
Cottage holiday rentals in Gillespie County
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Top-rated cottage rentals in Gillespie County
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Popular amenities for cottage rentals in Gillespie County
Cottage rentals with a hot tub

Coco Casita, Private Hot Tub, Outdoor Fireplace!
Peaceful and secluded. Coming from the city it was really nice to be removed but close enough to nightlife and fun.

Blumenhaus, Fire Pit, Hot tub, Sleeps 6!
This place was perfect for two couples, very clean, very cute. We loved the hot tub and fire pit areas. The floor plan provided enough common area space both inside and outside for group activities, games and dining with privacy between the bedrooms. We indulged in some of the additional gift packages and they were beautiful. We would definitely stay here again. The only thing we didn’t love was the 7:30 am dog alarm from the kennels next door each morning.

NEW! Private Hot Tub, One Mile from Towm
Second time there, and we will make it an annual thing to always come to the ranch!!

Bubbly: Champagne | 2/1 | Hot Tub, Walk to Main
Place exactly as depicted in photos. Home has two rental options…this one downstairs with the hot tub, and also what must be a small nook upstairs. However they both have private entrances behind the home and don’t share any interior space or the hot tub that comes with this particular downstairs rental.

The Grove C, walk to Main with Hot Tub
Great accommodations with many nearby restaurants and stores. Being able to walk to most places was convenient. Host communication was perfect. We would stay here again on our next visit.

Denim & Diamonds, private hot tub, walk to Main St
Our stay on Fredericksburg was great, and our accomodation was no exception. Catalina was super helpful with all communication and instructions, and the property was spotless. we had a lovely stay and would have stayed longer if our plans were different.

5 Blocks from Main St! Hot tub/Firepit/EV Charging
It started out a bit rough with A/C issues, but they were extremely quick to be helpful and make things right. They continued to communicate next steps. Great location, very clean, enough room and would definitely stay there again. The outside area is perfect for this time of year! Everyone had a great time.

Fredericksburg Farmhouse, Wine Country, Hot Tub
Very cute house and spacious. We had a good time in the hot tub. Location was very close to all the wineries, only minutes away. We will come back with family.
Pet-friendly cottage rentals

The LaurAnn at Split Horn Ranch
Loved my stay at Martha’s ranch! It was so beautiful and you could see so many stars! She was kind, helpful and informative. The house was so cute and very clean. Will definitely be back soon!

Columbus Cottage .5 Mile to Main, Private Hot Tub
The perfect place for a weekend away! The home had everything my husband and I needed and a great amount of space for two people. The upstairs foosball was a fun added bonus. Located close enough to town for a quick/cheap uber but in a quiet neighborhood. Definitely recommend!

Cozy Cottage | Near Wineries | Sleeps 6 | Hot Tub
We chose this place for our daughter's surprise engagement. Monica met with us months ahead of time to scope out the place for beautiful pictures and plan the weekend festivities. She was helpful every step of the way and even the weekend of. she coordinated weather updates and made sure everything was as promised. This place is ideal for small weddings or events. She has 3 different places to stay at on the ranch for multiple families. So many places for photo ops or locations to hold the wedding/reception depending on the size. our house was charming, supplied with everything we needed including a cool place to enjoy the hot tub. the drive to the Trade Days was just a few minutes. after a long day shopping downtown this place makes for a wonderful girls weekend. to top it all off monica brought us bfast for each day. some of the best cinnamon rolls and biscuits we've ever eaten. you cannot go wrong staying at the Monarch Ranch! it is truly a hidden gem! thank you Monica!

Casual 1 Bedroom Cottage Downtown
We had to scramble to find a place due to scheduling mixup Was able to get in here at last minute

Texas Pride @ VTC- No Cleaning Fee
The place is so cute and the perfect location!!!!

Shaw Haus- Cozy Fredericksburg Cottage & Fire Pit
Fabulous stay at the Shaw Haus! Driving up, the neighborhood seemed maybe a little rougher than we expected, but we never felt unsafe and walked around the neighborhood and to coffee, and the location is nice because it’s so close to Main Street. It’s a great house, great yard, great value and we enjoyed our stay!

Romantic Cozy Cabin Vibe/Hottub/3 blks to Main St
Nice place! Bed was very comfortable! The house was very well stocked, and we had everything we needed. The house is just a few minute drive from Main Street where lots of the action is.

Historical Sunday House! Location, Location!
We enjoyed it. Amelia went above and beyond to make sure that all of the little things people want, but do not usually travel with were provided. That and her friendliness is part of what made this place more than just the description.
Private cottage rentals

Rarumpelpunzeldornaschenwittchen - Snow White
It was absolutely perfect! The space inside was as whimsical as the pictures. It was roomy and was so special- it was decorated perfectly and we’d loved finding all the personal touches inside. The outside area was perfect as well. We came to the area to explore the wineries and Fredericksburg, but exploring the Airbnb outside area was one of our favorite moments of the weekend. It was serene, calm, and so special. Henry was a fantastic host as well. He was more than accommodating and extremely responsive. He really cared that everyone has a great stay. Also, the breakfast delivered in the morning was such a special touch as well. We cannot recommend this place enough!

Elizabeth's Haus.
It was a beautiful place to stay, very clean and cozy. The owners were very proactive to ensure we had accurate information regarding our check in. While there was a good amount of street noise this was made known in the description and we were provided with a sleep mask and ear plugs. The noise did die down and it did not affect our sleep at all. Overall I would say this was a great place to stay and would stay there again.

FBG Cottage Sleeps SIX 0.06 miles to Main Street
Angela’s place was exactly what we were looking for our girls weekend gateway. It was so pretty, cozy, and super clean. Everything was exactly as described. Angela was the nicest host and very accommodating. We loved staying here and cannot wait to come back.

Charming Historic Home one block from Main Street
Perfect quiet and peaceful trip

Historic 1BR with lush patio & W/D - near wineries
Would 100% recommend this spot and any other spot Vacasa rents out! They were extremely proactive start to finish to ensure our stay was comfortable. Their adorable cottage was the perfect getaway to relax and unplug. Conveniently located, impeccably clean, with clear rules posted out making check out easy. Loved this place, will definitely be back!

Happy Harper Cottage with Pool and Party Barn
This was my favorite airbnb that I have stayed in. Catherine's place is beautiful, clean, cozy, & had a wonderful use of property outside. I took my daughter & 3 of her friends to this house for her 16th birthday. They loved it. When we walked inside, there was a chalk board saying Happy 16th birthday to our daughter, a balloon, & snacks. What a wonderful surprise. The girls played board games in the barn for hours & dressed up with the hats & glasses. They loved the swing too. We had a fabulous time. Catherine was easy to communicate & felt like family at the end of the trip. Stay at her place. You won't regret it.

MorningGloryCottage ,Quaint Cozy Guesthouse
This cottage is 0.5 mile walk from Main Street, but they also have a beautiful garden you can hang out in. Very charming and enjoyable stay! Beverly was a kind and repsonsive host. Definitely recommend.

Fred House
Great place to host a weekend get away with a group of couples. Good space for gathering and playing games in the living room. Long driveway that provided for a lot of parking. Close in to downtown shops and restaurants and easy to get to.
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- Guadalupe River State Park
- Longhorn Cavern State Park
- Pedernales Falls State Park
- Inks Lake State Park
- Escondido Golf & Lake Club
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- Hamilton Pool Preserve
- Tapatio Springs Hill Country Golf Course
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- Texas Wine Collective
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