We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Guesthouse vacation rentals in Kendall County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Kendall County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

The exterior of a single-story guest suite is shown, featuring a light brown wooden façade and a metal roof. A gravel pathway leads to a wooden picnic table under a shaded overhang, surrounded by greenery. Large windows provide glimpses of the surrounding landscape.

Guesthouse in Comfort

4.95 out of 5 average rating, 169 reviews

Dog Trot Guest Suites on the RW Ranch

Welcome to the hilltop on our 135 acre ranch. We are located in the heart of the Texas Hill Country with close proximity to everything! Our Dog Trot Guest Suites consists of 2 suites each with a queen bed, an additional sleeping area (daybed or trunnel) and private bath. Our 180 deg views are spectacular and the stars at night are big and bright! We are a short distance from Old Tunnel State Park, James Kiehl River Park, Sister Creek Winery, foodie restaurants and caves. Hope to see you soon!

Top guest favorite

The entrance to The Sunday House is framed by lush greenery and climbing vines. A white door stands prominently, adorned with the name 'The Sunday House' in a rustic sign above. Natural elements create a welcoming impression for guests arriving to their stay.

Guesthouse in Boerne

4.98 out of 5 average rating, 530 reviews

The Sunday House

Welcome to the Sunday House! Our tiny home was built by hand using reclaimed materials with your rest & relaxation in mind. This rustic romantic getaway is equipped with many amenities including a queen-sized memory foam mattress, kitchenette, full size bathroom with a shower and a wood burning stove to keep you cozy. Enjoy a complementary cup of coffee in our courtyard garden or snuggle up inside for a movie. NO CLEANING FEES 2022 Permit #2200146 Photo Credit: Aubree Lorraine Photography

Top guest favorite

A well-lit walkway, bordered by smooth stones and small shrubs, leads to the entrance of the guest house. Large windows allow warm light to spill out, while mature trees provide a natural backdrop against a colorful sunset sky.

Guesthouse in Boerne

4.99 out of 5 average rating, 68 reviews

The Oak Haus ~ Hill Country escape

Welcome to the Oak Haus - your perfect Hill Country escape! 7 min from Boerne, 5 min from river access ~Cozy, remodeled guest house with full kitchen, washer/dryer, dedicated workspace and all the comforts of home ~Pet friendly with fenced in yard area ~Covered back porch with private hot tub, rocking chairs ~Separate game room w/ 6 arcade games, foosball, TV and seating ~Endless outdoor activities, BBQ grill, firepit, basketball court, cornhole, horseshoes, view Axis/Whitetail deer.

A quaint cottage is framed by a wood fence and a gravel pathway. The entrance features two white double doors, and a small seating area with red Adirondack chairs is visible nearby, inviting outdoor relaxation amid a natural setting.

Guesthouse in Boerne

4.95 out of 5 average rating, 79 reviews

Hill Country Cottage - Play, Relax, Explore!

Located in the heart of The Hill Country, Hill Country Cottage has all you need. It is 3 minutes from the Guadalupe River, within easy driving distance to many quaint towns and only 45 minutes from downtown San Antonio; or just enjoy the peace & quiet right here. Hill Country Cottage is a private cottage in a quiet neighborhood. Kitchenette has small refrigerator, two eye cooktop (no oven), microwave, toaster, Keurig coffee maker and teapot. Flat screen tv in living area with wifi, Roku.

Top guest favorite

A charming cottage is surrounded by greenery, featuring a stone exterior with large windows. A wooden deck extends from one side, complemented by outdoor seating. Natural elements and landscaping enhance the inviting presence of the home, nestled within a serene outdoor setting.

Guesthouse in Boerne

5 out of 5 average rating, 59 reviews

La Casita on the J

Want to get away from the hustle of everyday life? Enjoy a relaxing stay at La Casita on the J! This beautiful 1200 s/f guest cottage sits on 4 acres and boasts peace and quiet! The home has a private 600sq/ft wrap around partially covered deck with comfortable outdoor seating and bistro dining areas. We have abundant wildlife on the property and the birds and hummers entertain at the various feeders and baths! 7 minutes to Main Street and 13 minutes to Sisterdale wedding venues.

Top guest favorite

A charming guesthouse is framed by a large oak tree, featuring a covered porch with wooden railings. The front facade is designed with multiple windows that allow natural light, while a gravel pathway leads to the entrance.

Guesthouse in Fair Oaks Ranch

4.98 out of 5 average rating, 66 reviews

Hill Country getaway - 2BR guesthouse

Come and enjoy our centrally located, cozy, comfortable and quiet getaway just outside San Antonio! Guesthouse located on 5 acres, perfect retreat or base camp for exploring the hill country. Watch the deer, birds and other wildlife from the spacious deck! 2 pets welcome with a $50 pet fee - only 1 large (40+) dog allowed. Unsupervised pets must be crated. Please be sure to include your pet where guests are listed. 4 guest limit, up to 4 visitors allowed. No smoking - No fireworks

Top guest favorite

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

4.97 out of 5 average rating, 189 reviews

Boerne Ranch Style guesthouse

Modern country guest house just 4 miles from Downtown Boerne with easy access to San Antonio and the Hill Country. Built in 2020, it features 2 spacious bedrooms, a granite kitchen with a large island, and an open-concept layout. Relax with a 75” 4K TV or enjoy the front porch. Step outside to a large shared pool, shaded seating, and firepit—shared only with one other guesthouse. Perfect for a weekend getaway or extended stay.

Top guest favorite

An inviting entryway features an orange door flanked by a decorative chair with a plush seat, a woven basket holding a plant, and a patterned rug. Warm lighting from a hanging fixture enhances the welcoming feel of the space.

Guesthouse in Blanco

5 out of 5 average rating, 45 reviews

Little Luxe Off The Square

Enjoy a little luxury right off the town square in one of the most historical homes in Blanco. Redone with a lot of cozy and a little swag in mind you'll definitely enjoy your stay in the middle of it all! This space with it's comfy king size bed is perfectly situated making the town of Blanco and any hill country destinations convenient all while enjoying Texas wildlife grazing right off your private porch and sunroom.

Top guest favorite

A well-maintained exterior view of the property features a spacious driveway leading up to a single-story building, flanked by greenery and mature trees. Decorative pots with plants and a wooden bench enhance the inviting atmosphere of the area.

Guesthouse in Boerne

4.96 out of 5 average rating, 485 reviews

Hill Country Carriage House

We have everything you need for a romantic getaway, business travel or fun family time. We live in a wonderful neighborhood where deer and chickens roam free. We are about a 5 minute drive to/from Main Street and in the very heart of the Texas Hill Country. Southern hospitality, hiking trails, wineries, brew haus, music venues and everything the great HC offers is here. Come be our guest! Read entire site for info!

An outdoor seating area features a round glass table surrounded by four chairs. A potted plant sits in the center. The yard is spacious, with grassy patches and a few trees in the background, providing a calm outdoor atmosphere.

Guesthouse in Blanco

4.88 out of 5 average rating, 56 reviews

Guest house in town! Blocks from square

The guest house is separate from my main home. It is an efficiency space with a comfortable bed, work space and bathroom with a coffee bar, mini fridge and microwave. There are games and books to enjoy. This is not the Hilton, this is the hill country. There is tv with a few dvd’s. As hosts we promise and stand by a clean comfortable place to rest and recharge. Please make recommendations on what to add!

Top guest favorite

A charming single-story retreat is set against a vibrant sunset, showcasing large windows that illuminate the home. The inviting front porch features ample seating, while the surrounding natural landscape features mature trees and sparse grasses, creating a tranquil outdoor environment.

Guesthouse in Boerne

4.99 out of 5 average rating, 90 reviews

Pleasant Valley Hideaway

Welcome to our charming 1-bedroom retreat, nestled on tranquil acreage with stunning sunsets and peaceful nights. Located in the picturesque town of Boerne, our getaway offers the perfect blend of small-town charm and modern comforts, with easy access to the vibrant downtown San Antonio, the scenic Fredericksburg and the many Texas state parks (Guadalupe River State Park is 12-minutes away).

Top guest favorite

A charming cottage is framed by mature trees, featuring a light green exterior and a welcoming porch with a wooden railing. The entrance is marked by a white door, inviting guests into a peaceful retreat. Surrounding greenery adds to the serene atmosphere.

Guesthouse in Comfort

5 out of 5 average rating, 49 reviews

Zen Comfort

This peaceful and centrally located cottage is sure to please. Private entrance to your own space. Located off High St., withing .5 mile walk of downtown, beautiful sunsets, mature trees, hot tub, and outdoor seating. The home has 1 bedroom with Queen bed, a twin room, and Queen couch pull out. It's time to slow down and relax in the present moments in life.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Kendall County guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Top guest favorite

A charming cottage is surrounded by greenery, featuring a stone exterior with large windows. A wooden deck extends from one side, complemented by outdoor seating. Natural elements and landscaping enhance the inviting presence of the home, nestled within a serene outdoor setting.

Guesthouse in Boerne

5 out of 5 average rating, 59 reviews

La Casita on the J

The exterior of the house features a front porch with rocking chairs, providing a space to relax. The warm-toned wood siding is complemented by a bright turquoise door. The surrounding landscaping includes green foliage and an open grassy area, enhancing the inviting appearance.

Guesthouse in Comfort

4.96 out of 5 average rating, 145 reviews

Comanche House on the RW Ranch.

A quaint cottage is framed by a wood fence and a gravel pathway. The entrance features two white double doors, and a small seating area with red Adirondack chairs is visible nearby, inviting outdoor relaxation amid a natural setting.

Guesthouse in Boerne

4.95 out of 5 average rating, 79 reviews

Hill Country Cottage - Play, Relax, Explore!

Top guest favorite

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

4.97 out of 5 average rating, 189 reviews

Boerne Ranch Style guesthouse

Top guest favorite

The exterior of a single-story guest suite is shown, featuring a light brown wooden façade and a metal roof. A gravel pathway leads to a wooden picnic table under a shaded overhang, surrounded by greenery. Large windows provide glimpses of the surrounding landscape.

Guesthouse in Comfort

4.95 out of 5 average rating, 169 reviews

Dog Trot Guest Suites on the RW Ranch

Top guest favorite

Guesthouse in Blanco

4.88 out of 5 average rating, 311 reviews

Sunday Haus Cottage

Top guest favorite

The entrance to The Sunday House is framed by lush greenery and climbing vines. A white door stands prominently, adorned with the name 'The Sunday House' in a rustic sign above. Natural elements create a welcoming impression for guests arriving to their stay.

Guesthouse in Boerne

4.98 out of 5 average rating, 530 reviews

The Sunday House

A recreational area features a brightly painted tennis court with blue and red sections, surrounded by a fence and shaded by trees. Adjacent to it, a serene pool area showcases clear water, a swimming deck, and a volleyball net. Comfortable lounge chairs are positioned nearby.

Guesthouse in Boerne

4.93 out of 5 average rating, 324 reviews

Country Guest House minutes from Downtown Boerne

Guest house rentals with a patio

The exterior of the casita is captured, featuring a charming porch with white railing and two large windows on either side of the entrance. A gated pathway leads to the front door, framed by green grass and a clear blue sky.

Guesthouse in Comfort

5 out of 5 average rating, 3 reviews

The Stay on Seventh

Guesthouse in Boerne

5 out of 5 average rating, 3 reviews

Luxury Hill Country Retreat

Guesthouse in Boerne

Olive Branch Villa Guesthouse

The exterior of the cabin is shown at night, with soft lighting illuminating two white doors framed by red paneling. A covered area provides shelter, and a wooden bench is placed nearby on a concrete surface, offering a quiet spot to relax.

Guesthouse in Boerne

4.88 out of 5 average rating, 8 reviews

Cozy Hill Country guest cabin with huge porch.

Guest house rentals with a washer and dryer

Guesthouse in Comfort

4.98 out of 5 average rating, 44 reviews

Comanche & Dog Trot on the RW Ranch

The exterior of the house features a front porch with rocking chairs, providing a space to relax. The warm-toned wood siding is complemented by a bright turquoise door. The surrounding landscaping includes green foliage and an open grassy area, enhancing the inviting appearance.

Guesthouse in Comfort

4.96 out of 5 average rating, 145 reviews

Comanche House on the RW Ranch.

A studio apartment features a spacious bed accompanied by a black leather headboard. A red sofa and two white chairs provide seating options. Kitchen amenities are visible, and artwork adorns the walls, complemented by natural light from the window with sheer curtains.

Guesthouse in Boerne

4.81 out of 5 average rating, 93 reviews

Boerne River Walk Studio

Top guest favorite

A peaceful scene of several deer grazing in a spacious outdoor area. The soft light enhances the natural setting, with oak trees providing shade in the background. A red wooden fence outlines the property, contributing to the serene rural atmosphere.

Guesthouse in Boerne

4.97 out of 5 average rating, 111 reviews

Wanna see some deer? Clean & Peaceful Guesthouse!

A small outdoor table is set with two glasses of white wine and a dessert plate featuring a selection of chocolate and marshmallows. The table has a patterned surface, and green foliage and large trees form a natural backdrop, creating a serene atmosphere.

Guesthouse in Boerne

4.85 out of 5 average rating, 60 reviews

Enchanted 1930's Boerne Farm Guest House

A recreational area features a brightly painted tennis court with blue and red sections, surrounded by a fence and shaded by trees. Adjacent to it, a serene pool area showcases clear water, a swimming deck, and a volleyball net. Comfortable lounge chairs are positioned nearby.

Guesthouse in Boerne

4.93 out of 5 average rating, 324 reviews

Country Guest House minutes from Downtown Boerne

A serene landscape captures rolling hills and lush greenery under a soft, golden light. The horizon reveals distant mountains, and a winding road is visible among the trees, creating a peaceful connection to nature.

Guesthouse in Blanco

4.89 out of 5 average rating, 149 reviews

Texastopia Farm Guesthouse

The entrance of the house features a decorative stone facade and large, ornate doors. Sunlight creates a bright effect above the front porch, with ample windows allowing natural light into the space. The surrounding area consists of gravel driveway and landscaped surroundings.

Guesthouse in Comfort

The Comfort House

Destinations to explore