Vacation rentals with a fireplace in Hermann

A spacious living area is highlighted by a large gray sectional sofa and a round wooden coffee table. A wood-burning stove stands beside a large window, offering views of the outdoor deck. Natural light fills the room, enhancing the wooden A-frame structure.

4.99 out of 5 average rating, 148 reviews

Pura Vida Chalet - Lakefront on Lake St. Gallen

Pura Vida Chalet is a lakefront, 2 bedroom + loft, 2 bath A-frame on Lake St. Gallen at Innsbrook Resort. This updated chalet sleeps 4 adults/4 children or 6 adults max. It sits on a 3-acre, semi-private, lakefront lot with picturesque views of the lake and wildlife. Onsite amenities include kayaks, stand-up paddle board, jon boat with trolling motor, lily pad, fire pit, tree house, large deck and private dock, indoor wood-burning fireplace and screened-in porch. See more on IG @ChaletPuraVida

4.91 out of 5 average rating, 259 reviews

A private hot tub, designed for four, emits bubbling water under a partially opened cover. The surrounding area includes wooden fencing and a nearby garden chair, creating a secluded space for relaxation.

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.

A stone pathway leads to a circular seating area surrounded by trees. Two gray Adirondack chairs are positioned near a fire pit, with firewood neatly stacked in the background. Lush green grass and dappled sunlight create a serene outdoor setting.

4.95 out of 5 average rating, 178 reviews

Clean & Cozy Chalet in a Relaxing Wooded Scene.

“The Missing Peace” is a quiet, clean and cozy chalet tucked away in a private wooded lot that sleeps 5. There are 2 beds in the sleeping loft and a comfy queen pull out in the main area with a nature view. Sit around the fire pit and roast marshmallows or lounge in the hammock on the deck while you listen the sounds of the nearby waterfall. Within walking distance to lakes Aspen (w/ beach) and St Gallen. Fish, swim, grill, kayak, hike, attend a summer concert, or do absolutely nothing at all.

5 out of 5 average rating, 19 reviews

The kitchen features a sleek black countertop complemented by a hexagonal tile backsplash. Natural light enters through the window, which has blinds. Shelving holds cooking essentials, while modern appliances, including a microwave and a refrigerator, are neatly arranged for convenience.

Treehouse in Jonesburg

NEW Treehouse - Sunrise

We strive to provide you with a unique getaway experience with an escape into nature on Whispering Pine's hundred acre farm...leaving the stress of everyday life behind while you can invest and reconnect with yourself and your loved one! We provide a full kitchen, hot tub, floor-to-ceiling fireplace, luxury bathroom, laundry room and firepit for your use. Books and indoor/outdoor games are a must for staying in. We are also close to wine country for an afternoon of shopping or dining.

4.96 out of 5 average rating, 257 reviews

The exterior of a brick building is shown, featuring large windows and a welcoming sign reading 'Hermannhoff.' The surrounding area includes a driveway and green shrubbery, with trees partially visible in the background under a cloudy sky.

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, 44 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.

4.93 out of 5 average rating, 40 reviews

A modern dining area features a wooden table and uniquely designed chairs positioned beside large windows. Outside, a serene lake is visible, with green grass and a patio area lined with lounge chairs providing a peaceful lakeside setting.

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,

A comfortable living area is highlighted by a stone fireplace, where flames dance gently. A cozy sofa is adorned with a decorative pillow, and a vintage lamp casts a warm glow, creating an inviting corner for relaxation.

4.95 out of 5 average rating, 153 reviews

Peaceful Lakefront Chalet w/Dock and Boats!

Our spacious and updated chalet is perfect for your lake getaway! Overlooking Lake Wynnbrook and surrounded by beautiful forest, this is the ideal setting for both relaxation and water fun. This chalet is roomy enough to accommodate a family gathering, girl’s weekend, graduation trip, and more with endless activities, including a nearby winery, golf course, and fishing. Whatever your getaway includes, you will have so much lakeside fun, so close to St. Louis!

A spacious open living area features a high wooden ceiling with exposed beams. Natural light pours in through large windows. A cozy sectional couch is present alongside a small wooden coffee table. A stylish dining space and a staircase are visible, with a fireplace and TV as focal points.

4.99 out of 5 average rating, 119 reviews

Early Check-in, Late Check-out on Weekends 8AM-8PM

Just 45 minutes from St. Louis, Innsbrook Resort is a 7,500-acre woodland community with over 100 lakes. As a guest of Innsbrook, you'll have access to all of the resort amenities, entertainment, and dining areas. After a fun filled day of activities, you will enjoy unwinding at Ella's Roost, a two bedroom + sleeping loft, two-bathroom waterfront chalet. Both bedrooms have a queen size bed and the three-person sleeping loft offers a bunk bed and a futon.

A compact bathroom features rustic wooden walls and a stylish metal accent. A decorative mirror hangs above a unique sink, complemented by a modern light fixture. Soft towels are neatly arranged, and essential toiletries are available, enhancing the functional yet charming design.

4.93 out of 5 average rating, 150 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

4.98 out of 5 average rating, 120 reviews

An open-plan living area showcases a large leather sofa, an accent chair, and a wood-burning stove. Floor-to-ceiling windows allow natural light to fill the space, providing a view of the outdoor decking and seating area. A simple coffee table is centered on the floor.

Chalet in Wright City

Peaceful chalet - *new* private beach, WIFI, kayak

Discover serenity at Shadow Lake Cottage—a peaceful waterfront chalet with a private dock, king-size suite, and three-season room, surrounded by mature oak and dogwood trees. Whether you’re looking to reconnect with loved ones, retreat with friends, or escape the office for a while, this charming vacation home rental near St. Louis at Innsbrook Resort offers a perfect blend of comfort, privacy, and resort perks.

5 out of 5 average rating, 113 reviews

The interior living area features exposed stone walls and wooden beams, creating a rustic charm. A cozy seating arrangement with patterned cushions is situated near a wooden coffee table. A staircase leads to an upper sleeping area, with a glimpse of a bed in the background.

Barn in Hermann

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.

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House rentals with a fireplace

5 out of 5 average rating, 19 reviews

A serene outdoor area features a solar-heated salt-water pool, flanked by two lounge chairs and vibrant red seating. Surrounding greenery enhances the natural setting, with large windows revealing the interior space. The patio is designed for relaxation and enjoyment of the tranquil environment.

Home in Union

Willow Creek: Mid-Century Oasis

CaityRating, 5 stars1 month ago

The house was even better than we imagined it would be! It felt more like a retreat than an Airbnb experience! The location was beautiful and easy to get around. The yard was beautiful and private. The beds were comfortable. The kitchen was stocked and clean. The washer dryer combo was also a cool feature. We loved our stay and will be back for sure!

A leather sectional sofa is paired with decorative pillows and a cozy throw. A marble coffee table features a decorative arrangement. A large wall art piece hangs above the sofa, and natural light filters in through sheer curtains, enhancing the inviting atmosphere of the living area.

4.98 out of 5 average rating, 45 reviews

Boutique Guest house in Hermann

BillieRating, 5 stars1 month ago

This was a very nice updated place to stay. The beds were super comfortable, and the place overall was very clean. It is within walking distance to many places, and the trolley picks you up right at your door.

A spacious exterior view of the Wine Down Guest House showcases a well-maintained front yard lined with gravel, leading to a covered entrance. The house features a combination of brick and siding, surrounded by lush greenery and a clear blue sky.

5 out of 5 average rating, 24 reviews

A Stunning Home, newly constructed & furnished !!!

HaleyRating, 5 stars8 months ago

This location was the perfect spot for our 50th birthday party group! The house was clean, in a perfect location, and perfectly put together. The beds were VERY comfortable and we all had our own private bath. The trolly did pick us up at the house location for the wineries - which was perfect! We will definitely look at staying here again during our future stays in Hermann!!

An outdoor seating area features four gray adirondack chairs arranged around a dark metal fire pit. The surrounding walls are clad in dark wood siding, and large windows provide natural light. Lush foliage is visible overhead, enhancing the tranquil setting.

4.98 out of 5 average rating, 55 reviews

Magnolia Inn

AmandaRating, 5 stars1 week ago

We had such a wonderful time here! Wish the weather would have cooperated for us to use the fire pit! Perfect location, quiet, and had everything we needed.

A spacious open-concept area features vaulted ceilings with exposed beams. The kitchen includes modern appliances and a large island with seating. A comfortable sectional sofa is positioned near a window, adding natural light. Dining and living spaces are unified, enhancing the inviting atmosphere.

5 out of 5 average rating, 23 reviews

Labby's Homestead Barndominium

MarquitaRating, 5 stars1 month ago

Our stay was great! This was the perfect spot for our large family to gather and stay while visiting Hermann to celebrate my cousin’s wedding.

A charming cottage features light blue siding with white trim and decorative accents. Flower boxes beneath the windows hold vibrant blooms. A welcoming entrance is highlighted by a glass door and an inviting sign. Nearby greenery adds to the pleasant streetscape.

4.97 out of 5 average rating, 89 reviews

Grapevine Guest Suite

MelanieRating, 5 stars1 month ago

My husband and I have stayed in Hermann numerous times. Jenna’s place was in the perfect location. We walked the downtown area one day. The next day, the wine trail trolley picked us up right outside. We really enjoyed relaxing on the patio in the evening.

5 out of 5 average rating, 12 reviews

A welcoming country home is seen from the yard, featuring a two-story facade with a symmetrical layout. Surrounding greenery includes bare trees and patches of grass, providing a spacious outdoor area. A clear blue sky enhances the serene ambiance of the property.

Home in Jonesburg

Quiet Country 3 Bedroom Escape

StephanieRating, 5 stars2 months ago

One of the best places I stayed at a wonderful beautiful morning sky to wake up to with a nice glass of coffee. Enjoying seeing the horses day and night it was such a fun and relaxing time to chill with my friends. We didn’t do nothing crazy just sat there and drink some wine, but at the same time enjoyed ourselves 10 out of 10 most interactive and responsive host.