
House holiday rentals in Gillespie County
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Top-rated house rentals in Gillespie County
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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!

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.

Sunny cottage + clubhouse, hot tub, blocks to Main
Newly renovated 1940s bright & cozy bungalow featuring hot tub, clubhouse & fire pit! Just 6 blocks from the action on Main St! Three luxurious bedrooms; primary room with a king and ensuite bath, 2nd room with a king & 3rd room with a queen, 2nd full bath, fully equipped kitchen, gourmet coffee bar, beautiful living room with comfy sectional, fun, private 'Clubhouse' with games and big screen TV, patio, pergola with dining, grill and fire pit! Soak away the stress in our hot tub! #8056001013

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!

Kaye Haus: Gorgeous home w/ hot tub!
NEW listing by experienced Superhost! Nestled just half a mile from the heart of Main Street Fredericksburg, the Kaye Haus is a stylish home built with luxury and comfort in mind. The home includes 2 large bedrooms and 2 spacious bathrooms. The living room features a beautiful rock gas fireplace and handcrafted mesquite mantle as well as a queen sized pull-out sofa. Relax in your private hot tub, enjoy your coffee on the private back patio or cook in the new kitchen with large island.

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.

Pet-Friendly Craftsman Home in Fredericksburg
Welcome to The Craftsman, a pet-friendly, modernized 1940’s craftsman style home in Fredericksburg, Tx. - King-sized beds with high-end linens - Private indoor and outdoor living spaces - Full kitchen with dining for four - Private courtyard with hot tub and firepit - Complimentary Wifi access - This guesthouse is completely private, no amenities are shared with other property guests. - Check in at 4 PM, Check out at 11 AM (early check in available for a fee on request)

Perla’s Place- Idyllic 2 BR 2 BA walkable to Main.
Perla’s Place is the perfect Texas wine country home located in the heart of Fredericksburg just off Main St. Whether you’re spending a weekend away or wine tasting we are sure you’ll love your days at Perla’s Place. Our home has 2 BR, 2 BA, 2 living areas, a fireplace, an equipped kitchen, a huge screened in porch, long tables in the kitchen and porch to share meals and a garden. There are plenty of areas throughout for workspace if needed. STR Permit #8056001678

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!

Beautiful Home, Pool, Hot Tub & Pet Friendly
Bachelorette Party? 🥂 Wine Tasting? 🍷 Family Vacation? 🏡 "Acorn Haus" in Fredericksburg awaits you! This 3BR gem boasts IG-worthy decor, king beds, expansive backyard, outdoor dining 🍽️, a 6-person hot tub 🛁, new pool 🏊♂️ elevating your stay to unparalleled luxury! Just minutes from Main Street, you're close to top restaurants 🍴, wineries, and attractions. Perfect for creating unforgettable moments. 🎊 Dive into the heart of Fredericksburg with us! 💫

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 ☀️

Tempranillo Haus- Hot Tub Getaway Near Main St!
Whether you seek a romantic getaway or a rejuvenating escape to wine country, Tempranillo Haus is equipped with everything you need for an unforgettable experience. The fusion of boho modern aesthetics, romantic ambiance, and the allure of a private hot tub converge to create an oasis of relaxation. Located in the hear of Fredericksburg and only minutes to downtown where shopping, wine tasting, and delicious restaurants awaits you.
Popular amenities for Gillespie County house rentals
House rentals with a pool

Pool, Hot tub, Sleeps 10, Fire pit, Near Main St

Adobe Creek Ranch - Pool, Hot Tub & Fire Pit

Hot Tub, Cowboy Pool, Pet Friendly, Fire Pit!

Relaxing 5-acre Retreat | Guest House | Game Room

Private Home for 8 Stunning Pool

3B/2B Pool & Hot Tub- 1 BLK to Main!

Josies Farmhaus Stock Pool Hot Tub Wildlife

Pecan Casita in The Glades
Weekly house rentals

Romantic Cottage with Hot Tub in Fredericksburg

Running Deer Lodge | A Fredericksburg Escape

the frieda haus in Downtown Fredericksburg

Enchanted Rockview House | 3 Bedroom | Firepit

Sunday House at The Sanctuary

The Getaway at Do-Nothing Ranch

Marschall House

Secluded Little House
Private house rentals

Scissortail Perch - 4 blocks from MarktPlatz

The Ranch House @ TimberRose Ranch 3BR FBG hot tub

Close to Main- large pool/hot tub, family friendly

The Kuhl Cottage

Fall Sale! Hot Tub | Pool | Pets | Firepit | Games

Kindred #1

Spacious & Private House close to Fredericksburg!

Edge of Main 2- Vineyard Views!
Destinations to explore
- Rentals with a washing machine and dryer Gillespie County
- Rentals with a fireplace Gillespie County
- Rentals with a patio Gillespie County
- Rentals with outdoor seating Gillespie County
- Cottage rentals Gillespie County
- Bed and breakfasts Gillespie County
- Tiny house rentals Gillespie County
- Rentals with pools Gillespie County
- Rentals with a hot tub Gillespie County
- Pet-friendly rentals Gillespie County
- Rentals with an accessible height toilet Gillespie County
- Rentals with breakfast Gillespie County
- Hotel rentals Gillespie County
- Farmstay rentals Gillespie County
- Family-friendly rentals Gillespie County
- Guesthouse rentals Gillespie County
- Tree house rentals Gillespie County
- Rentals with a fire pit Gillespie County
- Cabin rentals Gillespie County
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- Apartment rentals Gillespie County
- Condo rentals Gillespie County
- House rentals Texas
- House rentals United States
- Guadalupe River State Park
- Longhorn Cavern State Park
- Hidden Falls Adventure Park
- Inks Lake State Park
- Pedernales Falls State Park
- Hamilton Pool Preserve
- Tapatio Springs Hill Country Golf Course
- Blanco State Park
- Escondido Golf & Lake Club
- Texas Wine Collective
- National Museum of the Pacific War
- Signor Vineyards
- Fall Creek Vineyards, Tow
- Hilmy Cellars - Vineyards, Winery & Tasting Room
- Inwood Estates Vineyards Winery & Bistro
- Kuhlman Cellars
- Spicewood Vineyards
- Bending Branch Winery
- Grape Creek Vineyards
- Becker Vineyards
- William Chris Vineyards
- Ron Yates Wines
- Slate Mill Wine Collective
- Pedernales Cellars