Vacation rentals with a pool in Comfort

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Comfort

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

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Guest favorite

Tiny home in Pipe Creek

4.99 out of 5 average rating, 271 reviews

Amazing Views / Plunge Pool / Hiking Trails

The beautiful Hill Country view and private hiking trails are what guests love the most about this quaint and secluded tiny home. The "Tiny" is perched on a hilltop (elevation 1800 feet!) overlooking some of the prettiest landscape in all of Texas and is a great choice for a romantic getaway or a quiet escape from the city. - 17 scenic miles to Bandera, Boerne, and Helotes Hike private hiking trails; visit nearby Medina River; or just kick back and relax in the plunge pool... enjoy the views!

Guest favorite

Tiny home in Comfort

4.95 out of 5 average rating, 212 reviews

Comfort Casita on a horse farm in the Hill Country

A cute cottage with a POOL on a working horse farm in the Texas Hill Country. Beautiful quiet setting close to Boerne, Fredericksburg shopping, dining and Wine Country, and San Antonio. River kayaking is close by and Comfort is an Antique shopping Mecca. The horses are friendly and complete the beautiful view out your front door. We are not a riding facility but love to share our beautiful farm with visitors looking for a peaceful holiday, convenient to lots of activities. Limit two guests.

Guest favorite

Home in Fredericksburg

5 out of 5 average rating, 206 reviews

GWR-Private-AmazingViews-HotTub-Stars-FirePit-Pool

Escape the Ordinary! Million dollar views from this hilltop cabin on 57 acres is yours to experience all to yourself! Romantic and secluded with Grand Views in all directions. Perfect for a "getaway from it all". Just a short drive to Main Street shops and wineries, this is home away from home w/Starlink internet. Soak in the luxurious hot tub or in the cowboy pool under the Texas sky, star gaze, ride the trails in the Kawasaki Mule, hike and explore or just make memories around the fire pit.

Guest favorite

Guest suite in Helotes

4.95 out of 5 average rating, 731 reviews

Luxurious Retreat Between Six Flags and SeaWorld.

Hill Country retreat overlooking the city. Private quarters with separate entrance, spacious living room, full kitchen, bedroom w/closet, bathroom w/shower, and a covered sitting area overlooking city. 15 minutes from Fiesta Texas and Sea World, 25 minutes from downtown, and one mile away from Old Town Helotes. Pool & hot tub are available for additional fee of $50 per pool use in the morning 8:00 - 4:00, or in the evening 4:00 -10:00. Pool is not heated during colder months, only hot tub is.

Guest favorite

Guesthouse in Kendall County

5 out of 5 average rating, 163 reviews

Whimsy Hill Treetop Retreat w/ Hill Country Views

The Whimsy Hill Treetop Retreat is a quaint single bedroom upstairs apartment located in the countryside of the beautiful Hill Country. Completely renovated, and positioned high among the trees, this cottage has all the amenities and comfort you would want for your hill country visit. Sit on the front deck or covered downstairs patio and enjoy miles of amazing Texas Hill Country views. Hang out and take a plunge in the resort style swimming hole with waterfall or enjoy a soak in the hot tub.

Superhost

Treehouse in Fredericksburg

4.9 out of 5 average rating, 211 reviews

Luxury Tree House X Magical Romantic Forest! Pool!

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

Rental unit in Kerrville

4.98 out of 5 average rating, 229 reviews

The Perfect Getaway; Private River Access

The Perfect Getaway: Fabulous riverfront location! Private apt that is a peaceful getaway on the Guadalupe River. Take the stairs to fish/launch your kayak. Grill in your private patio after a day of exploring the riverwalk, Kerrville Schreiner Park, breweries and wineries. Bring you bikes and enjoy the numerous trails or you may choose to relax in the pool/river. Owners live in main house on the property. A second apt "Perfect Getaway Also" is available (#43643225).

Guest favorite

Guesthouse in Boerne

4.97 out of 5 average rating, 168 reviews

Boerne Ranch Style guesthouse

Country guest house, located 4 miles from Downtown Boerne with easy access to San Antonio and surrounding hill country. Built in 2020, 2 spacious bedrooms, granite kitchen with a huge island and an open concept floor plan. Enjoy a 75" 4k tv with all streaming channels or relax on the front porch. Perfect for a weekend or extended stay. Step outside to the firepit or swim in huge pool with lots of shaded seating and tables, shared only between the 2 guesthouses.

Guest favorite

Cottage in Bandera

4.97 out of 5 average rating, 125 reviews

“Knotty Pine” Cottage | Bandera | Firepit & Pool

Welcome to Knotty Pine Cottage! Experience a peaceful, countryside retreat in the heart of the Texas Hill Country. Nestled on over an acre of landscaped grounds in Bandera, the "Cowboy Capital of the World," our charming cottage offers a cozy and serene getaway for nature lovers and explorers alike. Whether you're here for live music, scenic drives, or a peaceful escape, Knotty Pine Cottage offers a memorable stay in Bandera, Texas. We can’t wait to welcome you!

Guest favorite

Home in Fredericksburg

5 out of 5 average rating, 139 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

Guesthouse in Kerrville

4.98 out of 5 average rating, 171 reviews

Adorable 3 room guest house w/ pool and amenities

Relax at this peaceful place to stay. Pool, gated homestead in a comfortable hill country setting. Seven minutes from Interstate 10… 50 minutes to San Antonio 30 minutes to Fredericksburg. We have a twin size air mattress if needed. Enjoy the Texas Hill Country wineries, music, rivers, parks and shopping. Quaint queen size bed, bath and kitchen on twelve acres. Owners are always around to assist and help. Join Us!

Guest favorite

Shipping container in Johnson City

4.99 out of 5 average rating, 169 reviews

Container House w/ Rooftop Tub on 27 Acres

West Texas meets the Hill Country at Desert Rose Ranch, ideally located on 27 private acres in between Fredericksburg and Johnson City on the Texas Wine Trail. The shipping container is a place to unwind, nourish your soul and build memories that will last a lifetime. A place designed for indulging in a state of serenity and a deep connection with nature. This unique home is not just a getaway, it's an experience.