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

4.96 out of 5 average rating, 224 reviews

"Josie's Farmhaus" : Stock Pool, Hot Tub, Wildlife

Josie's Farmhaus is a unique 1920's Farmhouse newly renovated for modern comfort and entertainment. Sleeping 10, this home is the perfect place for your group to call home while visiting Fredericksburg! Our 4-bed, 2-bath vacation rental is only a 1/2 mile south of Main St. and provides all the modern necessities to enjoy your stay! Visit our recommended wineries & enjoy all of the restaurants & shopping Fredericksburg has to offer. Come evening, wind down in the hot tub on our beautiful deck!

Jul 8 – 15

G$80,257 GYD per night

Guest favorite

Home in Fredericksburg

5.0 out of 5 average rating, 243 reviews

Near Main ~ Swimming Pool & Stunning Outdoor Area

The Travis House is a gorgeous 1960's ranch style home that has been totally transformed into a beautiful bright and airy home that Chip and JoJo would be proud! 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.

Sep 12 – 19

G$159,907 GYD per night

Guest favorite

Cabin in Fredericksburg

4.94 out of 5 average rating, 125 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.

Mar 24 – 31

G$37,452 GYD per night

Guest favorite

Treehouse in Fredericksburg

4.9 out of 5 average rating, 165 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.

Apr 21 – 28

G$145,924 GYD per night

Guest favorite

Home in Fredericksburg

4.93 out of 5 average rating, 103 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!!

Jan 13 – 20

G$183,223 GYD per night

Guest favorite

Home in Fredericksburg

4.97 out of 5 average rating, 186 reviews

Pool & Hot Tub at Luxury Historic Estate

History meets Luxury at Sweet Escape! * Fulled 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 fantastic stay!

Dec 4 – 11

G$218,066 GYD per night

Superhost

Cabin in Fredericksburg

4.93 out of 5 average rating, 369 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- sit back on the deck while gazing at the stars and then watch the deer go by in the morning!

Dec 15 – 22

G$79,393 GYD per night

Superhost

Home in Fredericksburg

4.81 out of 5 average rating, 166 reviews

Heart of Fredericksburg w/Pool!

Originally built in 1917, this stunning remodeled home is ideal for families, larger groups, social gatherings, wine tastings, & company retreats. This home boasts a beautiful private pool & hot tub, and outdoor grill. The home presents a contemporary vibe with open concept living, dining, & kitchen space making it perfect for entertaining & socializing. This property is located only 4 blocks from Main Street, making it a premium choice during your visit to Fredericksburg.

Feb 27 – Mar 6

G$185,969 GYD per night

Guest favorite

Place to stay in Fredericksburg

4.99 out of 5 average rating, 364 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.

Aug 23 – 30

G$37,689 GYD per night

Guest favorite

Farm stay in Fredericksburg

4.95 out of 5 average rating, 255 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.

Aug 5 – 12

G$122,618 GYD per night

Guest favorite

Home in Fredericksburg

4.96 out of 5 average rating, 127 reviews

3B/2B Pool & Hot Tub- 1 BLK to Main!

Cozy comfortable cottage one block from Main Street! Walking distance to popular restaurants, bars, shops and museums. Very convenient to wineries- perfect place for friend and family gatherings. Large backyard includes covered living space with fireplace and grill, private pool with hot tub, fire pit sitting area, and plenty of space for lawn games. You will feel right at home at the Henning Haus!

Jan 11 – 18

G$130,163 GYD per night

Guest favorite

Home in Fredericksburg

4.94 out of 5 average rating, 169 reviews

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!

Apr 3 – 10

G$77,665 GYD per night