Holiday rentals with a fireplace in Hermann

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

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.

4.95 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

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

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

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,

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!

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.

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

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

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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Holiday House Rentals with a fireplace

5 out of 5 average rating, 19 reviews

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!

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.

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!!

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.

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.

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

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.