Cottage vacation 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, 404 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/ ♡

Guest favourite
A comfortable living area features a beige sofa accompanied by decorative pillows. A stylish coffee table sits in front, and a wall-mounted TV is positioned above a console table with an electric fireplace. Soft lighting and a ceiling fan contribute to the inviting atmosphere.
Cottage in Fredericksburg
4.91 out of 5 average rating, 229 reviews

5 Blocks from Main St! Hot tub/Firepit/EV Charging

1930s cottage - 5 blocks off Main St. Walking distance to popular restaurants, music, wine bars, museums and lots of shopping. 3bed/2bath. King suite with bathroom. Walk in shower and handicapped accessible toilet. Second king bedroom, 4 twin sized bunks, and full size sofa bed. Secondary bathroom with Jacuzzi tub/shower. TVs, Wi-Fi, NEMA 14-50 outlet for EVs. Outdoor area contains fire pit, covered porch, and a HOT TUB that will add the perfect ending to your relaxing stay at Sweet Pea Cottage!

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, 267 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
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.'
Cottage in Fredericksburg
4.92 out of 5 average rating, 279 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

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, 108 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.

Guest favourite
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.
Cottage in Fredericksburg
4.92 out of 5 average rating, 109 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!

Guest favourite
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
4.8 out of 5 average rating, 179 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.

Superhost
An open living area features a modern dining table with metal chairs, accented by a neutral-toned cowhide rug. The vaulted ceiling with wooden beams adds character, while large windows allow natural light to brighten the space. A cozy seating arrangement is visible in the background.
Cottage in Fredericksburg
4.91 out of 5 average rating, 256 reviews

A Suite Retreat, Hot tub, Fire Pit, Close to Main

Looking for ultimate romance, peace and quiet, all the while in staying in luxury? Escape to this adorable and romantic retreat with all the amenities. Gorgeously remodeled, outdoor area with a hot tub and fire pit, kitchen and cozy bedroom. Soak your cares away in the adorable soaking tub! This is truly the ideal place to reconnect and be just a few blocks from Main Street.**Private transportation and/or wine tours available. Managed by Heavenly Hosts Permit Number: 805600_1087

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, 437 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

Guest favourite
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.
Cottage in Fredericksburg
4.97 out of 5 average rating, 470 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 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.
Cottage in Fredericksburg
4.85 out of 5 average rating, 253 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.

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, 258 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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