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Family-friendly holiday rentals in Gillespie County

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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.

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.

4.91 out of 5 average rating, 181 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

4.96 out of 5 average rating, 103 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.

5.0 out of 5 average rating, 165 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!

4.98 out of 5 average rating, 554 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.

4.98 out of 5 average rating, 457 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

4.9 out of 5 average rating, 474 reviews
Guest favourite
A light and airy living area features a pink sliding door and a flat-screen television mounted on the wall. A sleek entertainment unit holds decorative items. A chandelier with blue glass shades provides soft lighting, enhancing the inviting ambiance.
Home in Fredericksburg

The Kuhl Cottage

Welcome to The Kuhl Cottage, the ultimate Fredericksburg retreat nestled in the heart of downtown! Whether you’re planning a girls’ weekend, a family getaway, or a fun trip with friends, The Kuhl Cottage offers the perfect escape. Embrace the fun, girly vibes with vibrant pops of color and uniquely styled rooms that make every stay special. Located two blocks from Main Street, you’ll have easy access to all the fun and charm Fredericksburg has to offer.

4.96 out of 5 average rating, 121 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!!

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.

4.99 out of 5 average rating, 136 reviews
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

Welcome to Stone Haus, the main home of three newly renovated spaces at the Sunday Haus Estate. - Sleeps up to 6 with original character and modern amenities - Cozy living and dining space - Fully stocked kitchen with Smeg appliances and Nespresso coffee-maker - Private courtyard with hot tub - Common area with outdoor seating, yard games, and fire pit - Unique historic staircase, known as “Dutch stairs”

4.96 out of 5 average rating, 147 reviews
Top guest favourite
An outdoor deck features a glimpse of a plunge pool surrounded by natural scenery. Two lounging chairs are positioned next to a small dining table. The sky displays soft pastel hues during sunset, enhancing the tranquil setting of the area.
Home in Fredericksburg

Luxury+Privacy+Pool+Near Town

Escape the hustle to this Guest House located on 15 private acres just a 5 minute drive to town in an exclusive gated subdivision. You'll love the tranquil setting and privacy all while being a short drive to Main Street. We hope this will be a restful and restorative place for couples to enjoy quality time together in a romantic setting or for someone to enjoy a quiet retreat alone in a peaceful setting.

5.0 out of 5 average rating, 323 reviews

Popular amenities for Gillespie County family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
An aerial view of the cabin showcases its modern design with a metal roof and wooden accents. A private fenced-in courtyard contains a hot tub and seating area. Soft lighting is visible around the outdoor space, enhancing the tranquil environment.
Cabin in Fredericksburg

The Arroyo at Meridian, Hot tub & Firepit!

4.91 out of 5 average rating, 104 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

4.96 out of 5 average rating, 221 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

4.95 out of 5 average rating, 165 reviews
Top guest favourite
Home in Fredericksburg

Hot Tub + Clubhouse • Walk to Main • Sleeps 6

4.99 out of 5 average rating, 325 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

5.0 out of 5 average rating, 251 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

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

5.0 out of 5 average rating, 234 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

4.97 out of 5 average rating, 146 reviews

Family- and pet-friendly home rentals

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

4.97 out of 5 average rating, 895 reviews
Guest favourite
A three-story house with a covered porch features solar panels on the roof. The ground level includes an outdoor kitchen area with a grill and seating options. Colorful chairs and a picnic table invite outdoor dining, surrounded by trees and a spacious yard.
Home in Fredericksburg

Shady Pecan Grove | 12 Acres | 5 Min to Town

4.89 out of 5 average rating, 192 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!

4.98 out of 5 average rating, 244 reviews
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.

4.97 out of 5 average rating, 192 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

4.82 out of 5 average rating, 258 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

4.98 out of 5 average rating, 407 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

4.97 out of 5 average rating, 141 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

4.99 out of 5 average rating, 101 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

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

Tejas Hills Guest Haus #2 | Hill Country + Pool

4.98 out of 5 average rating, 371 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

4.98 out of 5 average rating, 227 reviews
Guest favourite
Home in Fredericksburg

The Farmhouse: Modern Retreat in Fredericksburg

4.97 out of 5 average rating, 191 reviews
Top guest favourite
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.
Farm stay in Fredericksburg

Twisted Oak Farm stayRanchStars! Spa!Deer! Relax!

5.0 out of 5 average rating, 244 reviews
Top guest favourite
A covered outdoor living space features a combination of comfortable seating and a coffee table, surrounded by natural wooden walls. Ceiling fans are present to provide airflow. Soft lighting from string lights creates a welcoming ambiance, enhancing the area’s connection to the surrounding garden.
Home in Fredericksburg

Near Main ~ Swimming Pool & Stunning Outdoor Area

4.99 out of 5 average rating, 319 reviews
Top guest favourite
An aerial view of the ranch showcases a spacious outdoor area with a pool surrounded by a stone patio. A covered seating area and sunshade are visible nearby, along with well-maintained green lawns and the surrounding landscape of trees and open fields.
Farm stay in Fredericksburg

Stunning Fredericksburg Ranch House with POOL

4.95 out of 5 average rating, 333 reviews
Top guest favourite
Cottage in Fredericksburg

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

4.99 out of 5 average rating, 147 reviews

Destinations to explore