Holiday houses in Cain City

The modern farmhouse features a gray exterior and a metal roof, complemented by a spacious front deck and a landscaped yard. Large windows provide a view of the interior living area, while majestic oak trees add natural shade to the surroundings.

5.0 out of 5 average rating, 234 reviews

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

Treat yourself to an unforgettable weekend at this fully remodeled modern, rustic 2/2 farmhouse. Situated in the heart of wine country, you will find this peaceful haven 3 mins from town. Relax in the hot tub in front of the custom fireplace or sip wine on one of the decks that sit under large, majestic Oaks. Inside, be immersed in the stunningly finished interior with a serene and sophisticated feel. Stocked with everything you need. You'll enjoy every aspect of this stress-free home. Cheers!

5.0 out of 5 average rating, 42 reviews

Cabin in Fredericksburg

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

Holiday home in Fredericksburg

The entrance of Mogford Manor features a charming blue exterior with stone accents. Stone steps lead up to the front porch, framed by two inviting doors. Natural light illuminates the entrance, creating a warm and welcoming entry point into the home.

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!

4.95 out of 5 average rating, 42 reviews

5.0 out of 5 average rating, 17 reviews

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. 🥂

4.96 out of 5 average rating, 178 reviews

The tree tower structure features multiple levels connected by an outdoor staircase. Glass walls provide a view of the surrounding trees, while a wooden deck with seating is visible at the entrance. A stacked log section rests beside the pathway, enhancing the natural setting.

Tower in Fredericksburg

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.

A rustic rock cottage is surrounded by green grass and trees, with a picket fence lining the property. A small outdoor seating area is visible, including chairs and a table. A birdbath is set in the garden, enhancing the serene outdoor environment.

5.0 out of 5 average rating, 165 reviews

Cottage near Fredericksburg

Relax at my unique tranquil rock cottage less than 2 miles to Main Street on the edge of town surrounded by oak trees and adjacent to peach and pecan orchards. Enjoy the sunrise on the front porch or the sunset on the back porch while relaxing to the sights and sounds of nature. Take a step back in time and enjoy relics of the past in my cottage. Sunrise Grove Cottage is best suited for a couple seeking a quiet place to stay while visiting our lovely hamlet. Man spricht deutsch.

4.83 out of 5 average rating, 156 reviews

The property displays a lush green lawn, framed by trees and highlighted by a stone retaining wall with vibrant foliage. Two distinct structures are visible: a rustic-looking farmhouse and a modern guest house, creating a blend of traditional and contemporary design.

Farm in Fredericksburg

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”

Shipping container in Fredericksburg

The entrance of the home features a large wooden door with glass panels, framed by sleek black metal. Warm wooden accents are visible on the container exterior, complemented by a small gravel area and elegant planters on either side of the door.

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.

5.0 out of 5 average rating, 168 reviews

Treehouse in Fredericksburg

A cozy reading nook features a rounded window, allowing views of the surrounding greenery. Soft cushions and a faux fur throw are arranged on a wooden bench. Light filters in through sheer curtains, enhancing the warm interior atmosphere.

Leaf Treehouse at The Meadow by Honeytree

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!

4.98 out of 5 average rating, 554 reviews

5.0 out of 5 average rating, 5 reviews

Cabin in Fredericksburg

Prairie | Wide-Sky Studio Villa + Private Hot Tub

Open, grounded, and named for the land it sits on — long views, low light, a horizon that goes uninterrupted. A studio villa for two, and an architectural gem in its own right. Private patio, private hot tub, private waterfall. Warm materials, deep quiet, kitchenette, AC you control. Deer come into the meadow at dusk. Monarchs pass through. The stars need no drive at all — though Main Street is seven minutes and Enchanted Rock thirty. Self check-in, welcome gift waiting.

4.98 out of 5 average rating, 457 reviews

The exterior of an Italian-style home is presented with a warm, golden sunset backdrop. Neutral earth tones define the structure, accented by several tall trees. A covered entryway leads to double doors framed by large glass panes, while a rustic fence encloses the property.

Villa in Fredericksburg

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.

A charming front porch is furnished with teal chairs, inviting relaxation amidst flowering bushes. A rustic water trough is positioned nearby, enhancing the vintage feel of the home. Large windows allow for natural light, framing the peaceful outdoor scenery of the property.