
Family-friendly holiday rentals in Gillespie County
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Top-rated family-friendly rentals in Gillespie County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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!

Cozy Cottage | Block off Main | Sauna & Hot Tub
The German Cottage of your dreams! Enjoy a modern twist on a classic cottage one block off of Main Street with a surprise inside- a HIDDEN speak easy! Guests solve a 5 part riddle to find the code that unlocks the wardrobe door to āNarniaā! To find out how to access the speakeasy, youāll embark on a short riddle experience through the home, leading you to unlocking the Narnia wardrobe! Step through & Inside youāll find the rustic speakeasy with a Hill Country prize waiting for you inside!

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 onlyāpet cleaning fee applies Wineries near

Eagle St Retreat, Privacy Fence, Hot Tub
This newly built, contemporary 1 bed/1 bath condo is a casual, comfortable, and convenient retreat just a couple minutes from the heart of Main Street! You'll be in your own little world with a romantically lit bedroom with a luxurious king bed and fireplace. Unwind in the living room area with the fireplace and smart TV, and whip up a favorite meal in the fully equipped kitchen. Relax in the hot tub on the private fenced patio! Don't forget to bring the wine! Managed by Heavenly Hosts

Cozy 2 bed log cabin in natural setting.
Private cabin in the heart of the Hill Country. Built by our father in his early twenties, its known by long time guests as John's Cabin. We wanted to share this property and all its magic with anyone who genuinely appreciates the outdoors. So please enjoy a stay in a natural setting with a catch and release fishing pond, indoor/ outdoor fireplace, and all the quiet one can ask for. Sip your morning coffee to the sounds of wildlife just a few minutes away from downtown Fredericksburg.

CopperBathtub-HistoricLogCabin-PrivateRanchKingBed
Rest easy at this luxurious and unique historic 1850ās 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 cabinsā 66ā 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 ādrivewayā or venture out on country roads and enjoy the wildlife.

Airstream Glamping Near Town!
Are you looking for a fun, unique and instaworthy place to stay while in Fredericksburg? If so this is the place for you. Newley Renovated Vintage Airstream parked on our 7 acre compound just a quick 7 minuet drive to the Heart of Main Street. The interior has been completely redone with style and comfort. The perfect retreat for couples or friends who are looking for a non-traditional stay. Unwind after a long day of shopping and sight seeing in the cowboy pool while star gazing.

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!

Boho Vibes in the Hill Country
Hereās 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!

Penthouse Apartment at Brickner Guest House
This is one of few places in the Hill country and still be 5 minutes away from downtown Fredericksburg. Its located on 43 acres, and offers a plethora of exotic wildlife. As you drive in, there will be a second gate, there's an old style wooden covered bridge crossing a pond with cascading waterfalls! You are welcome to fish at the pond or our creek our back. We don't offer breakfast, but the kitchen is fully equipped with pots, pans. We do supply coffee, sugar and creamer.
Popular amenities for Gillespie County family-friendly rentals
Family-friendly home rentals with a hot tub

The Champagne Room

Cedar Haus: Modern Guesthouse in Fredericksburg

Motel Marimon: Relaxing Retreat with Hot Tub

Chic Retreat, Pool, Hot Tub and Pet Friendly

Guest House at The Sanctuary

Close to Main, Heated Pool, Firepit, 220EV outlet!

Creek Bank! Luxury 5 Star Stay 2min. from Main St.

The Guest House on Elm
Family- and pet-friendly home rentals

FlyingCloud Airstream

Creek Street Sunday House

The Cozy Cabernet, short walk to Main St!

Kitchen, Walk-in Shower, One block off Main

Mistletoe @ Zonnebloem-1/2 Block to Main St.

The Rileyās Hitchinā Post

Charlotte's Cottage on Main St, Fire Pit!

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown
Family-friendly home rentals with a pool

Cozy Haven | Shared Pool ⢠Firepit ⢠Hot Tub

Post Oak Treehouse @ A-Frame Ranch

Tejas Hills Guest Haus #2 | Hill Country + Pool

The *Pet-Friendly* Cabernet Get Away

The 1851 Cabin at Wolf Creek Guest Ranch

Cozy Tiny Home With Hot Tub and Cowboy Pool!

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

Pecan Casita in The Glades
Destinations to explore
- Tiny house rentalsĀ Gillespie County
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- Rentals with a fireplaceĀ Gillespie County
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- Family-friendly rentalsĀ Texas
- Family-friendly rentalsĀ United States
- Guadalupe River State Park
- Longhorn Cavern State Park
- Hidden Falls Adventure Park
- Pedernales Falls State Park
- Inks Lake State Park
- Hamilton Pool Preserve
- Blanco State Park
- National Museum of the Pacific War
- Enchanted Rock State Natural Area
- Becker Vineyards
- Spicewood Vineyards
- Signor Vineyards
- William Chris Vineyards
- Grape Creek Vineyards
- The Retreat on the Hill
- Krause Springs
- 13 Acres Retreat
- Cypress Valley
- Exotic Resort Zoo
- Lyndon B. Johnson State Park and Historic Site
- Sweet Berry Farm
- Wildseed Farms
- Cave Without A Name
- Friedrich Wilderness Park




