
Holiday rentals with outdoor seating in Gillespie County
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Top-rated rentals with outdoor seating in Gillespie County
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Around the Bend Bungalow
Craving a getaway with family or friends for wine tasting, great food and gift shopping? Want to enjoy their company, but unwind in your own space? Around the Bend Bungalow and Airstream Alfresco are located approx 12 minutes from Main St. with its abundant eateries and unique shops or 10 minutes from breathtaking views on Enchanted Rock. End your evening in a rocking chair admiring the endless stars. Longhorns wander our pastures and you share the location with an abundance of wildlife!

Bestos
This cozy condo is just minutes from downtown Fredericksburg, easily accessible to restaurants, winery's, shops, fun music venues and local breweries! It is the perfect getaway for couples or fun with friends! Relax on the patio, gaze at the stars, and enjoy a drink by the fire. This space was inspired by Austin's live music scene. Be inspired to write, play, be creative and have fun on the piano or guitar. This condo is retreat from our busy lives, so relax and enjoy your stay at Bestos!

1/1 a Block off Main~Outdoor Shower~Tesla Charger!
The Rustic Door is a new romantic getaway just a block off of Main Street but quietly located on a running creek. The private courtyard with an outdoor shower and lounger are the perfect place to unwind with your loved one! This modern updated cabin offers peaceful outdoor seating on the front and back porches. Inside you will find a Jacuzzi bathtub for 2 and a king size bed with luxury linens. There is a kitchenette that includes a coffee bar with a Nespresso. We can't wait to host you!

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.

1800’sLogCabin-PrivateRanch-KingBed-CopperBathtub
Rest easy at this luxurious and unique historic 1850’s log cabin. Minutes from Willow City Loop & Enchanted Rock. This comfy cabin is quiet, and peaceful. Historical Fredericksburg is a scenic 20 minute drive and after a day of wine tours, shopping or hiking, the cabins’ 66” Copper Tub will be waiting for a relaxing bath. Nature awaits behind the private security gates for taking a leisurely walk on the half mile “driveway” or venture out on country roads and enjoy the wildlife.

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.

Cabin w/ hot tub and fire pit close to town & wine
The Cabin at Spotted Sheep Farms is the perfect way to spend a couple of nights in the Texas Hill Country and Fredericksburg Texas area. With wineries, shopping, dining, and other destination just minutes away, you'll have plenty to do while still being surrounded by nature. The cabin features two king bedrooms with efficient closets & one master bathroom with stylish vanity and a large walk-in shower. Large outdoor porch with seating and dining, hot tub, and fire pit.

Riddle Haus| Block off Main| Sauna| XL Hot Tub
Welcome to The historic, German homestead of your dreams, a block off of main street! Enjoy the most unique experience of Fredericksburg! This newly restored homestead comes with the ultimate surprise- a HIDDEN wine cellar! To find out how to access the cellar, you’ll embark on a short riddle experience through the home, leading you to the secret access point! Inside you’ll find the perfectly preserved wine cellar with a Hill Country prize waiting for you inside!

DarkSkies Hideaway romantic getaway hot tub/fp
Welcome to Dark Skies Hideaway! An adorable guest house with amazing views! Take it easy in a unique and tranquil getaway. Not just a place to lay your head but an experience for all that enter. Enjoy the amazing sunrises and sunsets in a peaceful setting as you sit on your front porch. Lie in bed and look at the stars through the sky lights overhead. The dark skies allow you to see the milky way in all it's glory! This is paradise in the making!

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. Follow us @revivalridge on IG ☀️

The Orange Cactus Casita | Peaceful, Country Views
Newly-built and ready to welcome guests, The Orange Cactus Casita is a private guest house situated on 10 acres of land. Sit back, relax and enjoy the views. This 2 bed, 2 bath guest house has everything you need including a full kitchen, living room and outdoor living space. This location offers the perfect opportunity for genuine relaxation in a countryside atmosphere, all within a quick 15-minute drive to Main Street.

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.
Popular amenities for outdoor seating rentals in Gillespie County
House rentals with outdoor seating

Jade Haus - Beautiful 3 bedroom home

Sonnenland - 5 Min to Downtown, Peaceful Location

Motel Marimon: Relaxing Retreat with Hot Tub

Beautiful Home, Pool, Hot Tub & Pet Friendly

🌼 💛 OchreHaus Cottage: 5 min walk to Main st

Pet friendly Farmhaus on the 290 Wine Trail

Walk to Main|Hot Tub &PuttPutt|Private Yard

2 Blocks to Main! Luxurious Farmhouse w/Fire-pit
Apartment rentals with outdoor seating

Casa StarLight Rio Grande Suite

Suite 2 Apartment at Brickner Guest House

Suite 4 Apartment at Brickner Guest House

Cabin Little Moon

Suite 1 Apartment at Brickner Guest House

Shopkeeper's Inn Luxury Apartment.

Casa StarLight Continental Suite

Hacienda Luxury-4
Apartment rentals with outdoor seating

*New Private Condo | Near Main

2BR Near Fredericksburg's Best Wineries

The Bank-Luxury Suite w/Deck Overlooking Main St!

Boho Vibes in the Hill Country

*New Beautiful & Modern Condo| Close To Town

*NEW! Private Retreat w/Hot Tub! Sleeps 2

Beautiful Condo | Near Town | Sleeps 4

Urban Hill Country Haven
Destinations to explore
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- Rentals with outdoor seating Texas
- Rentals with outdoor seating United States
- Guadalupe River State Park
- Longhorn Cavern State Park
- Hidden Falls Adventure Park
- Inks Lake State Park
- Hamilton Pool Preserve
- Pedernales Falls State Park
- Tapatio Springs Hill Country Golf Course
- Texas Wine Collective
- Blanco State Park
- Escondido Golf & Lake Club
- National Museum of the Pacific War
- Fall Creek Vineyards, Tow
- Signor Vineyards
- William Chris Vineyards
- Inwood Estates Vineyards Winery & Bistro
- Becker Vineyards
- Hilmy Cellars - Vineyards, Winery & Tasting Room
- Ron Yates Wines
- Kuhlman Cellars
- Spicewood Vineyards
- Slate Mill Wine Collective
- Bending Branch Winery
- Grape Creek Vineyards
- Boot Ranch Golf Club