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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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
4.99 out of 5 average rating, 170 reviews

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

Treat yourself to an unforgettable weekend at this fully remodeled modern, rustic 2/2 farmhouse. Situated in the heart of wine country, you will find this peaceful haven 3 mins from town. Relax in the hot tub in front of the custom fireplace or sip wine on one of the decks that sit under large, majestic Oaks. Inside, be immersed in the stunningly finished interior with a serene and sophisticated feel. Stocked with everything you need. You'll enjoy every aspect of this stress-free home. Cheers!

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
4.97 out of 5 average rating, 779 reviews

Fox Burrow w/Deck acreage horses/ query for pets.

Seven minutes to Main Street, yet set on wide open green space. The cozy cabin on a private, UNPAVED road. The half acre lot has a secluded DECK facing an un-developed 10 acre pasture with cows, deer, and a 2 retired, friendly HORSES. (Sally and Adobe). Lots of beautiful space, sheep noises, and bird song. FIRE PIT for romantic nights. great STARGAZING. See pictures for amenities, NO REAL COOKING kitchenette only-microwave Pets with query onlyβ€”pet cleaning fee applies Wineries near

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
5 out of 5 average rating, 126 reviews

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.

Top guest favourite
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.
Cabin in Fredericksburg
4.99 out of 5 average rating, 222 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.**

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
4.98 out of 5 average rating, 504 reviews

Leaf Treehouse at The Meadow

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!

Guest favourite
Loft in Fredericksburg
4.93 out of 5 average rating, 206 reviews

Penthouse Apartment at Brickner Guest House

This is one of few places in the Hill country and still be 5 minutes away from downtown Fredericksburg. Its located on 43 acres, and offers a plethora of exotic wildlife. As you drive in, there will be a second gate, there's an old style wooden covered bridge crossing a pond with cascading waterfalls! You are welcome to fish at the pond or our creek our back. We don't offer breakfast, but the kitchen is fully equipped with pots, pans. We do supply coffee, sugar and creamer.

Guest favourite
A charming cabin exterior is showcased with a dark facade and a welcoming wooden front door. The covered porch, featuring two barrel chairs and cacti accents, invites relaxation. Surrounding landscapes blend with a vibrant sunset sky, enhancing the rustic appeal of the setting.
Cabin in Fredericksburg
4.94 out of 5 average rating, 373 reviews

Cabin w/ hot tub and fire pit close to town & wine

The Cabin at Spotted Sheep Farms is the perfect way to spend a couple of nights in the Texas Hill Country and Fredericksburg Texas area. With wineries, shopping, dining, and other destination just minutes away, you'll have plenty to do while still being surrounded by nature. The cabin features two king bedrooms with efficient closets & one master bathroom with stylish vanity and a large walk-in shower. Large outdoor porch with seating and dining, hot tub, and fire pit.

Top guest favourite
A spacious living area features a white sofa adorned with dark cushions and a natural wood accent wall. Two leather chairs are positioned next to wooden side tables, and light from large windows illuminates a patterned rug on the floor.
Apartment in Fredericksburg
4.99 out of 5 average rating, 202 reviews

Urban Hill Country Haven

Here's the RUNDOWN: - QUICK drive to MAIN STREET - 2 parking spots RIGHT OUTSIDE + visitor parking - Sleepy-time = Chill time - Bedroom w/ KING Serta i-Series mattress & 55"TV - Spacious living w/ 4K 70"TV, ATARI Console & KING pullout - Sign in to YOUR STREAMING services! - 2 private patio spaces (yes two!) w/ gas FIRE PIT - Dartboard & games - COTTON bedding - NEW SINGLE-LEVEL condo - EQUIPPED kitchen - Dining + bistro table, dual as office & island!

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
5 out of 5 average rating, 237 reviews

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. Follow us @revivalridge on IG β˜€οΈ

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
5 out of 5 average rating, 113 reviews

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.

Superhost
The living area is characterized by large windows that invite natural light and offer a view of the surrounding trees. A modern sofa and an accent chair are positioned around a wooden coffee table. A wall-mounted TV is present, enhancing the space's functionality.
Cabin in Fredericksburg
4.91 out of 5 average rating, 435 reviews

Modern A-Frame Cabin in Nature, Minutes from Main

Stay in a modern A-frame cabin on 17 scenic acres just outside Fredericksburg. The Comal sleeps 2–4 with a king bedroom, open loft, and sleeper sofa option. Relax on the deck, grill dinner outdoors, lounge in the private stock tank pool (with optional heater), or gather around the propane fire pit under starry skies. Less than 10 minutes to Main Street, this is the perfect Hill Country escape.

Guest favourite
A serene view of a grassy area leading to a cluster of rustic guest cabins, set among trees. The cabins are spaced on a gentle slope, with their covered decks visible, inviting relaxation in the natural landscape.
Cabin in Fredericksburg
4.84 out of 5 average rating, 223 reviews

#2 Rustic cabin on creek in Luckenbach, Texas

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 Lucenbach, 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.

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