Vacation rentals with a pool in Gillespie County

Pool, Hot tub, Sleeps 10, Fire pit, Near Main St

Beautiful Country Oasis Haus close to all the fun and has everything to make your stay in Fredericksburg the very best! Plenty of room for the entire group. Sleeps 10 comfortably! Outdoor space with pool with waterfall, giant hot tub, fire pit area, huge deck with picnic tables, game area and giant oak trees. Inside is a beautiful rustic theme with a big kitchen, master bathroom suite, cozy fireplace, TVs in all bedrooms, luxury linens and soft beds. Pet friendly! PLUS 7 cruiser bikes included.

Magical Forest Stay! Nature & Design. Pool + Tub

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. This magical stay is also ADA accessible.

Near Main ~ Swimming Pool & Stunning Outdoor Area

The Travis House is a gorgeous 1960's ranch style home that has been totally transformed and updated into a beautiful bright and airy home! With a BRAND NEW PRIVATE SWIMMING POOL AND HOT TUB and located just 3 blocks from Main Street on the west end of town, you will not find a more perfect location for your large group! The Travis House is made up of 4 bedrooms, 2 baths and 2 living areas, & a makeup area to get ready! Only one mile to Hondo's Crossroads & Altdorfs. Permit #8056001175

Fredericksburg Modern Farmhouse with Pool

Welcome to The Farmhouse, a beautifully renovated 1930’s craftsman home in Fredericksburg, Tx. - Spacious outdoor entertainment area with a freeform swimming pool and BBQ pit. - Luxurious master suite and three additional king bedrooms with high-end linens. - Fully equipped kitchen with dining for 10 and complimentary coffee. - Close to local attractions like vineyards and shops on Main Street. - Complete privacy with no shared amenities and complimentary Wi-Fi access.

Container Haus, 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 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+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 ☀️

Gardens of Baron's Creek Unit A Main Street 1Blk

Right off Main St. you'll have the exquisite townhouse all to yourself! Within walking distance to the center of downtown with shopping, wine tasting, and restaurants. Enjoy your own PRIVATE courtyard with a PRIVATE splash pool (not heated) private hot tub & gas grill! Relax in the luxurious interiors with two fireplaces and stylish appointments. We are pet friendly! A small pet fee of $50 per pet is billed separately.

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!