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Guesthouse vacation rentals in Gillespie County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Gillespie County

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

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Top guest favorite
Guesthouse in Fredericksburg
4.97 out of 5 average rating, 226 reviews

*5 Star* Private Casa/Great Central Locale/Cantina

INDUSTRIAL/Tranquil/Eclectic/ Private/Outdoor Cantina Stained concrete floor/16'ceiling/repurposed barn headboard/great stone shower/flatscreen/wi-fi/DVD&movies cable/mini frig/microwave/Keurig/Coffee & teas/bagel toaster, 7% City Tax included in nightly rental Lighted Cantina/Convenient to Main Grill/Firepit/Tables/ chairs, umbrella Comfy queen *Wine Tours take a day. Consider add a day if touring-Discounted weekdays Linens,towels,soap,shampoo,hair dryer, device charger Permit 13577156

Top guest favorite
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.
Guesthouse in Fredericksburg
4.97 out of 5 average rating, 854 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 only—pet cleaning fee applies Wineries near

Guest favorite
An entrance gate made of weathered wood opens to a stone pathway, leading to a charming outdoor seating area. Lush greenery frames the pathway, providing a serene backdrop to the cottage's rustic stone walls.
Guesthouse in Fredericksburg
4.89 out of 5 average rating, 172 reviews

Stonebridge 2: 2 Blocks to Main | Shared Hot Tub

Stonebridge Unit 2 is part of a charming 3 unit guest property. It is only a 5 minute walk to the heart of Main street. It is a romantic cottage perfect for couples looking for that getaway in Texas wine country. Inside enjoy a soaking tub with fireplace, king bed, living area and kitchenette. Outside enjoy the large shared patio with gas fire pit and shared hot tub; perfect for enjoying wine and conversation under the stars. This property is truly one of the best locations in town!

Top guest favorite
A private hot tub is enclosed within a wooden fence, offering a serene setting. Soft natural light filters in, reflecting off the calm water's surface. Nearby, lantern-style wall lights provide gentle illumination.
Guesthouse in Fredericksburg
4.98 out of 5 average rating, 575 reviews

New & central - Downtown mini-villa 1-BR w/hot tub

Beethoven Villas - Blue Villa ∙ Brand-new mini-villa in the heart of downtown close to Marktplatz ∙Steps to most of Fredericksburg's best restaurants, bars, tasting rooms, and shops. ∙Living room, bedroom, kitchenette, and breakfast area ∙Two Hi-def TVs ∙ Private hot tub and patio ∙ Free Level 2 Tesla/EV charging for guests Opened September 2019, this is one of 3 new luxury mini-villas built for romantic couples and wine weekends, surrounded by restaurants, bars, and wine lounges.

Top guest favorite
The exterior of the cabin features a welcoming entrance with a wooden door and decorative plants. A warm light illuminates the stone pathway, while a lantern post enhances the inviting atmosphere. The structure is surrounded by natural landscaping, providing a serene backdrop.
Guesthouse in Fredericksburg
4.97 out of 5 average rating, 152 reviews

The Pond Retreat! 5 Star Rating w/ Wildlife Oasis!

Pond Retreat! Immerse yourself in 5 Star rating comfort, wildlife oasis, just 2 minutes from downtown Fredericksburg! Escape to an idyllic haven at our Pond Retreat House, where tranquility meets convenience just 2 minutes from the vibrant Main Street of Fredericksburg. This serene getaway is designed for those seeking a peaceful retreat without straying far from the heart of the city’s charming boutiques, exquisite dining, and lively entertainment options.

Top guest favorite
The exterior of The Orange Cactus Casita is portrayed, featuring a modern white façade complemented by wooden columns. Adirondack chairs are situated on the porch, surrounded by natural landscaping that includes grass and mature trees, creating a serene outdoor environment.
Guesthouse in Harper
4.99 out of 5 average rating, 129 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.

Top guest favorite
A covered porch showcases two light-colored chairs positioned on a concrete slab. A small welcome mat lies at the entrance, surrounded by pea gravel. The porch is framed by wooden columns and offers a view of the fenced yard and a lively green backdrop.
Guesthouse in Fredericksburg
4.97 out of 5 average rating, 263 reviews

THE NEST :: 1/1 Guesthaus, 1 mile from Main St!

Nestled in a quiet Fredericksburg neighborhood, The Nest is located just 1 mile to historic Main Street! Vintage modern style flows throughout our newly built cottage with private alley access. It has all the amenities you'll need to make you feel right at home! We are local Fredericksburg-ers & are happy to recommend restaurants, wineries, activites, nightlife, etc! Find us on Insta @thenestguesthaus

Guest favorite
Guesthouse in Fredericksburg
4.97 out of 5 average rating, 579 reviews

Hideaway in Fredericksburg w/ Hot Tub + Fireplace

Escape to The Hideaway, a modern ranch-style guesthouse designed for comfort and style. Relax by the double-sided fireplace, soak in your private hot tub, or unwind beneath the stars by the fire pit. With a king bed, vaulted ceilings, and a private courtyard, this boutique retreat offers the perfect balance of seclusion and proximity to Fredericksburg’s wineries, restaurants, and Main Street.

Top guest favorite
The historic log cabin is illuminated by warm light, showcasing its wooden structure and metal roof. The carefully maintained yard features natural stone steps leading to the entrance, surrounded by lush greenery and soft outdoor lighting, set against a sunset sky.
Guesthouse in Fredericksburg
4.97 out of 5 average rating, 242 reviews

Historic Log Cabin Private Ranch 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.

Superhost
Guesthouse in Fredericksburg
4.82 out of 5 average rating, 112 reviews

SHOOTING STAR

Take it easy at this unique and tranquil getaway. Small and private cabin, that have all you might need to a peaceful get away. 9 miles from Fredericksburg. You probably won’t have cell phone service there is nothing I can do about it but we have wifi you will get than info at check in

Top guest favorite
Guesthouse in Fredericksburg
4.96 out of 5 average rating, 472 reviews

Cozy Cabin

Cozy Cabin is a very comfortable and secluded space with a beautiful view from the patio of a meadow frequented by deer and birds. It's a half mile walk to Main St. PETS: Up to two pets are welcome and there is a one time $50 pet cleaning fee assessed when you add a pet to your stay.

Top guest favorite
A charming exterior of a cottage is showcased, featuring a soft pink door and gray brick walls. A circular patio is furnished with a black metal table and chairs, surrounded by vibrant potted plants. Sunlight brightens the inviting outdoor space landscaped with greenery.
Guesthouse in Fredericksburg
4.98 out of 5 average rating, 476 reviews

Alley Bett Private Cottage 4.5 Blocks from Main St

Located near the heart of Fredericksburg - Main Street shopping, winery tour shuttles, Marketplatz, art galleries, museums and wine shops all within walking distance. Come to enjoy the ambiance, outdoor space, old town neighborhood and your own cottage. Covered parking for guests.

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