Vacation rentals with a pool in Comfort

4.96 out of 5 average rating, 251 reviews

A cozy sleeping area features a spacious bed with a light-colored quilt, accented by decorative pillows and a woven throw. Sunflower artwork brightens the wall above, while a small bedside lamp provides soft lighting. An air conditioning unit is positioned for comfort.

Tiny home in Comfort

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.

4.99 out of 5 average rating, 334 reviews

A serene outdoor setting features an inviting plunge pool with a rubber duck floating on the surface. Two Adirondack chairs are positioned nearby, illuminated by string lights overhead against a dusky sky. The landscape showcases trees and distant hills, creating a peaceful atmosphere.

Tiny home in Pipe Creek

Remote Tiny / Plunge Pool / Hiking / Breakfast

• Private couples getaway in the Texas Hill Country - Awarded Airbnb’s coveted top 5% of homes and “Guest Favorite”. • The beautiful view, hot tub, and private hiking trails are what guests love the most about this 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. • Unique amenities: Private hiking trails & Plunge Pool for 2!

A serene view of the hilltop cabin is captured at dusk, showcasing a spacious deck with seating areas and red umbrellas. The cowboy pool is visible nearby, and the cabin’s warm lights create a welcoming atmosphere against the backdrop of the natural landscape.

5 out of 5 average rating, 236 reviews

Welcome to Grandview Wildlife Ranch - A scenic hilltop hideaway on 57 private acres. GWR is your peaceful getaway in the Texas Hill Country. This private ranch setting is ideal for couples looking to unwind with expansive views, charming rustic interior and thoughtful amenities. The ranch is quiet and cozy and offers a retreat like no other. Soak in our luxurious hot tub, cool off in the cowboy pool, dark sky area for star gazing, hiking and explore the property in our Kawasaki Mule rental.

4.97 out of 5 average rating, 113 reviews

A spacious living area features a stylish design with two blue chairs and a light-patterned rug. Natural light fills the room through multiple windows. A modern fireplace with a decorative mantle adds warmth, while a dining area with orange chairs is visible in the background.

Cottage in Kerrville

Garrett House | Hill Country retreat Kerrville - p

The Garrett House is a Dwell Well vacation rental property located in the heart of Downtown Kerrville, TX. The Garrett house has many amenities like a well-appointed kitchen, POOL, HOT TUB, OUTDOOR SHOWER, FIRE PIT, and Herb Garden. This home is walking distance to many great restaurants, coffee, bars, theater, river trail and more. This property is ideal for entertaining and family vacations. This charming remodeled 100-year-old home is the perfect spot for your Texas Hill Country getaway!

4.94 out of 5 average rating, 156 reviews

A cozy living area features a large stone fireplace, wooden floors, and a mix of rustic décor. A comfortable couch is positioned beside a dining table, while a spiral staircase leads to the loft area. Natural light is provided by the windows adorned with decorative glass.

Cabin in Fredericksburg

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.

4.98 out of 5 average rating, 250 reviews

A cozy bedroom features a queen size bed with a blue patterned quilt, complemented by matching pillows. A small bedside table holds a lamp, and a decorative mirror adorns the wall. A patterned rug covers the floor and a comfortable chair is positioned near the window.

Guesthouse in Kerrville

Adorable 3 room guest house w/ pool and amenities

Relax at this peaceful place. 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 decor, queen size bed, bath and kitchen on eleven acres. Owners are often around to assist and help. This is Not Self check in, we will be here to garage dog and open the gate. Ty!

The outdoor patio features a cowboy pool surrounded by greenery and a shade umbrella. Two hanging chairs provide seating, and a cozy blanket is draped over one. Strings of lights illuminate the space, enhancing the inviting atmosphere under the evening sky.

4.87 out of 5 average rating, 158 reviews

Cowboy Pool, Pet Friendly, Fire pit, In Town!

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

A modern building is presented with a spacious covered porch supported by sturdy columns. Dark railing surrounds the porch, where a set of chairs is visible. The structure is surrounded by natural landscaping, featuring trees and a gravel pathway leading to the entrance.

4.96 out of 5 average rating, 115 reviews

Oak Casita in The Glades

Welcome to Oak Haus in The Glades on winery corridor. Take it easy at this unique and tranquil getaway. Enjoy wine at the fire pit or coffee on the porch, where deer might scamper by. Spend your time relaxing, playing games or swimming in the heated cowboy pool (which is a 10 foot stock tank) in the common leisure corral. Visit the 12 wineries, brewery or two distilleries that are within one and a half miles of Oak Haus. Fredericksburg is just a short drive away.

4.97 out of 5 average rating, 118 reviews

An outdoor seating area features four cushioned chairs arranged around a stone fireplace. The fireplace showcases intricate artwork and is flanked by decorative plants. Open skies with scattered clouds provide a scenic backdrop to this inviting space.

Home in Kerrville

Luna Vista (Sleeps 14)

This exquisite home is nestled in the heart of the Texas Hill Country! Minutes from Historic Downtown Kerrville and 25 miles from the famous Fredericksburg, Texas! Fantastic furniture and artwork throughout. Open living area with vaulted ceilings. Plenty of room for entertaining. Luxurious master suite with heavenly king bed. Gourmet custom kitchen. French doors open to covered patio overlooking pool, waterfall and outdoor fireplace. Breathtaking views! Sleeps 10-14.

5 out of 5 average rating, 100 reviews

The historic cabin features a rustic exterior with a red roof and preserved logs. Surrounding it are mature oak trees and an open yard with a fenced area. A dog wanders in the foreground, adding to the peaceful rural setting.

Cabin in Spring Branch

Historic Hideaway.

1846 Secluded, Restored Cabin on 40 acres with Modern Finishes Take life easy at this historic cabin uniquely restored for comfort and rest. Cabin is 1/4 mile from quiet county road and has expansive ranch behind it. Quiet country living at its best. When ready for adventure, we are centrally located being forty minutes from Gruene, Fredericksburg, Marble Falls, and San Antonio! Put -in for the Upper Guadalupe is only 10 minutes away.

Treehouse in Fredericksburg

4.91 out of 5 average rating, 186 reviews

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.

An outdoor deck features a glimpse of a plunge pool surrounded by natural scenery. Two lounging chairs are positioned next to a small dining table. The sky displays soft pastel hues during sunset, enhancing the tranquil setting of the area.

5 out of 5 average rating, 290 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.

Popular amenities for Comfort rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Tobin Hill Community

A refreshing swimming pool is surrounded by a well-maintained yard, featuring comfortable lounge chairs and two umbrellas. Mature trees provide shade, and string lights hang above, adding a cozy ambiance. The pool's clear water reflects the sky, creating a serene outdoor space.

4.97 out of 5 average rating, 124 reviews

Downtown Cozy 5BRM Getaway w/Pool

4.94 out of 5 average rating, 167 reviews

A two-story home is set among lush greenery, featuring a covered porch and balcony. The exterior showcases a light blue facade with contrasting dark doors. Stone steps lead to the entrance, surrounded by grass and trees.

Home in Bandera

Private Hill Country Stay w/ Heated Pool & Hot Tub

An inviting backyard oasis features a sparkling pool with a built-in spa, surrounded by a stone patio. Several lounge chairs are positioned nearby, and decorative planters add greenery. A fence provides privacy, while the clear blue sky creates a bright and open atmosphere.

4.95 out of 5 average rating, 148 reviews

Elite Vacation Entertainment- 5 Stars (discounts)

The outdoor area features a serene in-ground pool surrounded by a spacious deck. Comfortable lounge chairs are set along the edges, and a pink inflatable float adds a pop of color. Natural greenery offers a sense of privacy in the fenced yard.

5 out of 5 average rating, 214 reviews

Alamo City Oasis: pool, putt, close & convenient

A charming cottage, painted in soft yellow, features dark green shutters and an inviting porch. Rocking chairs are positioned on the covered entry, surrounded by lush greenery. A white picket fence encloses the front yard, enhancing the home's welcoming exterior.

4.96 out of 5 average rating, 171 reviews

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

4.96 out of 5 average rating, 237 reviews

Hello Bungalow - Hot Tub, Fire Pit, 1 BLK to Main!

An in-ground pool is surrounded by a stone patio and greenery, offering a refreshing retreat. The game room features a vibrant red pool table with colorful balls, while a cozy outdoor seating area is arranged with cushions on a covered deck.

5 out of 5 average rating, 143 reviews

Game Room-Heated Pool-Veteran Owned

A resort-style heated pool is set among tropical palm trees, surrounded by cozy lounge chairs adorned with striped towels. Elegant string lights illuminate a shaded dining area and seating, providing a welcoming atmosphere for relaxation and evening gatherings.

4.99 out of 5 average rating, 112 reviews

Margarita Manor~Heated Pool~Hot tub~Game room

Condo rentals with a pool

4.58 out of 5 average rating, 120 reviews

A swimming pool area is seen, featuring a clear blue pool that includes a cascading section leading to a heated whirlpool. Lounge chairs are positioned around the pool, with a gazebo visible in the background among trees.

Condo in Pipe Creek

Perennial VC Flag 1C

A spacious game room is highlighted by a classic billiards table and a ping-pong table. Three pendant lights illuminate the area, which features walls in soft blue tones. A decorative arch leads to another room, accentuated by subtle holiday decorations and potted plants.

Condo in San Antonio

Private Apartment w/a beautiful patio!

Condo in San Antonio

5 out of 5 average rating, 7 reviews

Unique & Affordable: Condo in the Heart of SATX!

4.94 out of 5 average rating, 16 reviews

Condo in Boerne

Tapatio Springs, Boerne. Relax, Dine, Golf

An expansive outdoor pool with a stone border is highlighted in the image. Lounge chairs are arranged around the pool area, providing a space for relaxation. Gentle landscaping and stonework add to the serene atmosphere of the resort, framed by trees and buildings in the background.

Condo in Hunt

*Worldmark Hunt- Stablewood Springs Resort 1BD

5 out of 5 average rating, 5 reviews

A swimming pool reflects the evening sky, with a full moon casting light over the water. A natural stone building features warm lighting and arched windows, creating a welcoming ambiance. Lush greenery surrounds the area, enhancing the serene outdoor atmosphere.

Condo in Hunt

Stablewood, TX, Studio Presidential Z #2

An entrance features natural stone arches and wooden doors, leading to a paved pathway. Rocking chairs provide seating on one side, while the surrounding greenery and distant views enhance the inviting atmosphere.

Condo in Hunt

4.61 out of 5 average rating, 18 reviews

Stablewood Springs Resort

The outdoor pool area features a serene swimming pool surrounded by palm trees and lounge chairs. Comfortable seating is arranged near the water, with a round table showcasing a decorative drink. The hotel’s elegant façade is visible in the background, reflecting a relaxed atmosphere.

Condo in San Antonio

Eilan Hotel and Spa

Other vacation rentals with a pool

4.96 out of 5 average rating, 47 reviews

A spacious dining area features a long wooden table surrounded by black chairs. Colorful glass vases of varying shapes and sizes are arranged on the table, drawing attention. Natural light floods through large windows, complemented by geometric wall art that accents the room's modern design.

Home in Comfort

Relaxation+Pool & Hot Tub+Views

5 out of 5 average rating, 4 reviews

A charming farmhouse is portrayed, featuring a broad front porch supported by white railings. Towering trees flank the house, providing ample shade. A gravel pathway leads to the front door, with stone steps and landscaped areas visible along the property.

Ranch in Comfort

Farm House at Riven Rock Ranch in Comfort TX

5 out of 5 average rating, 3 reviews

An aerial view showcases a private plunge pool, surrounded by a wooden deck and lounge chairs. A circular fire pit sits in the center of a gravel area, flanked by seating arrangements. The iconic Airstream and multiple buildings are visible, with green grass surrounding the space.

Home in Comfort

House w/ Airstream | Cabin | Plunge Pool | Firepit

4.84 out of 5 average rating, 51 reviews

A tranquil river is bordered by tall trees with autumn foliage, reflecting vibrant colors on the water's surface. The surface water appears calm, enhancing the natural serenity of the scene set under a clear blue sky.

Camper/RV in Comfort

Comfort by the River

Townhouse in Fredericksburg

A private courtyard features a splash pool and a hot tub, with a vibrant orange umbrella providing shade. A gas grill is positioned nearby, while the surrounding walls create a quiet, enclosed space for relaxation.

4.9 out of 5 average rating, 134 reviews

3Bed/2Bath Pool Hottub Right off Main Street

4.97 out of 5 average rating, 206 reviews

A large pool area is surrounded by trees, providing shaded seating and tables. A volleyball net is stretched above the water, and a basketball hoop is visible nearby. The stone patio features lounge chairs positioned for relaxation and enjoying the scenery.

Guesthouse in Boerne

Hill Country Outdoor Retreat | Bluebonnet Oasis

4.75 out of 5 average rating, 474 reviews

A charming cottage exterior is softly illuminated by warm lights under a twilight sky. The welcoming porch features wooden rocking chairs and decorative signs, surrounded by natural landscaping. A stone pathway leads towards the entrance, reflecting a cozy, inviting atmosphere.

Cottage in Bandera

The Cottage-Hot Tub, Shared Pool & Hill Country