Vacation rentals with a pool in Gillespie County

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Top-rated rentals with a pool in Gillespie County

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Guest favorite

Home in Fredericksburg

4.91 out of 5 average rating, 119 reviews

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.

Guest favorite

Farm stay in Fredericksburg

4.94 out of 5 average rating, 185 reviews

100 Acre Ranch with Pool, Game Barn & Wedding Area

Embrace the allure of The Ginger Ranch, a sprawling 100-acre haven where luxury meets pastoral charm, just a mere 10-minute drive from the vibrant heart of downtown Fredericksburg. This exclusive guest ranch is thoughtfully appointed with an array of amenities designed to provide the ultimate group getaway, family retreat, or storybook wedding setting. Amenities include a 2 Bedroom Farmhouse, 5 Additional Cabins, Pool/Hot Tub, Game Barn, Fire Pit, Wedding Arch + Covered Pavilion & Dance Floor

Guest favorite

Cabin in Fredericksburg

4.93 out of 5 average rating, 136 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.

Guest favorite

Treehouse in Fredericksburg

4.9 out of 5 average rating, 179 reviews

Enchanted Tree House! Pool - Tub - Off Main St.

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.

Guest favorite

Home in Fredericksburg

4.99 out of 5 average rating, 261 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

Guest favorite

Home in Fredericksburg

4.93 out of 5 average rating, 123 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 can't wait to host you!!

Superhost

Cabin in Fredericksburg

4.92 out of 5 average rating, 385 reviews

Modern A-Frame Cabin in Nature, Minutes from Main

The Comal Cabin at A-Frame Ranch is a modern A-frame cabin 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- relax on the deck while gazing at the stars and then watch the deer go by in the morning!

Superhost

Home in Fredericksburg

4.87 out of 5 average rating, 135 reviews

Cava House, Hot tub, Cowboy Pool, Fire pit!

A beautiful modern retreat, Cava House has both comfort and style! This private, recently renovated 2 br/2 ba home sleeps four with luxurious king beds for a truly relaxing stay. With a full kitchen and outdoor grill you can stay in and whip up your own delicious meal to enjoy indoors or out! And you’ll love unwinding around the fire-pit, soaking your cares away in the hot tub or cowboy pool, and having fun on the miniature putting green! Managed by Heavenly Hosts

Guest favorite

Place to stay in Fredericksburg

4.99 out of 5 average rating, 402 reviews

The Silo: Modern design, private, *heated pool*

Less than 3 miles from Main Street, The Silo rests on 40 acres in the wide open space of the Hill Country providing a unique get-away. Enjoy a breath-taking sunset as you stroll down the private granite road frequented by native wildlife and blackbucks, before heading to downtown Fredericskburg for fine dining, local wines, and one-of-a-kind shopping. We want your stay to be wonderful and are happy to share local recommendations for an authentic experience.

Guest favorite

Home in Fredericksburg

4.98 out of 5 average rating, 134 reviews

4 Br, Full Kitchen, King Beds - The Farmhouse

Porch Light Hospitality presents, The Farmhouse- a completely renovated and modernized 1930’s craftsman style home, located on a family-owned homestead in Fredericksburg, Tx. One of five unique and private guesthouses that make up “The Gathering Guesthouses,” the Farmhouse is on the edge of town away from the hustle of Main Street , but only a short 5 minute drive to Main Street and offers an expansive outdoor entertainment area for guests to enjoy.

Guest favorite

Home in Fredericksburg

5 out of 5 average rating, 138 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 ☀️

Guest favorite

Farm stay in Fredericksburg

4.95 out of 5 average rating, 269 reviews

Stunning Fredericksburg Ranch House with POOL

Our amazing 26-acre ranch is located just outside of historic Fredericksburg with panoramic views of the hill country. Our ranch is perfect for couples wanting to soak in the hot tub and enjoy a glass of wine while the sun sets. For large groups, the ranch has the ideal amenities to entertain all with a fire pit, an outdoor grill area, pool, and hot tub. Enjoy many wineries within 3 miles from our ranch, located right off of highway 290.