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Holiday rentals 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
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

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!

5.0 out of 5 average rating, 233 reviews
Top guest favourite
Cabin in Fredericksburg

Modern Cabin + Hilltop Views + Minutes to Main St

Escape to the Roadrunner 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 Gamen

4.98 out of 5 average rating, 44 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
Home in Fredericksburg

Luxury • Hillside Views • Private • Near Main St.

Welcome to Hirsch Haus - a refined Hill Country retreat, nestled on 6.5 private acres and just minutes from Main Street. Hirsch Haus offers an elevated experience for an unforgettable Fredericksburg getaway. Sink into exceptionally comfortable king beds dressed in hotel-quality 100% cotton linens. Refresh in spa-inspired, spacious showers with premium bath amenities. Watch the deer graze across the property, gather around the fire pit, or listen to the soothing sound of the creek.

5.0 out of 5 average rating, 17 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, 179 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, 164 reviews
Top guest favourite
The entrance of the home features a large wooden door with glass panels, framed by sleek black metal. Warm wooden accents are visible on the container exterior, complemented by a small gravel area and elegant planters on either side of the door.
Shipping container in Fredericksburg

ROAM -Rooftop Hot tub/Close to Main&290 Wine/Views

ROAM is a beautiful home constructed of two repurposed shipping containers complete with nearly 1000 sq ft of deck area, great views, micro cows, and rooftop hot tub! This is the perfect place for your vacation, located right on the 290 wine trail and just outside of Fredericksburg city limits - a short drive to downtown . Spend a unforgettable holiday in the enchanting surroundings of the town of Fredericksburg, the perfect place if you like small town charm and hospitality.

5.0 out of 5 average rating, 168 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, 552 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, 220 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.

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!

4.97 out of 5 average rating, 192 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
Cottage in Fredericksburg

Hot tub, Pet Friendly, Outdoor shower, Secluded!

Falling Star Ranch, with 6 private acres it is the ultimate in romance, luxury & privacy! Stucco & straw-bale home - so unique with its indoor rock fireplace and jetted tub for two!! Indoor shower, romantic arbor with lights, bbq grill, and nothing but the wildlife! No detail left undone. Enjoy a romantic dinner on the deck under lights; relax for hours in the hot tub! Recently updated to include a full kitchen for a longer stay. Managed by Heavenly Hosts

4.8 out of 5 average rating, 351 reviews

Popular amenities for Gillespie County holiday rentals