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Holiday rentals in Cain City

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Top-rated holiday rentals in Cain City

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cottage in Fredericksburg
4.98 out of 5 average rating, 426 reviews

Wine Country Sanctuary | Your Private Eco Retreat

- QUICK DRIVE to Main - LARGE PRIVATE PATIO w/ FIREPIT & GAMES - 2 FREE parking spots RIGHT OUTSIDE - 55” 4K SMART TV & KING MATTRESS: Sealy High Point Hybrid - 70" 4K SMART TV, PATIO & PORCH VIEW in COZY living for 4, w/ QUEEN pullout - Sign in to YOUR STREAMING services - ATARI console games - COTTON bedding & towels - EQUIPPED kitchen - bistro DINING & DESK - a SPACIOUS BATH w/ NEW stand-up shower - FREE LAUNDRY access - SINGLE-LEVEL cottage-style condo - MINIMAL aesthetic - ECO choices w/ ♡

Top guest favourite
A charming farmhouse is illuminated by warm string lights at dusk, enhancing its welcoming presence. The exterior features a spacious porch with white railings, while the nearby carport offers additional protection. Lush greenery surrounds the property, creating a serene outdoor environment.
Home in Fredericksburg
4.97 out of 5 average rating, 129 reviews

Pet friendly Farmhaus on the 290 Wine Trail

Welcome to Sophie's Farmhaus!! This fully renovated farmhouse is located right off the Texas Wine Trail. The homes charm has been preserved while providing all the modern conveniences guests expect. The home is ideally located 5 minutes from Main Street Fredericksburg for easy access to shopping, museums, art galleries, or start your winery tour with the closest winery within a mile of the home. Relax on the wrap around porch or gather around the firepit with a glass of wine to end your day.

Guest favourite
Tiny home in Fredericksburg
4.98 out of 5 average rating, 109 reviews

Couples Retreat | Hot Tub, Sauna + Outdoor Shower

Soak under the stars in your private hot tub, sip wine by the fire pit, and wake to deer outside your window. This secluded cabin was designed for couples to reconnect — with luxury details, wraparound views, and access to a new outdoor lounge with cedar sauna, fire pit for six, string-light dining under oak trees, and a horseshoe pit. Over 200 guests have rated us 5 stars for romance, design, and peaceful vibes. Over 200 guests have rated us 5-stars for romance, cleanliness, and design.

Guest favourite
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
4.95 out of 5 average rating, 161 reviews

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.

Top guest favourite
A cozy sleeping area features a spacious bed with a white comforter and decorative pillows. Two bedside lamps provide soft lighting. A wooden chair is positioned at the foot of the bed, and a patterned area rug adds warmth to the space. A small sign above the bed reads 'LAUGH.'
Cottage in Fredericksburg
4.99 out of 5 average rating, 201 reviews

Vintners Vault

We are required to collect and pay an additional Local Occupancy Tax of 7% for this reservation through the resolution Center. At Vintner's Vault you'll be welcomed with bottled water and appetizers after your day of travelling. Relax on the patio or water front gazebo. Wake up refreshed in the morning and grab some breakfast and Keurig coffee before you head out and explore the Hill Country. We take extreme care to disinfect frequently touched surfaces between reservations.

Top guest favourite
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.
Shipping container in Fredericksburg
5 out of 5 average rating, 153 reviews

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.

Top guest favourite
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.
Treehouse in Fredericksburg
4.98 out of 5 average rating, 520 reviews

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!

Top guest favourite
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
4.98 out of 5 average rating, 420 reviews

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

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 alpacas, 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.

Guest favourite
A vintage-inspired living room features a floral-patterned sofa and an accent chair, surrounded by large windows allowing natural light. A coffee table with a colorful yellow frame sits in the center. A bookshelf filled with books and decor adds charm to the space.
Home in Fredericksburg
4.93 out of 5 average rating, 198 reviews

The Dove House – Vintage Cottage near Luckenbach

This charming 1940s Sunday house sits on two private acres between downtown Fredericksburg and the 290 Wine Trail. With its own gate and wood-burning fireplace, enjoy sunsets on the front porch, peaceful mornings with coffee, and wildlife viewing. The vintage-inspired living room and kitchen add cozy character. Conveniently located: 5 mi. from Luckenbach, 1 mi. from Bankersmith, 10 min to the Wine Trail, and 10–15 min to downtown Fredericksburg.

Guest favourite
An aerial view showcases a modern A-frame cabin with a dark gabled roof and a wooden deck. The property features a private swimming pool and is surrounded by greenery, with a winding stone path leading to the entrance. Nearby, a quiet road is visible.
Cabin in Fredericksburg
4.9 out of 5 average rating, 159 reviews

NEW | The Pedernales A-Frame

The Pedernales A-Frame epitomizes luxury... Nestled on an expansive 8-acres bordering the serene Pedernales River and positioned atop a tranquil hill, this cabin boasts sweeping vistas of the picturesque Texas Hill Country. Its interior exudes opulence with exceptional craftsmanship, acclaimed design, premium amenities, and a wealth of luxurious finishes that cater to even the most discerning tastes. We look forward to having you...

Superhost
Treehouse in Fredericksburg
4.92 out of 5 average rating, 173 reviews

Pecan Treehouse @ A-Frame Ranch

Escape to a modern A-frame treehouse just outside Fredericksburg. Nestled on 17 acres, the Pecan Cabin offers Hill Country views, stargazing, and deer sightings, yet you’re minutes from Main St. Swim in the container pool, gather at the fire pit, or simply unwind on your private balcony. Inside, enjoy a king bed, dual rainfall shower, luxe linens, and modern amenities. The perfect blend of nature and comfort awaits.

Top guest favourite
The cottage features a modern exterior with a combination of metal and stone elements, framed by lush greenery and native plants. A screened-in porch is visible, inviting relaxation amidst the natural surroundings. Large windows allow light to enhance the welcoming entrance.
Cottage in Fredericksburg
5 out of 5 average rating, 169 reviews

Hillside Guest House | A Haven for Nature Lovers!

A Hill Country hideaway! An exclusive and modern cottage/barn tucked 3/4 mile from Ranch Road 1631 amidst oak trees. A true sanctuary for nature lovers and for those who want to escape city life to enjoy the stillness of country life. Nothing like a long-day-excursion from wine tasting, shopping and dining in town to end the day in a zen-like space and to wake up to the sight and sounds of wildlife.

Popular amenities for Cain City holiday rentals

  1. Airbnb
  2. United States
  3. Texas
  4. Gillespie County
  5. Cain City