Guest house holiday rentals in Kendall County

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!

Family · Value · Walkability

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.

Value · Location · Amenities

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

Family · Location · Comfort

Weingarten House Two

Weingarten Haus Eins und Zwei are located on R Farm, a small goat, poultry, and vegetable farm. You will have an amazing stay and get to relax in the BNB and vineyard. We also have 12 acres to explore. Our property is a short drive away from so many amazing opportunities. Located about halfway between Fredericksburg and Comfort, we are a short drive away from antique shopping, wine tours, Luckenbach, Wild Seed farm, Old Tunnel State Park, Alamo Springs Cafe, Bankersmith, and other venues.

Family · Location · Amenities

Benita's Getaway in beautiful Texas Hill Country

Welcome to Benita's Getaway located off Highway 16 in Pipe Creek. This cozy guest house is situated behind the main house. Fully equipped kitchen- full size refrigerator, stove, toaster, coffee pot, blender. There is a lot to offer in the surrounding area: 10 mi. east is Medina Lake for fishing and boating; 13 mi. north to Bandera "Cowboy Capital of the World" for river tubing and horseback riding; 12 miles to Tapatito Springs for golf; and 19 mi. west to Boerne with it's unique shopping.

Family · Location · Getting around

Country Guesthouse in Boerne | Bluebonnet Oasis

2 bedroom/2 bath guesthouse just minutes from downtown Boerne. Large game room with pool table and movie projector 120” screen with amazing surround sound and a 65”LCD. Step out to the firepit and huge pool, shared only between the two guesthouses. New small kitchen with all new appliances. We welcome pets with a pet fee. NO PITBULLS AND ONLY 1 LARGE DOG Unsupervised pets must be crated. Just added relaxing water feature, new pool volleyball net and basketball hoop Super fast wifi

Family · Value · Outdoor spaces

Wanna see some deer? Clean & Peaceful Guesthouse!

This beautiful newly built second story Guest House is just a 35 minute walk from The Hill Country Mile. A walkable stretch of locally-owned boutiques, antique shops, restaurants and galleries set in the heart of downtown Boerne, Texas. Enjoy the local shopping, fine dining, breweries, coffee shops, market days, events, a stroll along the river or just stay in and relax while you enjoy our private covered porch overlocking our beautiful quiet neighborhood with lots of majestic oak trees.

Family · Location · Check-in

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.

Family · Location · Sleep quality

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

Location · Family · Parks

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! We look forward to meeting you.

Family · Location · Nearby

Beautiful private gated Guest House on 5 acres!

Forget your worries in this spacious, private gated and serene space with WiFi! Separate 2 bedroom 1 full bath guest home with workout facilities, living area and full washer/dryer! Private driveway and gated entry with covered parking! Conveniently located just 15 minutes to Six Flags Fiesta Texas, The Rim/La Cantera shopping area and 25 minutes to downtown Riverwalk!

Location · Family · Wifi

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.

Location · Family · Hospitality