for business travelers and vacationers alike. It has easy access to HW281 and Loop 1604, with Six Flags Fiesta Texas and the famous San Antonio Riverwalk just a short drive away. Great for getting away from it all and resting, or using as home base while exploring San Antonio and New Braunfels. View the link below for virtual tour on the Handley Chalet https://youtube/FniYN8bOKL4

4.96 out of 5 average rating, 332 reviews

A contemporary kitchen features dark cabinetry with a marble countertop as the focal point. A modern chandelier hangs above the island bar, complemented by stylish seating. Large windows provide natural light, creating a spacious atmosphere. Stainless steel appliances are integrated into the design.

4.79 out of 5 average rating, 340 reviews

W hotel sanctuary spa house w/ hotub & $30kshowers

This is the most luxurious, unique, contemporary, and relaxing Airbnb in all of San Antonio. The recent FULL HOUSE RENOVATION surpasses the level of quality one would expect at a high end resort since it boasts brand new bathrooms filled with marble, body jets, rain showers, Philips LED app controlled lighting, and new contemporary vanities and LED mirrors. We spared no expense and furnished the house with high end furniture, making it look like a Zgallerie showroom.

4.97 out of 5 average rating, 124 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

4.94 out of 5 average rating, 193 reviews

Villa in Bulverde

Cibolo Chase private resort w/hot tub & pool

Discover a rare luxury escape where privacy, elegance, and natural beauty converge. Set on 11 secluded acres in the heart of the Texas Hill Country, The Villa at Cibolo Chase is an exclusive retreat designed for guests seeking refined comfort, open space, and complete tranquility. Just 25 minutes north of San Antonio along Highway 281, this hidden sanctuary feels worlds away while remaining close to the region’s finest destinations.

Popular amenities for Timberwood Park family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An outdoor space is presented with a relaxing hot tub and a spacious pool. Sun loungers are arranged beside the pool, while a large tree provides some shade. The brick house is visible in the background, featuring an outdoor TV and seating area.

4.98 out of 5 average rating, 228 reviews

Heated Pool-HotTub-Game Room-Fire Pit-Big Backyard

4.88 out of 5 average rating, 217 reviews

Top-Rated Modern Family Oasis — Pool & Mini Golf

4.9 out of 5 average rating, 400 reviews

A two-story guest house is surrounded by greenery. A spacious deck features outdoor seating and is set under a clear blue sky. The structure displays a white exterior with large windows, providing ample natural light.

Guesthouse in Cibolo

Private house on same property as another house.

A spacious backyard features a large swimming pool surrounded by a stone patio. The property is accented by greenery and a wooden pergola. An inviting hot tub is visible, with floating pool toys nearby, creating a relaxed outdoor atmosphere.

4.85 out of 5 average rating, 128 reviews

5BR w/ Pool, Hot Tub, Game Room, BBQ – Sleeps 14

A spacious backyard is featured with a clear swimming pool bordered by wooden decking. Sunlight illuminates the area, highlighting the grill and hot tub nearby. String lights hang overhead, creating a relaxed outdoor ambiance. The two-story home overlooks the pool and deck area.

4.88 out of 5 average rating, 258 reviews

Modern 5BR w Heated Pool, Hot Tub, BBQ, Games

4.85 out of 5 average rating, 181 reviews

A charming exterior view of a stone home features a metal roof and a covered porch with wooden beams. Lush greenery and oak trees provide shade, while a gravel driveway creates a welcoming entry. The surrounding landscape offers a peaceful, natural setting.

Home in Spring Branch

Rustic Country Acreage with Private Pool and Spa

4.88 out of 5 average rating, 108 reviews

Home in Canyon Lake

Lake FRONT-3 Story-Game FLOOR-Kayaks&Fishing!

Farm stay in Spring Branch

Summer retreat: romantic with views and hot tub

4.99 out of 5 average rating, 313 reviews

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 307 reviews

A cozy cabin is set among trees, featuring a front porch with rocking chairs. Warm lighting can be seen through large windows, and a metal roof reflects the natural outdoor surroundings. A pathway lined with rocks leads to the entrance.

Cabin in Spring Branch

Hill Country Cabin in the woods

4.97 out of 5 average rating, 143 reviews

JW Marriott-Arcade-Fire Pit-Grill-12 Guests

A spacious deck is furnished with a picnic table and comfortable seating, surrounded by lush greenery. A treehouse overlooks the area, offering a unique play space surrounded by nature. A stone pathway leads through the backyard, enhancing the outdoor setting.

4.89 out of 5 average rating, 259 reviews

~Serene~Tx Hill Country in the city backs to creek

A light-colored guest house with a metal roof is set among green lawn and trees. The front porch features white railings and steps, with a small decorative planter hanging near the entrance. Surrounding foliage includes a palm and low shrubs, providing a natural ambiance.

4.98 out of 5 average rating, 263 reviews

South Texas Country Home Ideal anytime Retreat

4.94 out of 5 average rating, 132 reviews

A private heated pool is surrounded by a deck featuring a patio umbrella and comfortable seating. Scenic views of the hill country are visible in the background, with a clear blue sky overhead. The area offers space for relaxation and enjoyment.

Home in Canyon Lake

Cozy Cottage with heated pool and amazing views.

Guesthouse in San Antonio

Cozy Retreat with King bed & Private Cozy Pool

4.87 out of 5 average rating, 328 reviews

The modern kitchen features a clean design with white cabinetry and granite countertops. A gas stovetop and sleek black appliances are visible. Decorative tile flooring enhances the space, while ample natural light streams through the window, illuminating the stylish fixtures.

4.96 out of 5 average rating, 188 reviews

Casita Fiesta - 3BD/1BA Renovated House Central SA

4.93 out of 5 average rating, 122 reviews

Games & Grilling. Quiet Neighborhood!

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 196 reviews

A refreshing swimming pool is surrounded by a fenced area, featuring clear blue water and textured surfaces. A pink inflatable float adds a playful touch to the tranquil scene. Lush green trees provide shade in the background, enhancing the outdoor space.

Home in Leon Valley

Haven away from home-King bed-Pool

4.99 out of 5 average rating, 190 reviews

Home in Spring Branch

Relax and Enjoy the Views of the Hill Country

4.95 out of 5 average rating, 101 reviews

A cozy outdoor gathering area features a circular firepit surrounded by five lounge chairs with vibrant orange cushions. String lights are draped overhead, providing warm illumination against a twilight sky. In the background, an inflatable screen stands ready for outdoor movie nights.

Home in Cibolo

Retro Home - HotTub FirePit Pool GameRoom Theater

An outdoor space is featured with a sparkling pool surrounded by a landscaped yard. A patio area is visible, equipped with seating and a ceiling fan. Lounge chairs line the poolside, inviting relaxation under clear blue skies and sunlight.

4.92 out of 5 average rating, 63 reviews

Lovely 4 bedroom home, heated pool-extra cost

5.0 out of 5 average rating, 18 reviews

Prospect Haus *Stone Oak*

4.86 out of 5 average rating, 49 reviews

Pool Oasis | Gym, Games & Fire Pit

A two-story brick home is nestled among mature trees, offering a welcoming facade. The front yard features landscaped greenery, and a driveway leads to a two-car garage. Stairs lead to the entrance, enhancing the curb appeal of this well-maintained property.

4.98 out of 5 average rating, 51 reviews

Top5% Stone Oak Cozy House Excellent For Families

A spacious backyard features a private pool surrounded by a concrete deck. Comfortable patio furniture and a hammock are visible nearby under a shaded area. Lush greenery offers a natural backdrop, while the two-story brick house stands in the background.