Holiday rentals in Gillespie County

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Top-rated holiday rentals in Gillespie County

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Top guest favourite

Bungalow in Fredericksburg

Around the Bend Bungalow

Craving a getaway with family or friends for wine tasting, great food, and gift shopping? Want to enjoy their company, but unwind in your own space? Around the Bend Bungalow and Airstream Alfresco are located approx 12 minutes from Main St. with its abundant eateries and unique shops, or 10 minutes from breathtaking views on Enchanted Rock. End your evening in a rocking chair, admiring the endless stars. Longhorns wander our pastures, and you share the location with an abundance of wildlife!

4.99 out of 5 average rating, 184 reviews

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

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.

4.99 out of 5 average rating, 345 reviews

Top guest favourite

A historic log cabin is depicted, constructed with stone and wood, nestled among bare trees and lush greenery. Warm light glows from the windows, highlighting the inviting entrance with steps leading to the porch, set against a fading twilight sky.

Guest house in Fredericksburg

1850's Ranch Cabin, Copper Tub, King bed

Escape to a romantic, restored 1850s log cabin in the Texas Hill Country. Perfect for two, this private retreat blends historic charm with modern luxury, featuring a stone fireplace and a stunning copper bathtub. Enjoy peaceful ranch life, incredible star-gazing, and close proximity to Fredericksburg and Enchanted Rock. A truly unique and unforgettable getaway. King size bed in loft, porch swing on front porch and fire pit in back along with two Adirondack chairs for comfortable seating

4.97 out of 5 average rating, 257 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.

4.9 out of 5 average rating, 177 reviews

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

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!

4.96 out of 5 average rating, 388 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

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, 549 reviews

Top guest favourite

Cabin in Fredericksburg

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.

4.96 out of 5 average rating, 325 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

7 minutes to Main St, set on green space. The cozy cabin on a private, UNPAVED road. The half acre lot has a secluded DECK facing a 10 acre pasture with cows, deer, and a retired, friendly HORSE. (SALLY)). Lots of beautiful space, sheep noises, and bird song. FIRE PIT for romantic nights. great STARGAZING. TV-STAR-LINK See pictures for amenities, NO COOKING kitchenette only-microwave. No grilling. NO PETS without text permission—pet cleaning fee applies Wineries near

4.97 out of 5 average rating, 891 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.

4.96 out of 5 average rating, 216 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

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!

5.0 out of 5 average rating, 248 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, 456 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

Escape your cabin fever with a rejuvenating retreat at our 'Morning Star' cabin, one of the six custom-built havens at Rockin' R Ranch Cabins. Nestled on 10 acres of pristine land, this cozy cabin offers a tranquil escape surrounded by abundant wildlife. Step away from the rapid pace of city life and immerse yourself in the serenity of the Morning Star. Plus, indulge in the captivating hill country view right from your front porch!

4.99 out of 5 average rating, 143 reviews