Cottage holiday rentals in Gillespie County

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Top-rated cottage rentals in Gillespie County

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Top Guest favourite
Cottage in Fredericksburg
4.98 out of 5 average rating, 433 reviews

Wine Country Sanctuary | Your Private Eco Retreat

- QUICK DRIVE to Main - LARGE PRIVATE PATIO w/ FIREPIT & GAMES - 2 FREE parking spots RIGHT OUTSIDE - 55” 4K SMART TV & KING MATTRESS: Sealy High Point Hybrid - 70" 4K SMART TV, PATIO & PORCH VIEW in COZY living for 4, w/ QUEEN pullout - Sign in to YOUR STREAMING services - ATARI console games - COTTON bedding & towels - EQUIPPED kitchen - bistro DINING & DESK - a SPACIOUS BATH w/ NEW stand-up shower - FREE LAUNDRY access - SINGLE-LEVEL cottage-style condo - MINIMAL aesthetic - ECO choices w/ ♡

Top Guest favourite
A private tiled deck features a bistro table and two chairs, surrounded by colorful patterned tiles. A vase with fresh flowers adds a touch of vibrancy. The serene Hill Country landscape is visible beyond the railing, providing a peaceful backdrop.
Cottage in Fredericksburg
5 out of 5 average rating, 276 reviews

Cozy, chic APT near Main St w country view

Colorful, modern apt with full kitchen & a guest-only private deck w scenic view. Super location. Quiet street. Doors between rooms. 440 mbps internet. 2:00pm ck in. You're the only guests we host. Contactless chk in/out. PLUS rsrv'd off-street parking. 7 safe blocks to Main St & downtown. Wide country landscape view: sheep & cattle grazing from the secluded tile patio. Enjoy coffee, sip wine, star gaze. Serene. Beautiful view Romantic & private. We welcome guests from all backgrounds

Guest favourite
A secluded cabin is surrounded by trees, featuring a green metal roof and wooden decking. A hammock hangs nearby, and wooden railings define a spacious outdoor area. The gravel pathway leads to the entrance, enhancing the natural setting of the escape.
Cottage in Fredericksburg
4.92 out of 5 average rating, 229 reviews

Lost Cabins #2 Case's Cabin

Quiet, relaxing getaway with nature AND close enough to drink some wine while shopping Main Street Fredericksburg-this is your spot. A short 16 mile drive to Main St you'll find award winning wineries, spectacular restaurants and boutique shopping! Unwind on the porch, explore, swing on the hammock gazing at the stars. Stay in to cook a meal, read a book, watch movies or gaze out the windows and see wild turkeys, cows and other country animals as time stops! 1 of 3 private cabins on the land

Guest favourite
A gravel pathway winds through a serene landscape flanked by green trees and shrubs. A white wooden fence borders one side of the path, while a rustic wooden fence outlines the opposite side, offering a tranquil entrance to the ranch.
Cottage in Fredericksburg
4.93 out of 5 average rating, 105 reviews

Cozy Cottage | Near Wineries | Sleeps 6 | Hot Tub

Located within 4 miles of the 290 wine trail, this two bedroom country cottage is great for an escape from city life. The house is located on a 300+ acre working ranch, with access to the Pedernales River. The bedrooms have a queen size bed with luxury linens and a bathroom with a champagne bubble tub and walk-in shower. The hot tub on the private porch is great to relax in after a long day of Main Street shopping or wine tasting. Come see why we call Monarc Ranch our little piece of heaven.

Top Guest favourite
A modern cottage exterior is featured, showcasing a light metal roof, wooden beams, and an inviting porch area. Gravel paths lead to landscaped spaces with native plants. Large windows provide a view into the home, reflecting a connection with the surrounding nature.
Cottage in Fredericksburg
4.99 out of 5 average rating, 113 reviews

Beautiful and private hill country cottage

Starry night skies and wildflowers abound at this hill country treasure. Located between Kerrville, Harper and Fredericksburg, the perfect location for visiting local wineries, shopping, theater and more. The 2-bedroom, 1-bath cottage is situated on 56 private acres with lots of wildlife and views. Built in 2021, the modern farmhouse-style cottage is clean, comfy and cute as a button--just right for up to 4 people. Please note that the property is not designed to accommodate young children.

Superhost
The cottage features a welcoming facade with a gabled roof, a covered porch with seating, and stone pathways leading to the entrance. Surrounding vegetation and open fields create a tranquil setting against a colorful sky at dusk.
Cottage in Fredericksburg
4.79 out of 5 average rating, 209 reviews

Das Grun Haus With Private Hot Tub!

Welcome to Das Grun Haus! This beautiful cottage is a cozy, rustic hideaway just a short drive from Main Street. (8 miles) This delightful two bedroom, two bathroom cottage is perfect for some "ahhhhh time." The cottage sleeps six and features a private backyard with a hot tub, fire pit, and charcoal grill. The home is equipped with high quality memory foam mattresses and luxurious linens and towels. The cottage is located on 10 acres with one other home and one tiny home on the property.

Top Guest favourite
A cozy sleeping area features a spacious bed with a white comforter and decorative pillows. Two bedside lamps provide soft lighting. A wooden chair is positioned at the foot of the bed, and a patterned area rug adds warmth to the space. A small sign above the bed reads 'LAUGH.'
Cottage in Fredericksburg
4.99 out of 5 average rating, 203 reviews

Vintners Vault

We are required to collect and pay an additional Local Occupancy Tax of 7% for this reservation through the resolution Center. At Vintner's Vault you'll be welcomed with bottled water and appetizers after your day of travelling. Relax on the patio or water front gazebo. Wake up refreshed in the morning and grab some breakfast and Keurig coffee before you head out and explore the Hill Country. We take extreme care to disinfect frequently touched surfaces between reservations.

Guest favourite
An inviting outdoor area features a private hot tub next to a cozy fireplace, set against a backdrop of vibrant sunset hues. The space is surrounded by trees, with warm lighting adding a tranquil ambiance to the patio's relaxing setting.
Cottage in Fredericksburg
4.94 out of 5 average rating, 261 reviews

Coco Casita, Private Hot Tub, Secluded, Fireplace

This adorably appointed cottage located on 6 acres of woods is ideal for couples and for stargazing! The incredible outdoor space includes an enormous fireplace, private hot tub, lovely landscaping, Weber grill, beautiful outdoor furniture & hammock! Inside you'll find a cozy ambient fireplace, designer decor, full kitchen, wonderful king canopy bed with lush linens, & shower for two! Coco Casita is the ideal couples escape! Simply romantic! Managed by Heavenly Hosts

Top Guest favourite
Cottage in Fredericksburg
4.96 out of 5 average rating, 117 reviews

Private Wellness retreat|Hottub|Sauna|Prime loc

★ "Absolutely fantastic get away, the vibe was romantic and the place was perfect." 🏡 3 blocks to FBG’s East Main St—stroll to wine tasting rooms 🔥 Secluded yard with sauna, hot tub, fire pit 🏡 Perfect cozy cabin vibe couples getaway with total privacy 🛏 King bedroom with super comfy bedding 🥘 Fully equipped kitchen 🏑Fun loft space with air hockey table 🐶 Dog friendly Everything is set for your romantic Hill Country escape—book now before the calendar fills!

Guest favourite
A light-filled room features a king-size bed adorned with soft linens, complemented by a wooden headboard. The ceiling is vaulted, showcasing wooden beams, while artwork adorns the walls. A nightstand and a dresser provide functional charm, surrounded by large windows with sheer curtains.
Cottage in Gillespie County
4.89 out of 5 average rating, 456 reviews

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown

Beautiful newly built studio style Casita. Enjoy the peace & quite of the Texas Hill Country while being just a few miles away from downtown Fredericksburg. The Casita is equipped with WiFi and a Smart Tv. We also provide a coffee bar set up for your enjoyment as well as an outdoor area with a fire pit and seating. Bbq pits are on the property so bring some steaks to grill and your favorite bottle of wine to dine under the stars! We hope to see you soon

Top Guest favourite
Cottage in Fredericksburg
4.97 out of 5 average rating, 495 reviews

Cute Farmhouse - alpaca, donkey, sheep & hot tub!

The Farmhouse at Spotted Sheep Farms is a Texas chic property and is perfect for a wine country getaway. The property is home to animals and wild life including alpacas, llamas, miniature donkeys, miniature sheep and of course, spotted sheep! It boasts an open floorplan with full kitchen, queen bedroom, loft with two twin beds, brand new HotTub, satellite TV, WiFi, Netflix, outdoor games, fire pit, and large porch to watch the sunset and farm animals.

Guest favourite
A spacious living area is furnished with comfortable seating, including chairs and couches arranged for conversation. Natural light fills the room through multiple windows, highlighting a decorative wall map and artwork. A table with books and decorative items is positioned near a unique light fixture.
Cottage in Fredericksburg
4.96 out of 5 average rating, 262 reviews

Historical Sunday House! Location, Location!

Discover Historic Flagstone Sunday House! Within walking distance to Main Street! Up to four can enjoy this quiet amenity-rich, centrally located home with a back yard laden with ivy-covered trees, well maintained landscaping, Adirondack chairs and a stunning outdoor fireplace. Flagstone Sunday House is very suitable for a couple, four ladies or a family. The second room is a sleeping porch, so two couples need to be aware.

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