Cottage holiday rentals in Gillespie County

4.98 out of 5 average rating, 416 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/ ♡

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.

5 out of 5 average rating, 270 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

The exterior of the two-story home is framed by lush greenery and a manicured lawn. White rocking chairs are placed on the porch, welcoming guests. A stone pathway leads to the front door, which features a decorative sign reading 'LOVE.'

4.93 out of 5 average rating, 284 reviews

Haus Lagniappe - walking distance to Main St.

Welcome to Haus Lagniappe. Pronounced Lan-yap! Dog welcomed $100 pet fee. 2 story home The cottage is minutes walk to downtown Fredericksburg restaurant, shops, bars, distilleries, and tastings rooms. Also, we are a 10 to 15 minutes drive from multiple vineyards & tastings rooms. Lagniappe is Creole French term meaning “a little extra” We hope that Haus Lagniappe will help you to have that extra passion for life: good food, great wine, and amazing people! Wine Country.Permit8056001444

A modern farmhouse-style cottage is viewed from the outside, featuring a gray metal roof and white exterior. A landscaped garden with gravel paths and a rock border surrounds the entrance. A seating area with colorful chairs is visible just beyond the patio.

4.99 out of 5 average rating, 112 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.

A spacious kitchen features white cabinetry and open shelving displaying antique dishes. A wooden kitchen island stands at the center, complemented by warm wood floors and shiplap walls. Natural light floods the space through a window, enhancing the inviting atmosphere.

4.99 out of 5 average rating, 207 reviews

German Cottage, 1 Blk to Main, Gas Firepit

The Lark Cottage is a darling, renovated house 1.5 blocks from Main Street, Otto's and the Nimitz. The house has been renovated with an English cottage / Fredericksburg style with shiplaped walls, original oak floors and a true country kitchen complete with rows of shaker pegs. With two king bedrooms, a sleeper sofa and 2 full baths, this historic house will stun you with it's old-world charm. Share a meal on the front porch farm table or relax around the large, gas outdoor fire pit.

A comfortable seating area is visible with two gray chairs facing a wooden table. A wall-mounted television is positioned above a white fireplace. Natural light enters through a nearby window, complemented by decorative plants and soft lighting from sconces.

4.81 out of 5 average rating, 109 reviews

Main Street Retreat #12 | On Main | Pool/Hot Tub

POOL & HOT TUB UNAVAILABLE UNTIL 11/24. Located just 6 blocks from downtown Main Street, Beary Cozy is a great choice for the perfect couple. The woodwork is exquisite. Everything about this Main Street Retreat is luxurious from the outdoor swimming pool and hot tub, to its trademark his and hers vanities and designer linens and indulgent toiletries. Every piece of furniture in this beautiful cottage has an unspoken elegance to it which enhances the romantic ambiance it beholds.

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.

4.94 out of 5 average rating, 255 reviews

Coco Casita, Private Hot Tub, Secluded!

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

4.95 out of 5 average rating, 105 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!

Cottage in Gillespie County

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.

4.89 out of 5 average rating, 448 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

The exterior of a farmhouse is showcased, featuring a welcoming porch adorned with two light blue chairs. Rustic wagon wheels are mounted on the walls, while the sky above transitions with hues of orange and pink as the sun sets. A wooden fence encloses the property.

4.97 out of 5 average rating, 478 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.

A charming cabin is surrounded by open space and trees, featuring a wooden deck with a railing. Red chairs and rustic benches face a fire pit, creating an inviting outdoor seating area. A gravel pathway leads to the cabin, enhancing the natural setting.

4.86 out of 5 average rating, 257 reviews

Lost Cabins #3 Kingsley's Kottage

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 animals passing by.

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.