Guest house holiday rentals in Kendall County

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Top-rated guest house rentals in Kendall County

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

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Guest favourite

Guest house

4.95 out of 5 average rating, 102 reviews

Adorable 1-bedroom guesthouse on gated property!

Relax in this stylish space located 9 miles from Six Flags, 6.6 miles to Camp Bullis, 10 miles to Shops at La Cantera and The Rim. If Wineries are on the agenda, Fredericksburg is a skip down the I-10. Conveniently located close to I-10 for trips to downtown San Antonio or Historic heart of Boerne. After a full day of adventures, return to a peaceful 900 SqFt 1-bedroom to unload by the fire pit in the Hill Country. Lackland AFB is a short 34 miles away with 1604 and 410 a short drive on I-10

Guest favourite

Guest house

4.95 out of 5 average rating, 149 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!

Guest favourite

Guest house

4.98 out of 5 average rating, 484 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

Guest favourite

Guest house

4.97 out of 5 average rating, 73 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.

Guest favourite

Guest house

4.98 out of 5 average rating, 94 reviews

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.

Guest favourite

Guest house

5 out of 5 average rating, 52 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

Guest favourite

Guest house

4.99 out of 5 average rating, 152 reviews

Boutique Boerne Barn Under the Oaks•Red Barn Inn

Experience the Hill Country by staying in a Red Barn! The Red Barn Inn is located just 7 min north of downtown Boerne . On 9 acres & nestled underneath trees and tucked back away from the farmhouse with subtle Tx theme w/ boutique luxury. •King Suite (+ living room sofa/full bed) •Full Kitchen •Outdoor games • 3 Roku TVs Whether coming to visit beautiful Boerne, explore the wine country or dip in the Guadalupe river nearby, come experience a boutique barn stay at The Red Barn Inn

Guest favourite

Guest house

5 out of 5 average rating, 34 reviews

Rustic Guest House on 2 acres w a private patio

Enjoy the serenity of this unique Texas Hill Country neighborhood with Live Music venues nearby, Spechts Saloon and Tejas Rodeo/Steakhouse/Saloon. This is a small guesthouse in a Cabin setting with hunting lodge decor. Access to a pool and separate outdoor lounge area with Ducati and Tito (horse and donkey) as your primary guests. There is a fire pit when weather permits and other outdoor seating areas. Archery and BB gun targets are available for fun, upon request.

Guest favourite

Guest house

4.97 out of 5 average rating, 171 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.

Guest favourite

Guest house

4.96 out of 5 average rating, 467 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!

Guest favourite

Guest house

4.89 out of 5 average rating, 144 reviews

Texastopia Farm Guesthouse

VIEWS! Quiet and private. Great for couples or small families. Please make booking with at least 24 hours in advance. Thank you. *New Water System * New Floor* See Reviews Only 10 minutes driving from Luckenbach, 20 minutes to Blanco, & 25 minutes from Fredericksburg. Our guest house overlooks the beautiful Blanco River, and there is plenty of nearby recreation in this scenic area of the Texas Hill Country.

Guest favourite

Guest house

4.89 out of 5 average rating, 44 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!