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Vacation Homes in Gillespie

Gillespie
Sun, 15 Nov 2026 - Mon, 16 Nov 2026 (1 night)
1 Adult, 0 Children
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Showing 149 Vacation Homes in Gillespie
Others

The Cora

Private Vacation Home

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Gillespie
The Cora Location
With a stay at this vacation home in Harper, you'll be next to a golf course, and 21.9 mi (35.2 km) from Guadalupe River and 15.5 mi (24.9 km) from Hye Meadow Winery. This golf vacation home is 18.7 mi (30.2 km) from Chisholm Trail Winery and 20 mi (32.2 km) from Kathleen Cook Art Studio.

The Cora Rooms
Treat yourself to a stay in this individually decorated vacation home, which features a fireplace. There's a private patio. A kitchenette is outfitted with a refrigerator and a microwave. Complimentary wireless internet access is available to keep you connected.

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Fully Booked
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Exterior detail

Quiet Casita With Hot Tub six Min From Downtown

Vacation Home

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Gillespie
Quiet Casita With Hot Tub six Min From Downtown Location
When you stay at this vacation home in Fredericksburg, you'll be within a 10-minute drive of Lost Draw Cellars and Hill Country Memorial Hospital. This vacation home is 2 mi (3.3 km) from Pioneer Museum and 2.1 mi (3.4 km) from Holy Ghost Lutheran Church.

Quiet Casita With Hot Tub six Min From Downtown Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Quiet Casita With Hot Tub six Min From Downtown Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

See details
Starts from
IDR 2,650,880
/night
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Historic Fredericksburg Farmhouse - Hill Country Views - Wine Trail - Snowbird

Vacation Home

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Gillespie
Historic Fredericksburg Farmhouse - Hill Country Views - Wine Trail - Snowbird Location
With a stay at this vacation home in Fredericksburg, you'll be within a 5-minute drive of Six Shooter Cellars and Fiesta Winery 290. This vacation home is 0.9 mi (1.4 km) from Wildseed Farms and 1 mi (1.6 km) from Altstadt Brewery.

Historic Fredericksburg Farmhouse - Hill Country Views - Wine Trail - Snowbird Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Fully Booked
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Others

Private Oasis 10 min To Main St

Private Vacation Home

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Gillespie
Private Oasis 10 min To Main St Location
Located in Fredericksburg, this vacation home is in a shopping district, within a 10-minute drive of Augusta Vin and Santa Maria Cellars. This golf vacation home is 5.1 mi (8.1 km) from Vista Loop Trail and 5.1 mi (8.1 km) from Live Oak Wilderness Trail.

Private Oasis 10 min To Main St Facility and Service
This smoke-free vacation home offers games.

Private Oasis 10 min To Main St Rooms
Make yourself comfortable in this individually decorated vacation home, featuring a kitchen with a refrigerator and an oven. There's a private lanai. Complimentary wireless internet access is available to keep you connected. Conveniences include a microwave and a coffee/tea maker.

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5.0/5
Fully Booked
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A Thousand Stars: Pool+hot Tub, Views

Vacation Home

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Gillespie
A Thousand Stars: Pool+hot Tub, Views Location
When you stay at this vacation home in Fredericksburg, you'll be 15 minutes by car from Lyndon B. Johnson State Park. This vacation home is 8.1 mi (13 km) from Arrowhead Creek Vineyard and 8.5 mi (13.7 km) from Woodrose Winery.

A Thousand Stars: Pool+hot Tub, Views Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

A Thousand Stars: Pool+hot Tub, Views Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Fully Booked
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Beloved Haus - Hot-tub, 4-min to Main Street!

Vacation Home

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Gillespie
Beloved Haus - Hot-tub, 4-min to Main Street! Location
Located in Fredericksburg, this vacation home is within a 15-minute walk of Lost Draw Cellars and Hill Country Memorial Hospital. This vacation home is 0.8 mi (1.3 km) from Holy Ghost Lutheran Church and 0.9 mi (1.4 km) from Pioneer Museum.

Beloved Haus - Hot-tub, 4-min to Main Street! Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Beloved Haus - Hot-tub, 4-min to Main Street! Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

See details
Starts from
IDR 4,159,316
/night
Others

Serene Creek Front Home With Games+grill!

Vacation Home

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Gillespie
Serene Creek Front Home With Games+grill! Location
When you stay at this vacation home in Fredericksburg, you'll be within a 10-minute drive of Main Street and Pioneer Museum. This vacation home is 5.1 mi (8.3 km) from Artisans At Rocky Hill and 5.2 mi (8.3 km) from Good Art Company Art Gallery.

Serene Creek Front Home With Games+grill! Facility and Service
Make use of convenient amenities such as complimentary wireless internet access, a picnic area, and gas grills.

Serene Creek Front Home With Games+grill! Rooms
Make yourself comfortable in your individually decorated vacation home. There's a private furnished balcony/patio. The bathroom has a bathtub or shower.

See details
5.0/5
Starts from
IDR 3,846,417
/night
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Ms. Bunny's Bungalow 2 Bedroom Home by RedAwning

Vacation Home

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Gillespie
Ms. Bunny's Bungalow 2 Bedroom Home by RedAwning Location
With a stay at this vacation home in Fredericksburg (Fredericksburg Historic District), you'll be within a 10-minute walk of Main Street and Pioneer Museum. This golf vacation home is 0.4 mi (0.6 km) from St. Mary's Catholic Church and 0.4 mi (0.7 km) from Fredericksburg Winery.

Ms. Bunny's Bungalow 2 Bedroom Home by RedAwning Facility and Service
Pamper yourself with onsite massages or enjoy recreation amenities such as an outdoor tennis court.

Ms. Bunny's Bungalow 2 Bedroom Home by RedAwning Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private balcony or patio. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.

See details
Fully Booked
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Hill Country Oasis-deck-bbq Grill-10 Min to Town!

Vacation Home

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Gillespie
Hill Country Oasis-deck-bbq Grill-10 Min to Town! Location
Located in Fredericksburg, this vacation home is within a 15-minute drive of Main Street and Pioneer Museum. This vacation home is 14.2 mi (22.8 km) from Enchanted Rock State Natural Area and 7.7 mi (12.4 km) from Artisans At Rocky Hill.

Hill Country Oasis-deck-bbq Grill-10 Min to Town! Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Hill Country Oasis-deck-bbq Grill-10 Min to Town! Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

See details
Starts from
IDR 6,117,316
/night
Exterior & Views

Pet Friendly W/hot-tub-six Minutes to Downtown!

Vacation Home

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Gillespie
Pet Friendly W/hot-tub-six Minutes to Downtown! Location
When you stay at this vacation home in Fredericksburg, you'll be within a 10-minute drive of Lost Draw Cellars and Hill Country Memorial Hospital. This vacation home is 2 mi (3.3 km) from Pioneer Museum and 2.1 mi (3.4 km) from Holy Ghost Lutheran Church.

Pet Friendly W/hot-tub-six Minutes to Downtown! Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Pet Friendly W/hot-tub-six Minutes to Downtown! Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

See details
Fully Booked
Let's check on other dates!
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Expansive Getaway Near Downtown With Fast Wifi, Grill

Vacation Home

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Gillespie
Expansive Getaway Near Downtown With Fast Wifi, Grill Location
With a stay at this vacation home in Fredericksburg, you'll be within a 15-minute drive of Main Street and Pioneer Museum. This vacation home is 13.4 mi (21.6 km) from Enchanted Rock State Natural Area and 8.2 mi (13.1 km) from Artisans At Rocky Hill.

Expansive Getaway Near Downtown With Fast Wifi, Grill Facility and Service
Make use of convenient amenities such as complimentary wireless internet access, an arcade/game room, and barbecue grills.

Expansive Getaway Near Downtown With Fast Wifi, Grill Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

See details
Fully Booked
Let's check on other dates!
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Snowbird-friendly Home With Enclosed Yard, Firepit, Central AC, & High-speed Wifi

Vacation Home

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Gillespie
Snowbird-friendly Home With Enclosed Yard, Firepit, Central AC, & High-speed Wifi Location
Located in Fredericksburg, this vacation home is within a 5-minute drive of Rockbox Theater and Marktplatz von Fredericksburg. This vacation home is 2 mi (3.2 km) from Cross Mountain Park and 2.1 mi (3.4 km) from National Museum of the Pacific War.

Snowbird-friendly Home With Enclosed Yard, Firepit, Central AC, & High-speed Wifi Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

See details
Fully Booked
Let's check on other dates!
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Das Mueller Guest Haus 3 Bedroom Home by RedAwning

Vacation Home

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Gillespie
Das Mueller Guest Haus 3 Bedroom Home by RedAwning Location
With a stay at this vacation home in Fredericksburg (Fredericksburg Historic District), you'll be steps from Main Street and 4 minutes by foot from Pioneer Museum. This golf vacation home is 0.3 mi (0.5 km) from Artisans At Rocky Hill and 0.3 mi (0.6 km) from Fredericksburg Winery.

Das Mueller Guest Haus 3 Bedroom Home by RedAwning Facility and Service
Take advantage of recreation opportunities including an outdoor tennis court and a fitness center.

Das Mueller Guest Haus 3 Bedroom Home by RedAwning Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a coffee/tea maker and an iron/ironing board.

Restaurant and Cafe
A complimentary breakfast is included.

See details
Fully Booked
Let's check on other dates!
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Historic Rumpel Kammer Compound

Vacation Home

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Gillespie
Historic Rumpel Kammer Compound Location
With a stay at this vacation home in Fredericksburg (Fredericksburg Historic District), you'll be steps from Marktplatz von Fredericksburg and Rockbox Theater. This vacation home is 0.2 mi (0.3 km) from Main Street and 0.2 mi (0.4 km) from National Museum of the Pacific War.

Historic Rumpel Kammer Compound Rooms
Make yourself comfortable in your individually decorated vacation home. There's a private balcony or patio. Conveniences include a separate sitting area and a washer/dryer.

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Fully Booked
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Walk to Wineries & Downtown, Antique Decor - Historic Craftsman Circa 1923

Vacation Home

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Gillespie
Walk to Wineries & Downtown, Antique Decor - Historic Craftsman Circa 1923 Location
With a stay at this vacation home in Fredericksburg (Fredericksburg Historic District), you'll be within a 10-minute walk of Rockbox Theater and Japanese Garden of Peace. This vacation home is 0.4 mi (0.6 km) from National Museum of the Pacific War and 0.4 mi (0.7 km) from Admiral Nimitz Gallery.

Walk to Wineries & Downtown, Antique Decor - Historic Craftsman Circa 1923 Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

See details
Fully Booked
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Beautiful Two-level Farmhouse w/ Garden Views, Free Wifi, & Outdoor Dining Area

Vacation Home

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Gillespie
Beautiful Two-level Farmhouse w/ Garden Views, Free Wifi, & Outdoor Dining Area Location
Located in Fredericksburg, this vacation home is within a 15-minute walk of Lost Draw Cellars and Hill Country Memorial Hospital. This vacation home is 0.7 mi (1.1 km) from Main Street and 0.7 mi (1.1 km) from Holy Ghost Lutheran Church.

Beautiful Two-level Farmhouse w/ Garden Views, Free Wifi, & Outdoor Dining Area Rooms
Make yourself comfortable in your individually decorated vacation home. There's a private balcony or patio. The bathroom has a bathtub or shower.

See details
Fully Booked
Let's check on other dates!
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Hilmy Cellars Haus On Vineyard

Vacation Home

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Gillespie
Hilmy Cellars Haus On Vineyard Location
With a stay at this vacation home in Harper, you'll be within a 15-minute drive of Hye Meadow Winery and Chisholm Trail Winery. This vacation home is 12 mi (19.3 km) from Main Street and 12.3 mi (19.8 km) from Pioneer Museum.

Hilmy Cellars Haus On Vineyard Rooms
Treat yourself to a stay in this individually decorated vacation home, which features an outdoor private hot tub. Conveniences include a desk and a separate sitting area.

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Exterior & Views

Weitz Retreat

Vacation Home

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Gillespie
Weitz Retreat Location
With a stay at this vacation home in Fredericksburg, you'll be within a 15-minute drive of Rockbox Theater and Marktplatz von Fredericksburg. This vacation home is 22.1 mi (35.6 km) from Enchanted Rock State Natural Area and 6.5 mi (10.5 km) from National Museum of the Pacific War.

Weitz Retreat Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Weitz Retreat Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

See details
5.0/5
Starts from
IDR 2,247,614
/night
Property grounds

Ada's Whole House 3 Bedroom Apts by RedAwning

Vacation Home

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Gillespie
Ada's Whole House 3 Bedroom Apts by RedAwning Location
When you stay at this condo in Fredericksburg, you'll be next to a golf course, within a 15-minute walk of Main Street and Pioneer Museum. This golf condo is 0.6 mi (0.9 km) from St. Mary's Catholic Church and 0.6 mi (1 km) from Fredericksburg Winery.

Ada's Whole House 3 Bedroom Apts by RedAwning Facility and Service
Don't miss out on recreational opportunities including an outdoor tennis court and a fitness center.

Ada's Whole House 3 Bedroom Apts by RedAwning Rooms
Make yourself comfortable in your condo, featuring a refrigerator and a Smart TV. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a ceiling fan.

Restaurant and Cafe
A complimentary breakfast is included.

See details
Fully Booked
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Others

Ava and Weston Combo House

Vacation Home

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Gillespie
5.0/5
Fully Booked
Let's check on other dates!

Vacation Homes in Gillespie

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