
Places to stay near OakGlenn Vineyards & Winery
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Top-rated holiday rentals near OakGlenn Vineyards & Winery
Guests agree: these stays are highly rated for location, cleanliness and more.

1940's River Cottage w/ Hot Tub
Something for everyone! This home is less than 9 mi. from historic Hermann, MO. There you can enjoy several wineries, shops & restaurants. From this property you are just a short walk to the Gasconade River near the MO River. Great boating, fishing & swimming w/ easy boat ramp access & parking. The Union Pacific Railway crosses the river & N. side of town. Gasconade is a small quiet town except for the occasional train or boat going by. At night enjoy stargazing from your private hot tub.

TJ’s Country Getaway *Dog Friendly*
If you’re looking to just getaway, relax and disconnect then you’ll love this country setting located halfway between Washington and Union, Missouri. It’s quiet and peaceful, especially at night, yet only 15 minutes from dining along the riverfront, and enjoying live music on the weekends. Just 25 minutes from Purina Farms and 1 hour drive to St Louis Gateway Arch. From your private patio, you will enjoy beautiful sunsets and the beauty of many birds and occasional wildlife.

Half Corked Inn-Location and Comfort in one!
BEST LOCATION IN HERMANN! RIGHT ON 1ST STREET. Trolley across the street. Walking distance to brewery, Hermannhoff winery & farm, shops, restaurants, bars, etc. Train station 1 block away. Close to the Katy Trail. Silver Moon loft is cozy with beautiful decor and comfortable beds with clean bathrooms, stocked kitchen, inviting living room. Roomy and very clean. Courtyard and firepit. 2 Breakfast coupons at Stomp'n Grounds a thank you from us to you to use during your stay.

Cozy 1882 Farmhouse-10 minutes from Wine Country
Getaway to The Farmhouse located in the quiet country near Hermann, Berger and New Haven. Gather with friends and family where children will enjoy space to run/play in and gathering for s'mores around an evening fire. The area boasts of wineries with weekends of fun themed festivities. Set rate on first two guests $145/night (smart pricing in effect on event weekends) . $55 each additional guest/night. Infant- 2 yrs. free, 3-12 $30/night Pets: $30 each pet/one time charge

White Wolf Inn Apartment
Whether winery hopping, shopping, or visiting in or near Hermann, attending a wedding in the area or just enjoying the Katy Trail, your stay at the White Wolf Inn Apartment is only a few miles away. (Whole house rentals are available, the White Wolf Inn House is a separate listing.) We are close enough to access the Hermann transportation services and all that Hermann has to offer (about 8 miles from town), but far enough away for you to relax in the quiet of the country.

Entire 3BR/2BA house w/spacious backyard fire pit
Enjoy this entire **Newly Remodeled**-3 bed/2 bath house. Just minutes away from everything that Hermann has to offer. The outdoor patio is spacious enough for BBQs or outdoor activities. Conveniently located across the street from a grocery store, in case you want to cook in the beautiful kitchen or walk across the street to the delicious Mexican restaurant. Can be picked up by The Hermann Trolley in the Village Market parking lot. This home features a keyless entry.

Das Hundehaus-Downtown Location-Off Street Parking
Das Hundehaus is centrally located in Hermann's downtown historic district on East 2nd Street. The cottage is conveniently located just steps away from restaurants, shops, museums, and more. The cozy cottage offers an open concept floor plan featuring a full kitchen, king bed, sitting area, private bathroom with large shower and off street parking. Start your mornings with a cup of coffee on the private deck and end your evening relaxing with a glass of wine.

Suite #2 - 1 Bed 1 Bath in Downtown Hermann
Location, location, location! The Suites on 3rd are right in the middle of the action of charming downtown Hermann. Walk everywhere you need to go. Taking the Amtrak into town? We are only a few blocks away. This listing is for Suite 2 and features 1 bedroom and 1 bath. Message me for info on how to book more than one suite. Check out my reviews! Easy contactless check-in & only one flight of steps to access.

Plane Suite at Brickhouse Inn
Enjoy a stylish experience at this centrally-located suite perfect for 2 guests with a king bedroom, one bathroom with shower and full kitchen. Easy walk to train station, trolley, coffee shops, restaurants, and shopping. Free parking in street, in public lot on east side of building, or dedicated guests spots in back of building. Large back yard with patio furniture for enjoying beautiful evenings outside.

Elbert haus
The entire 2nd floor reserved to just one set of guest. Just three blocks from the Missouri Riverfront, historic downtown Washington, and near many fine restaurants. This early 1900s fully restored brick home offers a perfect place to lay your head after an exciting day. The house is located within walking distance of the Amtrak train station, close to the hospital and the trans Missouri Katy bicycle Trail.

"B" Our Guest on Market
Our building was once home to one of the original saloons of early Hermann, known as the Farmers Home. Apartment "B" is located on the second floor. Its a great space for a your trip to Hermann. Fully private apartment, king size bed. The space has potential to adjoin for larger parties. For larger groups check out our other listings... 5th & Market Get Away The Hide Away on Market

The Barn at Schon Stein Farm & Vineyard
Nestled in the hills & bluffs above Hermann, the Stone Barn at Schon Stein Farm & Vineyards takes you back in time in this historic wine press barn that has been carefully restored and decorated with primitive period antiques...situated on 20 acres in the bluffs with beautiful views! The town of Hermann is minutes away down the hill, and trolley pick up is available.
Popular amenities for holiday rentals near OakGlenn Vineyards & Winery
Apartment rentals with wifi

Gorgeous Remodeled Waterfront Condo on Aspen Lake!

Lakefront Studio Condominium

The Geneva Studio by Innsbrook Vacations!

Lake Aspen Landing by Innsbrook Vacations!

Bright Studio Condo on the Water

Serene Seebach Sights by Innsbrook Vacations!

Lionshead Lake Retreat

2 Blocks 2 Everything!
Family-friendly house rentals

The Brick Cottage in Owensville

Hillside Cottage - Whole house in downtown Hermann

Crown’s Brick Cottage, Breakfast/Shuttle/Downtown

Adorable house! Walking distance from downtown.

Countryside Guest Haus!

Innsbrook Luxe Escape (5 bedrooms)

French Hill- Amazing location with the best views!

Labby's Homestead Farmhouse
Apartment rentals with air conditioning

6 Pines Apartment

Looking for Quaint Getaway Unit #4

Library at Schiller Suites

2nd Street -Deck Suite (back entrance)

Charming Berger Apt on 42-Acre Farm w/ Pool Access

Urban Comfort located in downtown Washington

The Mercantile on the Katy Trail - The Katy Suite

the Drayton - Guest Suite “C”
Other great holiday rentals near OakGlenn Vineyards & Winery

Private 77 Acre Farm Hermann MO - Sleeps 8+

NEW! VillaBella Luxury Farmhouse

Out On A Limb Treehouse

Hanna’s Cottage

Pura Vida Chalet - Lakefront on Lake St. Gallen

First Street Queen Suite

Sage Guesthouse

1888 Schoolhouse in Wine Country




