Cottage holiday rentals in Gillespie County

A spacious living area features a soft area rug beneath a circular coffee table. A large smart TV is mounted on the wall, complemented by a light sofa and stylish chairs. Natural light filters in through glass doors, connecting the space to the outside.

4.98 out of 5 average rating, 385 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/ ♡

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, 270 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 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.

4.99 out of 5 average rating, 103 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 serene landscape reveals a charming stone cottage nestled among lush greenery. The cottage, framed by large trees, reflects in the still waters of a pond, creating a peaceful ambiance under the soft glow of a setting sun.

4.92 out of 5 average rating, 104 reviews

The Grapetown Gasthaus @ TimberRose Ranch hot tub

Perfect getaway for 2. The name of the cottage honors the local area of Grapetown. Crossing thru a cedar privacy screen takes you to this native stone cottage crafted by a local artisan and features antique doors with layers of turquoise, exposed wood. The living area has TV / DirecTV, a leather loveseat, dinette and stocked kitchen. There are beautiful views from in and out. A copper heating grate and a transom window are featured. Charcoal grill, fire pit, hot tub to go with your wine!

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, 195 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.

An outdoor seating area features comfortable chairs and a wooden coffee table, positioned beside a hot tub. A gas fireplace occupies the back wall, with a wood beam mantel above it. String lights add a warm glow to the space, surrounded by natural scenery.

4.94 out of 5 average rating, 298 reviews

Ashlee's Farmhaus, Hot Tub, Fireplace, in town!

Absolute gem describes this peaceful, romantic cottage! Outdoor gas fireplace! King bed, full kitchen, front and back porches! Romantic bathroom with large round soaking tub! Outdoor TV for watching a movie while soaking in hot tub Ashlee's Farmhaus has it all AND it's so beautifully designed & decorated! You are guaranteed to have an amazing experience in this Honeymoon/Anniversary getaway! **Private transportation and/or wine tours available for booking. Managed by Heavenly Hosts

Superhost

The exterior of a charming boutique cabin is showcased, featuring a welcoming porch with two rocking chairs. The light-colored wooden door is framed by large windows, while steps lead to the entrance. Surrounding landscape includes a grassy area with vibrant flowers.

4.95 out of 5 average rating, 385 reviews

The Ranch@Fredericksburg -Carriage House (1BD/1BA)

This luxurious boutique cabin (one of 3) is located in the heart of the Fredericksburg wine country. This cabin has recently finished construction and is located on my 26 acre ranch on a beautiful hilltop about 5 miles outside of Fredericksburg. We have a horse and three donkeys that guests can feed upon request. Our guests love the fabulous views and sunsets, the quiet serenity, and the well thought out cabin amenities. We look forward to hosting you at The Ranch!

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, 426 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.

4.98 out of 5 average rating, 459 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.

4.85 out of 5 average rating, 243 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.

4.97 out of 5 average rating, 256 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.

A charming cottage is framed by greenery and features a rustic wooden porch with two chairs. The structure combines cream-colored walls with wooden beams, while windows provide natural light to the entrance. The roof is metal, adding to the cottage's unique character.