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 Comfort

4.96 out of 5 average rating, 195 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.

Aug 18 – 25

G$22,856 GYD per night

Guest favorite

Home in Fredericksburg

5.0 out of 5 average rating, 189 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.

Sep 30 – Oct 7

G$115,795 GYD per night

Guest favorite

Tiny home in Pipe Creek

4.99 out of 5 average rating, 249 reviews

Amazing views Hill Country tiny home/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!

Jan 9 – 16

G$33,440 GYD per night

Guest favorite

Cabin in Harper

4.98 out of 5 average rating, 513 reviews

Hill Country Cabin

Hill Country Cabin 5 fenced acres pets welcome. When bringing a pet not well behaved please let me know in advance all good. Relax in the Hot Tub or cool off in the 8 foot filtered galvanized pool. Enjoy the fire pit sun sets and star gazing. There's a deck or screened porch where you can enjoy your morning and watch nature waking. There is a fridge, gas griddle, charcoal grill, electric griddle, microwave, portable oven and 2 burner hot plate. Along with everything you'll need to cook with.

Jan 15 – 22

G$30,934 GYD per night

Guest favorite

Guesthouse in Kendall County

5.0 out of 5 average rating, 148 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.

Sep 19 – 26

G$31,640 GYD per night

Guest favorite

Guest suite in Helotes

4.95 out of 5 average rating, 662 reviews

Luxurious Retreat Between Six Flags and SeaWorld.

Hill Country get away overlooking the city. Separate and private quarters with a spacious living room, full kitchen, bedroom w/closet, bathroom w/shower, and a beautiful back porch. 15 minutes from Fiesta Texas (watch their fireworks from the balcony) and Sea World, 25 minutes from downtown, and one mile away from Old Town Helotes. Pool and hot tub are available to our guests for additional fee of $50 per pool reservation in the morning from 8:00 - 4:00, or in the evening from 4:00 -10:00.

Oct 1 – 8

G$28,804 GYD per night

Guest favorite

Dome in Fischer

5.0 out of 5 average rating, 147 reviews

Disco Dome “Mexico” at Disco Ranch

Meet The Disco Dome, a peaceful nature retreat and discotheque for two. This thoughtfully designed geodesic dome is the perfect destination to celebrate milestones, cultivate romance, laugh with loved ones, or go on solo spiritual journeys through the power of nature, style, and music. Enjoy solely the sounds of nature or experience music in way you never have before - inside a spacious dome with surround sound, epic Hill Country views, a decadent king size bed, and a giant disco ball.

Aug 6 – 11

G$113,260 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.

Sep 29 – Oct 6

G$37,466 GYD per night

Superhost

Treehouse in Fredericksburg

4.89 out of 5 average rating, 185 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.

Apr 6 – 13

G$144,618 GYD per night

Guest favorite

Apartment in Kerrville

4.98 out of 5 average rating, 217 reviews

The Perfect Getaway; Hot Tub; 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/hot tub. Owners live in main house on the property. A second apt "Perfect Getaway Also" is available (#43643225).

Feb 13 – 20

G$28,040 GYD per night

Guest favorite

Guest suite in Boerne

4.9 out of 5 average rating, 103 reviews

Stunning Hill Country Estate

Large Queen bed Suite, Private entrance, Private bath, beautiful pool overlooking the gorgeous hill country. Fridge/Freezer, microwave and coffeemaker in room, high speed fiber WIFI, Roku LED TV with Hulu, Netflix . *Clothing optional resort style property* I have a very friendly Pyrenese Mix that spends various times in the yard. I keep her in the dog run part of the time. If you do not like dogs this probably would not work for you as you will have some contact with her.

Sep 16 – 23

G$23,849 GYD per night

Guest favorite

Guesthouse in Boerne

4.96 out of 5 average rating, 141 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.

Sep 13 – 20

G$40,014 GYD per night