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Family-friendly holiday rentals in Gillespie County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Gillespie County

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

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Superhost
A modern treehouse structure is perched among the trees, featuring distinctive angular architecture and wooden siding. Windows are positioned to provide views of the surrounding forest. A pathway leads from the ground to a wooden deck that connects to the treehouse.
Treehouse in Fredericksburg

Luxury Tree House X Magical Romantic Forest! Pool!

Imagine being immersed in a small enchanted forest only 100’s of feet off of Main street. Nestled into live oak trees that gently sway in the breeze, under dark skies with bright stars, and curated to both inspire joy and create presence. Welcome to our little magical treehouse and landscape resort in Fredericksburg. The amazing stays in our secluded forest are only minutes to all of the beautiful shops, cafes, restaurants, bars, and Vineyards. A magical stay that we hope you will love.

Indoor spacesKitchenWalkability

4.89 out of 5 average rating, 233 reviews
Guest favourite
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.
Cabin in Fredericksburg

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.

Indoor spacesKitchenSleep quality

4.91 out of 5 average rating, 181 reviews
Top guest favourite
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.

KitchenFamilyAmenities

5.0 out of 5 average rating, 165 reviews
Top guest favourite
An outdoor gathering area is surrounded by towering oak trees, featuring a circular fire pit made of stone. Several comfortable chairs are arranged around the fire pit, creating an inviting space for socializing. A rustic structure with a grill is visible in the background.
Home in Fredericksburg

Large Groups-Pool/Spa/Game Room/Guest House

**Luxury Retreat: Modern Farmhouse with Casita & Resort-Style Amenities** Escape to this Luxury farmhouse with a charming casita (full 1 bedroom apartment above game room), nestled among oak trees just outside of town. Enjoy the game room with twin bunks and twin rollaway cots, heated pool, fire pit, and spa house with jacuzzi. Perfect for family or friends—your serene getaway awaits! Book now! 6 Min Drive -Main Street 15 Min Drive- Grape Creek Vineyards 33 Min Drive- Enchanted Rock

Indoor spacesFamilyComfort

4.96 out of 5 average rating, 103 reviews
Top guest favourite
A cozy reading nook features a rounded window, allowing views of the surrounding greenery. Soft cushions and a faux fur throw are arranged on a wooden bench. Light filters in through sheer curtains, enhancing the warm interior atmosphere.
Treehouse in Fredericksburg

Leaf Treehouse at The Meadow by Honeytree

The Leaf Treehouse (~300sqft) is perched among sturdy live oaks on our slice of Texas heaven just ten minutes from Main Street Fredericksburg. Its cozy and stylish interior includes a king bed with organic cotton sheets, a thoughtfully stocked kitchenette, a full bathroom with a rain shower, a padded reading nook with a round window, and an outdoor bathtub on the upper deck. Private propane grill below. If you don't see your dates, see the other treehouses on my host profile!

KitchenIndoor spacesNearby

4.98 out of 5 average rating, 554 reviews
Top guest favourite
The Aframe cabin features a modern design with large glass windows, allowing for natural light to fill the interior. A spacious deck is accessible via a set of stairs and is furnished with lounge chairs, providing a comfortable outdoor area for relaxation.
Home in Fredericksburg

Romantic A-frame with Private Hot Tub

Romantic A-frame cabin on a quiet Hill Country ranch, just 10 miles from Fredericksburg Main Street. Soak in your private hot tub, relax on the covered deck with ranch and wildlife views, and spend your days exploring wineries, breweries, shops, and Enchanted Rock. Designed for two, this secluded cabin gives you the quiet of the country without being far from town. Perfect for anniversaries, wine weekends, birthdays, proposals, mini-moons, and quiet couple getaways.

KitchenIndoor spacesBack garden

4.96 out of 5 average rating, 221 reviews
Top guest favourite
The exterior of an Italian-style home is presented with a warm, golden sunset backdrop. Neutral earth tones define the structure, accented by several tall trees. A covered entryway leads to double doors framed by large glass panes, while a rustic fence encloses the property.
Villa in Fredericksburg

Stunning Villa w/ Sheep, Donkeys, Hot Tub, Wine

Spotted Sheep Farms is located on 8 private acres and features two separate properties. The Villa at Spotted Sheep Farms, an Italian style 1,800 square foot home with beautiful finishes and a luxurious huge master suite. The property is home to animals and wild life including, miniature donkeys, and of course, spotted sheep! It’s perfect for a getaway, relaxing, enjoying some of Texas' best wineries, Fredericksburg shopping and the quiet evening in the hot tub.

Indoor spacesKitchenWalkability

4.98 out of 5 average rating, 457 reviews
Guest favourite
A charming two-story stone house is depicted, featuring a metal roof and green window shutters. A set of stairs leads to a balcony, with a grassy area in front where friendly sheep are grazing. Surrounding trees add to the rural landscape.
Home in Fredericksburg

Historic Cabin +Working Sheep Ranch

Hill Country River Ranch is 4 miles to main street. Enjoy a memorable visit when you stay in this unique home built in 1876 with 2 bedrooms and 2 baths. Patio overlooks pasture with our friendly sheep & donkeys. Our private access to the Pedernales River is only 200 yards away. This riverbank area is shared with other guests . We have a canoe, picnic tables and BBQ pits ready for you to enjoy under the shaded pecan and oak trees. UberEats available.

Indoor spacesKitchenBiking

4.96 out of 5 average rating, 142 reviews
Guest favourite
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.
Cottage in Gillespie County

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

Indoor spacesKitchenAccess

4.9 out of 5 average rating, 474 reviews
Superhost
A pathway of smooth stones leads to a series of wagon accommodations nestled in a grassy area. Each wagon features a rounded canvas top, wooden steps, and a door, surrounded by a spacious outdoor setting that invites exploration.
Yurt in Fredericksburg

Conestoga "Glamping" Wagons

Welcome "Glampers!" These wagons are considered a step up from camping, hence the name. PLEASE NOTE - Men's/Women's restrooms are located right outside of the wagons, showers are less than 300 feet away. NO PETS ALLOWED. YES - the wagon is air conditioned and heated! Guests are given the code for 24/7 access to these among other facilities including pool/jacuzzi, laundry room, gym, disc golf courses, volleyball court, and much more!!

Indoor spacesFamilyAccuracy

4.84 out of 5 average rating, 100 reviews
Top guest favourite
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.

KitchenIndoor spacesCondition

4.99 out of 5 average rating, 136 reviews
Top guest favourite
Cabin in Fredericksburg

The Live Oak at Meridian, Hot tub & Firepit!

The Live Oak at Meridian is a newly built, loft-style cabin ideal for a romantic escape. Enjoy the seclusion of your private fenced-in courtyard, featuring an outdoor shower, hot tub, and a fire pit. Inside, you'll find a king bed and a unique loft net hammock, offering a playful yet comfortable space to unwind. The kitchenette is equipped with all the essential appliances for your convenience. Managed by Heavenly Hosts.

FamilyIndoor spacesBathroom

4.91 out of 5 average rating, 98 reviews

Popular amenities for Gillespie County family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
A cozy living area features natural stone walls and a large window providing soft light. A spacious white sofa is complemented by two armchairs. A round wooden coffee table sits in the center, enhancing the neutral tones of the room.
Home in Fredericksburg

Stone Haus: Historic Home with Hot Tub

Indoor spacesKitchenLong stay

4.96 out of 5 average rating, 147 reviews
Guest favourite
An outdoor deck area features a hot tub surrounded by wooden railing. A comfortable chair with a decorative cushion is positioned nearby. The setting sun casts a warm glow, and trees are visible in the background, providing a sense of seclusion.
Home in Fredericksburg

Private Ranch Cabin Just Outside Town with Hot-Tub

Indoor spacesKitchenHospitality

4.95 out of 5 average rating, 165 reviews
Guest favourite
A spacious living area features a grey sectional sofa and a comfortable armchair positioned around a dark coffee table. A stone fireplace serves as a focal point, while light can be seen streaming through large windows in the background. A foosball table is visible beyond.
Home in Fredericksburg

6 BR Hill Country Farmhouse Estate w/Hot Tub&Games

FamilyKitchenHospitality

4.97 out of 5 average rating, 146 reviews
Top guest favourite
A rustic dining area is framed by a vintage wooden table with dark chairs, set beneath an elegant chandelier. Natural light fills the space, highlighting the stone walls and cozy living area with a wood-burning stove, creating a warm and inviting atmosphere.
Home in Fredericksburg

Riddle Haus| Block off Main| Sauna| XL Hot Tub

FamilyIndoor spacesCheck-in

5.0 out of 5 average rating, 252 reviews
Top guest favourite
The exterior of the cabin is illuminated by soft lighting, showcasing wooden accents and a stone pathway. A seating area is visible, featuring a round table and an umbrella. A hot tub is positioned nearby, contributing to the rustic charm of the outdoor space.
Cabin in Fredericksburg

Rockin' R - Morning Star Cabin

KitchenIndoor spacesHospitality

4.99 out of 5 average rating, 144 reviews
Guest favourite
A refreshing pool surrounded by a stone deck features lounge chairs and vibrant greenery. Large oak trees provide shade, while a wooden fence adds privacy. Colorful planters with flowers enhance the outdoor space, creating an inviting atmosphere for relaxation.
Home in Fredericksburg

Pool, Hot tub, Sleeps 10, Fire pit, Near Main St

Indoor spacesFamilyPets

4.92 out of 5 average rating, 149 reviews
Top guest favourite
The modern farmhouse features a gray exterior and a metal roof, complemented by a spacious front deck and a landscaped yard. Large windows provide a view of the interior living area, while majestic oak trees add natural shade to the surroundings.
Home in Fredericksburg

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

Indoor spacesKitchenCheck-in

5.0 out of 5 average rating, 234 reviews
Top guest favourite
A wooden sculpture of a longhorn stands in the foreground, set against a grassy landscape. The ranch-style home with a porch is visible in the background, accompanied by a colorful sky at sunset, offering a serene rural ambiance.
Farm stay in Fredericksburg

Acres Near Main- Game Saloon, Hot Tub, Dog Welcome

KitchenIndoor spacesBack garden

4.96 out of 5 average rating, 234 reviews

Family- and pet-friendly home rentals

Guest favourite
The exterior features a welcoming entrance with a stone pathway leading to the front door. Lush greenery lines the pathway, complemented by decorative planters. A mix of gravel and grass enhances the landscaped yard, while the home showcases a classic design under a clear blue sky.
Home in Fredericksburg

Charming and updated home one block from Main St.

Indoor spacesFamilyLayout

4.97 out of 5 average rating, 193 reviews
Top guest favourite
A charming cabin with a modern farmhouse style is depicted, featuring a metal roof and welcoming front porch. Gravel landscaping surrounds the structure, which has two windows flanking the front door, enhancing its simple aesthetic against a clear blue sky.
Cabin in Fredericksburg

The Cajun Condo on Cherry Mountain/Pets stay FREE!

Indoor spacesKitchenAccuracy

4.98 out of 5 average rating, 244 reviews
Top guest favourite
A charming blue cabin with a metal roof is set amid greenery, featuring a wheelchair-accessible deck. A small seating area is positioned at the entrance, surrounded by native plants. Soft evening light casts a warm glow over the tranquil scene, emphasizing the natural landscape.
Guest house in Fredericksburg

Fox Burrow/acreage horse/u must query for pet/pets

FamilyIndoor spacesOutdoor spaces

4.97 out of 5 average rating, 895 reviews
Top guest favourite
An updated kitchen features white cabinetry and a central stainless steel sink. Modern appliances include a stove, microwave, and dishwasher. Countertops display various cooking essentials and decorative items, while a patterned rug adds warmth to the tiled floor. Windows allow natural light to enhance the space.
Cottage in Fredericksburg

Shaw Haus- Cozy Fredericksburg Cottage & Fire Pit

Indoor spacesFamilyNearby

4.99 out of 5 average rating, 101 reviews
Top guest favourite
A charming farmhouse is illuminated by warm string lights at dusk, enhancing its welcoming presence. The exterior features a spacious porch with white railings, while the nearby carport offers additional protection. Lush greenery surrounds the property, creating a serene outdoor environment.
Home in Fredericksburg

Sophie’s Farmhaus on the 290 Wine Trail

FamilyIndoor spacesBreakfast

4.97 out of 5 average rating, 141 reviews
Superhost
A loft sleeping area features a spacious bed adorned with a blue patterned comforter, complemented by bedside tables with lamps. The room is brightened by natural light through curtains and showcases decorative wall art, enhancing the cozy atmosphere.
Barn in Fredericksburg

*NEW Barndominium 5★ Location Country Setting BBQ

KitchenIndoor spacesCondition

4.82 out of 5 average rating, 258 reviews
Top guest favourite
The ranch building features a metal roof and a spacious concrete patio, illuminated by evening lights. A scenic view of rolling hills and a colorful sunset is visible in the background, providing a tranquil setting surrounded by nature.
Ranch in Harper

Farmhouse @ Tres Molinos

Indoor spacesFamilyCondition

4.95 out of 5 average rating, 122 reviews
Top guest favourite
A charming yellow house with a metal roof is set against a natural backdrop. A wooden porch extends from the front, showcasing seating options. A gravel path leads to a gate, framed by a small garden area featuring greenery and decorative stones.
Cabin in Fredericksburg

Sonny House

KitchenIndoor spacesLocation

4.98 out of 5 average rating, 407 reviews

Family-friendly home rentals with a pool

Guest favourite
The modern barn retreat features a red exterior with large glass windows, showcasing an inviting design. A circular pool sits in the foreground, surrounded by green lounge chairs, inviting relaxation amid a spacious grass lawn.
Farm stay in Fredericksburg

Big Red Bunk Haus, 8 BR/ 4.5 BA, Sleeps 16

Indoor spacesFamilyComfort

4.96 out of 5 average rating, 167 reviews
Top guest favourite
Home in Fredericksburg

Tejas Hills Guest Haus #2 | Hill Country + Pool

Indoor spacesKitchenPool

4.98 out of 5 average rating, 372 reviews
Guest favourite
Home in Fredericksburg

The Farmhouse: Modern Retreat in Fredericksburg

FamilyKitchenCheckout

4.97 out of 5 average rating, 191 reviews
Guest favourite
A cozy living area features a large stone fireplace, wooden floors, and a mix of rustic décor. A comfortable couch is positioned beside a dining table, while a spiral staircase leads to the loft area. Natural light is provided by the windows adorned with decorative glass.
Cabin in Fredericksburg

The 1851 Cabin at Wolf Creek Guest Ranch

KitchenIndoor spacesPool

4.94 out of 5 average rating, 156 reviews
Top guest favourite
A private outdoor area features a hot tub and a swimming pool with glistening water, surrounded by a spacious patio. Natural light accentuates the wood-paneled wall and the glass doors leading to the interior, creating a serene atmosphere within a fenced backyard.
Guest house in Fredericksburg

The Guest House on Elm

Indoor spacesFamilyCheck-in

4.98 out of 5 average rating, 227 reviews
Superhost
A split-image showcases a cozy living area with a large television mounted on a dark feature wall and a warm seating arrangement. The outdoor space features a heated swim spa and comfortable patio seating surrounded by a well-maintained yard and landscaped stones.
Home in Fredericksburg

Close to Main, Heated Pool, Firepit, 220EV outlet!

Indoor spacesKitchenOutdoor spaces

4.92 out of 5 average rating, 118 reviews
Top guest favourite
Home in Fredericksburg

Luxury Historic Estate-Pool & Hot Tub-13 guests

KitchenIndoor spacesGetting around

4.98 out of 5 average rating, 210 reviews
Top guest favourite
Cottage in Fredericksburg

WALK to Main Street/Restaurants/Shops Pool/Hot Tub

FamilyKitchenCheckout

4.99 out of 5 average rating, 147 reviews

Destinations to explore