Holiday rentals with a fireplace in Hermann

4.91 out of 5 average rating, 267 reviews

Cottage in Gasconade

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.

4.96 out of 5 average rating, 57 reviews

Farm stay in Hermann

Private 77 Acre Farm Hermann MO - Sleeps 8+

Secluded country escape with an elegant touch! Located just minutes from downtown Hermann, MO. This 3 Bedroom - 2 Full Bath sleeps 7 comfortably, but feel free to bring air mattresses. We will accommodate up to 10 without additional charges. From the moment you step foot on the property you can feel the relaxation. Fully stocked kitchen & gas grill to cook up whatever your heart desires. Relax by the fire pit. It’s just the perfect weekend get-a-way from the city.

4.96 out of 5 average rating, 265 reviews

Loft in Hermann

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.

5 out of 5 average rating, 69 reviews

Treehouse in Hermann

Out On A Limb Treehouse

A unique Treehouse, 6 miles from Hermann, MO, offers a luxury escape with stunning views and sunsets. Perched on stilts by Daniel Boone Conservation Area, enjoy tranquility, hiking, and wildlife. Relax in a king-size bed beneath skylights, soak in a tub, or unwind in the hot tub and firepit. Just a mile from the Katy Trail, perfect for cycling or relaxing. Explore Hermann’s wineries, shops, and events. Transportation available from Hermann Trolley, Uber & Lyft. Sleeps 2 adults.

5 out of 5 average rating, 8 reviews

Hope’s Guesthouse

At 108 Schiller Street Hope’s Guesthouse offers the perfect blend of comfort and convenience, just steps away from restaurants, the train depot, trolley, wineries, boutique shops, coffee shops, museums, and more. This charming two-room house features two cozy queen beds, a fully equipped kitchen, and a spacious side yard—providing everything you need for a relaxing and memorable stay. Whether you're here to explore or unwind, Hope’s Guesthouse is your ideal home away from home.

4.97 out of 5 average rating, 92 reviews

Grapevine Guest Suite

Unlike a traditional B&B, the Grapevine Guest Suite is entirely yours to enjoy. Located at 4th and Schiller in Hermann's historic district, this 1897 cottage for two offers complete privacy-just steps away from restaurants, shops, museums, and more. The three-room property, decorated in a farmhouse style, provides a king bed, electric fireplace, Jacuzzi tub, kitchen, and private patio with a gas grill and fire pit. You'll find everything you need to make your visit complete.

4.93 out of 5 average rating, 88 reviews

Treehouse in Jonesburg

Cozy Cabin in the Woods - Lakeside

Imagine being transported to a place far from the demands of daily life and being able to reconnect with nature and those you love. Close enough for a quick getaway, yet far enough to escape the everyday grind. We are so excited to share with you our idyllic cabin on 100 beautiful acres filled with tree-covered ridges overlooking scenic valleys with tall pines, private hiking trails that seem to whisper in the wind while overlooking a private lake. Close to wine country.

4.91 out of 5 average rating, 43 reviews

Cabin in Hermann

New Construction-Hermann-Lakeside Cabins (Cabin 4)

Escape lakeside 11 miles south of historic Hermann, MO. This property is a 200-acre ranch with 4 newly constructed modern cabins nestled on a 7-acre lake with kayaks and fire pits available for guests. The cabins sleep 3-5 guests with 2 rooms and 3 beds. Bring a friend group, family, group of families, couples, wedding party, or business employees for a serene getaway! Owned by a Christian non-profit. This listing is for 1 cabin, to book all 4 search for 16 guests,

5 out of 5 average rating, 6 reviews

The Black Magnolia

Lots of original charm & updated amenities come together in this renovated 1907 home located in Hermann’s downtown Historic District. Short walking distance to restaurants, shops, Amtrak Station, bars, coffee shops, distilleries, wineries, & local entertainment. This home features an open kitchen/eating area with plenty of essentials & Keurig bar A worry free stay includes off street parking, secure bike storage on request, prime trolley trail pickup/drop off!

4.93 out of 5 average rating, 152 reviews

The Shed-Private Guest Studio/Hermann MO

Cozy, Rustic, Romantic... a Touch of Vintage...perfect for a romantic stay or special occasion! This private guest studio will welcome you with warmth & immediately send you to a state of tranquility! Soft lighting, electric heated fireplace, spa shower, a king size bed that will wrap you in delight! **Due to demand, 2 night minimum unless otherwise stated Rent the Shanty&The Shed together! *Based on availability *Property/Accessibility Features below

4.97 out of 5 average rating, 31 reviews

Barn in Rhineland

Converted grain bin guest house on Katy Trail.

Rustic charm with modern amenities and comfort. King bed in upstairs loft with walkout balcony. Modern kitchen with refrigerator ice maker, convection oven/stove, dishwasher and microwave. It’s the perfect escape for two to enjoy the unique charm located next to farmhouse that is available as additional lodging for 8. Hermann is a short 12 minute drive or choose transportation options from Hermann to get you to and from.