Holiday rentals with a pool in Kerrville

4.96 out of 5 average rating, 247 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, 649 reviews

A wooden cabin with a screened porch sits amidst a spacious outdoor area. Colorful lounge chairs and a stone fire pit surround the cabin, while an inflatable pool and a shaded seating area with umbrellas are visible. Lush greenery provides a natural backdrop.

Cabin in Harper

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.

4.99 out of 5 average rating, 328 reviews

Tiny home in Pipe Creek

Remote Tiny w/ Hot Tub / Hiking Trails / 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, 230 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.

4.99 out of 5 average rating, 107 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!

4.97 out of 5 average rating, 115 reviews

A welcoming porch area features two comfortable chairs overlooking the scenic surroundings. The view includes a gravel path leading to a swimming pool, with greenery and trees creating a tranquil atmosphere. Natural light brightens the space, enhancing the relaxing outdoor setting.

Cottage in Kerrville

Madrona Hills #2 Pool, Hot tub and Gas fire pit

Our one bedroom cottage in the majestic hills of Kerrville is the perfect place for a short getaway or a working vacation (fiber internet on property). Enjoy the amazing sunsets from your porch, take a dip in the pool, and pass the afternoon in our outdoor area with pergola, lounge chairs, and grills. In the country, just 8 minutes from Kerrville, Louise Hays River Park (kayaking, paddle boarding), H.E.B. grocery store, and great dining and entertainment options. NO PETS ALLOWED

4.97 out of 5 average rating, 236 reviews

A swimming pool surrounded by a spacious patio features a variety of seating options, including lounge chairs and Adirondack chairs. A planter filled with bright yellow marigolds adds a vibrant touch to the serene riverside setting, with trees visible in the background.

Flat in Kerrville

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).

4.97 out of 5 average rating, 117 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.

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, 273 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 ☀️

4.75 out of 5 average rating, 467 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

Escape to the charm of The Cottage—just minutes from downtown Bandera and a stone’s throw from the scenic Medina River. This cozy retreat sleeps up to 5 guests and blends rustic charm with modern comfort. Soak in your private hot tub while taking in the stunning views of the Texas Hill Country, or take a dip in the shared pool. Bring your river chairs, ice chest, or tubes and enjoy a day by the river—just one mile away!

4.98 out of 5 average rating, 242 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.

Guest house in Kerrville

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!

Treehouse in Fredericksburg

A geodome is nestled on a wooden deck, surrounded by trees. Outdoor lighting creates a warm ambiance. A private hot tub is visible, alongside a charcoal grill and a fire pit. A staircase leads up to the dome's entrance, enhancing the secluded retreat vibe.

4.87 out of 5 average rating, 161 reviews

Lunar Dome W/ Private Hot tub and Outdoor Shower!

Welcome to our geodome, where luxury meets natural beauty for an unforgettable escape. Immerse yourself in comfort, surrounded by the wonders of nature. Pamper yourself in your own private hot tub or take a dip in the cowboy pool. After a day of exploring, cozy up by a cracking fire or stargaze right from the comfort of your bed.

Popular amenities for Kerrville rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 46 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

4.96 out of 5 average rating, 136 reviews

Chic Retreat, Pool, Hot Tub and Pet Friendly

4.98 out of 5 average rating, 173 reviews

The Farmhouse: Modern Retreat in Fredericksburg

A serene pool area features a clear blue swimming pool with a connected hot tub, surrounded by a natural landscape of trees. Two lounge chairs are positioned nearby, offering a space to relax and enjoy the views.

4.92 out of 5 average rating, 99 reviews

Private Home for 8 Stunning Pool

A modern guesthouse is framed by lush greenery and clear blue skies. The inviting pool reflects the sunlight, with lounge chairs positioned nearby. An umbrella provides shade over the poolside area, while the spacious outdoor setting invites relaxation and leisure.

4.96 out of 5 average rating, 100 reviews

Njem Haus: Inspirational and Fun, with Pool

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, 167 reviews

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

The exterior of a renovated farmhouse showcases a combination of classic and modern design elements. Large windows frame the entrance, while a teal door provides a pop of color. A well-maintained lawn surrounds the home, contributing to its inviting appearance.

4.94 out of 5 average rating, 301 reviews

Josies Farmhaus Stock Pool Hot Tub Wildlife

4.87 out of 5 average rating, 39 reviews

A serene river setting is depicted, surrounded by trees with bare trunks reflecting on the water's surface. The water is clear and shallow in parts, with visible stones beneath, creating a calm, natural environment ideal for relaxation and recreation.

Home in Kerrville

Spectacular Riverfront with pool

Apartment rentals with a pool

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.

Apartment in Pipe Creek

Perennial VC Flag 1C

The resort's outdoor pool area is illuminated by moonlight, creating a serene atmosphere. Stone walls encircle the pool, reflecting the shimmering blue water, while the large building with expansive windows provides a warm focal point against the night sky.

5 out of 5 average rating, 3 reviews

*Stablewood, TX, 3 Bedroom Presidential S #1

A well-maintained pathway of stone leads to the entrance of a sizable residence surrounded by lush green landscaping. Mature trees and flowering shrubs enhance the inviting exterior, with a charming stone feature marking the entrance. The sky is partly cloudy, adding to the serene atmosphere.

4 out of 5 average rating, 4 reviews

Stablewood Springs 3 bedroom condo

A clear blue pool features a gentle water slide that cascades into the inviting water. Surrounding the pool are decorative stones and landscaped greenery, with tall conifer trees adding height and a sense of tranquility to the area.

4.9 out of 5 average rating, 10 reviews

Luxury 3 Bed Villa - Sleep 10 - Pools w Slides BBQ

4.94 out of 5 average rating, 16 reviews

Apartment in Pipe Creek

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.

*Worldmark Hunt- Stablewood Springs Resort 1BD

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.

5 out of 5 average rating, 5 reviews

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.

4.61 out of 5 average rating, 18 reviews

Stablewood Springs Resort

Other holiday rentals with a pool

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

5 out of 5 average rating, 89 reviews

A private outdoor area features a circular pool surrounded by wooden decking. Colorful pool floats are displayed on the wall, and a pastel umbrella provides shade. A potted cactus adds a natural element, while decorative pillows and seating invite relaxation.

Guest house in Kerrville

Retreat for Two, Private Stock Tank Pool!

A modern kitchen features a spacious marble island with four wooden stools arranged beneath stylish pendant lights. Sleek cabinetry and stainless-steel appliances are visible in the background, along with decorative shelving that displays kitchen essentials and plants.

4.97 out of 5 average rating, 91 reviews

Close to Main- In Ground Pool, Hot Tub, Game Room

Tiny home in Johnson City

The interior of the tiny home presents a cozy layout with light wood paneling and large windows that invite natural light. A spacious queen-sized bed is visible at the far end, complemented by soft bedding. Modern kitchen amenities include a sleek countertop and stylish cabinetry.

4.98 out of 5 average rating, 49 reviews

Modern Tiny Home Retreat in heart of TX wineries

4.99 out of 5 average rating, 78 reviews

Cottage in Kerrville

Cosy Cottage-large yard w/lovely creek, fire pit

4.97 out of 5 average rating, 66 reviews

A spacious interior features a king-size bed with cotton bedding and a cozy area rug. Large windows offer views of the outdoor deck. A seating area with chairs and a couch is complemented by a dining table for four, surrounded by wooden beams and vibrant orange ceilings.

Tent in Ingram

Pool + River + Hot Tub + Lakefront + Firepit

A tranquil pool is surrounded by natural stone and a smooth patio. Comfortable seating and vibrant plants are positioned nearby, enhancing the outdoor space. The clear blue water reflects the sky, creating an inviting atmosphere in a serene countryside setting.