Holiday rentals near Chisholm Trail Winery
We found 1,989 holiday rentals — enter your dates for availability
If you'd like to stay close to Chisholm Trail Winery, take a look at holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the amenities that you need and want, such as air conditioning and a TV. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Chisholm Trail Winery
Showing deals for:3 Oct - 10 Oct
Image gallery for Running Deer Lodge - A Fredericksburg Escape
1010 out of 10 rating
Exceptional
(13 reviews)
Running Deer Lodge - A Fredericksburg Escape
Fredericksburg, Texas
13% off
Price is NZ$5,953
NZ$5,953
NZ$850 per night
includes taxes & fees
Image gallery for Charming&unique 4-bedroom country house on 12 private acres in Fredericksburg
1010 out of 10 rating
Exceptional
(6 reviews)
Charming&unique 4-bedroom country house on 12 private acres in Fredericksburg
Fredericksburg, TX
18% off
Price is NZ$5,401
NZ$5,401
NZ$772 per night
includes taxes & fees
Image gallery for Cottage by the River - Sunday Suite
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Cottage by the River - Sunday Suite
Kerrville, TX
8% off
Price is NZ$2,553
NZ$2,553
NZ$365 per night
includes taxes & fees
Image gallery for MODERN FARMSTEAD WITH PASTURAL, SUNSET VIEWS — ONLY 5 MINUTES TO MAIN STREET!
1010 out of 10 rating
Exceptional
(191 reviews)
MODERN FARMSTEAD WITH PASTURAL, SUNSET VIEWS — ONLY 5 MINUTES TO MAIN STREET!
Fredericksburg, TX
8% off
Price is NZ$3,009
NZ$3,009
NZ$430 per night
includes taxes & fees
Image gallery for *Get-Away by River Trail, Hot Tub, Fire Pit, Bikes, Grill
1010 out of 10 rating
Exceptional
(61 reviews)
*Get-Away by River Trail, Hot Tub, Fire Pit, Bikes, Grill
Kerrville, TX
8% off
Price is NZ$2,713
NZ$2,713
NZ$388 per night
includes taxes & fees
Image gallery for Kerrville Cottage minutes from the 10 Hwy. A perfect blend of city and country.
1010 out of 10 rating
Exceptional
(114 reviews)
Kerrville Cottage minutes from the 10 Hwy. A perfect blend of city and country.
Kerrville, TX
8% off
Price is NZ$1,556
NZ$1,556
NZ$222 per night
includes taxes & fees
Image gallery for Cottage by the River ~ Sunrise Suite
1010 out of 10 rating
Exceptional
(193 reviews)
Cottage by the River ~ Sunrise Suite
Kerrville, TX
12% off
Price is NZ$1,954
NZ$1,954
NZ$279 per night
includes taxes & fees
Image gallery for Blacksmith Quarters: The Bianca - Downtown
1010 out of 10 rating
Exceptional
(5 reviews)
Blacksmith Quarters: The Bianca - Downtown
Fredericksburg, Texas
12% off
Price is NZ$6,365
NZ$6,365
NZ$909 per night
includes taxes & fees
Image gallery for Tiny House on Cherry Mountain. Quiet pastoral setting, starry nights & fire ring
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Tiny House on Cherry Mountain. Quiet pastoral setting, starry nights & fire ring
Fredericksburg, TX
18% off
Price is NZ$1,506
NZ$1,506
NZ$215 per night
includes taxes & fees
Image gallery for Texas Hill Country Lodge Close To Main St w/ Private Hot Tub
1010 out of 10 rating
Exceptional
(31 reviews)
Texas Hill Country Lodge Close To Main St w/ Private Hot Tub
Fredericksburg, TX
7% off
Price is NZ$5,848
NZ$5,848
NZ$835 per night
includes taxes & fees
Image gallery for Fire pit and close access to hiking trails.
1010 out of 10 rating
Exceptional
(35 reviews)
Fire pit and close access to hiking trails.
Fredericksburg, TX
12% off
Price is NZ$3,174
NZ$3,174
NZ$453 per night
includes taxes & fees
Image gallery for Cozy country retreat! Centrally located between Fredericksburg and Kerrville.
1010 out of 10 rating
Exceptional
(6 reviews)
Cozy country retreat! Centrally located between Fredericksburg and Kerrville.
Kerrville, TX
8% off
Price is NZ$1,996
NZ$1,996
NZ$285 per night
includes taxes & fees
Image gallery for Discover Fredericksburg charm in the middle of the most gorgeous wineries
9.49.4 out of 10 rating
Exceptional
(52 reviews)
Discover Fredericksburg charm in the middle of the most gorgeous wineries
Fredericksburg, TX
8% off
Price is NZ$11,544
NZ$11,544
NZ$1,649 per night
includes taxes & fees
Image gallery for Vineyard-Fredericksburg Texas
1010 out of 10 rating
Exceptional
(8 reviews)
Vineyard-Fredericksburg Texas
Fredericksburg, TX
8% off
Price is NZ$2,974
NZ$2,974
NZ$425 per night
includes taxes & fees
Image gallery for Walk to Main! Hot Tub, Fire Pit, Texas Charm
1010 out of 10 rating
Exceptional
(13 reviews)
Walk to Main! Hot Tub, Fire Pit, Texas Charm
Fredericksburg, TX
8% off
Price is NZ$5,183
NZ$5,183
NZ$740 per night
includes taxes & fees
Image gallery for LIVE WATER LODGE on Johnson Creek<br>5 Bedrooms sleep 11, 4 1/2 baths
1010 out of 10 rating
Exceptional
(23 reviews)
LIVE WATER LODGE on Johnson Creek<br>5 Bedrooms sleep 11, 4 1/2 baths
Ingram, TX
13% off
Price is NZ$11,306
NZ$11,306
NZ$1,615 per night
includes taxes & fees
Image gallery for 1 Room Cabin getaway, quiet country views, wildlife, pet friendly
9.69.6 out of 10 rating
Exceptional
(174 reviews)
1 Room Cabin getaway, quiet country views, wildlife, pet friendly
Kerrville, TX
8% off
Price is NZ$1,165
NZ$1,165
NZ$166 per night
includes taxes & fees
Image gallery for Couples Retreat Lakeside
1010 out of 10 rating
Exceptional
(10 reviews)
Couples Retreat Lakeside
Ingram, TX
12% off
Price is NZ$2,022
NZ$2,022
NZ$289 per night
includes taxes & fees
Image gallery for Estefana's Guest House
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Estefana's Guest House
Fredericksburg, TX
8% off
Price is NZ$1,785
NZ$1,785
NZ$255 per night
includes taxes & fees
Image gallery for Curated for Fun with Hot Tub, Bikes, Fire Pit & More!
1010 out of 10 rating
Exceptional
(57 reviews)
Curated for Fun with Hot Tub, Bikes, Fire Pit & More!
Kerrville, TX
8% off
Price is NZ$3,795
NZ$3,795
NZ$542 per night
includes taxes & fees
Image gallery for Deer Ridge Cottage | Pet Friendly Country Property
1010 out of 10 rating
Exceptional
(141 reviews)
Deer Ridge Cottage | Pet Friendly Country Property
Fredericksburg, TX
9% off
Price is NZ$3,498
NZ$3,498
NZ$500 per night
includes taxes & fees
Image gallery for CASA CARMEN | San Miguel and Marfa vibes in Kerrville
9.89.8 out of 10 rating
Exceptional
(138 reviews)
CASA CARMEN | San Miguel and Marfa vibes in Kerrville
Kerrville, TX
17% off
Price is NZ$3,336
NZ$3,336
NZ$477 per night
includes taxes & fees
Image gallery for Kerrville River House Retreat! On the Guadalupe River! Pool, Hot Tub, Bocce Ball
9.89.8 out of 10 rating
Exceptional
(83 reviews)
Kerrville River House Retreat! On the Guadalupe River! Pool, Hot Tub, Bocce Ball
Kerrville, TX
8% off
Price is NZ$8,997
NZ$8,997
NZ$1,285 per night
includes taxes & fees
Image gallery for Relax and unwind at this private, rustic and romantic cabin; Private Hot tub
9.89.8 out of 10 rating
Exceptional
(200 reviews)
Relax and unwind at this private, rustic and romantic cabin; Private Hot tub
Fredericksburg, TX
8% off
Price is NZ$2,138
NZ$2,138
NZ$305 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chisholm Trail Winery
Couples Retreat Lakeside
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Honey Hill Forget Me Not Cabin | Hot Tub | Full Kitchen | Close to town
Sleeps 2 · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Trendy Fredericksburg Pad w/ Pool & Valley Views!
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
VIP Cabin A w/ Lake Views & Private Lake Access with Dock
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Country Memories | Scenic Country Setting
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Walk to Main! Hot Tub, Fire Pit, Texas Charm
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value