
Guest house holiday rentals in Gillespie County
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Gillespie County
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Gillespie County
Family-friendly guest house rentals

Modern Ranch-Style Guesthouse in Fredericksburg
We really enjoyed this place! It's tucked away in peaceful part of town. The room was very nice and it was perfect for our 2 night stay.

Modern Hill Country Guesthouse in Fredericksburg
Place was super cute! I didn’t realize it was in a gathering of other Air B&B’s- owned by the same company. Each place looked like it had unique features. Clean, quiet, and peaceful.

The Champagne Room
The Champaign cottage is Stellar. It was perfect for my wife and I. Isaac was Awsome and messaged us back during our stay in less than 5 minutes. Perfect place for a romantic getaway in a nice quiet part of Pueblo!

Rated 5 Star/Unique/Stone Bath/Cantina/Private
The place was fabulous and perfect. Super clean and Connie was amazing. She even texted us on Saturday morning after our Friday evening arrival to make sure we were alright and didn’t need anything. Was super close to Main Street but in a quiet and peaceful neighborhood. Absolutely would recommend to anyone looking for a nice and peaceful escape but still close to the downtown bustle!!

Breakaway Guest House - 2 blocks from Main Street
Great place to stay and very convenient to Main Street. Josh and Holly are great hosts and very responsive.

"a speck haus" close to Main...Getaway and Enjoy!
Jana provided great instructions and a well stocked place for our weekend getaway. The haus is close to Main Street and we enjoyed the walk there. Oh, and the bed was super comfy!
Guest house rentals with a patio

Sunday Haus /2B-1B/2 Blocks to Main St
We had a wonderful time!

Modern Studio, hot tub+fire pit
We had a wonderful stay at Mimi’s place in Fredericksburg, and it truly made our anniversary feel special. The space was cozy, clean, and just as described—perfect for a relaxing getaway. What really stood out was how kind and thoughtful the host was. Mimi went out of her way to make our anniversary memorable, adding such a personal touch to our stay. From the warm welcome to the thoughtful gestures, we felt truly cared for. Highly recommend this spot to anyone looking for a comfortable stay with a genuinely kind host. We’d happily come back!

Twisted Vine, Private Oasis: Private Pool for 2
My husband and I planned a last minute getaway for Memorial Day weekend. When I was first looking for a place to stay I just saw the picture of the guesthouse and passed it by. Thinking it would not be private. I then went back and read about a few different places. Twisted Vine is just as described, a private oasis. We had the beautiful pool area all to ourselves! The guesthouse was very clean and had everything we needed for a long weekend. Ruby had a list of recommended wineries/places to eat and even listed their favorite wines at each place. She was also very quick to respond to any questions we had. We definitely recommend Twisted Vine!

The Orange Cactus Casita | Peaceful, Country Views
Beautiful place! Just wow! We even want to copy paste the color scheme for the house my husband and I are building. The host is very hospitable has an amazing Nespresso machine and a full kitchen. Rooms are welcoming, the beds Is very comfortable and great smelling moisturizer in the bathroom. Also, since it’s located in the country side one can have a wonderful sunrise and sunset ! And even the neighbor cows can be seen from far. Very lovely experience! Highly recommend!

Dry Creek: 1/1 Cottage with creek side patio
Great stay. Would recommend the host, the location, and the space. Private, serene, classy. Not quite walkable to downtown for most people but was a 3 minute drive (uber home Friday night was $6). 20 minute drive to Enchanted Rock. Easy choice for our next stay in Fredericksburg.

Kindred #2
Ashley’s place was very nice and clean upon arrival. It was a great private location for a get away and provided a refreshing experience. Overall, our stay was very pleasant and not too far of a distance to experience the town, by car of course. Would definitely stay again!

Minutes from Main St Downtown | Luxury Getaway
Ricky is a friendly and responsive host!
Guest house rentals with a washing machine and dryer

The Champagne Room
The Champaign cottage is Stellar. It was perfect for my wife and I. Isaac was Awsome and messaged us back during our stay in less than 5 minutes. Perfect place for a romantic getaway in a nice quiet part of Pueblo!

Emma Haus Quaint | Eclectic | Just off Main Street
First time to Hill Country and this was the perfect space from which to explore. Charming little bungalow, has everything you need - comfy bed, big bathroom with a huge shower, plenty of seating space and a kitchen that has everything you need if you choose to cook. Home is one block off of main street, so easy to get to shopping and restaurants. The one thing we loved about the neighborhood were the wide streets for walking. We wondered why we had never explored hill country before and now that we have we will be back soon and this will be the perfect place to stay!

The Orange Cactus Casita | Peaceful, Country Views
Beautiful place! Just wow! We even want to copy paste the color scheme for the house my husband and I are building. The host is very hospitable has an amazing Nespresso machine and a full kitchen. Rooms are welcoming, the beds Is very comfortable and great smelling moisturizer in the bathroom. Also, since it’s located in the country side one can have a wonderful sunrise and sunset ! And even the neighbor cows can be seen from far. Very lovely experience! Highly recommend!

Breakaway Guest House - 2 blocks from Main Street
Great place to stay and very convenient to Main Street. Josh and Holly are great hosts and very responsive.

Starry's Studio- chic suite in the heart of FBG
My wife and I had a wonderful time. The place was clean. Sarah was responsive, and she gave wonderful recommendations. We look forward to our next stay!

DarkSkies Hideaway romantic getaway hot tub/fp
This Airbnb was easy to find and even better in person! The place was spotless, felt brand new, and had everything we needed. The hosts were very helpful and quick to respond, which made the whole stay smooth and stress-free. Would definitely stay here again!

Stonewall Country Cottage (TV’s “Cash Pad”)
Karen and Henry are wonderful and caring hosts. The cottage is beautiful as well as comfortable. We will definitely come back. Thank you so much!!

Ridgeview Guest House
Our stay was just what we were looking for. Very relaxing and perfect for 2 couples. Extremely clean, peaceful and relaxing. The highlight of both mornings was drinking coffee on the back patio & watching the hummingbirds. The Airbnb was spotless and the attention to detail was above and beyond. We would highly recommend and would stay again.
Destinations to explore
- Rentals with a patio Gillespie County
- Flat rentals Gillespie County
- Rentals with a fireplace Gillespie County
- Family-friendly rentals Gillespie County
- Farm stay rentals Gillespie County
- Family-friendly rentals Gillespie County
- Apartment rentals Gillespie County
- Cottage rentals Gillespie County
- Rentals with an accessible-height toilet Gillespie County
- Rentals with breakfast Gillespie County
- Cabin rentals Gillespie County
- Rentals with a hot tub Gillespie County
- Rentals with a firepit Gillespie County
- Rentals with outdoor seating Gillespie County
- Pet-friendly rentals Gillespie County
- Tiny house rentals Gillespie County
- House rentals Gillespie County
- Rentals with a washing machine and dryer Gillespie County
- Rentals with pools Gillespie County
- Bed and breakfasts Gillespie County
- Guest house rentals Texas
- Guest house rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Guadalupe River State Park
- Longhorn Cavern State Park
- Pedernales Falls State Park
- Inks Lake State Park
- Tapatio Springs Hill Country Golf Course
- Blanco State Park
- Hamilton Pool Preserve
- Escondido Golf & Lake Club
- Hidden Falls Adventure Park
- Austin Golf Club
- Texas Wine Collective
- National Museum of the Pacific War