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Cottages in Gillespie

Gillespie
Sun, 15 Nov 2026 - Mon, 16 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 37 Cottages in Gillespie
Exterior & Views

Breezy Hills Cottages

Cottage

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Gillespie
Breezy Hills Cottages Location
Located in Fredericksburg, Breezy Hills Cottages is within a 15-minute drive of National Museum of the Pacific War and Pioneer Museum. This cottage is 6.1 mi (9.7 km) from Fredericksburg Theater Company and 8 mi (13 km) from Rockbox Theater.

Breezy Hills Cottages Facility and Service
Enjoy recreation amenities such as a hot tub or take in the view from a terrace. This cottage also features a picnic area and barbecue grills.

Breezy Hills Cottages Rooms
Treat yourself to a stay in one of the 3 individually decorated guestrooms, featuring private hot tubs and Smart televisions. Your room comes with a pillowtop bed. Kitchens are outfitted with refrigerators, ovens, and stovetops. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment.

Restaurant and Cafe
A complimentary continental breakfast is included.

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4.8/5(100 Reviews)
“Great deal”
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Others

Luxurious & Intimate Cottage in Fred Wine Country!

Cottage

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Gillespie
Luxurious & Intimate Cottage in Fred Wine Country! Location
Located in Fredericksburg, this cottage is a 3-minute drive from Grapetown Vineyard and 7 minutes from Old Tunnel State Park. This cottage is 13.3 mi (21.4 km) from Guadalupe River and 4.9 mi (7.8 km) from Safari Winery.

Luxurious & Intimate Cottage in Fred Wine Country! Facility and Service
Make use of convenient amenities such as complimentary wireless internet access, concierge services, and barbecue grills.

Luxurious & Intimate Cottage in Fred Wine Country! Rooms
Make yourself comfortable in your individually decorated cottage. There's a private balcony or patio. The bathroom has a bathtub or shower.

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Exterior & Views

Cates Cottage in the Hill Country 8 Mins to Fred!

Cottage

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Gillespie
Cates Cottage in the Hill Country 8 Mins to Fred! Location
When you stay at this cottage in Fredericksburg, you'll be 15 minutes by car from Main Street. This cottage is 11.3 mi (18.1 km) from Enchanted Rock State Natural Area and 7.8 mi (12.6 km) from Pioneer Museum.

Cates Cottage in the Hill Country 8 Mins to Fred! Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Cates Cottage in the Hill Country 8 Mins to Fred! Rooms
Make yourself comfortable in your individually decorated cottage. There's a private patio. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a washer/dryer.

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Starts from
MYR 543
/night
Others

Cora Street Cottage

Cottage

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Gillespie
Cora Street Cottage Location
With a stay at this cottage in Fredericksburg (Fredericksburg Historic District), you'll be within a 10-minute walk of Marktplatz von Fredericksburg and Rockbox Theater. This cottage is 0.5 mi (0.7 km) from Main Street and 0.5 mi (0.8 km) from National Museum of the Pacific War.

Cora Street Cottage Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Cora Street Cottage Rooms
Make yourself comfortable in your individually decorated cottage. There's a private balcony. The bathroom has a bathtub or shower.

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Others

The Grove B Stylish Cottage - Walk to Main

Cottage

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Gillespie
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Annette's At Waldrip 1 Bedroom Cottage by RedAwning

Cottage

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Gillespie
Annette's At Waldrip 1 Bedroom Cottage by RedAwning Location
With a stay at this vacation home in Fredericksburg (Fredericksburg Historic District), you'll be within a 5-minute walk of Admiral Nimitz Gallery and Elk Store Winery & Distillery. This golf vacation home is 0.3 mi (0.4 km) from Japanese Garden of Peace and 0.3 mi (0.4 km) from Main Street.

Annette's At Waldrip 1 Bedroom Cottage by RedAwning Facility and Service
Take advantage of recreation opportunities including an outdoor tennis court and a fitness center.

Annette's At Waldrip 1 Bedroom Cottage by RedAwning Rooms
Make yourself comfortable in your vacation home, 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 washing machine.

Restaurant and Cafe
A complimentary breakfast is included.

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Fully Booked
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Dog-friendly Cottage on Hwy 290 Wine Trail

Cottage

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Gillespie
Dog-friendly Cottage on Hwy 290 Wine Trail Location
With a stay at this cottage in Fredericksburg (Fredericksburg Historic District), you'll be steps from Main Street and Marktplatz von Fredericksburg. This cottage is 0.1 mi (0.2 km) from Holy Ghost Lutheran Church and 0.2 mi (0.3 km) from Rockbox Theater.

Dog-friendly Cottage on Hwy 290 Wine Trail Rooms
Make yourself comfortable in your individually decorated cottage. The bathroom has a bathtub or shower.

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Gausthaus 402 1 Bedroom Cottage by RedAwning

Cottage

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Gillespie
Gausthaus 402 1 Bedroom Cottage by RedAwning Location
With a stay at this cottage in Fredericksburg (Fredericksburg Historic District), you'll be within a 5-minute walk of Japanese Garden of Peace and WWII Veterans Memorial Courtyard. This golf cottage is 0.2 mi (0.4 km) from Admiral Nimitz Gallery and 0.2 mi (0.4 km) from Main Street.

Gausthaus 402 1 Bedroom Cottage by RedAwning Facility and Service
Take advantage of recreation opportunities including an outdoor tennis court and a fitness center.

Gausthaus 402 1 Bedroom Cottage by RedAwning Rooms
Make yourself comfortable in this air-conditioned cottage, 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 microwave and a coffee/tea maker.

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Bathroom

The Grove E With Hot Tub & King Bed - 2 Blks to Main

Cottage

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Gillespie

Property Location
With a stay at this cottage in Fredericksburg (Fredericksburg Historic District), you'll be within a 5-minute walk of Marktplatz von Fredericksburg and Artisans At Rocky Hill. This cottage is 0.2 mi (0.4 km) from Fredericksburg Winery and 0.2 mi (0.4 km) from Vereins Kirche Museum.

Area Attraction
Distances are displayed to the nearest 0.1 mile and kilometer.

Marktplatz von Fredericksburg - 0.3 km / 0.2 mi
Artisans At Rocky Hill - 0.3 km / 0.2 mi
Main Street - 0.4 km / 0.2 mi
Fredericksburg Winery - 0.4 km / 0.2 mi
Good Art Company Art Gallery - 0.4 km / 0.3 mi
Vereins Kirche Museum - 0.4 km / 0.3 mi
St. Mary's Catholic Church - 0.5 km / 0.3 mi
Pioneer Museum - 0.5 km / 0.3 mi
Rockbox Theater - 0.7 km / 0.5 mi
National Museum of the Pacific War - 0.9 km / 0.6 mi
Holy Ghost Lutheran Church - 0.9 km / 0.6 mi
Fredericksburg Brewing Company - 1 km / 0.6 mi
WWII Veterans Memorial Courtyard - 1.1 km / 0.7 mi
Japanese Garden of Peace - 1.1 km / 0.7 mi
Elk Store Winery & Distillery - 1.2 km / 0.7 mi

The nearest major airport is San Antonio International Airport (SAT) - 110.1 km / 68.4 mi

Rec, Spa, Premium Amenities
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and barbecue grills.

Business, Other Amenities
Limited parking is available onsite.

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Celtic Studio Bedroom Cottage by RedAwning

Cottage

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Gillespie
Celtic Studio Bedroom Cottage by RedAwning Location
When you stay at this vacation home in Fredericksburg, you'll be next to a golf course and 8 minutes by car from Main Street. This golf vacation home is 5 mi (8 km) from Pioneer Museum and 5.2 mi (8.3 km) from Fredericksburg Winery.

Celtic Studio Bedroom Cottage by RedAwning Facility and Service
Enjoy recreational amenities such as an outdoor tennis court and a fitness center.

Celtic Studio Bedroom Cottage by RedAwning Rooms
Make yourself comfortable in your vacation home, 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.

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Fully Booked
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Calmbach Cottage 2 Bedroom Home by RedAwning

Cottage

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Gillespie
Calmbach Cottage 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 0.6 mi (0.9 km) from Artisans At Rocky Hill and 0.6 mi (0.9 km) from Fredericksburg Winery.

Calmbach Cottage 2 Bedroom Home by RedAwning Facility and Service
Pamper yourself with onsite massages or enjoy recreation amenities such as a fitness center.

Calmbach Cottage 2 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your vacation home, 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 an iron/ironing board.

Restaurant and Cafe
A complimentary breakfast is included.

See details
Starts from
MYR 593
/night

Fredericksburg Cottage w/ Grill - Walk to Main St!

Private Cottage

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Gillespie
Fully Booked
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Luxury Cottage With Hill Country Views - Private Deck

Cottage

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Gillespie
Luxury Cottage With Hill Country Views - Private Deck Location
Located in Fredericksburg, this cottage is in a shopping district, within a 10-minute drive of Main Street and Pioneer Museum. This golf cottage is 2.3 mi (3.6 km) from Artisans At Rocky Hill and 2.3 mi (3.7 km) from Fredericksburg Winery.

Luxury Cottage With Hill Country Views - Private Deck Facility and Service
Enjoy a range of recreational amenities, including an attached winery, an outdoor tennis court, and a fitness center.

Luxury Cottage With Hill Country Views - Private Deck Rooms
Make yourself comfortable in this individually decorated cottage, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include a microwave and a coffee/tea maker.

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Binky's Summer Afternoon Studio Bedroom Cottage by RedAwning

Cottage

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Gillespie
Binky's Summer Afternoon Studio Bedroom Cottage by RedAwning Location
With a stay at this vacation home in Fredericksburg (Fredericksburg Historic District), you'll be within a 10-minute walk of Marktplatz von Fredericksburg and Vereins Kirche Museum. This golf vacation home is 0.4 mi (0.7 km) from Good Art Company Art Gallery and 0.5 mi (0.7 km) from Artisans At Rocky Hill.

Binky's Summer Afternoon Studio Bedroom Cottage by RedAwning Facility and Service
Take advantage of recreation opportunities including an outdoor tennis court and a fitness center.

Binky's Summer Afternoon Studio Bedroom Cottage by RedAwning Rooms
Make yourself comfortable in your vacation home, 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.

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Others

The Windmill-breathtaking Hill Country Views!

Cottage

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Gillespie
The Windmill-breathtaking Hill Country Views! Location
When you stay at this cottage in Harper, you'll be next to a golf course and within a 5-minute drive of Hye Meadow Winery. This golf cottage is 5.2 mi (8.3 km) from Chisholm Trail Winery and 12.2 mi (19.6 km) from Main Street.

The Windmill-breathtaking Hill Country Views! Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

The Windmill-breathtaking Hill Country Views! Rooms
Make yourself comfortable in your individually decorated cottage. There's a private balcony. The bathroom has a bathtub or shower and designer toiletries. Conveniences include a desk and a coffee/tea maker.

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Exterior

Luxurious & Intimate Cottage in Fred Wine Country!

Cottage

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Gillespie
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Avalon Studio Bedroom Cottage by RedAwning

Cottage

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Gillespie
Avalon Studio Bedroom Cottage by RedAwning Location
When you stay at this vacation home in Fredericksburg, you'll be next to a golf course and 8 minutes by car from Main Street. This golf vacation home is 5 mi (8 km) from Pioneer Museum and 5.2 mi (8.3 km) from Fredericksburg Winery.

Avalon Studio Bedroom Cottage by RedAwning Facility and Service
Be sure to enjoy recreational amenities, including a hot tub, an outdoor tennis court, and a fitness center.

Avalon Studio Bedroom Cottage by RedAwning Rooms
Make yourself comfortable in this vacation home, which features a private hot tub and a Smart TV. A kitchen is outfitted with a refrigerator and an oven. Complimentary wireless internet access is available to keep you connected. Conveniences include a coffee/tea maker and a ceiling fan.

Restaurant and Cafe
A complimentary breakfast is included.

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Fully Booked
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Angel's Diamond in town private cottage hot tub

Cottage

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Gillespie
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Red Door Movie Lounge Casita

Private Cottage

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Gillespie
Red Door Movie Lounge Casita Location
Located in Fredericksburg, this cottage is in a shopping district, within a 10-minute drive of Pedernales Brewing Company and Fredericksburg Theater Company. This golf cottage is 5 mi (8 km) from Das Peach Haus and 6.2 mi (10.1 km) from Hill Country Memorial Hospital.

Red Door Movie Lounge Casita Rooms
Make yourself comfortable in this individually decorated cottage, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Complimentary wireless internet access is available to keep you connected. Conveniences include a microwave and a coffee/tea maker.

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Charming Cottage-3 Mins to Downtown-pet Friendly!

Cottage

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Gillespie
Charming Cottage-3 Mins to Downtown-pet Friendly! Location
Located in Fredericksburg, this vacation home is within a 15-minute walk of Pioneer Museum and St. Mary's Catholic Church. This vacation home is 0.9 mi (1.4 km) from Fredericksburg Winery and 0.9 mi (1.5 km) from Lost Draw Cellars.

Charming Cottage-3 Mins to Downtown-pet Friendly! Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and an arcade/game room.

Charming Cottage-3 Mins to Downtown-pet Friendly! Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a washer/dryer.

See details
Starts from
MYR 824
/night

Cottages in Gillespie

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