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Vacation rentals with a pool in Gillespie County

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Top-rated rentals with a pool in Gillespie County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Fredericksburg
4.93 out of 5 average rating, 149 reviews

*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 look forward to hosting you!

Guest favorite
A cozy living area features a large stone fireplace, wooden floors, and a mix of rustic dƩcor. A comfortable couch is positioned beside a dining table, while a spiral staircase leads to the loft area. Natural light is provided by the windows adorned with decorative glass.
Cabin in Fredericksburg
4.94 out of 5 average rating, 149 reviews

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.

Top guest favorite
A split-image showcases a cozy living area with a large television mounted on a dark feature wall and a warm seating arrangement. The outdoor space features a heated swim spa and comfortable patio seating surrounded by a well-maintained yard and landscaped stones.
Home in Fredericksburg
4.97 out of 5 average rating, 102 reviews

Winter Cheers with Wine, Heated Pool, Firepit!

This 3 bedroom (6 beds)-2 bath home is the perfect spot for your family gatherings, friends trips, or the romantic getaway! Are you looking to unwind? You have options! Check out the growing cuisine of Fredericksburg, award-winning Texas wines, or choose to relax in our newly installed swim spa . What is a swim spa? Your choice whether you want a cooling swimming pool or a heated, jetted pool. This is the place for your next vacation! *No longer a hot tub but still heated swim spa!

Superhost
An inviting wooden hot tub is positioned in the foreground, surrounded by natural greenery. The modern design of the structure is highlighted, featuring large glass doors and a staircase leading to an upper deck. Soft sunlight filters through the trees, creating a peaceful atmosphere.
Tiny home in Fredericksburg
4.88 out of 5 average rating, 125 reviews

Ultra Modern & Enchanted! Tub + Pool + Location!

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.

Top guest favorite
A covered outdoor living space features a combination of comfortable seating and a coffee table, surrounded by natural wooden walls. Ceiling fans are present to provide airflow. Soft lighting from string lights creates a welcoming ambiance, enhancing the area’s connection to the surrounding garden.
Home in Fredericksburg
4.99 out of 5 average rating, 295 reviews

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

Superhost
Home in Fredericksburg
4.87 out of 5 average rating, 140 reviews

Hot tub, Cowboy Pool, Pet Friendly, Close to Town

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

Guest favorite
A private courtyard features a splash pool and a hot tub, with a vibrant orange umbrella providing shade. A gas grill is positioned nearby, while the surrounding walls create a quiet, enclosed space for relaxation.
Townhouse in Fredericksburg
4.89 out of 5 average rating, 121 reviews

3Bed/2Bath Pool Hottub Right off Main Street

This exquisite townhouse is right off Main St, within WALKING distance to the heart of Fredericksburg including shops, restaurants and wineries! Enjoy your own PRIVATE courtyard with a PRIVATE splash pool, gas grill, outdoor TV, and hot tub!! Come relax in the luxurious interiors with a fireplace and stylish decor. We are pet friendly! A small pet fee of $50 per pet. This newly built Fredericksburg Farm Modern Sunday Haus has keyless entry for easy contactless check in.

Top guest favorite
A contemporary casita is set against a colorful sunset sky. The home features a welcoming porch with comfortable seating, framed by large windows that allow for natural light. The surrounding area consists of grass and scattered trees, contributing to a serene atmosphere.
Home in Fredericksburg
4.97 out of 5 average rating, 104 reviews

Pecan Casita in The Glades

Welcome to Pecan Casita in The Glades on winery corridor. Take it easy at this unique and tranquil getaway. Enjoy wine around the fire pit or coffee on the porch, where deer might scamper by. Spend your time relaxing, playing games or swimming in the heated cowboy pool (which is a 10 foot stock tank) in the common leisure corral. Visit the 12 wineries, brewery or 2 distilleries that are within one and a half miles of Pecan Casita. Fredericksburg is a short drive away.

Top guest favorite
Home in Fredericksburg
4.97 out of 5 average rating, 114 reviews

Beautiful Home, Pool, Hot Tub & Pet Friendly

Bachelorette Party? šŸ„‚ Wine Tasting? šŸ· Family Vacation? šŸ” "Acorn Haus" in Fredericksburg awaits you! This 3BR gem boasts IG-worthy decor, king beds, expansive backyard, outdoor dining šŸ½ļø, a 6-person hot tub šŸ›, new pool šŸŠā€ā™‚ļø elevating your stay to unparalleled luxury! Just minutes from Main Street, you're close to top restaurants šŸ“, wineries, and attractions. Perfect for creating unforgettable moments. šŸŽŠ Dive into the heart of Fredericksburg with us! šŸ’«

Top guest favorite
Home in Fredericksburg
4.98 out of 5 average rating, 164 reviews

The Farmhouse: Modern Retreat in Fredericksburg

Welcome to The Farmhouse, a modernized 1930’s craftsman home on a family-owned homestead in Fredericksburg, Tx. - Private guesthouse with expansive outdoor entertainment area - Master bedroom with king bed, private bathroom, and Roku TV - Additional bedrooms with king beds and shared bathroom - Full kitchen and dining for 10 - Freeform swimming pool with grotto waterfall - Outdoor kitchen with gas grill and dining space - Complimentary Wifi access

Top guest favorite
Home in Fredericksburg
4.97 out of 5 average rating, 341 reviews

Tejas Hills Guest Haus #2 | Hill Country + Pool

POOL RETREAT | NEAR MAIN STREET | HILL COUNTRY ESCAPE Relax at Tejas Hills Guest Haus #2 — a cozy 2BR/1BA Hill Country retreat with a private pool and spacious backyard. Conveniently located near Fredericksburg’s Main Street, local shops, and restaurants. Minutes from Wine Road 290 wineries, breweries, and Enchanted Rock. The perfect spot to unwind, sip local wine, and soak up the Hill Country sunshine with family, friends, or that special someone.

Top guest favorite
An outdoor deck features a glimpse of a plunge pool surrounded by natural scenery. Two lounging chairs are positioned next to a small dining table. The sky displays soft pastel hues during sunset, enhancing the tranquil setting of the area.
Home in Fredericksburg
5 out of 5 average rating, 237 reviews

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 ā˜€ļø

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