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Gillespie County Holiday Rentals

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Our top choices for Gillespie County holiday rentals

A wooden deck with metal railings, surrounded by trees and a sunset in the background.

1. ParcBlu

ParcBlu
3.5 star property
Fredericksburg
10.0 out of 10, Exceptional, (44 reviews)
"Beautifully done. Cant wait to go back"
United States
Jessica
The price is AU$402
includes taxes & fees
23 Sept - 24 Sept
ParcBlu
A bedroom with a large bed, a stone fireplace, and a balcony with wooden railings.

2. Blacksmith Quarters

Blacksmith Quarters
3.5 star property
Fredericksburg Historic District
10.0 out of 10, Exceptional, (13 reviews)
"We had a great stay! The place was very clean, the location was perfect, and it was ideal for a couples trip. Everything was comfortable and convenient, and we really enjoyed our time here. We would definitely stay again and highly recommend it to other couples looking for a relaxing getaway."
United States
brandon
The price is AU$569
includes taxes & fees
24 Sept - 25 Sept
Blacksmith Quarters
A wooden cabin with a hot tub on the porch.

3. City on a Hill at Spring Creek

City on a Hill at Spring Creek
3.0 star property
Fredericksburg
9.8 out of 10, Exceptional, (246 reviews)
"Great time all around Loved the hot tub and grill options"
United States
Amory
The price is AU$357
includes taxes & fees
23 Sept - 24 Sept
City on a Hill at Spring Creek
A spacious indoor area with a high wooden ceiling, multiple seating arrangements, and large windows offering views of the outdoors.

4. Mendelbaum Winery Guest Cabins

Mendelbaum Winery Guest Cabins
3.0 star property
Fredericksburg
8.4 out of 10, Very good, (130 reviews)
"The location is Great, We had a Great Stay"
United States
Robert
The price is AU$386
includes taxes & fees
23 Sept - 24 Sept
Mendelbaum Winery Guest Cabins
A hot tub with a wooden deck and outdoor seating area, surrounded by trees and a rustic cabin.

5. Cabin in the Country

Cabin in the Country
Fredericksburg
8.8 out of 10, Excellent, (92 reviews)
"The actual cabins aren't pictured but are a pleasant surprise. Very clean and cozy. Close to stores and restaurants. Peanut is the perfect host."
United States
Rob S.
The price is AU$244
includes taxes & fees
23 Sept - 24 Sept
Cabin in the Country
A bedroom with a stone wall, a bed with a wooden frame, a white bedside table, and a patterned rug.

6. The Bird Haus - Cute Cottage with Jacuzzi tub

The Bird Haus - Cute Cottage with Jacuzzi tub
Fredericksburg
10.0 out of 10, Exceptional, (137 reviews)
"Was a great spot to stay, would stay again"
United States
Ethan L.
The price is AU$325
includes taxes & fees
29 Sept - 30 Sept
The Bird Haus - Cute Cottage with Jacuzzi tub
Two wine glasses on a table by a poolside with a view of a backyard and a wooden fence.

7. Downtown Retreat Simply Unforgettable | Walk to Main | Shared Pool & Hot Tub

Downtown Retreat Simply Unforgettable | Walk to Main | Shared Pool & Hot Tub
Fredericksburg Historic District
9.4 out of 10, Exceptional, (80 reviews)
"This is a gem. It's walking distance to the Main Street and several restaurants. We will be back! (comfy bed too)"
United States
Janet A.
The price is AU$486
includes taxes & fees
23 Sept - 24 Sept
Downtown Retreat Simply Unforgettable | Walk to Main | Shared Pool & Hot Tub
A small, single-story house with a porch, stone steps, and a fenced garden area.

8. Kellys Creekside Sarahs Secret | King Bed | Hot Tub | Walk to Main

Kellys Creekside Sarahs Secret | King Bed | Hot Tub | Walk to Main
Fredericksburg Historic District
9.4 out of 10, Exceptional, (89 reviews)
"A great quiet retreat in an excellent location"
United States
Joanne M.
The price is AU$486
includes taxes & fees
23 Sept - 24 Sept
Kellys Creekside Sarahs Secret | King Bed | Hot Tub | Walk to Main
A swimming pool with a stone feature, surrounded by a covered patio area with chairs.

9. Main Street Retreat Hummingbird Hideaway | King Bed | In Town | Shared Hot Tub/Pool Access

Main Street Retreat Hummingbird Hideaway | King Bed | In Town | Shared Hot Tub/Pool Access
Fredericksburg Historic District
9.6 out of 10, Exceptional, (99 reviews)
"Cute room! It was perfect for our wine tour getaway!"
United States
Danielle N.
The price is AU$489
includes taxes & fees
24 Sept - 25 Sept
Main Street Retreat Hummingbird Hideaway | King Bed | In Town | Shared Hot Tub/Pool Access
A stone well, a wooden pergola with pink flowers, and a stone building with a window and door.

10. Das Solheid Sunday House | Close to Main

Das Solheid Sunday House | Close to Main
Fredricksburg
10.0 out of 10, Exceptional, (293 reviews)
"The property and area were very nice."
United States
Carol
The price is AU$397
includes taxes & fees
24 Sept - 25 Sept
Das Solheid Sunday House | Close to Main
A swimming pool with a stone feature, surrounded by a covered patio area with chairs.

11. Main Street Retreat Geese on the Gibbons | King Bed | Shared Hot Tub/Pool Access

Main Street Retreat Geese on the Gibbons | King Bed | Shared Hot Tub/Pool Access
Fredericksburg Historic District
9.6 out of 10, Exceptional, (162 reviews)
"Very nice place. We loved it. It takes a good 10 minutes to walk to the center of downtown, but not bad, especially in good weather. We got in the pool multiple times and it was clean and nice. Overall, good experience, we'd do it again."
United States
Thomas
Main Street Retreat Geese on the Gibbons | King Bed | Shared Hot Tub/Pool Access
A wooden cabin with a covered porch, outdoor seating, and a fire pit.

12. Bunkin Inn | 1/1 Cabin | King Bed | Close to Town

Bunkin Inn | 1/1 Cabin | King Bed | Close to Town
Fredericksburg
9.8 out of 10, Exceptional, (25 reviews)
"We loved our stay at this little cabin. The location was excellent. The hosts were excellent and it was even fun that it was just south of town. There’s a great little peach stand and a taco truck for breakfast. Would stay there again."
United States
Stacie
Bunkin Inn | 1/1 Cabin | King Bed | Close to Town
A stone building with a red roof and a sign that reads "MENDELBACH CELLARS".

13. The Lofts at Mendelbaum Cellars

The Lofts at Mendelbaum Cellars
3.0 star property
Fredericksburg
7.6 out of 10, Good, (63 reviews)
"Very unique stay in Fredericksburg. Wonderful location near almost every winery we wanted to see from the rhino, signor, and slate theory, all within 5min. Francisco was very knowledgeable and the Israeli wines and the great stories of the holy land vineyards. Would recommend this stay and enjoying the wine tastings at the cellar at least once."
United States
Jon
The price is AU$321
includes taxes & fees
24 Sept - 25 Sept
The Lofts at Mendelbaum Cellars
A stone building with a staircase leading to a balcony, outdoor seating, and string lights.

14. Itz Inn Front Balcony Suite | Sleeps 2 | Next to Hondo's On Main Street

Itz Inn Front Balcony Suite | Sleeps 2 | Next to Hondo's On Main Street
Fredericksburg Historic District
9.0 out of 10, Wonderful, (48 reviews)
"Loved the old charm features of the room and enjoyed relaxing on the large balcony"
United States
jimmy r.
Itz Inn Front Balcony Suite | Sleeps 2 | Next to Hondo's On Main Street
A swimming pool with a stone feature, surrounded by a covered patio area with chairs.

15. Main Street Retreat Kilt and Clover | King Bed | In Town | Shared Pool/Hot Tub access

Main Street Retreat Kilt and Clover | King Bed | In Town | Shared Pool/Hot Tub access
Fredericksburg Historic District
9.2 out of 10, Wonderful, (43 reviews)
"Lovely rental! Great bed, restroom, and lounging area. The pool/hot tub is great. Able to walk to the main strip."
United States
Kevin O.
The price is AU$486
includes taxes & fees
23 Sept - 24 Sept
Main Street Retreat Kilt and Clover | King Bed | In Town | Shared Pool/Hot Tub access
A wooden deck with a hot tub, a white outdoor sofa, and a table with a plant.

16. Speakeasy Cottage #1 | Hot Tub | 1/2 Block from Downtown | Full Kitchen + more!

Speakeasy Cottage #1 | Hot Tub | 1/2 Block from Downtown | Full Kitchen + more!
Fredericksburg Historic District
9.4 out of 10, Exceptional, (80 reviews)
"The property was very clean, cute and close to Main Street. We enjoyed our stay very much and look forward to returning soon!"
United States
Tammy B.
The price is AU$528
includes taxes & fees
28 Sept - 29 Sept
Speakeasy Cottage #1 | Hot Tub | 1/2 Block from Downtown | Full Kitchen + more!
A patio area with colorful Adirondack chairs arranged around a stone fire pit, surrounded by lush greenery and a wooden building in the background.

17. Peach Orchard Haus: 4 Blocks From Main St. | Outside Fire Pit | Deck | King Beds

Peach Orchard Haus: 4 Blocks From Main St. | Outside Fire Pit | Deck | King Beds
Fredericksburg Historic District
10.0 out of 10, Exceptional, (209 reviews)
"We thoroughly enjoyed our stay. Everything was just as stated, it was super clean and the location is great!"
United States
Shannon H.
The price is AU$390
includes taxes & fees
23 Sept - 24 Sept
Peach Orchard Haus: 4 Blocks From Main St. | Outside Fire Pit | Deck | King Beds
A kitchen with blue cabinets, a white stove, and wooden flooring.

18. Heiser Haus I Terrific for 2 Couples | 3.5 Blocks to Main St.

Heiser Haus I Terrific for 2 Couples | 3.5 Blocks to Main St.
Fredericksburg Historic District
10.0 out of 10, Exceptional, (158 reviews)
"Quiet locationEasy access to townGreat for couples traveling together"
United States
Susan T.
The price is AU$611
includes taxes & fees
27 Sept - 28 Sept
Heiser Haus I Terrific for 2 Couples | 3.5 Blocks to Main St.
A wooden porch with a ceiling fan, a table with chairs, and a decorative door.

19. Honey Hill Forget Me Not Cabin | Hot Tub | Full Kitchen | Close to town

Honey Hill Forget Me Not Cabin | Hot Tub | Full Kitchen | Close to town
Fredericksburg
9.4 out of 10, Exceptional, (63 reviews)
"Hot tub was perfect for 2 people stargazing. Cute, comfortable, clean property."
United States
Shamroze M.
The price is AU$447
includes taxes & fees
23 Sept - 24 Sept
Honey Hill Forget Me Not Cabin | Hot Tub | Full Kitchen | Close to town
A stone house with a red roof, a covered porch, and a fenced backyard.

20. Abby's Place 5 - Cowgirl Up!

Abby's Place 5 - Cowgirl Up!
Fredericksburg
9.8 out of 10, Exceptional, (121 reviews)
"This place is so amazing! Check in and out was sooooo easy. The cottage was decorated super cute and was very very comfortable. The location was perfect, it was only a short 3 minute drive to the main area of town. I highly recommend renting this place for your visit to the wine country."
United States
Laurian C.
The price is AU$320
includes taxes & fees
12 Oct - 13 Oct
Abby's Place 5 - Cowgirl Up!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gillespie County Hotel Reviews

Fredericksburg Inn & Suites

Fredericksburg Inn & Suites

10/10 Excellent
"Great place to stay close proximity to Main."
Karina 2-night trip
Posted 8 hours ago
Fredericksburg Inn & Suites

Find out more about Gillespie County

Everything you need to know about Gillespie County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gillespie County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gillespie County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Gillespie County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gillespie County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gillespie County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Gillespie County holiday rentals we have chosen for you start as low as AU$233 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Gillespie County rentals

At Expedia, we put the best Gillespie County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gillespie County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gillespie County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gillespie County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.