Vacation rentals with a pool in Lakehills

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lakehills

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, 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

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

Guesthouse in San Antonio

4.98 out of 5 average rating, 140 reviews

Private/Peaceful backyard oasis, HOT TUB and POOL

Relax alone or with the whole family at this peaceful hideaway on our secluded 1-acre lot. Private guesthouse can accommodate up to five people with amenities you'd expect. Whether visiting family, friends, Lackland, National Shooting Complex, Sea World, or just a getaway, you'll find peace and relaxation here. Enjoy the peaceful tranquility of our backyard oasis - large pool, hot tub, fire pit, patio seating, and even a kid-friendly zip line. We look forward to sharing our space with you!

Sep 27 – Oct 4

G$37,730 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

Apartment in San Antonio

4.92 out of 5 average rating, 110 reviews

Lavish 1 Bedroom in a high-rise building!

Enjoy a stylish experience at this newly renovated high-rise building. Located near the San Antonio medical center, have a blast spending time in the shopping center within walking distance. Or with just a short 5-minute drive, go live it up at 6 Flags Fiesta Texas! Take a short 15 minute drive to the River Walk to enjoy the sites. Or drive to Top Golf, the movies and more! Then come home to watch the sunset from your balcony and be amazed as the sun turns the sky to an assortment of colors.

Mar 6 – 13

G$22,371 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

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

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

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

Guest favorite

Guesthouse in Bandera

5.0 out of 5 average rating, 189 reviews

Mucho Gusto | Pool | Views | Courtyards | Couples

Mucho Gusto is an amazing vacation complex near Bandera that offers private resort amenities at an affordable price! It’s a couples getaway that accommodates up to 4 people, with spaces that include a pool, infrared sauna, fire pit, private and open-air patio seating, a pool table and bar, a gas grill. It’s a private and scenic Hill Country oasis in an amazingly landscaped rural setting that’s only a 10 minute drive from the Cowboy Capital of the World.

Aug 14 – 21

G$56,554 GYD per night

Guest favorite

Guesthouse in Helotes

4.93 out of 5 average rating, 337 reviews

Casa Lejana | Casita 3

Casa Lejana | Casita 3 is your own private 1bd/1bth casita. Enjoy many amenities of this peaceful setting, including pool while not so far away from the city. Space is old/simple but adequately charming! Uneven steps •to book multiple casitas/villa for your group, please inquire • Events; Only weddings/receptions considered. No pool parties •no smoking INSIDE ever :) • pool/hot tub are seasonal. Please note

Apr 14 – 21

G$22,408 GYD per night