Holiday houses in Gillespie County

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Top-rated holiday rentals in Gillespie County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Cabin in Fredericksburg
5.0 out of 5 average rating, 39 reviews

Modern Cabin + Hilltop Views + Minutes to Main St

Escape to the Red-tail at Gamenthaler, one of three modern rammed earth cabins just minutes outside Fredericksburg, TX. Perched on a hill with sweeping valley views. Watch deer, foxes & countless birds from floor-to-ceiling windows. Curl up with a book beside your generous wood burning fireplace on crisp winter days or cook up a romantic dinner with your fully equipped kitchen. This unique home sleeps two, perfect for a memorable romantic getaway. Come experience the design and nature at Gamenth

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Top Guest favourite
A welcoming porch features two rockers set on a wooden deck. A small table is situated between them, surrounded by potted plants. The entrance is framed by wooden posts and a neutral door, with gravel landscaping extending around the area.
Bungalow in Fredericksburg
4.99 out of 5 average rating, 345 reviews

77 Guesthouse: Contemporary bungalow - come relax!

Modern bungalow right on the edge of the city. Perfect for a couples getaway. Contemporary yet warm and inviting studio, with private entrance and parking. Two miles to Fredericksburg's charming Main Street. Space is well appointed, including: 50" Smart TV, Alexa smart speaker, mini fridge, microwave, Kurig, shower amenities and hair dryer to make your stay comfortable. Settle in to the rockers on the porch and watch the deer graze during morning coffee or stay a while with a good book.

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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
4.91 out of 5 average rating, 179 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.

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Top Guest favourite
The exterior features a charming farmhouse with a covered porch and decorative railing. A stone pathway leads to the front door, surrounded by a meticulously landscaped yard with low shrubs and gravel. The home includes large windows and a metal roof, creating an inviting appearance.
Home in Fredericksburg
4.96 out of 5 average rating, 388 reviews

2 Blocks to Main! Luxurious Farmhouse w/Fire-pit

Escape to Laurel Haus, a beautifully renovated vacation rental just two blocks from downtown Main Street in Fredericksburg, Texas. This renovated house offers modern luxury and charm. The spacious home sleeps 6 in 2 bedrooms + a Loft—two king suites and two twins—and has 2 full bathrooms. Relax on the patio, gather around the fire pit, or unwind after exploring Fredericksburg’s wineries, shops, and Texas Hill Country. Book now for a memorable wine country retreat in Fredericksburg!

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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, 551 reviews

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!

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Top Guest favourite
Cabin in Fredericksburg
4.96 out of 5 average rating, 325 reviews

Creekside Cabin with Private Hot Tub

City on a Hill at Spring Creek  in Fredericksburg, has 6 deluxe, private cabins overlooking Spring Creek! Although the cabins are only 10 miles from town, guests feel as if they are in another world; a world of pure Texas Hill Country! A king size bed with elegant hill country style bedding and large bathroom. The bedroom/sitting area includes a flat screen TV; kitchenette complete with a toaster oven, full size refrigerator, keurig and microwave. Large porch with hot tub.

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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
4.96 out of 5 average rating, 217 reviews

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.

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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
4.97 out of 5 average rating, 191 reviews

Charming and updated home one block from Main St.

The Austin St. Bungalow is a recently remodeled 2000 Sq. ft. home located in the heart of the Historic District. This private 3 bedrooms and 2 bath home is just steps from downtown Fredericksburg. This home is conveniently laid out and spacious which is perfect for groups, friends, families and Bachelorettes and has a beautifully landscaped front and back yard with an amazing fire pit. Perfect for extended stays with washer and dryer provided and a full kitchen!

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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
5.0 out of 5 average rating, 248 reviews

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

Welcome to The historic, German homestead of your dreams, a block off of main street! Enjoy the most unique experience of Fredericksburg! This newly restored homestead comes with the ultimate surprise- a HIDDEN wine cellar! To find out how to access the cellar, you’ll embark on a short riddle experience through the home, leading you to the secret access point! Inside you’ll find the perfectly preserved wine cellar with a Hill Country prize waiting for you inside!

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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
4.98 out of 5 average rating, 456 reviews

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.

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Top Guest favourite
A modern living area is presented, featuring a spacious sectional couch with a red throw draped over one corner. A wooden dining table is visible in the background, accompanied by matching chairs. The kitchen showcases stainless steel appliances and a breakfast bar with two pendant lights overhead.
Condo in Fredericksburg
4.97 out of 5 average rating, 111 reviews

Beautiful Condo | Near Town | Sleeps 4

The "Pecan Villas" in Fredericksburg is a brand new, modern condo just minutes from Main Street in Fredericksburg with easy access to wineries, Luckenbach, Enchanted Rock, scenic Texas Hill Country drives, and more. This home features 2 master bedrooms with king-sized beds and ensuite bathrooms, a large gathering space with a fully-equipped kitchen, electric fireplace, and a private outdoor patio. I'd love to host you for your hill country getaway!

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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.
Guesthouse in Harper
4.99 out of 5 average rating, 135 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.

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Popular amenities for Gillespie County holiday rentals