Holiday houses in Warren County

Place to stay in Warrenton

4.96 out of 5 average rating, 71 reviews

1888 Schoolhouse in Wine Country

Right in the middle of Missouri's wine country, this fully renovated 1888 Schoolhouse lets you explore wineries in the area or just sit on the front porch and wave at the locals. Perfect for two or use the fold out couch for additional guests. Pinckney, Missouri was the county seat of Warren County. Danial Boone once sat on the porch of the County Judge right across the street. This quiet street was once the hub of activity due to the Missouri River, now it is a quiet retreat from the noise.

Guesthouse in Wright City

5 out of 5 average rating, 254 reviews

Red Mule Ranch - Breakfast included

Cozy, rustic, “bunkhouse." Charming cedar log double bed. Private bath. Located on 85 acre horse farm. Lrg pond, beautiful pastures. Near Innsbrook, Cedar Lakes Cellars Winery, Big Joel's Safari, Long Row Lavender Farm, and many local wineries & antique shops. Homemade breakfast (5 choices), at NO extra charge, & chocolate chip cookies are in your room upon arrival. Perfect anniversary getaway. Your favorite pie/ cake can be made for a small charge. NO cleaning fees #1 Airbnb Host in Missouri

Guest suite in Wright City

4.8 out of 5 average rating, 117 reviews

Private Suite w/ Washer & Dryer

Beautifully decorated warm cabin feel. Spacious bedroom with nice desk for your laptop work space. Bathroom has washer and dryer. Living room has thick-cushioned leather futon for second bed, counter space with microwave/air fryer, paper products, and kuerig coffee maker, new refrigerator, 50” flat screen TV. Access to outdoor hot tub. Internet was weak so affected some reviews but is super fast now. Near Cedar Lake Winery, Big Joel’s Safari, Long Row Lavender Farm, and Pumpkins Galore (fall).

4.99 out of 5 average rating, 149 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

4.96 out of 5 average rating, 134 reviews

Modern Lakefront Chalet at Innsbrook

Updated modern 2 bed 2 bath lakefront chalet located within the Innsbrook Resort. Enjoy private access and of the small Lake Powderhorn. This stylish chalet has 2 bedrooms each with a queen size bed. The open living room has a large sectional and a separate full size couch. The updated kitchen includes a stove, dishwasher, and a laundry unit. As part of the Innsbrook resort, you'll also have access to the many amenities, including golf course, swimming complex, various lakes, trails, etc.

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.

4.94 out of 5 average rating, 178 reviews

Cabin in Innsbrook

Squirrel Run at Innsbrook Resort

WINTER ---> NOV-MAR: 4 -wheel drive car is recommended. In heavy snow, the cabin is deep in the woods & services would not be able to plow you out immediately. NO PARTIES. We have a 8 person occupancy. This includes holidays. Squirrel Run is nestled on 3 acres in a secluded wooded setting within the Innsbrook Resort Community. This 2-bedroom, 1-bathroom home sleeps 8 and offers everything from hiking, canoeing, swimming, or lounging around the firepit. More details on IG @squirrel_run_ibk

5 out of 5 average rating, 48 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.

4.99 out of 5 average rating, 190 reviews

Farm stay in Berger

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

Guesthouse in Marthasville

4.97 out of 5 average rating, 266 reviews

Hazel's House by the Katy Trail

In the heart of Missouri Wine Country. Within walking distance of the Katy Trail and Lake Creek Winery. Many wineries within a 25-30 minute drive. Enjoy a weekend getaway in a 2 bed 1 bath home. Hazel's House is clean, comfortable and private overnight accommodations. We are not a bed and breakfast, no food included, but there is coffee. Please make sure the location is suitable. We are located out in the country and the internet can be spotty.

4.99 out of 5 average rating, 382 reviews

Loft in Washington

2nd Street Loft - Riverview

Complete Rehab, this historic 1883 storefront building hosts a well known artist and his gallery on the 1st floor. Above is your "loft space" close to wineries, Amtrak, featuring great views of the Missouri River. You’ll love this Downtown Washington location because of the walkable shops, bars, and restaurants many in historic buildings. The loft is great for couples, solo adventurers, and business travelers who can walk a flight of stairs.

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.

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Other great holiday rentals in Warren County

5 out of 5 average rating, 5 reviews

Farm stay in Hermann

NEW! VillaBella Luxury Farmhouse

Karen ERating, 5 stars3 weeks ago

We enjoyed staying at the villa Bella with our family of 7… there were 3 spacious bedrooms, 2 nice bathrooms and all the things we needed to enjoy a fun family time in Hermann Mo. Keren was very helpful and accommodating and we appreciated her letting us stay while we were in town. We would recommend confidently !

4.98 out of 5 average rating, 44 reviews

Chalet in Wright City

Dogwood Treehouse (Innsbrook)

IsabelRating, 5 stars10 months ago

The cabin was perfect for a nice weekend away! Plenty of space, a lovely fire pit, and we loved spending time at the lake nearby.

4.98 out of 5 average rating, 56 reviews

Home in Washington

The Tiny House

KaleeRating, 5 stars2 weeks ago

This home was definitely a home away from home! We are so thankful that we stayed at Rick’s tiny house for a wedding that we were attending. Washington is such a cute historic town that it just added to our experience.

5 out of 5 average rating, 7 reviews

Treehouse in Innsbrook

R&R Treehouse Lodge

ChristineRating, 5 stars3 weeks ago

The Treehouse was a perfect, tranquil retreat for a group of longtime friends. We had plenty of space, were wildly impressed by the decor and quality of the furnishings and amenities, and found our accommodations to be clean and quite comfortable. There was a new security procedure at the main Innsbrook gate, as well as a smoke detector that was a bit persnickety, and in both cases Jean was prompt, kind, and helped us address the issue. Innsbrook itself offers a lot - hiking, concerts, wineries, golf, etc., but given the weather wasn't outdoor-friendly while we were there, we were grateful for such a comfortable, spacious, and well-appointed space to spend time. Jean's property is lovely and is some place we would definitely return to (and hope to)!

Apartment in Washington

4.76 out of 5 average rating, 93 reviews

Urban comfort located in downtown Washington

ShannonRating, 5 stars2 weeks ago

I highly recommend staying here! It is in an ideal location and including walk ability to the downtown area, river and walking paths. The space itself was clean and comfortable. I hope to be back someday!

Superhost

Home in Wright City

4.87 out of 5 average rating, 15 reviews

The Chic Chalet

TeresaRating, 5 stars2 weeks ago

We had a great stay here. We realized after we arrived that we had previously stayed at the home next door. It's a great little lake with kayaks and a paddle boat. We also used the fire pit for smores. We went to the pool area and also attended a summer concert and fairy garden class. Peaceful stay!

5 out of 5 average rating, 6 reviews

Home in New Haven

Yeates Schoolhouse

MikeRating, 5 stars4 days ago

This was the perfect place for two couples to stay. Location was good for us and every aspect of the place was exceptional. Enjoyed seeing deer and wild turkey right from the back patio.