Holiday rentals near OakGlenn Vineyards and Winery
We found 251 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental that's near OakGlenn Vineyards and Winery. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as a fireplace and garden. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - OakGlenn Vineyards and Winery
Showing deals for:3 Oct - 10 Oct
Image gallery for Cozy custom-built Cabin - Lakeside
1010 out of 10 rating
Exceptional
(52 reviews)
Cozy custom-built Cabin - Lakeside
Jonesburg, MO
9% off
Price is AU$3,709
AU$3,709
AU$530 per night
includes taxes & fees
Image gallery for Ranch House at Edelweiss Winery & Events
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Ranch House at Edelweiss Winery & Events
Hermann, MO
17% off
Price is AU$2,831
AU$2,831
AU$404 per night
includes taxes & fees
Image gallery for A beautiful custom chalet for large gatherings ready for your lake fun
9.89.8 out of 10 rating
Exceptional
(38 reviews)
A beautiful custom chalet for large gatherings ready for your lake fun
Wright City, MO
8% off
Price is AU$3,746
AU$3,746
AU$535 per night
includes taxes & fees
Image gallery for Ash Creek Guesthouse - Downtown Historic Hermann
1010 out of 10 rating
Exceptional
(44 reviews)
Ash Creek Guesthouse - Downtown Historic Hermann
Hermann, MO
11% off
Price is AU$4,476
AU$4,476
AU$639 per night
includes taxes & fees
Image gallery for Modern Victorian - 1910 Guesthaus
1010 out of 10 rating
Exceptional
(31 reviews)
Modern Victorian - 1910 Guesthaus
Hermann, MO
8% off
Price is AU$5,032
AU$5,032
AU$719 per night
includes taxes & fees
Image gallery for Cottage Properties - Country Log Cabin
1010 out of 10 rating
Exceptional
(162 reviews)
Cottage Properties - Country Log Cabin
High Hill, MO
8% off
Price is AU$1,859
AU$1,859
AU$266 per night
includes taxes & fees
Image gallery for Private Logcabin All To Yourself With Lake View
9.89.8 out of 10 rating
Exceptional
(210 reviews)
Private Logcabin All To Yourself With Lake View
Hermann, MO
9% off
Price is AU$3,529
AU$3,529
AU$504 per night
includes taxes & fees
Image gallery for Beautiful lakefront home overlooking Lake Alpine, Innsbrook's largest lake!
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Beautiful lakefront home overlooking Lake Alpine, Innsbrook's largest lake!
Wright City, MO
9% off
Price is AU$19,544
AU$19,544
AU$2,792 per night
includes taxes & fees
Image gallery for Sweet Cherry Escape | JZ Vacation Rentals
9.49.4 out of 10 rating
Exceptional
(31 reviews)
Sweet Cherry Escape | JZ Vacation Rentals
Warrenton, MO
7% off
Price is AU$2,329
AU$2,329
AU$333 per night
includes taxes & fees
Image gallery for Mountaintop living at one of the highest points in Innsbrook!
1010 out of 10 rating
Exceptional
(9 reviews)
Mountaintop living at one of the highest points in Innsbrook!
Wright City, MO
8% off
Price is AU$8,359
AU$8,359
AU$1,194 per night
includes taxes & fees
Image gallery for Cedar Hot Tub & Cedar Barrel Sauna A Truly unique cabin at Innsbrook Resort !
1010 out of 10 rating
Exceptional
(9 reviews)
Cedar Hot Tub & Cedar Barrel Sauna A Truly unique cabin at Innsbrook Resort !
Wright City, MO
8% off
Price is AU$3,748
AU$3,748
AU$535 per night
includes taxes & fees
Image gallery for Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably.
8.88.8 out of 10 rating
Excellent
(16 reviews)
Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably.
Warrenton, MO
7% off
Price is AU$6,557
AU$6,557
AU$937 per night
includes taxes & fees
Image gallery for Zia, New Haven! 1905 Doc's Office Transformed into a Quaint Vacation Apartment!
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Zia, New Haven! 1905 Doc's Office Transformed into a Quaint Vacation Apartment!
New Haven, MO
12% off
Price is AU$1,631
AU$1,631
AU$233 per night
includes taxes & fees
Image gallery for Fish Haus: charming cottage with breathtaking views of the Missouri River!!
1010 out of 10 rating
Exceptional
(8 reviews)
Fish Haus: charming cottage with breathtaking views of the Missouri River!!
New Haven, MO
8% off
Price is AU$2,040
AU$2,040
AU$291 per night
includes taxes & fees
Image gallery for Converted grain bin/silo guest house right on the Katy Trail.
1010 out of 10 rating
Exceptional
(31 reviews)
Converted grain bin/silo guest house right on the Katy Trail.
Rhineland, MO
18% off
Price is AU$3,567
AU$3,567
AU$510 per night
includes taxes & fees
Image gallery for Ash Creek Suite - In Downtown Historic Hermann
9.49.4 out of 10 rating
Exceptional
(48 reviews)
Ash Creek Suite - In Downtown Historic Hermann
Hermann, MO
11% off
Price is AU$3,425
AU$3,425
AU$489 per night
includes taxes & fees
Image gallery for Chardonnay Room - Old Vine Bed & Breakfast
1010 out of 10 rating
Exceptional
(24 reviews)
Chardonnay Room - Old Vine Bed & Breakfast
Hermann, MO
16% off
Price is AU$1,922
AU$1,922
AU$275 per night
includes taxes & fees
Image gallery for A Charming and Private Cottage in the historic downtown of Hermann, Missouri.
1010 out of 10 rating
Exceptional
(21 reviews)
A Charming and Private Cottage in the historic downtown of Hermann, Missouri.
Hermann, MO
12% off
Price is AU$4,080
AU$4,080
AU$583 per night
includes taxes & fees
Image gallery for Newly remodeled home in Historic Hermann Wine Counrtry.
1010 out of 10 rating
Exceptional
(68 reviews)
Newly remodeled home in Historic Hermann Wine Counrtry.
Hermann, MO
8% off
Price is AU$6,211
AU$6,211
AU$887 per night
includes taxes & fees
Image gallery for Gorgeous Chalet Getaway with Cabin Feel sleeps 10 at Innsbrook Resort
9.89.8 out of 10 rating
Exceptional
(48 reviews)
Gorgeous Chalet Getaway with Cabin Feel sleeps 10 at Innsbrook Resort
Wright City, MO
9% off
Price is AU$4,486
AU$4,486
AU$641 per night
includes taxes & fees
Image gallery for The Bloom Suite
8.88.8 out of 10 rating
Excellent
(13 reviews)
The Bloom Suite
Hermann, MO
9% off
Price is AU$1,690
AU$1,690
AU$241 per night
includes taxes & fees
Image gallery for Newly Renovated "Wine Cork Escape"!
1010 out of 10 rating
Exceptional
(39 reviews)
Newly Renovated "Wine Cork Escape"!
Hermann, MO
17% off
Price is AU$3,152
AU$3,152
AU$450 per night
includes taxes & fees
Image gallery for Sunflower Valley in Innsbrook Missouri that sleeps 10 comfortably. Fur babies ok
1010 out of 10 rating
Exceptional
(17 reviews)
Sunflower Valley in Innsbrook Missouri that sleeps 10 comfortably. Fur babies ok
Wright City, MO
8% off
Price is AU$4,000
AU$4,000
AU$571 per night
includes taxes & fees
Image gallery for Zia, New Haven! 1905 Doc's Office Transformed into a Quaint Vacation Apartment!
1010 out of 10 rating
Exceptional
(20 reviews)
Zia, New Haven! 1905 Doc's Office Transformed into a Quaint Vacation Apartment!
New Haven, MO
12% off
Price is AU$1,631
AU$1,631
AU$233 per night
includes taxes & fees
Find spaces that suit your style
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Cottage
Villa
Chalet
Find the best place to stay - OakGlenn Vineyards and Winery
Showing deals for: 29 Sept - 2 Oct
Peaceful Guest Home w/ Patio on 152-Acre Farm
Sleeps 10 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
The current price is AU$1,152
AU$1,152
for 3 nights, 1 home
AU$384 per night
includes taxes & fees
GUESTHOUSE DOWNTOWN HERMANN HISTORIC DISTRICT
Sleeps 12 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
The current price is AU$1,839
AU$1,839
for 3 nights, 1 room
AU$613 per night
includes taxes & fees
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