
Holiday rentals near Twin Oaks Vineyard & Winery
We found 90 holiday rentals — enter your dates for availability
Take a look at private holiday rentals near Twin Oaks Vineyard & Winery that provide the perfect home base for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for hanging out with the people that matter most, which might include a garden and pool. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Twin Oaks Vineyard & Winery
Showing deals for:14 Nov - 21 Nov
Image gallery for 16 Acres of beauty and relaxation

9.89.8 out of 10 rating
Exceptional
(18 reviews)
16 Acres of beauty and relaxation
Doe Run, MO
19% off
Price is S$2,197
S$2,197
S$314 per night
includes taxes & fees
Image gallery for 🔝❤️ PEACEFUL TREETOP COTTAGE

1010 out of 10 rating
Exceptional
(49 reviews)
🔝❤️ PEACEFUL TREETOP COTTAGE
Park Hills, MO
9% off
Price is S$2,029
S$2,029
S$290 per night
includes taxes & fees
Image gallery for Silo Farm Haus- located in the heart of wine country!

1010 out of 10 rating
Exceptional
(142 reviews)
Silo Farm Haus- located in the heart of wine country!
Ste Genevieve, MO
13% off
Price is S$2,205
S$2,205
S$315 per night
includes taxes & fees
Image gallery for Cabin getaway

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Cabin getaway
Park Hills, MO
7% off
Price is S$614
S$614
S$88 per night
includes taxes & fees
Image gallery for Quiet Getaway - One room cabin near golf courses, state parks, and wineries.

9.29.2 out of 10 rating
Wonderful
(19 reviews)
Quiet Getaway - One room cabin near golf courses, state parks, and wineries.
Farmington, MO
8% off
Price is S$985
S$985
S$141 per night
includes taxes & fees
Image gallery for Beautiful Modern Loft In Wine Country!

1010 out of 10 rating
Exceptional
(261 reviews)
Beautiful Modern Loft In Wine Country!
Ste Genevieve, MO
9% off
Price is S$1,409
S$1,409
S$201 per night
includes taxes & fees
Image gallery for Dewey Cottage - Central to All of SEMO Adventures

9.69.6 out of 10 rating
Exceptional
(20 reviews)
Dewey Cottage - Central to All of SEMO Adventures
Farmington, MO
20% off
Price is S$1,448
S$1,448
S$207 per night
includes taxes & fees
Image gallery for ❤️ THE MAGIC TIPI RETREAT

1010 out of 10 rating
Exceptional
(37 reviews)
❤️ THE MAGIC TIPI RETREAT
Park Hills, MO
9% off
Price is S$2,025
S$2,025
S$289 per night
includes taxes & fees
Image gallery for Private getaway on 4 acres-Close to lots of outdoor activities!

1010 out of 10 rating
Exceptional
(6 reviews)
Private getaway on 4 acres-Close to lots of outdoor activities!
Park Hills, MO
8% off
Price is S$1,422
S$1,422
S$203 per night
includes taxes & fees
Image gallery for Freshly remodeled house minutes away from downtown, golf courses + BIG back yard

9.89.8 out of 10 rating
Exceptional
(17 reviews)
Freshly remodeled house minutes away from downtown, golf courses + BIG back yard
Farmington, MO
7% off
Price is S$1,437
S$1,437
S$205 per night
includes taxes & fees
Image gallery for Comfy Country home. Pet friendly, 5 bedrooms, AC, WIFI, just outside Farmington

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Comfy Country home. Pet friendly, 5 bedrooms, AC, WIFI, just outside Farmington
Farmington, MO
8% off
Price is S$2,444
S$2,444
S$349 per night
includes taxes & fees
Image gallery for St Francis River: The Blue Yurt and Hot Tub

8.88.8 out of 10 rating
Excellent
(12 reviews)
St Francis River: The Blue Yurt and Hot Tub
Fredericktown, MO
12% off
Price is S$1,370
S$1,370
S$196 per night
includes taxes & fees
Image gallery for Couples Retreat with hot tub (cabin2)

9.49.4 out of 10 rating
Exceptional
(19 reviews)
Couples Retreat with hot tub (cabin2)
Park Hills, MO
7% off
Price is S$624
S$624
S$89 per night
includes taxes & fees
Image gallery for The Queen Bee Farm Stay/Hot tub

1010 out of 10 rating
Exceptional
(12 reviews)
The Queen Bee Farm Stay/Hot tub
Park Hills, MO
16% off
Price is S$2,002
S$2,002
S$286 per night
includes taxes & fees
Image gallery for Gorgeous 5 Bedroom Log Home Less Than 5 Minutes From Chaumette And Charleville.

1010 out of 10 rating
Exceptional
(55 reviews)
Gorgeous 5 Bedroom Log Home Less Than 5 Minutes From Chaumette And Charleville.
Ste Genevieve, MO
26% off
Price is S$2,573
S$2,573
S$368 per night
includes taxes & fees
Image gallery for Cabin 1 at the Pallet Factory

9.69.6 out of 10 rating
Exceptional
(32 reviews)
Cabin 1 at the Pallet Factory
Park Hills, MO
7% off
Price is S$624
S$624
S$89 per night
includes taxes & fees
Image gallery for In-law Suite

9.89.8 out of 10 rating
Exceptional
(13 reviews)
In-law Suite
Park Hills, MO
8% off
Price is S$952
S$952
S$136 per night
includes taxes & fees
Image gallery for The Shack- 3 bedroom finished house

8.68.6 out of 10 rating
Excellent
(8 reviews)
The Shack- 3 bedroom finished house
Park Hills, MO
8% off
Price is S$916
S$916
S$131 per night
includes taxes & fees
Image gallery for The Lux- Cozy 2-bedroom apartment with AC and WiFi in enjoyable Bonne Terre

9.29.2 out of 10 rating
Wonderful
(16 reviews)
The Lux- Cozy 2-bedroom apartment with AC and WiFi in enjoyable Bonne Terre
Bonne Terre, MO
7% off
Price is S$806
S$806
S$115 per night
includes taxes & fees
Image gallery for Cozy Three bedroom home in Central Farmington

9.69.6 out of 10 rating
Exceptional
(29 reviews)
Cozy Three bedroom home in Central Farmington
Farmington, MO
8% off
Price is S$1,301
S$1,301
S$186 per night
includes taxes & fees
Image gallery for Micro house cabin located near Silver Mines Recreation Area.

1010 out of 10 rating
Exceptional
(68 reviews)
Micro house cabin located near Silver Mines Recreation Area.
Fredericktown, MO
9% off
Price is S$877
S$877
S$125 per night
includes taxes & fees
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Find the best place to stay - Twin Oaks Vineyard & Winery
River front property HOT TUB, Kayak, tubing, and fishing
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
92 reviews(92 reviews)
Romantic renovated country cabin with views
Sleeps 14 · 5 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
St Francis River: The Blue Yurt and Hot Tub
Sleeps 4 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
12 reviews(12 reviews)
Micro house cabin located near Silver Mines Recreation Area.
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
Your home away from home in downtown, historic Farmington!
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Amazing Views, Unique Tee Pee Camping. Trail Rides on site. Pet Friendly!
Sleeps 7 · 1 bedroom · 0+ bathrooms
- 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