Family-friendly holiday rentals in Gillespie County

Cottage in Fredericksburg

4.98 out of 5 average rating, 404 reviews

Wine Country Sanctuary | Your Private Eco Retreat

- QUICK DRIVE to Main - LARGE PRIVATE PATIO w/ FIREPIT & GAMES - 2 FREE parking spots RIGHT OUTSIDE - 55” 4K SMART TV & KING MATTRESS: Sealy High Point Hybrid - 70" 4K SMART TV, PATIO & PORCH VIEW in COZY living for 4, w/ QUEEN pullout - Sign in to YOUR STREAMING services - ATARI console games - COTTON bedding & towels - EQUIPPED kitchen - bistro DINING & DESK - a SPACIOUS BATH w/ NEW stand-up shower - FREE LAUNDRY access - SINGLE-LEVEL cottage-style condo - MINIMAL aesthetic - ECO choices w/ ♡

Farm stay in Fredericksburg

A rustic cabin exterior features a welcoming front porch with two red chairs and a star emblem on the door. Steps lead up to the porch, bordered by landscaping and soft reddish gravel. Windows allow natural light to enhance the simple and charming design.

5 out of 5 average rating, 217 reviews

Twisted Oak Farm stay-RanchStars! Spa!Deer! Relax!

Welcome to Twisted Oak. You won’t want to leave this charming, one-of-a-kind, peaceful Texas property. Enjoy the dark starry night skies while soaking in the private hot tub! DEER, turkey, and authentic free-range Texas Longhorns roam the open scenery. Come pet the horse's noses! Complete with cozy bed, fully stocked kitchenette, and large bathroom. Very scenic drive to FBG. This rustic, refined cabin gives you a taste of Hill Country hospitaliy. Getaway location 💕 Relax and watch the DEER!

A small cabin is set against an open green space, with wooden decking surrounding it. Potted plants are placed on the railings, and a seating area is visible on the porch. The structure features a blend of brown and red exterior walls, with a cloudy sky overhead.

4.99 out of 5 average rating, 340 reviews

Wild Fox TX Cabin on acres,horses&cows, 1 pet/fee

SEVEN minutes to FBG Main Street. DISCOVER a beautiful, mini, TX RANCH! DECOMPRESS without having to drive far for your evening entertainment Wild Fox Cabin is on an unpaved/private road, through a MANUAL gate, and on our back twenty acres for an adventure in the country. STARGAZING is a must. The porches overlook cows, HORSES and deer-your ONLY neighbors. The cabin is decorated in wood, tin, antiques, cowhide, and TX themes. Kitchenette only. Wonderful restaurants and wineries nearby

A rustic cabin is nestled among trees, showcasing a wooden exterior and a large porch. A stone wall with a natural wood gate frames the entrance, providing a welcoming access point. Sunlight filters through the branches, enhancing the natural surroundings of the property.

4.89 out of 5 average rating, 150 reviews

Cozy 2 bed log cabin in natural setting.

Private cabin in the heart of the Hill Country. Built by our father in his early twenties, its known by long time guests as John's Cabin. We wanted to share this property and all its magic with anyone who genuinely appreciates the outdoors. So please enjoy a stay in a natural setting with a catch and release fishing pond, indoor/ outdoor fireplace, and all the quiet one can ask for. Sip your morning coffee to the sounds of wildlife just a few minutes away from downtown Fredericksburg.

5 out of 5 average rating, 132 reviews

A rustic rock cottage is surrounded by green grass and trees, with a picket fence lining the property. A small outdoor seating area is visible, including chairs and a table. A birdbath is set in the garden, enhancing the serene outdoor environment.

Home in Fredericksburg

Cottage near Fredericksburg

Relax at my unique tranquil rock cottage less than 2 miles to Main Street on the edge of town surrounded by oak trees and adjacent to peach and pecan orchards. Enjoy the sunrise on the front porch or the sunset on the back porch while relaxing to the sights and sounds of nature. Take a step back in time and enjoy relics of the past in my cottage. Sunrise Grove Cottage is best suited for a couple seeking a quiet place to stay while visiting our lovely hamlet. Man spricht deutsch.

A charming cabin exterior is visible, featuring a white facade with wooden accents. A metal roof is prominent under a clear blue sky. A gravel pathway leads to the entrance, bordered by sparse landscaping including small rocks and shrubs.

4.99 out of 5 average rating, 226 reviews

The Gumbo Getaway on CherryMountain/Pets stay FREE

The Gumbo Getaway is a 1 bedroom, 1 bathroom cabin with a king bed and a full sofa sleeper in the living room. Our cabin was built in 2021. We welcome our guests to come enjoy our cozy spot in the hill country with the convenience of staying only 15 mins from Main Street in Fredericksburg. **Guests are permitted to walk the road starting at the cattle guard entrance and ending at The Lagniappe Lodge. (The LL has a big rock sign out front.) Do not walk past the Lagniappe Lodge.**

Cottage in Gillespie County

A light-filled room features a king-size bed adorned with soft linens, complemented by a wooden headboard. The ceiling is vaulted, showcasing wooden beams, while artwork adorns the walls. A nightstand and a dresser provide functional charm, surrounded by large windows with sheer curtains.

4.89 out of 5 average rating, 437 reviews

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

Beautiful newly built studio style Casita. Enjoy the peace & quite of the Texas Hill Country while being just a few miles away from downtown Fredericksburg. The Casita is equipped with WiFi and a Smart Tv. We also provide a coffee bar set up for your enjoyment as well as an outdoor area with a fire pit and seating. Bbq pits are on the property so bring some steaks to grill and your favorite bottle of wine to dine under the stars! We hope to see you soon

The exterior of the cottage features a black wooden facade with a welcoming door. A wooden staircase leads to the entrance, flanked by decorative cacti. The property is surrounded by open fields, providing a serene and natural backdrop.

4.97 out of 5 average rating, 289 reviews

Cute Cottage, w sheep, donkeys, alpacas, & hottub

Cute 1/1 cottage just a few mins from main street and close to lots of hill country wine. The cottage porch backs up to our acreage with donkeys, alpaca, and sheep who will greet you in the peaceful setting while you enjoy coffee or a glass of wine. Relax in the private hot tub & enjoy the fire pit under clear star filled skys. Cook in the full kitchen, or enjoy some of Frederickburg's many delicious restaurants, just three miles from the front door.

Cottage in Fredericksburg

A charming cabin is surrounded by open space and trees, featuring a wooden deck with a railing. Red chairs and rustic benches face a fire pit, creating an inviting outdoor seating area. A gravel pathway leads to the cabin, enhancing the natural setting.

4.85 out of 5 average rating, 253 reviews

Lost Cabins #3 Kingsley's Kottage

Quiet, relaxing getaway with nature AND close enough to drink some wine while shopping Main Street Fredericksburg-this is your spot. A short 16 mile drive to Main St you'll find award winning wineries, spectacular restaurants and boutique shopping! Unwind on the porch, explore, swing on the hammock gazing at the stars. Stay in to cook a meal, read a book, watch movies or gaze out the windows and see wild turkeys, cows and other animals passing by.

5 out of 5 average rating, 114 reviews

A serene bedroom features a spacious bed with decorative pillows. Flanking lamps provide soft light on each side. Three framed artworks adorn the wall above the bed, depicting a boot, a cactus in a vase, and a hat. Large windows offer views of the outdoors.

Guest house in Harper

The Orange Cactus Casita | Peaceful, Country Views

Newly-built and ready to welcome guests, The Orange Cactus Casita is a private guest house situated on 10 acres of land. Sit back, relax and enjoy the views. This 2 bed, 2 bath guest house has everything you need including a full kitchen, living room and outdoor living space. This location offers the perfect opportunity for genuine relaxation in a countryside atmosphere, all within a quick 15-minute drive to Main Street.

A view of a grassy area displays a cluster of rustic cabins nestled among greenery in the Texas Hill Country. Trees provide shade, and blue skies are visible above. The cabins have covered decks, enhancing the natural setting.

4.87 out of 5 average rating, 225 reviews

#4 Pet-friendly cabin on creek in Luckenbach, Tx

Welcome to our guest cabins A group of 6 rustic guest cabins, set back in the Texas Hill Country landscape, over-looking the creek in Luckenbach, Texas. These private accommodations are a short drive to many Texas Hill Country Wineries, Gardens, Fredericksburg TX, state parks and historic sites. If you enjoy nature and the simple life, then our rustic country cabins are perfect for you.