Family-friendly vacation rentals in Timberwood Park

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Top-rated family-friendly rentals in Timberwood Park

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

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Top guest favourite
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.
Guesthouse in San Antonio
4.98 out of 5 average rating, 160 reviews

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, gas grill 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.

Guest favourite
A charming single-story casita is presented, featuring a light-colored exterior and blue shutters. A wooden fence encloses a well-kept front yard with green grass and small plants. The entrance includes a covered porch with a welcoming wreath on the door.
Home in San Antonio
4.94 out of 5 average rating, 155 reviews

Casita Bella near downtown SA

Come work, play, or relax at this centrally located casita. Enjoy the vibrant culture of San Antonio just minutes from downtown at the festive market square, our beautiful Riverwalk, or Tower of the Americas. Close by are also the historic Alamo, the Henry B Gonzalez Convention Center, the Alamodome, and the trendy Southtown area. Take in the tourist attractions, eat tasty food, or attend a local event here in the heart of Texas. Our home is also close to Lackland AFB for BMT graduations : )

Top guest favourite
A spacious outdoor area reveals a shimmering pool surrounded by comfortable lounge chairs. The landscape features rolling hills and greenery under a bright blue sky with fluffy clouds. A stylish circular table is placed near the pool, enhancing the relaxation space.
Guest suite in Helotes
4.95 out of 5 average rating, 839 reviews

Luxurious Retreat Between Six Flags and SeaWorld.

Hill Country retreat overlooking the city. Private quarters with separate entrance, spacious living room, full kitchen, bedroom w/closet, bathroom w/shower, and a covered sitting area overlooking city. 15 minutes from Fiesta Texas and Sea World, 25 minutes from downtown, and one mile away from Old Town Helotes. Pool & hot tub are available for additional fee of $50 per pool use in the morning 9:00 - 4:00, or in the evening 4:00 -10:00. Pool is not heated during colder months, only hot tub is.

Guest favourite
A living area features a dark sofa adorned with colorful throw pillows. A wooden entertainment center houses a large television, while modern side tables stand beside it. Greenery is seen in a decorative plant, completing the warm ambiance of the space.
Apartment in San Antonio
4.96 out of 5 average rating, 100 reviews

Cozy Villa-Style Flat

Unwind in our urban Villa! Located near the Medical Center, explore local shops or dining within walking-distance! Ten-minutes from the thrills of Six Flags Fiesta Texas, & the luxury-finds exclusive to La Cantera Mall. Minutes from the River Walk, check out the Riverboats, upscale dining, nightlife, & shops. Close-by is The Rim’s Top Golf, or others it has to offer; Food, Fun, & Shopping! End your day with an Alamo City Sunset, complete with a skyline view, painted by the South Texas skies.

Guest favourite
A lush palm tree rises above the pool area, surrounded by dense greenery and colorful plantings. In the background, a charming blue and white structure adds character, harmonizing with the natural setting. The sky above features scattered clouds, enhancing the outdoor ambiance.
Tiny homes in San Antonio
4.94 out of 5 average rating, 307 reviews

Villa Capri :Tiny Home With Pool

Villa Capri is a beautiful tiny home rental with private pool access in North Central San Antonio. Located with quick access to airport , Downtown , Fiesta Texas and La Canterra. The neighborhood is quiet, located within 2 miles of shopping and restaurants. This neighborhood has plentiful wildlife. Villa Capri is located on host’s lot. The yard and pool are shared by hosts. Swimsuit is required in pool. Please note that Villa Capri cannot host children or babies due to safety concerns.

Top guest favourite
A colorful teepee stands in the foreground against a vibrant sunset, with pink and orange hues filling the sky. A gazebo is positioned nearby, adding to the inviting outdoor space surrounded by lush green grass and trees in the background.
Tiny homes in Cibolo
4.98 out of 5 average rating, 128 reviews

Buffalo Knights Tipi w/ pool & pickleball court

Buffalo Knights is a one of a kind teepee (yes with a/c) stay and is part of Olliewoods Oasis - a mix and match of colorful and eclectic sleeping options. The property is 2.5 acres and is adjacent to 180 acre nature park offering a pool, 30x30 covered pavilion, covered pickleball court, volleyball court, outdoor hot water shower and bathroom/shower house (Groovy Go Go). Board games, movies and yard games provided along with pickleball paddles to try the fastest growing sport in America!

Guest favourite
The sleek exterior of the Airstream is showcased, reflecting sunlight under a canopy of trees. A gravel path leads to the Airstream, with greenery surrounding the area. A picnic table is visible nearby, offering additional outdoor seating.
Camper/RV in Spring Branch
4.96 out of 5 average rating, 251 reviews

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.

Top guest favourite
A charming tiny farmhouse is framed by sprawling tree branches, with a welcoming front porch featuring two chairs and a bright red door. Natural light filters through the surrounding foliage, highlighting the farmhouse's earthy tones against the landscaped yard.
Tiny homes in San Antonio
4.98 out of 5 average rating, 1,027 reviews

15 Acre Tiny Farmhouse: Chicken Style

Welcome to The Tiny Farmhouse! Built from the ground up by your hosts! Make where you stay its own experience! THE TINY FARMHOUSE - Cozy 320sqft studio tiny house - Situated on 15 acres of beautiful Texas land - Country living a few steps from the city - Cattle, chickens, turkeys, dogs, cats, goats, and woodland creatures - Native views and gorgeous sunsets - Fully furnished, wood and natural light - Keyless entry - Just minutes away from popular San Antonio attractions

Guest favourite
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
4.95 out of 5 average rating, 279 reviews

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.

Guest favourite
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.
Guest suite in San Antonio
4.96 out of 5 average rating, 295 reviews

Handley Chalet - Country Living in a Big City

The ‘Chalet’ is 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

Guest favourite
A bright living space features a white daybed against a black accent wall, complemented by a large wall art piece and a faux plant. A round mirror and stylish lighting enhance the modern decor. Yellow stools provide colorful seating at a sleek black console table.
Guest suite in San Antonio
4.94 out of 5 average rating, 306 reviews

Private Guest Suite by SeaWorld, 6 Flags & Helotes

Our guest suite is attached to our house but still offers complete privacy. You’ll have your own front door entrance & a driveway parking space (please read the full description for all that is included with your guest suite): - SeaWorld (10min away) - Six Flags (10min away) - The Riverwalk (20min away) - Helotes (7min away) - UTSA (10min away) Neighborhood Pool is currently closed for the season. House trained/crated pets are welcome (one time $75 fee)

Top guest favourite
A modern living space features a large sectional sofa adorned with cushions, facing a circular coffee table. A vibrant yellow chair adds a pop of color. Natural light floods in through expansive windows, illuminating the open layout that connects to a sleek kitchen area.
Home in San Antonio
4.97 out of 5 average rating, 146 reviews

Casa Bella Hideaway Retreat with Pool

Forget your worries in this serene space. Our home is ready to give you a “retreat” experience outside of the city with a hill country flavor, and close enough to enjoy the restaurants and shopping centers in the city. Full of trees and wildlife. Enjoy the pool and many secret places to watch the sunset with cup of coffee or a glass of wine. If you are a golfer we are near to Canyon Springs Golf Club, Sonterra and PTC Golf Club.

Popular amenities for Timberwood Park family-friendly rentals

When is the best time to visit Timberwood Park?

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Avg. price$295 CAD$280 CAD$280 CAD$266 CAD$249 CAD$270 CAD$304 CAD$316 CAD$306 CAD$305 CAD$322 CAD$323 CAD
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Quick stats about vacation rentals that are family-friendly in Timberwood Park

  • Total vacation rentals

    Explore 40 vacation rentals in Timberwood Park

  • Nightly prices starting at

    Timberwood Park vacation rentals start at $70 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,450 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Timberwood Park vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Timberwood Park rentals

  • 4.9 Average rating

    Timberwood Park stays are highly rated by guests—averaging 4.9 out of 5!