
Holiday rentals with outdoor seating in Gillespie County
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Gillespie County
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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!

Beasts
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!

Fox Burrow w/Deck acreage horses/ query for pets.
Seven minutes to Main Street, yet set on wide open green space. The cozy cabin on a private, UNPAVED road. The half acre lot has a secluded DECK facing an un-developed 10 acre pasture with cows, deer, and a 2 retired, friendly HORSES. (Sally and Adobe). Lots of beautiful space, sheep noises, and bird song. FIRE PIT for romantic nights. great STARGAZING. See pictures for amenities, NO REAL COOKING kitchenette only-microwave Pets with query onlyโpet cleaning fee applies Wineries near

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.

1800โsLogCabin-PrivateRanch-KingBed-CopperBathtub
Rest easy at this luxurious and unique historic 1850โs 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 cabinsโ 66โ 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 โdrivewayโ 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.

Boho Vibes in the Hill Country
Hereโs the RUNDOWN: - QUICK DRIVE to MAIN ST - 2 parking spots RIGHT OUTSIDE - Sleepy-time = Chill time - Bedroom w/ KING Serta i-Series mattress & 55"TV - Spacious living w/ 4K 70"TV, ATARI Console & KING pullout - Sign in to YOUR STREAMING services! - Grassy Indoor Nook w/ hammock (chill out!) - 2 private patio spaces (yes two!) w/ gas FIRE PIT - Dartboard & games - COTTON bedding - NEW SINGLE-LEVEL condo - EQUIPPED kitchen - Dining + bistro table, dual as office & island!

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, youโll embark on a short riddle experience through the home, leading you to the secret access point! Inside youโll 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 โ๏ธ

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.
Popular amenities for Gillespie County outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Sonnenland - 5 Min to Downtown, Peaceful Location

Jade Haus - Beautiful 3 bedroom home

Motel Marimon: Relaxing Retreat with Hot Tub

Beautiful Home, Pool, Hot Tub & Pet Friendly

๐ผ ๐ OchreHaus Cottage: 5 min walk to Main st

Farmhouse Hot Tub & Fireplace Min to Town/Wineries

Pet friendly Farmhaus on the 290 Wine Trail

Walk to Main|Hot Tub &PuttPutt|Private Yard
Apartment rentals with outdoor seating

Suite 2 Apartment at Brickner Guest House

Suite 4 Apartment at Brickner Guest House

Cabin Little Moon

Suite 1 Apartment at Brickner Guest House

Private Studio with Hot tub, Close to Main St.

Shopkeeper's Inn Luxury Apartment.

Casa StarLight Continental Suite

Hacienda Luxury-4
Condo rentals with outdoor seating

The Bank-Downtown Escape-Deck w/Main St Views!

*New Private Condo | Near Main

2BR Near Fredericksburg's Best Wineries

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

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