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Holiday Rentals in Dripping Springs

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5 km
304 rentals in Dripping Springs.
5 STAR HILL COUNTRY RANCH - MILLIONAIRE'S RETREAT, holiday rental in Dripping Springs
5 STAR HILL COUNTRY RANCH - MILLIONAIRE'S RETREAT, holiday rental in Dripping Springs
5 STAR HILL COUNTRY RANCH - MILLIONAIRE'S RETREAT, holiday rental in Dripping Springs

5 STAR HILL COUNTRY RANCH - MILLIONAIRE'S RETREAT

Holiday Rental House
10 bedrooms
7 bathrooms
Sleeps 22
Match: Sleeps
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Haydon House in Dripping Springs TX | Modern 2/2 with Impress Outdoor Entertaini, holiday rental in Dripping Springs
Haydon House in Dripping Springs TX | Modern 2/2 with Impress Outdoor Entertaini, holiday rental in Dripping Springs
Haydon House in Dripping Springs TX | Modern 2/2 with Impress Outdoor Entertaini, holiday rental in Dripping Springs

Haydon House in Dripping Springs TX | Modern 2/2 with Impress Outdoor Entertaini

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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10-acre Retreat near Hamilton Pool w/ Views & Cowboy Pool, holiday rental in Dripping Springs
10-acre Retreat near Hamilton Pool w/ Views & Cowboy Pool, holiday rental in Dripping Springs
10-acre Retreat near Hamilton Pool w/ Views & Cowboy Pool, holiday rental in Dripping Springs

10-acre Retreat near Hamilton Pool w/ Views & Cowboy Pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Machan- Tree-House, holiday rental in Dripping Springs
The Machan- Tree-House, holiday rental in Dripping Springs
The Machan- Tree-House, holiday rental in Dripping Springs

The Machan- Tree-House

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Haydon Cottage I Romantic, Dripping Springs, holiday rental in Dripping Springs
Haydon Cottage I Romantic, Dripping Springs, holiday rental in Dripping Springs
Haydon Cottage I Romantic, Dripping Springs, holiday rental in Dripping Springs

Haydon Cottage I Romantic, Dripping Springs

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy 3 bedroom home less than a mile from downtown Dripping Springs!, holiday rental in Dripping Springs
Cozy 3 bedroom home less than a mile from downtown Dripping Springs!, holiday rental in Dripping Springs
Cozy 3 bedroom home less than a mile from downtown Dripping Springs!, holiday rental in Dripping Springs

Cozy 3 bedroom home less than a mile from downtown Dripping Springs!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stay in a Tree House! | Unique Dripping Springs Getaway, holiday rental in Dripping Springs
Stay in a Tree House! | Unique Dripping Springs Getaway, holiday rental in Dripping Springs
Stay in a Tree House! | Unique Dripping Springs Getaway, holiday rental in Dripping Springs

Stay in a Tree House! | Unique Dripping Springs Getaway

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Arbor House of Dripping Springs - Garden House, holiday rental in Dripping Springs
Arbor House of Dripping Springs - Garden House, holiday rental in Dripping Springs
Arbor House of Dripping Springs - Garden House, holiday rental in Dripping Springs

Arbor House of Dripping Springs - Garden House

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Upscale ranch retreat with hot tub, screened porch, deck, sauna & firepit, holiday rental in Dripping Springs
Upscale ranch retreat with hot tub, screened porch, deck, sauna & firepit, holiday rental in Dripping Springs
Upscale ranch retreat with hot tub, screened porch, deck, sauna & firepit, holiday rental in Dripping Springs

Upscale ranch retreat with hot tub, screened porch, deck, sauna & firepit

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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GRAND VILLA: 9000 Sqft Estate/Pool/Hot Tub/9 Bdrm/8 Bath/23 Beds/Sleeps 35, holiday rental in Dripping Springs
GRAND VILLA: 9000 Sqft Estate/Pool/Hot Tub/9 Bdrm/8 Bath/23 Beds/Sleeps 35, holiday rental in Dripping Springs
GRAND VILLA: 9000 Sqft Estate/Pool/Hot Tub/9 Bdrm/8 Bath/23 Beds/Sleeps 35, holiday rental in Dripping Springs

GRAND VILLA: 9000 Sqft Estate/Pool/Hot Tub/9 Bdrm/8 Bath/23 Beds/Sleeps 35

Holiday Rental House
9 bedrooms
8 bathrooms
Sleeps 35
Match: Sleeps
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Jaw-Dropping Yurt Under the Live Oaks!, holiday rental in Dripping Springs
Jaw-Dropping Yurt Under the Live Oaks!, holiday rental in Dripping Springs
Jaw-Dropping Yurt Under the Live Oaks!, holiday rental in Dripping Springs

Jaw-Dropping Yurt Under the Live Oaks!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Charming house on an acre in the ❤️of  DT Dripping Springs, holiday rental in Dripping Springs
Charming house on an acre in the ❤️of  DT Dripping Springs, holiday rental in Dripping Springs
Charming house on an acre in the ❤️of  DT Dripping Springs, holiday rental in Dripping Springs

Charming house on an acre in the ❤️of DT Dripping Springs

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Rural Texas Vacation Rental w/ Fireplace, holiday rental in Dripping Springs
Rural Texas Vacation Rental w/ Fireplace, holiday rental in Dripping Springs
Rural Texas Vacation Rental w/ Fireplace, holiday rental in Dripping Springs

Rural Texas Vacation Rental w/ Fireplace

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Clara's house at Homestead B&B, holiday rental in Dripping Springs
Clara's house at Homestead B&B, holiday rental in Dripping Springs
Clara's house at Homestead B&B, holiday rental in Dripping Springs

Clara's house at Homestead B&B

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Pool, Grill, Incredible Views, New LOW Summer Rate, holiday rental in Dripping Springs
Pool, Grill, Incredible Views, New LOW Summer Rate, holiday rental in Dripping Springs
Pool, Grill, Incredible Views, New LOW Summer Rate, holiday rental in Dripping Springs

Pool, Grill, Incredible Views, New LOW Summer Rate

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Milk Bath Springs House | Pet Friendly - 1930's inspired Retreat!, holiday rental in Dripping Springs
Milk Bath Springs House | Pet Friendly - 1930's inspired Retreat!, holiday rental in Dripping Springs
Milk Bath Springs House | Pet Friendly - 1930's inspired Retreat!, holiday rental in Dripping Springs

Milk Bath Springs House | Pet Friendly - 1930's inspired Retreat!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Heated Pool, Hiking, Grilling & Luxury Villa Sleeps 5 Close to Shops/Wine Tours, holiday rental in Dripping Springs
Heated Pool, Hiking, Grilling & Luxury Villa Sleeps 5 Close to Shops/Wine Tours, holiday rental in Dripping Springs
Heated Pool, Hiking, Grilling & Luxury Villa Sleeps 5 Close to Shops/Wine Tours, holiday rental in Dripping Springs

Heated Pool, Hiking, Grilling & Luxury Villa Sleeps 5 Close to Shops/Wine Tours

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Remodeled with New Mattresses and Private Pool, holiday rental in Dripping Springs
Remodeled with New Mattresses and Private Pool, holiday rental in Dripping Springs
Remodeled with New Mattresses and Private Pool, holiday rental in Dripping Springs

Remodeled with New Mattresses and Private Pool

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Pool with Hot Tub | Sleeps 25 | 13 Beds - Hill Country Hideaway!, holiday rental in Dripping Springs
Pool with Hot Tub | Sleeps 25 | 13 Beds - Hill Country Hideaway!, holiday rental in Dripping Springs
Pool with Hot Tub | Sleeps 25 | 13 Beds - Hill Country Hideaway!, holiday rental in Dripping Springs

Pool with Hot Tub | Sleeps 25 | 13 Beds - Hill Country Hideaway!

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 25
Match: Sleeps
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Luxury Pool, Entertainment Barn, New Summer Rate!, holiday rental in Dripping Springs
Luxury Pool, Entertainment Barn, New Summer Rate!, holiday rental in Dripping Springs
Luxury Pool, Entertainment Barn, New Summer Rate!, holiday rental in Dripping Springs

Luxury Pool, Entertainment Barn, New Summer Rate!

Holiday Rental House
9 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
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Arbor House of Dripping Springs - Safari House, holiday rental in Dripping Springs
Arbor House of Dripping Springs - Safari House, holiday rental in Dripping Springs
Arbor House of Dripping Springs - Safari House, holiday rental in Dripping Springs

Arbor House of Dripping Springs - Safari House

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Willie Mae’s Cottage at The Homestead  B & B, holiday rental in Dripping Springs
Willie Mae’s Cottage at The Homestead  B & B, holiday rental in Dripping Springs
Willie Mae’s Cottage at The Homestead  B & B, holiday rental in Dripping Springs

Willie Mae’s Cottage at The Homestead B & B

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy hilltop guesthouse at Barkspin Oaks Ranch. Beautiful views!, holiday rental in Dripping Springs
Cozy hilltop guesthouse at Barkspin Oaks Ranch. Beautiful views!, holiday rental in Dripping Springs
Cozy hilltop guesthouse at Barkspin Oaks Ranch. Beautiful views!, holiday rental in Dripping Springs

Cozy hilltop guesthouse at Barkspin Oaks Ranch. Beautiful views!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Expansive Dripping Springs Ranch House - Minutes from Hamilton Pool, holiday rental in Dripping Springs
Expansive Dripping Springs Ranch House - Minutes from Hamilton Pool, holiday rental in Dripping Springs
Expansive Dripping Springs Ranch House - Minutes from Hamilton Pool, holiday rental in Dripping Springs

Expansive Dripping Springs Ranch House - Minutes from Hamilton Pool

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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5 Acre. Enjoy sunset at “Bungalow" TyRosa Ranch near wineries and venues, holiday rental in Dripping Springs
5 Acre. Enjoy sunset at “Bungalow" TyRosa Ranch near wineries and venues, holiday rental in Dripping Springs
5 Acre. Enjoy sunset at “Bungalow" TyRosa Ranch near wineries and venues, holiday rental in Dripping Springs

5 Acre. Enjoy sunset at “Bungalow" TyRosa Ranch near wineries and venues

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Sweet Retreat l VOLLEYBALL COURT l Heated Pool & Spa l Sleep 20, holiday rental in Dripping Springs
The Sweet Retreat l VOLLEYBALL COURT l Heated Pool & Spa l Sleep 20, holiday rental in Dripping Springs
The Sweet Retreat l VOLLEYBALL COURT l Heated Pool & Spa l Sleep 20, holiday rental in Dripping Springs

The Sweet Retreat l VOLLEYBALL COURT l Heated Pool & Spa l Sleep 20

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 30
Match: Sleeps
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Dripping Springs Dream House - amazing pool, views, and privacy, holiday rental in Dripping Springs
Dripping Springs Dream House - amazing pool, views, and privacy, holiday rental in Dripping Springs
Dripping Springs Dream House - amazing pool, views, and privacy, holiday rental in Dripping Springs

Dripping Springs Dream House - amazing pool, views, and privacy

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private getaway near breweries, wineries, dance hall and wedding venues., holiday rental in Dripping Springs
Private getaway near breweries, wineries, dance hall and wedding venues., holiday rental in Dripping Springs
Private getaway near breweries, wineries, dance hall and wedding venues., holiday rental in Dripping Springs

Private getaway near breweries, wineries, dance hall and wedding venues.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hillcountry Creekside Cabin, waterfall view, near Hamilton Pool, Reimers Ranch, holiday rental in Dripping Springs
Hillcountry Creekside Cabin, waterfall view, near Hamilton Pool, Reimers Ranch, holiday rental in Dripping Springs
Hillcountry Creekside Cabin, waterfall view, near Hamilton Pool, Reimers Ranch, holiday rental in Dripping Springs

Hillcountry Creekside Cabin, waterfall view, near Hamilton Pool, Reimers Ranch

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning 5-Bedroom Home with Pool and Bar | Sleeps 10 & Pet Friendly!, holiday rental in Dripping Springs
Stunning 5-Bedroom Home with Pool and Bar | Sleeps 10 & Pet Friendly!, holiday rental in Dripping Springs
Stunning 5-Bedroom Home with Pool and Bar | Sleeps 10 & Pet Friendly!, holiday rental in Dripping Springs

Stunning 5-Bedroom Home with Pool and Bar | Sleeps 10 & Pet Friendly!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Heaven in the Hills. Welcome to Monticello Cottage, holiday rental in Dripping Springs
Heaven in the Hills. Welcome to Monticello Cottage, holiday rental in Dripping Springs
Heaven in the Hills. Welcome to Monticello Cottage, holiday rental in Dripping Springs

Heaven in the Hills. Welcome to Monticello Cottage

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Fire Pit, Hill Country Views, New LOW Summer Rates, holiday rental in Dripping Springs
Fire Pit, Hill Country Views, New LOW Summer Rates, holiday rental in Dripping Springs
Fire Pit, Hill Country Views, New LOW Summer Rates, holiday rental in Dripping Springs

Fire Pit, Hill Country Views, New LOW Summer Rates

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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11 acre Hill Country Retreat with a 2000 sq ft deck., holiday rental in Dripping Springs
11 acre Hill Country Retreat with a 2000 sq ft deck., holiday rental in Dripping Springs
11 acre Hill Country Retreat with a 2000 sq ft deck., holiday rental in Dripping Springs

11 acre Hill Country Retreat with a 2000 sq ft deck.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Dripping Springs Cabin with Hill Country Views!, holiday rental in Dripping Springs
Dripping Springs Cabin with Hill Country Views!, holiday rental in Dripping Springs
Dripping Springs Cabin with Hill Country Views!, holiday rental in Dripping Springs

Dripping Springs Cabin with Hill Country Views!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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A lovely villa in Dripping Springs that sleeps up to 5 guests, holiday rental in Dripping Springs
A lovely villa in Dripping Springs that sleeps up to 5 guests, holiday rental in Dripping Springs
A lovely villa in Dripping Springs that sleeps up to 5 guests, holiday rental in Dripping Springs

A lovely villa in Dripping Springs that sleeps up to 5 guests

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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High-end Home on 33 Acres to Roam, Short Drive to Downtown., holiday rental in Dripping Springs
High-end Home on 33 Acres to Roam, Short Drive to Downtown., holiday rental in Dripping Springs
High-end Home on 33 Acres to Roam, Short Drive to Downtown., holiday rental in Dripping Springs

High-end Home on 33 Acres to Roam, Short Drive to Downtown.

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Dripping Springs Home w/ Deck, Near Wedding Venue, holiday rental in Dripping Springs
Dripping Springs Home w/ Deck, Near Wedding Venue, holiday rental in Dripping Springs
Dripping Springs Home w/ Deck, Near Wedding Venue, holiday rental in Dripping Springs

Dripping Springs Home w/ Deck, Near Wedding Venue

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Butler Cabin at The Homestead B&B, holiday rental in Dripping Springs
Butler Cabin at The Homestead B&B, holiday rental in Dripping Springs
Butler Cabin at The Homestead B&B, holiday rental in Dripping Springs

Butler Cabin at The Homestead B&B

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Pool/Spa | 14 Beds | Sleeps 28 - Owners House!, holiday rental in Dripping Springs
Pool/Spa | 14 Beds | Sleeps 28 - Owners House!, holiday rental in Dripping Springs
Pool/Spa | 14 Beds | Sleeps 28 - Owners House!, holiday rental in Dripping Springs

Pool/Spa | 14 Beds | Sleeps 28 - Owners House!

Holiday Rental House
8 bedrooms
8 bathrooms
Sleeps 28
Match: Sleeps
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Cozy luxury tiny home,30 min- Austin w outdoor shower feature on Wine Brew trail, holiday rental in Dripping Springs
Cozy luxury tiny home,30 min- Austin w outdoor shower feature on Wine Brew trail, holiday rental in Dripping Springs
Cozy luxury tiny home,30 min- Austin w outdoor shower feature on Wine Brew trail, holiday rental in Dripping Springs

Cozy luxury tiny home,30 min- Austin w outdoor shower feature on Wine Brew trail

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Pool, Hot Tub, Fire Pit, New LOW Summer Rates!, holiday rental in Dripping Springs
Pool, Hot Tub, Fire Pit, New LOW Summer Rates!, holiday rental in Dripping Springs
Pool, Hot Tub, Fire Pit, New LOW Summer Rates!, holiday rental in Dripping Springs

Pool, Hot Tub, Fire Pit, New LOW Summer Rates!

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 19
Match: Sleeps
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Milk Bath Springs | Pet-Friendly Historic Downtown Cottage, holiday rental in Dripping Springs
Milk Bath Springs | Pet-Friendly Historic Downtown Cottage, holiday rental in Dripping Springs
Milk Bath Springs | Pet-Friendly Historic Downtown Cottage, holiday rental in Dripping Springs

Milk Bath Springs | Pet-Friendly Historic Downtown Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Pool/Spa | Game Room | Sleeps 28!, holiday rental in Dripping Springs
Pool/Spa | Game Room | Sleeps 28!, holiday rental in Dripping Springs
Pool/Spa | Game Room | Sleeps 28!, holiday rental in Dripping Springs

Pool/Spa | Game Room | Sleeps 28!

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 28
Match: Sleeps
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Arbor House of Dripping Springs - Finch House, holiday rental in Dripping Springs
Arbor House of Dripping Springs - Finch House, holiday rental in Dripping Springs
Arbor House of Dripping Springs - Finch House, holiday rental in Dripping Springs

Arbor House of Dripping Springs - Finch House

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Great for Large Groups w/Private Pool, Fire Pit & Tennis Court– Secluded Retreat, holiday rental in Dripping Springs
Great for Large Groups w/Private Pool, Fire Pit & Tennis Court– Secluded Retreat, holiday rental in Dripping Springs
Great for Large Groups w/Private Pool, Fire Pit & Tennis Court– Secluded Retreat, holiday rental in Dripping Springs

Great for Large Groups w/Private Pool, Fire Pit & Tennis Court– Secluded Retreat

Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 30
Match: Sleeps
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Completely Remodeled Private Salt Water Pool with Great Outdoor Spaces, holiday rental in Dripping Springs
Completely Remodeled Private Salt Water Pool with Great Outdoor Spaces, holiday rental in Dripping Springs
Completely Remodeled Private Salt Water Pool with Great Outdoor Spaces, holiday rental in Dripping Springs

Completely Remodeled Private Salt Water Pool with Great Outdoor Spaces

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Luxe Pool, Hot Tub, Fire Pit, New LOW Summer Rate!, holiday rental in Dripping Springs
Luxe Pool, Hot Tub, Fire Pit, New LOW Summer Rate!, holiday rental in Dripping Springs
Luxe Pool, Hot Tub, Fire Pit, New LOW Summer Rate!, holiday rental in Dripping Springs

Luxe Pool, Hot Tub, Fire Pit, New LOW Summer Rate!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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Wow Factor 8bd/ 6bth Brewery District Villa!, holiday rental in Dripping Springs
Wow Factor 8bd/ 6bth Brewery District Villa!, holiday rental in Dripping Springs
Wow Factor 8bd/ 6bth Brewery District Villa!, holiday rental in Dripping Springs

Wow Factor 8bd/ 6bth Brewery District Villa!

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 30
Match: Sleeps
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AMAZING PRIVATE GUEST HOME CLOSE TO EVERYTHING, holiday rental in Dripping Springs
AMAZING PRIVATE GUEST HOME CLOSE TO EVERYTHING, holiday rental in Dripping Springs
AMAZING PRIVATE GUEST HOME CLOSE TO EVERYTHING, holiday rental in Dripping Springs

AMAZING PRIVATE GUEST HOME CLOSE TO EVERYTHING

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cozy/Cute Tiny House close to wineries, wedding venues & outdoor fun, holiday rental in Dripping Springs
Cozy/Cute Tiny House close to wineries, wedding venues & outdoor fun, holiday rental in Dripping Springs
Cozy/Cute Tiny House close to wineries, wedding venues & outdoor fun, holiday rental in Dripping Springs

Cozy/Cute Tiny House close to wineries, wedding venues & outdoor fun

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Showing results 1-50 of 304
Frequently Asked Questions about Dripping Springs