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 modern living area features a spacious leather sectional sofa, decorative throw blankets, and a round coffee table. A large wall-mounted TV sits across from the seating arrangement. The open kitchen is visible in the background, with bar stools providing additional seating.

4.93 out of 5 average rating, 46 reviews

Single-Story Condo < 1 Mile From Downtown!

Whether you’re here to hit the wine trail, immerse yourself in Hill Country history, or both, this 2-bedroom, 2-bath vacation rental is the perfect starting point! Set right outside downtown Fredericksburg, the condo offers easy access to local favorites. Head into town for a tasting at Cross Mountain Vineyards or a tour of the National Museum of the Pacific War. When you need a break from the sites and spirits, visit one of the State Parks within 20 miles or less of your well-appointed abode.

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

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 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, 204 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, 192 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.

4.82 out of 5 average rating, 33 reviews

Large patio and hot tub near wine country

Welcome to your perfect getaway in the heart of Texas Hill Country! Nestled just minutes from the charming town of Fredericksburg, this beautifully designed home offers a hot tub and a serene and comfortable retreat for families, couples, or friends looking to explore the area’s renowned wineries, outdoor activities, and vibrant culture.Note: Pet fee is not included in the total

A bright living area is depicted with large windows allowing natural light to fill the space. A modern, minimalist coffee table is centered in front of a wall-mounted television and an electric fireplace. Comfortable seating is evident, with navy blue armchairs complemented by soft decorative elements.