
Holiday rentals near Thomas Family Winery
We found 98 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:1 Aug - 8 Aug
Image gallery for The Artist’s A-Frame

1010 out of 10 rating
Exceptional
(11 reviews)
The Artist’s A-Frame
Madison, Indiana
8% off
Price is NZ$1,934
NZ$1,934
NZ$276 per night
includes taxes & fees
Image gallery for Pet friendly Nature Cottage: deck, trails, fire pit, creek, & historic district

9.89.8 out of 10 rating
Exceptional
(30 reviews)
Pet friendly Nature Cottage: deck, trails, fire pit, creek, & historic district
Madison, IN
15% off
Price is NZ$1,435
NZ$1,435
NZ$205 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$4,105
NZ$4,105
NZ$586 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$2,194
NZ$2,194
NZ$313 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$2,531
NZ$2,531
NZ$362 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$3,567
NZ$3,567
NZ$510 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$2,363
NZ$2,363
NZ$338 per night
includes taxes & fees
Image gallery for 3-suite cottage spa (aaaah!) house—amenities galore, in historic Madison Indiana

1010 out of 10 rating
Exceptional
(13 reviews)
3-suite cottage spa (aaaah!) house—amenities galore, in historic Madison Indiana
Madison, IN
12% off
Price is NZ$4,848
NZ$4,848
NZ$693 per night
includes taxes & fees
Image gallery for Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath

9.69.6 out of 10 rating
Exceptional
(17 reviews)
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath
Madison, IN
8% off
Price is NZ$4,973
NZ$4,973
NZ$710 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$1,578
NZ$1,578
NZ$225 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
8% off
Price is NZ$2,466
NZ$2,466
NZ$352 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$2,219
NZ$2,219
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$3,093
NZ$3,093
NZ$442 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$1,730
NZ$1,730
NZ$247 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$2,454
NZ$2,454
NZ$351 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$2,808
NZ$2,808
NZ$401 per night
includes taxes & fees
Image gallery for Sonshine Cabin a great place to enjoy the Holidays with family or friends

1010 out of 10 rating
Exceptional
(296 reviews)
Sonshine Cabin a great place to enjoy the Holidays with family or friends
Madison, IN
8% off
Price is NZ$2,461
NZ$2,461
NZ$352 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
8% off
Price is NZ$2,443
NZ$2,443
NZ$349 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
(27 reviews)
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison, IN
11% off
Price is NZ$1,872
NZ$1,872
NZ$267 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
(182 reviews)
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Madison, IN
8% off
Price is NZ$1,778
NZ$1,778
NZ$254 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
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
30 reviews(30 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
182 reviews(182 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
27 reviews(27 reviews)
Rustic cabin just outside of Madison!
Sleeps 12 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
Stoney Creek - Sit back and unwind
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
77 reviews(77 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)
- 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