Pet-friendly 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!

Hill Country Cabin w/hot tub and dog friendly!

Escape to Wine Country in this charming cottage on a 6-acre ranch w/ 5-wire fencing, between Fredericksburg & Comfort. Mins from Old Tunnel State Park, Luckenbach Dance Hall, and 290 Wine Trail. Relax in the private hot tub under a starry sky. 2-bdrm (1 queen downstairs, 1 full sofa bed, & 1 king loft), 2-bath sleeps 6. Say hi to our resident Llama, goats, and chickens! 3 cabins on site, strategically placed for privacy. On-site Steward, Amy, available for ?s but respects privacy. Dogs welcome.

Secluded Designer Airstream | Fully Private

Feel the hill country breeze in this eco-friendly, secluded and fully private nature retreat that includes a remodeled vintage airstream with AC/heat, a detached screened in kitchen with all ammenities, detached adorable bathroom with flushing toilet, indoor shower and outdoor shower, all a few steps away from each other under a tree canopy. Wifi connected for comfort. Wander through your own private 5 acre forest trail, make a campfire in the firepit, or cozy up in the hammock with a good book!

Firefly Flats - Walk to Downtown

Welcome to Firefly Flats, Wanda, located just 2 blocks off beautiful Historic Main Street Boerne. The home is located central to shopping, restaurants and parks. This beautiful, clean, family & pet friendly home offers a great stay for couples, families & small groups alike. Perfect for weekend getaways, couples retreat, girls/guys weekend or a family vacation. Enjoy a large screen TV, Disney+, high-speed internet, RO water, fire pit, patio, hotel quality towels and linens. Small dogs welcome!

Oaks Ranch - Home near Guadalupe River St. Park

Beautiful and comfortable, a unique get away in the heart of Texas hill country, one mile south of Guadalupe St Park and next to beautiful Park-31 wedding venue. We are minutes from small towns and a big city that offers unique and multicultural experiences, shopping, dining, and recreation. Guadalupe River Park is easily accessible and offers water recreation, camping, and day hikes. As a working ranch you will fall in love with the animals who live there and enjoy their close interactions.

Love Shack | Romantic Cabin w/ Hot Tub & Creek

Looking for an intimate space in the Hill Country that's perfect for a romantic weekend getaway? The Love Shack, perched on the 55-acre Rockin' B Ranch, is the ideal setting! With romance-friendly amenities like a hot tub, fire pit, and a charcoal grill, everything you'd want to escape the daily hustle and relax with your special someone is right here. It's a gorgeous remote setting, yet the attractions, food, and night life of Pipe Creek, Bandera, and Boerne are all just a short drive away!

Madrona Casita | Romantic Stay w/ Hot Tub & Views

♨️ Hot Tub & Scenic Views | ⏰ Free Early Check-In (when available) |📱 Free Hill Country Travel App A rustic-styled casita tucked along Red Bluff Creek in the Hill Country. This cozy, wood-accented getaway sleeps up to 4 guests (king bed + trundle), with a full bath, kitchenette, hot tub, and patio overlooking water and hills. Whether you crave relaxing by the creek, stargazing, or a peaceful retreat with nature and wildlife nearby, this casita delivers a one-of-a-kind Hill Country getaway.

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 $20 pet pet feeNO 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

Buffalo Haus - Downtown charm 2-bedroom bungalow

A charming home on a quiet street only six blocks from Main Street's shopping and restaurants. You can rest comfortably in a king or queen size bed and wake to enjoy the stocked coffee bar. If this is a working vacation, you will love the workspace and high speed wifi. While we're minutes away from River Road and its many dining options, you may decide to stay in and use the full kitchen. Either way you'll love relaxing on the large patio under the party lights. Dog friendly home.

The Deer Haven Ranch Cottage 4 Beds

Take a break and unwind at this peaceful oasis on a working ranch. Built in the late 1800's. Immigrant family homestead. The Indians use to meet under the large oak trees in the front yard. The cottage is about a 5 minute drive to town, so you have the advantage of being peacefully out in the country enjoy the dark night sky full of stars. There are 3 AC window units in the Cottage, the Living room, the Master and the Kitchen, the house easily cools to 70 degrees on a hot day.

Walnut Horizon Tiny Home With Private Hot Tub!

Welcome to Walnut Horizon Tiny House! With just a short drive to downtime Fredericksburg, Walnut Horizon combines the beauty of nature with high end craftsmanship and a few unique touches to make your stay memorable. You can read a book on your private observation deck or sip some wine while taking a dip in your hot tub. With a fully equipped kitchen and a convertible (California king) sofa bed, you and your friends will feel so cozy you might not want to leave the house.

New luxury container w/deck hot tub amazing views

Contain and Chill is a place to do just that "chill." You can relax by the chiminea with a glass of wine, curl up to a good book in the hammock, or hit the deck 12 feet high or 20 steps up overlooking the hill country. The deck has a two-person hot tub and sitting area to enjoy the panoramic view of the hill country and catch the most breathtaking sunsets. This view takes stargazing to a whole new level. This unique home is not just a couple's getaway; it's an experience.