Condo vacation rentals in Gillespie County

5 out of 5 average rating, 21 reviews

The Bank-Luxury Suite w/Deck Overlooking Main St!

Welcome to your upscale retreat in the heart of downtown perfectly positioned above the iconic Headquarters Hats with direct access to Main St. This luxurious two-bedroom, two-bath suite is located on the top floor of a beautifully preserved historic building that once housed the Bank of Fredericksburg. Originally designed with banking operations on the ground floor and the bank owner’s residence above, the building still radiates historic charm while offering all the comforts of modern luxury.

A charming exterior of a townhouse features a light-colored stone facade complemented by wooden shutters. A small porch includes a pair of grey chairs and a round table, with a welcoming front door displaying a soft blue hue, set against a backdrop of a clear sky.

5 out of 5 average rating, 70 reviews

3/2 | Sleeps6 | Near Main St & Wine Route 290

- Master bedroom with spacious ensuite bathroom, large walk-in closet & 55” Smart TV. - Second bedroom with walk-in closet and 55” smart TV adjacent to bathroom, with tub. - The kitchen features new stainless steel appliances & all the tools you’ll need for baking or cooking. - Bar supplies including cocktail, wine, champagne and highball glasses & cocktail shaker. - Dining table & place settings for 4. - The living room has a 65” Smart TV & spacious queen sleeper sofa. - Designated workspace.

A private patio features a hot tub surrounded by a wooden fence and lush greenery. An outdoor dining table with chairs is positioned nearby, along with two lounge chairs. The area is designed for relaxation, with soft lighting and natural elements enhancing the setting.

4.91 out of 5 average rating, 121 reviews

Eagle St Retreat, Privacy Fence, Hot Tub, Fire pit

This newly built, contemporary 1 bed/1 bath condo is a casual, comfortable, and convenient retreat just a couple minutes from the heart of Main Street! You'll be in your own little world with a romantically lit bedroom with a luxurious king bed and fireplace. Unwind in the living room area with the fireplace and smart TV, and whip up a favorite meal in the fully equipped kitchen. Relax in the hot tub on the private fenced patio! Don't forget to bring the wine! Managed by Heavenly Hosts

The open-concept living area features a vaulted ceiling with exposed beams, hardwood flooring, and stylish furnishings. A large flat-screen TV is mounted above a gas fireplace. A modern kitchen island with seating overlooks the cozy living space, which is filled with natural light from large windows.

4.89 out of 5 average rating, 106 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!

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, 204 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!

A comfortable living area features a spacious gray sofa adorned with blue accent pillows. A coffee table sits on a textured area rug, and a flat-screen TV is mounted on the wall. Natural light flows in through two windows, complemented by a leafy plant in the corner.

4.9 out of 5 average rating, 84 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!

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, 205 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.

4.99 out of 5 average rating, 82 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.

4.99 out of 5 average rating, 193 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.

4.96 out of 5 average rating, 73 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 kitchen is presented with white cabinetry and a dark granite island. Stainless steel appliances, including a refrigerator and microwave, are visible, along with a coffee maker and other equipment. Natural light brightens the space through a small window above the sink.

4.86 out of 5 average rating, 143 reviews

*NEW! Private Retreat w/Hot Tub! Sleeps 2

Enjoy a stylish experience at this centrally-located, newly built, 1 bed/1 bath condo place. 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 spacious outdoor deck features several light blue Adirondack chairs arranged around a fire pit, offering a cozy spot for relaxation. The house, with its gray siding and large windows, is set against a backdrop of lush greenery and a clear blue sky.