Condo holiday rentals in Gillespie County

4.89 out of 5 average rating, 113 reviews

'Uncorked Ranch' Hill Country Home: 1 Mi to Winery

Experience the scenic Texas Hill Country from the comfort of this welcoming 2-bedroom, 2-bath vacation rental nestled less than a mile from Fredericksburg's Main Street! This stylish abode offers an updated interior with plenty of Lone Star State decor, a pristine kitchen, natural sunlight, and a private fenced-in yard that's ideal for entertaining. Whether you're in town to explore the local wineries, hike Enchanted Rock, or soak up the Texas sun, this is the perfect rural retreat!

4.91 out of 5 average rating, 130 reviews

*Brand New| Hot Tub | Near Main

Welcome to 204 Fred Bed! This beautifully built, brand new condo is the perfect space for your next romantic getaway! Enjoy the spacious layout with a fully equipped kitchen, luxurious shower, and PRIVATE hot tub in the fully fenced in backyard. With Main Street less than a 2 mile drive away and the 290 Wine Tour just up the road, this location cannot be beat! Perfect Fredericksburg stay for your anniversary, birthday, or even just a best friend trip. Don't forget the wine!

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.

4.99 out of 5 average rating, 238 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 - 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!

A spacious living area features a white sofa adorned with dark cushions and a natural wood accent wall. Two leather chairs are positioned next to wooden side tables, and light from large windows illuminates a patterned rug on the floor.

4.99 out of 5 average rating, 247 reviews

Urban Hill Country Haven

Here's the RUNDOWN: - QUICK drive to MAIN STREET - 2 parking spots RIGHT OUTSIDE + visitor parking - 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! - 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!

A modern living area is presented, featuring a spacious sectional couch with a red throw draped over one corner. A wooden dining table is visible in the background, accompanied by matching chairs. The kitchen showcases stainless steel appliances and a breakfast bar with two pendant lights overhead.

4.97 out of 5 average rating, 111 reviews

Beautiful Condo | Near Town | Sleeps 4

The "Pecan Villas" in Fredericksburg is a brand new, modern condo just minutes from Main Street in Fredericksburg with easy access to wineries, Luckenbach, Enchanted Rock, scenic Texas Hill Country drives, and more. This home features 2 master bedrooms with king-sized beds and ensuite bathrooms, a large gathering space with a fully-equipped kitchen, electric fireplace, and a private outdoor patio. I'd love to host you for your hill country getaway!

A spacious studio features a king-sized bed adorned with decorative pillows, complemented by an accent wall in deep blue. A comfortable brown leather sofa and a round coffee table are positioned on a patterned rug, creating a welcoming living space. Natural light is provided by multiple windows.

5.0 out of 5 average rating, 231 reviews

STAY ON MAIN! St Studio Apt W/ Kitchen

This unit is on the second floor! Stairs required to enter. Located in the center of Main St! One Bed Studio with Full Kitchen. 750 sqft of space to relax! Pets welcome with $25 dollar pet fee. Kitchen is fully equipped. Enjoy your morning with a Nespresso Coffee Maker. King sized Mint Mattress sleeps two. Full bathroom with walk-in custom shower. Living room has TV with all streaming Apps. Fast 200 Mbps WiFi. Permit #8056001445

A welcoming living area is illustrated with a large flat-screen TV mounted on the wall. Comfortable seating options, including a blue armchair and a sofa with orange cushions, surround a wooden coffee table. Natural light fills the space, complemented by decorative wall art.

4.95 out of 5 average rating, 111 reviews

*New Romantic Getaway|Hot Tub

This beautiful, newly built 1 bed/1 bath condo place is the ready for your next romantic getaway. You'll be in your own private avode with a luxurious king bed or soak in the large walk-in shower. Unwind in the living room area with the smart TV, and whip up a favorite meal in the fully equipped kitchen. When the day is done, relax in the hot tub on the private fenced patio! Don't forget to bring the wine!

A modern living area features a cozy gray sofa adorned with decorative cushions. A dark coffee table sits on a patterned rug, complemented by stylish pendant lighting above. The open layout highlights the adjoining kitchen with sleek appliances and a warm wooden floor extending throughout the space.

4.95 out of 5 average rating, 213 reviews

Tempranillo Haus- Hot Tub Getaway Near Main St!

Whether you seek a romantic getaway or a rejuvenating escape to wine country, Tempranillo Haus is equipped with everything you need for an unforgettable experience. A boho modern aesthetics, romantic ambiance, and a private hot tub create an oasis of relaxation. Located in the heart of Fredericksburg and only minutes to downtown where shopping, wine tasting, and delicious restaurants awaits you.

4.89 out of 5 average rating, 176 reviews

Private Hill Country Retreat | Hot Tub | Sleeps 2

Escape to your own private Hill Country retreat, perfect for a Fredericksburg getaway for two! This newly built 1BR/1BA condo features a luxurious king bed, spacious walk-in shower, Smart TV and fully equipped kitchen. After exploring town, unwind on your private fenced patio and soak under the Texas sky in your own hot tub. The perfect spot to relax, reconnect and enjoy Fredericksburg!

4.86 out of 5 average rating, 21 reviews

The Bank - Luxury Historic Suite on Main Street!

Experience the charm of downtown Fredericksburg in this luxurious one-bedroom, one-bath suite, nestled on the top floor of a beautifully preserved historic building. Originally home to the Bank of Fredericksburg until 1936—and once the private residence of the bank’s owner—this elegant space now serves as a refined retreat in the very heart of Main Street.

A modern hallway is shown, featuring a stacked washer and dryer unit against a white wall. A welcome sign hangs above a coat rack, with light wood flooring extending towards a well-lit living area visible in the background.

5.0 out of 5 average rating, 17 reviews

Fantastic New Condo| Hot tub| Sleeps 4

These beautifully built, brand new condos are the perfect space for your next Fredericksburg getaway! With Main Street less than a 2 mile drive away and the 290 Wine Tour just up the road, this location cannot be beat! Perfect Fredericksburg stay for your anniversary, birthday, or even just a best friend trip. Don't forget the wine!

An open-concept living space features a sleek black sofa and a round coffee table atop a textured area rug. Natural light enters through large glass doors, with sheer curtains providing a gentle filter. A tall potted plant adds greenery, enhancing the contemporary decor.