
Holiday rentals near Thomas Family Winery
We found 99 holiday rentals — enter your dates for availability
Choose the right holiday rental that's near Thomas Family Winery. Holiday homes offer the best amenities for you and your friends, family or even pets, including parking and a garden. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Thomas Family Winery
Showing deals for:8 Aug - 15 Aug
Image gallery for The Artist’s A-Frame

1010 out of 10 rating
Exceptional
(11 reviews)
The Artist’s A-Frame
Madison, Indiana
7% off
Price is NZ$1,968
NZ$1,968
NZ$281 per night
includes taxes & fees
Image gallery for The Nature House is a perfect mix of charm and location!

1010 out of 10 rating
Exceptional
(25 reviews)
The Nature House is a perfect mix of charm and location!
Madison, IN
8% off
Price is NZ$4,161
NZ$4,161
NZ$594 per night
includes taxes & fees
Image gallery for Corporate housing along the Ohio River

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Corporate housing along the Ohio River
Madison, IN
8% off
Price is NZ$3,623
NZ$3,623
NZ$518 per night
includes taxes & fees
Image gallery for River Views from Every Room! Clean, Newly Remodeled, Full Kitchen

9.89.8 out of 10 rating
Exceptional
(58 reviews)
River Views from Every Room! Clean, Newly Remodeled, Full Kitchen
Madison, IN
8% off
Price is NZ$2,231
NZ$2,231
NZ$319 per night
includes taxes & fees
Image gallery for BEAUTIFUL MainStreet Madison Home! Walk to it ALL

1010 out of 10 rating
Exceptional
(10 reviews)
BEAUTIFUL MainStreet Madison Home! Walk to it ALL
Madison, IN
7% off
Price is NZ$2,693
NZ$2,693
NZ$385 per night
includes taxes & fees
Image gallery for Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

9.49.4 out of 10 rating
Exceptional
(16 reviews)
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Madison, IN
12% off
Price is NZ$2,403
NZ$2,403
NZ$343 per night
includes taxes & fees
Image gallery for The Wadsworth in National Historic District of Madison, Indiana.

1010 out of 10 rating
Exceptional
(41 reviews)
The Wadsworth in National Historic District of Madison, Indiana.
Madison, IN
8% off
Price is NZ$2,956
NZ$2,956
NZ$422 per night
includes taxes & fees
Image gallery for Spacious Loft/Spa in Heart of Historic Madison.

9.69.6 out of 10 rating
Exceptional
(44 reviews)
Spacious Loft/Spa in Heart of Historic Madison.
Madison, IN
8% off
Price is NZ$1,605
NZ$1,605
NZ$229 per night
includes taxes & fees
Image gallery for The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts!

1010 out of 10 rating
Exceptional
(41 reviews)
The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts!
Madison, IN
7% off
Price is NZ$2,509
NZ$2,509
NZ$358 per night
includes taxes & fees
Image gallery for Hardy lake house. Ideal for relax fishing and spending quality time on lake.

1010 out of 10 rating
Exceptional
(12 reviews)
Hardy lake house. Ideal for relax fishing and spending quality time on lake.
Deputy, IN
14% off
Price is NZ$2,220
NZ$2,220
NZ$317 per night
includes taxes & fees
Image gallery for "Madison Manor I" by The River +Regatta Special +Hot Tub

9.29.2 out of 10 rating
Wonderful
(7 reviews)
"Madison Manor I" by The River +Regatta Special +Hot Tub
Madison, IN
7% off
Price is NZ$3,249
NZ$3,249
NZ$464 per night
includes taxes & fees
Image gallery for Red comfy cottage

1010 out of 10 rating
Exceptional
(73 reviews)
Red comfy cottage
Madison, IN
12% off
Price is NZ$2,494
NZ$2,494
NZ$356 per night
includes taxes & fees
Image gallery for The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

1010 out of 10 rating
Exceptional
(16 reviews)
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover, IN
11% off
Price is NZ$1,903
NZ$1,903
NZ$272 per night
includes taxes & fees
Image gallery for Carol’s Cabin in the Woods in Historic Hoosier Hills

1010 out of 10 rating
Exceptional
(32 reviews)
Carol’s Cabin in the Woods in Historic Hoosier Hills
Vevay, IN
8% off
Price is NZ$2,851
NZ$2,851
NZ$407 per night
includes taxes & fees
Image gallery for East Main Lofts - Boho 203

9.89.8 out of 10 rating
Exceptional
(7 reviews)
East Main Lofts - Boho 203
Madison, IN
7% off
Price is NZ$2,483
NZ$2,483
NZ$355 per night
includes taxes & fees
Image gallery for Charming 2-bedroom house in downtown Historic Madison with WiFi, AC, laundry

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Charming 2-bedroom house in downtown Historic Madison with WiFi, AC, laundry
Madison, IN
11% off
Price is NZ$1,770
NZ$1,770
NZ$253 per night
includes taxes & fees
Image gallery for Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

9.89.8 out of 10 rating
Exceptional
(28 reviews)
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison, IN
11% off
Price is NZ$1,903
NZ$1,903
NZ$272 per night
includes taxes & fees
Image gallery for 1800’s restored log cabin on 26 private rolling wooded acres with sunset views

1010 out of 10 rating
Exceptional
(183 reviews)
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Madison, IN
8% off
Price is NZ$1,809
NZ$1,809
NZ$258 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Thomas Family Winery
Pet friendly Nature Cottage: deck, trails, fire pit, creek, & historic district
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
183 reviews(183 reviews)
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Spacious Loft/Spa in Heart of Historic Madison.
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
Rustic cabin just outside of Madison!
Sleeps 12 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
Stoney Creek - Sit back and unwind
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
79 reviews(79 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