
Vacation rentals with a pool in Gillespie County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Gillespie County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

Close to Main- Pool, Hot Tub, Family Friendly
Located just off Main Street, Bell Street Bungalow is the perfect destination for a girls getaway, couple's retreat, or family weekend in Texas Wine Country. The home has 2 bedrooms, a bathroom, and game room in the main house in addition to a 1 bed/1 bath cottage in the backyard; both included in your stay. Enjoy the hill country outdoors by the private in-ground pool, hot tub, fire pit, and grill area. The home is a mile from the best downtown destinations and a short drive to many wineries.

Upscale|Swimspa-pool|sauna|hot tub|2 blk to Main
Harmony is a gorgeous upscale home located two blocks from Main Street. The home has been custom designed to host families, couples, and friend getaways. Enjoy the open layout, spacious bedrooms and fantastic dining and kitchen areas this gorgeous has to offer. Step outside to your private backyard relaxation oasis featuring a swimspa pool, sauna, hot tub, spacious deck, sipping wine around the fire pit, or enjoying a hot cup of coffee on the front porch! Book your Hill Country getaway today!

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

Hot Tub, Cowboy Pool, Pet Friendly, Country Views!
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

Fredericksburg 3BR•Pool•Hot Tub• Wine Trail• Pets
Your Fredericksburg basecamp for wine country, bachelorette weekends, and family trips. Acorn Haus is a 3-bedroom modern farmhouse with three king suites, sleeping 8 with a private heated pool and hot tub, minutes from historic Main Street and the 290 wine trail. Boho-chic interiors, full kitchen, fast WiFi, free parking, and dog-friendly. Walk to tasting rooms and dinner, then come home to the pool. Every couple gets a king - nobody draws the short straw. Easy Instant Book.

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.

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

WALK to Main/Restaurants/Shops POOL/HOT TUB Sleep6
This will be your favorite! Experience the charm of Fredericksburg Cottage, nestled in the heart of Fredericksburg. This curated 3-bed, 2 bath Craftsman style bungalow offers the perfect blend of vintage charm & modern amenities for your next getaway. The Cottage is walking distance to many of the finest dining establishments and 0.06 miles from Main Street with all its offerings. Book now to secure your stay today!

Pecan Treehouse @ A-Frame Ranch
Escape to a modern A-frame treehouse just outside Fredericksburg. Nestled on 17 acres, the Pecan Cabin offers Hill Country views, stargazing, and deer sightings, yet you’re minutes from Main St. Swim in the container pool, gather at the fire pit, or simply unwind on your private balcony. Inside, enjoy a king bed, dual rainfall shower, luxe linens, and modern amenities. The perfect blend of nature and comfort awaits.

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.

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!
Popular amenities for Gillespie County rentals with a pool
House rentals with a pool

Luxe Labor Day Escape | Heated Pool + Spa + Games

Tejas Hills Guest Haus #2 | Hill Country + Pool

Pink Glam House

Das Bach Haus - Heated Pool, Hot Tub & Game Room

Chastain Haus: Pool and Hot tub with all king beds

5 Acre Fredericksburg Oasis with Pool & Guesthouse

Pecan Casita in The Glades

*NEW* MODERN HAUS Pool Courtyrd & Firepit Off Main
Other vacation rentals with a pool

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

Luxury Tree House X Magical Romantic Forest! Pool!

Bird Point Cabin | 1/1 | Hot Tub

Airstream Glamping Near Town!

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

Hill House Suite - Pool, Spa, Spectacular Views!

Walk To Main Street | Hill Country Retreat

Sip, Soak & Stay | Near Main St
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- Guadalupe River State Park
- Inks Lake State Park
- Pedernales Falls State Park
- Longhorn Cavern State Park
- Hamilton Pool Preserve
- Spicewood Vineyards
- Blanco State Park
- Enchanted Rock State Natural Area
- Hidden Falls Adventure Park
- Becker Vineyards
- Krause Springs
- The Retreat on the Hill
- 13 Acres Retreat
- Exotic Resort Zoo
- William Chris Vineyards
- Sweet Berry Farm
- Grape Creek Vineyards
- National Museum of the Pacific War
- Wildseed Farms
- Signor Vineyards
- Lyndon B. Johnson State Park and Historic Site
- Friedrich Wilderness Park
- Cave Without A Name
- Bending Branch Winery





