Holiday houses in Cain City

Modern Cabin + Hilltop Views + Minutes to Main St

Escape to the Red-tail at Gamenthaler, one of three modern rammed earth cabins just minutes outside Fredericksburg, TX. Perched on a hill with sweeping valley views. Watch deer, foxes & countless birds from floor-to-ceiling windows. Curl up with a book beside your generous wood burning fireplace on crisp winter days or cook up a romantic dinner with your fully equipped kitchen. This unique home sleeps two, perfect for a memorable romantic getaway. Come experience the design and nature at Gamenth

Value · Location · Quiet

Breathtaking 360' view, pool, hot tub & Zebras!

An elegant two story house on 50 acres of land, just off the 290 Wine Route, situated on top of a beautiful hill. A 360 degrees view of the Texas Hill Country and just minutes from Downtown FBG. Explore FBG, the Wine Route during the day and unwind/relax in the hot tub, at the fire pit afterwards and enjoy the breathtaking night sky. Perfect for intimate getaways, family vacations, reunions, bachelor/bachelorette retreats and much more! You have full access to a pool, hot tub, grill and hiking.

Location · Value · Checkout

Luxury Home; Speakeasy, Sunsets + Celebrations

Welcome to Chateau Fountainebleau! ✨ Where unforgettable moments are made! Set on 4 acres our luxury French Chateau is designed for small groups who come together to celebrate—enjoying the STAR-FILLED skies, toasting to sunsets and peaceful sunrises. Just minutes from world-class wineries, yet completely your own, enjoy your own private SPEAKEASY—a space for late-night stories, clinking glasses, and memories on the LIGHT UP dance floor. Unwind in comfort, and celebrate life beautifully. 🥂

Location · Sleep quality · Cleanliness

Mogford Manor - 1930's Hill Country Charmer

At Mogford Manor you can experience all that Fredericksburg and the Texas Hill Country has to offer! This fully updated 1931 gem is ready for you to come and enjoy all of the first class amenities on a peaceful 2 acres. Once the location of Cain City’s bustling general store and dance hall, we are perfectly situated between historic main street, Luckenbach, and all of the incredible wineries. When you’re done exploring, open up the cantina or relax by the firepit and watch the deer stroll by!

Family · Location · Amenities

Panoramic Hill Country Retreat near Luckenbach

Perched on a high ridge, this stunning retreat offers 40-mile panoramic Hill Country views from every corner. Styled by artists with Saltillo tile floors and European stained glass, the space is airy, peaceful, and comfortable, featuring cozy beds and a spacious back porch. Enjoy sunsets, moonlit bonfires, stargazing, and abundant wildlife right on the property. Conveniently located near Bankersmith, Luckenbach, Old Tunnel, wineries, and just a short drive to Fredericksburg’s Main Street.

Value · Family · Kitchen

Chertecho Tree Tower

Designed to connect with the natural systems of a special place, Chertecho sits among the trees on a 5-acre rocky slope overlooking the Pedernales River Valley. An outdoor stair system connects the three levels - a covered rooftop deck; a second-floor master suite; and a ground floor kitchen space. Glass walls open to the wooded slopes of Big Hill, a ridge separating the Pedernales and Guadalupe watersheds halfway between Comfort and Fredericksburg. A place to unplug, and reconnect.

Location · Family · EV charging

Constantine Ranch

Amazing 10 acre in the middle of the wineries. Perfectly planned for friends or family . *MAIN HOUSE: 4 bedrooms (Queen) 2 full bathrooms 1 full kitchen 2 living areas 1 dining room. GUEST HOUSE (Original smoke house): 1 Bedroom 1 full bathroom THE CASITA: 1 bedroom (Queen) 1 queen size “sofa bed” with real mattress. (Queen) 1 full bathroom 1 Kitchenette 1 dinning area. “PLEASE NOTE THAT THE BARN AND SURROUNDING AREAS ARE BOOKED SEPARATELY AND ARE NOT PART OF THE BOOKING”

Value · Family · Indoor spaces

ROAM -Rooftop Hot tub/Close to Main&290 Wine/Views

ROAM is a beautiful home constructed of two repurposed shipping containers complete with nearly 1000 sq ft of deck area, great views, micro cows, and rooftop hot tub! This is the perfect place for your vacation, located right on the 290 wine trail and just outside of Fredericksburg city limits - a short drive to downtown . Spend a unforgettable holiday in the enchanting surroundings of the town of Fredericksburg, the perfect place if you like small town charm and hospitality.

Family · Location · Heating

Leaf Treehouse at The Meadow

The Leaf Treehouse (~300sqft) is perched among sturdy live oaks on our slice of Texas heaven just ten minutes from Main Street Fredericksburg. Its cozy and stylish interior includes a king bed with organic cotton sheets, a thoughtfully stocked kitchenette, a full bathroom with a rain shower, a padded reading nook with a round window, and an outdoor bathtub on the upper deck. Private propane grill below. If you don't see your dates, see the other treehouses on my host profile!

Location · Family · View

Stunning Villa w/ Sheep, Donkeys, Hot Tub, Wine

Spotted Sheep Farms is located on 8 private acres and features two separate properties. The Villa at Spotted Sheep Farms, an Italian style 1,800 square foot home with beautiful finishes and a luxurious huge master suite. The property is home to animals and wild life including, miniature donkeys, and of course, spotted sheep! It’s perfect for a getaway, relaxing, enjoying some of Texas' best wineries, Fredericksburg shopping and the quiet evening in the hot tub.

Location · Value · Nearby

Enchanted Vine - Pool, Spa, Sauna & Speakeasy

Enchanted Vine turns a Fredericksburg trip into a full experience. This 5BR/6BA retreat sleeps 182 and was built for groups who want the stay itself to be part of what everyone remembers. Pool afternoons, getting ready together at the beauty bar, friendly competition on the putting green, late nights in the Speakeasy, slow evenings by the fire. It feels polished and easy — beautiful enough to feel special, comfortable enough to settle in right away!

Family · Location · Comfort

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.

Location · Value · Parking