
Cottage holiday rentals in Gillespie County
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Top-rated cottage rentals in Gillespie County
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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/ ♡

Cozy, chic APT near Main St w country view
Colorful, modern apt with full kitchen & a guest-only private deck w scenic view. Super location. Quiet street. Doors between rooms. 440 mbps internet. 2:00pm ck in. You're the only guests we host. Contactless chk in/out. PLUS rsrv'd off-street parking. 7 safe blocks to Main St & downtown. Wide country landscape view: sheep & cattle grazing from the secluded tile patio. Enjoy coffee, sip wine, star gaze. Serene. Beautiful view Romantic & private. We welcome guests from all backgrounds

Beautiful and private hill country cottage
Starry night skies and wildflowers abound at this hill country treasure. Located between Kerrville, Harper and Fredericksburg, the perfect location for visiting local wineries, shopping, theater and more. The 2-bedroom, 1-bath cottage is situated on 56 private acres with lots of wildlife and views. Built in 2021, the modern farmhouse-style cottage is clean, comfy and cute as a button--just right for up to 4 people. Please note that the property is not designed to accommodate young children.

The Grapetown Gasthaus @ TimberRose Ranch hot tub
Perfect getaway for 2. The name of the cottage honors the local area of Grapetown. Crossing thru a cedar privacy screen takes you to this native stone cottage crafted by a local artisan and features antique doors with layers of turquoise, exposed wood. The living area has TV / DirecTV, a leather loveseat, dinette and stocked kitchen. There are beautiful views from in and out. A copper heating grate and a transom window are featured. Charcoal grill, fire pit, hot tub to go with your wine!

Das Grun Haus With Private Hot Tub!
Welcome to Das Grun Haus! This beautiful cottage is a cozy, rustic hideaway just a short drive from Main Street. (8 miles) This delightful two bedroom, two bathroom cottage is perfect for some "ahhhhh time." The cottage sleeps six and features a private backyard with a hot tub, fire pit, and charcoal grill. The home is equipped with high quality memory foam mattresses and luxurious linens and towels. The cottage is located on 10 acres with one other home and one tiny home on the property.

Amore: Cozy romantic carriage house w/ hot tub
This crown jewel of Bloomingwild, originally a true carriage house, is now a rustic romantic private guest cottage less than two blocks from Main Street. Amore Dolce features a deep tub for two set in limestone with a skylight and separate shower. Other amenities include a full kitchen, king bed, a cozy nook with twin bed, upstairs loft has a comfortable sitting area with TV. You'll find a private hot tub on your secluded back porch. Make Amore Dolce your “sweet love” heaven! Permit#13473

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.

Private Wellness retreat|Hottub|Sauna|Prime loc
★ "Absolutely fantastic get away, the vibe was romantic and the place was perfect." 🏡 3 blocks to FBG’s East Main St—stroll to wine tasting rooms 🔥 Secluded yard with sauna, hot tub, fire pit 🏡 Perfect cozy cabin vibe couples getaway with total privacy 🛏 King bedroom with super comfy bedding 🥘 Fully equipped kitchen 🏑Fun loft space with air hockey table 🐶 Dog friendly Everything is set for your romantic Hill Country escape—book now before the calendar fills!

Hot tub, Pet Friendly, Outdoor shower, Secluded!
Falling Star Ranch, with 6 private acres it is the ultimate in romance, luxury & privacy! Stucco & straw-bale home - so unique with its indoor rock fireplace and jetted tub for two!! Indoor shower, romantic arbor with lights, bbq grill, and nothing but the wildlife! No detail left undone. Enjoy a romantic dinner on the deck under lights; relax for hours in the hot tub! Recently updated to include a full kitchen for a longer stay. Managed by Heavenly Hosts

Casita Azul PRIVATE STUDIO 5 Min Drive to Downtown
Beautiful newly built studio style Casita. Enjoy the peace & quite of the Texas Hill Country while being just a few miles away from downtown Fredericksburg. The Casita is equipped with WiFi and a Smart Tv. We also provide a coffee bar set up for your enjoyment as well as an outdoor area with a fire pit and seating. Bbq pits are on the property so bring some steaks to grill and your favorite bottle of wine to dine under the stars! We hope to see you soon

Cute Farmhouse - alpaca, donkey, sheep & hot tub!
The Farmhouse at Spotted Sheep Farms is a Texas chic property and is perfect for a wine country getaway. The property is home to animals and wild life including alpacas, llamas, miniature donkeys, miniature sheep and of course, spotted sheep! It boasts an open floorplan with full kitchen, queen bedroom, loft with two twin beds, brand new HotTub, satellite TV, WiFi, Netflix, outdoor games, fire pit, and large porch to watch the sunset and farm animals.

Historical Sunday House! Location, Location!
Discover Historic Flagstone Sunday House! Within walking distance to Main Street! Up to four can enjoy this quiet amenity-rich, centrally located home with a back yard laden with ivy-covered trees, well maintained landscaping, Adirondack chairs and a stunning outdoor fireplace. Flagstone Sunday House is very suitable for a couple, four ladies or a family. The second room is a sleeping porch, so two couples need to be aware.
Popular amenities for Gillespie County cottage rentals
Cottage rentals with a hot tub

Ashlee's Farmhaus, Hot Tub, Fireplace, in town!

Appian Way Tuscan Cottage

A Suite Retreat, Hot tub, Close to Main, Fire pit

3 Lux King Cottages, HotTubs, Firepits, Pickleball

5 Blocks from Main St! Hot tub/Firepit/EV Charging

Your Favorite! Walk to MAIN - Mini POOL/HOT TUB

Enchanted Hideaway, Hot tub, Walk to Main St!

Cozy Condo with Night Vibes
Pet-friendly cottage rentals

The LaurAnn at Split Horn Ranch

Columbus Cottage .5 Mile to Main, Private Hot Tub

Cozy Cottage | Near Wineries | Sleeps 6 | Hot Tub

NEW! Dog-Friendly, One Mile from Town

Memorial Day • Fire Pit • Hot Tub • King Beds

The Riley’s Hitchin’ Post

Haus Lagniappe - walking distance to Main St.

White Horse @ VTC- No Cleaning Fee
Private cottage rentals

Viola Pearl Haus | Cute & Cozy Cottage

NEW! Private Hot Tub, One Mile from Town

Bubbly: Champagne | 2/1 | Hot Tub, Walk to Main

Denim & Diamonds, private hot tub, walk to Main St

Downtown Retreat #1 | 1/1 | Pool, Walk to Main

NEW! Pet-Friendly, One Mile from Town

Downtown Retreat #2 | 1/1 | Pool, Walk to Main

Main Street Retreat #12 | On Main | Pool/Hot Tub
Destinations to explore
- Rentals with a washing machine and dryer Gillespie County
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- Cottage rentals Texas
- Cottage rentals United States
- Guadalupe River State Park
- Pedernales Falls State Park
- Inks Lake State Park
- Hidden Falls Adventure Park
- Hamilton Pool Preserve
- Longhorn Cavern State Park
- Blanco State Park
- Spicewood Vineyards
- Becker Vineyards
- Enchanted Rock State Natural Area
- William Chris Vineyards
- National Museum of the Pacific War
- Exotic Resort Zoo
- Sweet Berry Farm
- 13 Acres Retreat
- Krause Springs
- Signor Vineyards
- Grape Creek Vineyards
- Lyndon B. Johnson State Park and Historic Site
- The Retreat on the Hill
- Wildseed Farms
- Cypress Valley
- Friedrich Wilderness Park





