Holiday rentals in Gillespie County

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Top-rated holiday rentals in Gillespie County

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Top guest favourite
The modern farmhouse features a gray exterior and a metal roof, complemented by a spacious front deck and a landscaped yard. Large windows provide a view of the interior living area, while majestic oak trees add natural shade to the surroundings.
Home in Fredericksburg
4.99 out of 5 average rating, 190 reviews

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

Treat yourself to an unforgettable weekend at this fully remodeled modern, rustic 2/2 farmhouse. Situated in the heart of wine country, you will find this peaceful haven 3 mins from town. Relax in the hot tub in front of the custom fireplace or sip wine on one of the decks that sit under large, majestic Oaks. Inside, be immersed in the stunningly finished interior with a serene and sophisticated feel. Stocked with everything you need. You'll enjoy every aspect of this stress-free home. Cheers!

Guest favourite
Home in Fredericksburg
4.97 out of 5 average rating, 230 reviews

Cozy Cottage | Block off Main | Sauna & Hot Tub

The German Cottage of your dreams! Enjoy a modern twist on a classic cottage one block off of Main Street with a surprise inside- a HIDDEN speak easy! Guests solve a 5 part riddle to find the code that unlocks the wardrobe door to “Narnia”! To find out how to access the speakeasy, you’ll embark on a short riddle experience through the home, leading you to unlocking the Narnia wardrobe! Step through & Inside you’ll find the rustic speakeasy with a Hill Country prize waiting for you inside!

Top guest favourite
A charming cabin exterior showcases a metal roof and wooden accents. Two seating chairs are positioned on the front porch, surrounded by flourishing greenery and flower pots. A stone pathway leads to the welcoming entrance, framed by well-maintained landscaping.
Cabin in Fredericksburg
4.98 out of 5 average rating, 259 reviews

1/1 a Block off Main~Outdoor Shower~Tesla Charger!

The Rustic Door is a new romantic getaway just a block off of Main Street but quietly located on a running creek. The private courtyard with an outdoor shower and lounger are the perfect place to unwind with your loved one! This modern updated cabin offers peaceful outdoor seating on the front and back porches. Inside you will find a Jacuzzi bathtub for 2 and a king size bed with luxury linens. There is a kitchenette that includes a coffee bar with a Nespresso. We can't wait to host you!

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, 807 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 rustic rock cottage is surrounded by green grass and trees, with a picket fence lining the property. A small outdoor seating area is visible, including chairs and a table. A birdbath is set in the garden, enhancing the serene outdoor environment.
Home in Fredericksburg
5 out of 5 average rating, 140 reviews

Cottage near Fredericksburg

Relax at my unique tranquil rock cottage less than 2 miles to Main Street on the edge of town surrounded by oak trees and adjacent to peach and pecan orchards. Enjoy the sunrise on the front porch or the sunset on the back porch while relaxing to the sights and sounds of nature. Take a step back in time and enjoy relics of the past in my cottage. Sunrise Grove Cottage is best suited for a couple seeking a quiet place to stay while visiting our lovely hamlet. Man spricht deutsch.

Top guest favourite
Home in Fredericksburg
4.96 out of 5 average rating, 338 reviews

2 Blocks to Main! Luxurious Farmhouse w/Fire-pit

Escape to Laurel Haus, a beautifully renovated vacation rental just two blocks from downtown Main Street in Fredericksburg, Texas. This renovated house offers modern luxury and charm. The spacious home sleeps 6 in 2 bedrooms + a Loft—two king suites and two twins—and has 2 full bathrooms. Relax on the patio, gather around the fire pit, or unwind after exploring Fredericksburg’s wineries, shops, and Texas Hill Country. Book now for a memorable wine country retreat in Fredericksburg!

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.
Farm stay in Fredericksburg
4.97 out of 5 average rating, 218 reviews

Historic Log Cabin - Private Ranch -King Bed

Rest easy at this luxurious and unique historic 1850’s log cabin. Minutes from Willow City Loop & Enchanted Rock. This comfy cabin is quiet, and peaceful. Historical Fredericksburg is a scenic 20 minute drive and after a day of wine tours, shopping or hiking, the cabins’ 66” Copper Tub will be waiting for a relaxing bath. Nature awaits behind the private security gates for taking a leisurely walk on the half mile “driveway” or venture out on country roads and enjoy the wildlife.

Top guest favourite
An indoor nook features a cozy hammock framed by a grassed wall and tall plants. Soft lighting is provided by candles, complementing decorative cushions and a throw blanket. A decorative banner reading 'Bobo Country Vibes' adds a charming touch to this relaxing space.
Apartment in Fredericksburg
4.99 out of 5 average rating, 212 reviews

Boho Vibes in the Hill Country

Here’s the RUNDOWN: - QUICK DRIVE to MAIN ST - 2 parking spots RIGHT OUTSIDE - Sleepy-time = Chill time - Bedroom w/ KING Serta i-Series mattress & 55"TV - Spacious living w/ 4K 70"TV, ATARI Console & KING pullout - Sign in to YOUR STREAMING services! - Grassy Indoor Nook w/ hammock (chill out!) - 2 private patio spaces (yes two!) w/ gas FIRE PIT - Dartboard & games - COTTON bedding - NEW SINGLE-LEVEL condo - EQUIPPED kitchen - Dining + bistro table, dual as office & island!

Top guest favourite
A stone patio area is showcased with five black wooden adirondack chairs arranged around a fire pit. Overhead, a pergola supports decorative lanterns, while a golden sunset illuminates the scene and highlights the open landscape in the background.
Villa in Fredericksburg
4.98 out of 5 average rating, 408 reviews

Stunning Villa w/ Alpaca, Sheep, Donkeys, Hot Tub

Spotted Sheep Farms is located on 8 private acres and features two separate properties. The Villa at Spotted Sheep Farms, an Italian style 1,800 square foot home with beautiful finishes and a luxurious huge master suite. The property is home to animals and wild life including alpacas, miniature donkeys, and of course, spotted sheep! It’s perfect for a getaway, relaxing, enjoying some of Texas' best wineries, Fredericksburg shopping and the quiet evening in the hot tub.

Top guest favourite
An inviting outdoor space featuring a private hot tub surrounded by gravel and seating. A cozy fireplace stands nearby, with the cottage's modern exterior illuminated by evening light. Natural landscaping and a tree provide a serene atmosphere, enhancing the overall aesthetic of the retreat.
Cottage in Fredericksburg
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

Top guest favourite
Cottage in Fredericksburg
4.95 out of 5 average rating, 106 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!

Top guest favourite
The cabin exterior showcases a wooden façade with stone accents and a welcoming porch. Surrounded by landscaped gravel pathways, the entrance features a gentle slope for accessibility. A vibrant sunset casts warm hues over the scene, highlighting the tranquil setting and distant greenery.
Cabin in Fredericksburg
4.97 out of 5 average rating, 159 reviews

Hilltop Hideaway | 1/1 | Hot Tub

Hilltop Hideaway on Spring Creek is a relaxing, romantic retreat sure to put you in a peaceful state of mind. Even though the cabin is located only 10 minutes or so from Fredericksburg's famed shops and restaurants, you will feel as if you are in another world. As you enter the property you will first be enchanted by the lovely landscaping. Your attention will be drawn immediately, however, to the unbelievable panoramic views. You'll see miles and miles of Texas!

Popular amenities for Gillespie County holiday rentals

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