Holiday rentals with a pool in Gillespie County

The 1851 Cabin at Wolf Creek Guest Ranch

The Wolf Creek Guest Ranch is the perfect place to experience an original log cabin on a private working horse ranch. The cabin was originally built in Arkansas in 1851, carefully taken down and rebuilt into a very comfortable rental. Guests will find this beautiful cabin equipped with air conditioning, heat, a soaking tub, and a huge stone fireplace to enjoy on those winter nights after a day of wine tours, shopping, restaurants and outdoor activities that Fredericksburg has to offer.

Pecan Treehouse @ A-Frame Ranch

The Pecan Cabin at A-Frame Ranch is a modern A-frame treehouse set on 17 beautiful acres right on the edge of charming Fredericksburg, TX. This is a place to truly unwind and feel like you’re out in the country, while being less than a 10 minute drive to Main Street. The area has so much to offer, from dance halls and wineries, to gourmet restaurants and hiking. Or stay in the entire weekend- sit back on your private balcony while gazing at the stars or watch the deer go by in the morning!

Luxury Tree House X Magical Romantic Forest! Pool!

Imagine being immersed in a small enchanted forest only 100’s of feet off of Main street. Nestled into live oak trees that gently sway in the breeze, under dark skies with bright stars, and curated to both inspire joy and create presence. Welcome to our little magical treehouse and landscape resort in Fredericksburg. The amazing stays in our secluded forest are only minutes to all of the beautiful shops, cafes, restaurants, bars, and Vineyards. A magical stay that we hope you will love.

*NEW* MODERN HAUS Pool Courtyrd & Firepit Off Main

The HAUS on Washington is a completely renovated 7 bedroom, 5 bathroom sprawling compound near Main that is perfect for girls' trips, couples getaways, and family gatherings! This house boasts a luxury, modern feel with spacious indoor and outdoor living areas with resort style pool & spa. House sleeps 14 in 7 beautiful bedrooms with all king and queen beds. Additionally, with 4 living rooms, big dining room, and a vintage sunroom, you will love relaxing here! We can't wait to host you!!

Container Haus, Hot Tub, Cowboy Pool, Pet Friendly

The Container Haus is contemporary and industrial design with many unique features, recessed lighting, modern designs and countertops throughout, high quality leather furniture and lots of windows and light complete this cozy and inviting abode. You can expect to experience a great deal of fun with our outdoor patio that includes a hot tub and cowboy pool. Enjoy being in the country with country views, but also enjoy being close to downtown just minutes away. Managed by Heavenly Hosts

Luxury Historic Estate for 13- Pool, Spa & Grill

History meets Luxury at Sweet Escape! * Restored Historic 4 bedroom/3 bath for up to 13 guests on a 2/3 acre Estate. * Outdoor entertaining with grill, fire pit, corn hole, swimming pool and hot tub! (Heated pool option) * Gourmet kitchen * Indoor Pool table, record player, and games! * 1 block off W. Main Street (& 6 blocks to Marketplatz). I delight in helping you Elevate your trip! Tell me what type of group you are bringing and I will help you put together a memorable stay!

Luxury+Privacy+Pool+Near Town

Escape the hustle to this Guest House located on 15 private acres just a 5 minute drive to town in an exclusive gated subdivision. You'll love the tranquil setting and privacy all while being a short drive to Main Street. We hope this will be a restful and restorative place for couples to enjoy quality time together in a romantic setting or for someone to enjoy a quiet retreat alone in a peaceful setting. Follow us @revivalridge on IG ☀️

The Birdhouse - Hot Tub, Pool & Fire Pit!

The Birdhouse is a newly renovated house located less than half a mile from Main St. Our home features 2 bedrooms, 1 bath, a make-up area, a private backyard with a patio, a fire pit, a brand new hot tub and a cowboy pool! The home has one king and two queen beds and a very comfortable couch. It also features a TV, high speed WiFi, a washer / dryer and a full kitchen with brand new appliances!

Big Red Bunk Haus, 8 BR/ 4.5 BA, Sleeps 16

Experience the perfect relaxation & getaway in our modern retreat featuring 8 bedrooms and 4.5 bathrooms across 3,500 sq. ft. private estate. Conveniently located a stone's throw from local wineries, shopping destinations, museums, and nature trails, it’s the perfect place for families, a girls' getaway, reunions and even corporate team buildings. Everyone is welcome!