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Guest house holiday rentals in Gillespie County

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Top-rated guest house rentals in Gillespie County

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

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Guest favourite
The exterior of The Cottage is presented, highlighting a gray facade with white trim. A stacked stone column stands beside the entrance, adorned with potted plants. Lush greenery surrounds the pathway, leading to the welcoming front door with black accents.
Guest house in Fredericksburg
4.95 out of 5 average rating, 502 reviews

Romantic Fredericksburg Cottage w/ Hot Tub

Escape to your private Fredericksburg cottage, designed for romance and relaxation. Unwind in the hot tub under the stars, sip wine by the fireplace, or soak in the vintage-style tub. With a king bed, vaulted tin ceilings, and a private courtyard, this boutique retreat is just minutes from Main Street and Hill Country wineries. *Temporary Note: Outdoor shower was recently damaged and will be out of service until April 1 as we source a replacement. All other amenities remain fully operational.*

Top guest favourite
The main suite features a spacious bed with patterned bedding against a wood-paneled wall. A world map is displayed above a small table, complemented by decorative plants. Soft lighting is provided by wall sconces, creating a cozy atmosphere in the room.
Guest house in Fredericksburg
4.98 out of 5 average rating, 417 reviews

The Champagne Room

4 PERSON JACUZZI BRAND HOT TUB! NO CLEANING FEE! FREE EARLY CHECKIN/LATE CHECKOUT(when available)! TONS OF FREE AMENITIES PROVIDED! Free saus, egg, and cheese biscuits and popsicles. We just believe you should get more for Fredericksburg prices! We privately own and operate our GUESTHOUSE. It consists of a big main suite, 65" Roku T.V. with surround sound, full kitchen, full bathroom w/huge walk-in RAINSHOWER, full size Washer/Dryer, and FREE use of 40amp EV charger. 3 person max per fire code

Top guest favourite
The exterior of a Spanish-style stucco home is depicted, featuring a red-tiled roof and a wooden door. A bright blue butterfly decoration adds a pop of color against a tree in the well-maintained yard, surrounded by green landscaping and desert plants.
Guest house in Fredericksburg
4.97 out of 5 average rating, 224 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

Guest favourite
A king bed is centered in the room, adorned with decorative pillows and a textured throw. Soft pendant lighting hangs above, illuminating the rustic wooden wall. A vintage trunk serves as a bedside table, while artwork featuring warm colors adds character to the space.
Guest house in Fredericksburg
4.86 out of 5 average rating, 430 reviews

Estefana's Guest House

A cozy one bedroom, one bath guesthouse offering a soaking tub plus a stand alone shower. Featuring an indoor fireplace, king bed, kitchenette plus dinning area. This cozy guesthouse also comes with a great outdoor area that includes a fire pit, charcoal bbq grill plus also a sitting area. Estefana's Guest House is located in a quiet neighborhood just 7 miles (out of town) from Main Street where the shopping district, museums, galleries, and tasting rooms are. Owner lives on the property.

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, 813 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

Top guest favourite
A modern kitchenette features wooden cabinetry with granite countertops. A microwave, coffee maker, and other appliances are organized neatly. The spacious sleeping area includes a large bed dressed in white linens, with ambient light provided by a ceiling fan and wall-mounted lights.
Guest house in Fredericksburg
4.98 out of 5 average rating, 554 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 favourite
The welcoming front porch features two white rocking chairs, flanking a central door. Planters filled with vibrant flowers add a touch of color to the space. Windows on either side bring in natural light, while a simple wreath adorns the door.
Guest house in Stonewall
4.96 out of 5 average rating, 250 reviews

Stonewall Country Cottage (TV’s “Cash Pad”)

A charming upscale farmhouse cottage in the heart of the Hill Country wine region. Light and airy design with a cozy ambience for a romantic getaway, girl’s trip or longer vacation. Get away from the busy city and enjoy the country pace of life! Just minutes from over 60 wineries, distilleries and breweries. Local attractions include Luckenbach, Albert Ice House, Altstadt Brewery, LBJ Ranch, 1906 general store, artisans and an occasional farm tractor on the road.

Top guest favourite
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.
Guest house in Fredericksburg
4.96 out of 5 average rating, 125 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 favourite
A tranquil scene captures a guest house against a vibrant sunset, with hues of orange, pink, and purple filling the sky. The structure is partially silhouetted, surrounded by an open landscape. A stone pathway winds through the foreground, guiding the eye towards the horizon.
Guest house in Fredericksburg
4.99 out of 5 average rating, 150 reviews

DarkSkies Hideaway romantic getaway hot tub/fp

Welcome to Dark Skies Hideaway! An adorable guest house with amazing views! Take it easy in a unique and tranquil getaway. Not just a place to lay your head but an experience for all that enter. Enjoy the amazing sunrises and sunsets in a peaceful setting as you sit on your front porch. Lie in bed and look at the stars through the sky lights overhead. The dark skies allow you to see the milky way in all it's glory! This is paradise in the making!

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, 118 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 favourite
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.
Guest house in Fredericksburg
4.97 out of 5 average rating, 224 reviews

Historic Log Cabin - Private Ranch -King Bed

Escape to a luxurious, restored 1850s log cabin in the Texas Hill Country. Perfect for a romantic getaway for 2, this unique retreat features a stunning copper tub, stone fireplace, and private fire pit. Located minutes from Enchanted Rock and the famous Willow City Loop, and just a 20-minute scenic drive to Fredericksburg's wineries. Experience a peaceful ranch setting with modern comforts and incredible star-gazing.

Superhost
A charming front exterior of a small cabin is displayed, featuring a stone and stucco facade. A spacious porch area is outlined by gravel, with several outdoor chairs arranged around a fire pit. Green landscaping surrounds the cabin, emphasizing the tranquil setting.
Guest house in Fredericksburg
4.82 out of 5 average rating, 110 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

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