Vacation rentals in Montgomery City

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Top-rated vacation rentals in Montgomery City

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Guest favorite

Home in Bonnots Mill

4.97 out of 5 average rating, 255 reviews

Secluded "Heaven": soaker tub, sauna, sunset view

"Heaven" ( 1,512 sq ft, 7 ac) sits on a bluff overlooking the Osage river. An open home with huge full length windows and a sun room provides abundant natural lighting. Two porches offer views over the river and to the woods. A jacuzzi tub and sauna are situated in the cabin with a view to the sunset. The cabin is at the end of a secluded forest road. A locked garage is available for parking small cars. Drive: 15-20 min to Linn for supplies / 30 min to Jeff City / 5 min to public river access.

Jun 14 – 21

G$30,829 GYD per night

Guest favorite

Apartment in Montgomery City

4.98 out of 5 average rating, 65 reviews

St Jude's Night Away

This freshly renovated non-smoking suite sits down town Montgomery City. If your traveling through town, in town for business or a wedding-check out our suite. 2 bedrooms, 3 beds, 1 Bath with walk-in shower. Fully equipped kitchenette with full size refrigerator, microwave, induction stove top for cooking. Washer and Dryer. Free Fast and reliable WiFi and 2 smart tv's. Laptop friendly workspace with good lighting. Spectrum cable for local channels. Keyless entry for easy check-in and out.

Jul 18 – 25

G$21,795 GYD per night

Guest favorite

Farm stay in Berger

5.0 out of 5 average rating, 155 reviews

Cozy 1882 Farmhouse-10 minutes from Wine Country

Come getaway to The Farmhouse located in the quiet country near towns of Hermann, Berger and New Haven. Gather with friends or bring your family. The Farmhouse is family friendly, and children will enjoy a yard to run and play in and gathering for s'mores around an evening fire. The area boasts of wineries and many weekends of fun-filled themed festivities. Set rate on first two guests $145/night. $55 each additional guest/night. Children infant-10 free, 11-17 $25 each/night Pets $30 each.

Feb 7 – 14

G$31,566 GYD per night

Guest favorite

Home in Bowling Green

4.97 out of 5 average rating, 200 reviews

Peaceful Country Cottage

Traveling for work or pleasure? Enjoy a peaceful country view while relaxing on the front porch. This home sits on 14 acres, just off US Highway 61. Guests will see deer roaming in the yard early morning and at night. This rental accommodates families traveling with children or the couple seeking a quiet retreat. Stay here while you visit family and friends in the area. It is a short drive to Vandalia, Louisiana, Hannibal or Mark Twain Lake. (40 Min). About one hour from St. Louis.

Dec 10 – 17

G$31,158 GYD per night

Guest favorite

Apartment in Hermann

4.91 out of 5 average rating, 11 reviews

1 Bed 1 Bath suite in Downtown Hermann

1 bed 1 bath suite centrally located in charming downtown Hermann. It is fully furnished with everything you should need. No matter what you're in the mood for: Shopping, dining, coffee, cocktails, it's all right around the corner. The Hermann Trolley is a great way to get around town and we just happen to be on the trolley route! Roku TV for you to login to your favorite streaming service (no cable). Additional 3 bedroom suite available downstairs should you have extra guests.

Jan 7 – 14

G$17,238 GYD per night

Guest favorite

Loft in Hermann

4.97 out of 5 average rating, 200 reviews

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.

Jan 18 – 25

G$27,577 GYD per night

Guest favorite

Guest suite in Rhineland

4.98 out of 5 average rating, 171 reviews

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.

Jul 25 – Aug 1

G$21,284 GYD per night

Guest favorite

Cottage in Gasconade

4.94 out of 5 average rating, 196 reviews

1940's River Cottage w/ Hot Tub

A fisherman's retreat, a romantic getaway . Trains pass through town several times a day, and nig otherwise it is a quiet community. Located nine mile from historic Hermann, Mo and several wineries. The home was built in the 1940's and is an old house but its clean and comfortable. Enjoy star gazing in the evening or watch the squirrels play in the morning while relaxing in the hot tub (surrounded by privacy fence and open year-round). Self checkin with key lockbox.

Dec 2 – 9

G$16,455 GYD per night

Guest favorite

Home in New Florence

5.0 out of 5 average rating, 21 reviews

4K Ranch - 10 acre property & home near Hermann

Charming 10 acre property and home near Hermann Mo's wine country. The home provides 2 bedrooms and restroom on main level and 6 additional beds in the 2nd story loft area. Surrounded by farmland, 4K Ranch provides a true getaway from the hustle of everyday life. The scenic views, privacy and amenities make our home perfect for couples, solo adventurers and families. Did we mention a private art/play studio for the kids?! Come stay, explore and relax at 4K Ranch.

May 28 – Jun 4

G$53,733 GYD per night

Guest favorite

Tiny home in Fulton

5.0 out of 5 average rating, 39 reviews

Charming tiny home - Nova’s House

Reconnect with nature at this tiny home on a working horse facility. Enjoy sitting outside on the patio, starting a fire in the fire pit, or watching deer and turkey wander by. If you are so inclined to interact with horses, we offer both riding and ground lessons for beginners to advanced - Maplewood Farm has been in business for almost 30 years! Located just 5 miles from Fulton, MO and only 20 miles from Columbia, MO and easy access to I70 and Hwy 54

Aug 5 – 12

G$29,465 GYD per night

Guest favorite

Guesthouse in Marthasville

4.96 out of 5 average rating, 221 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.

Nov 8 – 15

G$23,600 GYD per night

Guest favorite

Farm stay in Holts Summit

4.92 out of 5 average rating, 200 reviews

The Bunk House

The Bunk House is an 8 by 12 foot shed with 3-4 bunks. There is a twin sized bed across the back, a bunk sized bed on each side and a plank to pull out to accommodate a fourth person in the middle over the walkway. With this adaptation, you have an 8 by 10 foot bed. We have foam mattresses, sheets, blankets and pillows. There is an air-conditioner and a heater. Bucket toilet behind and hose for water and showers. Fire ring available. No pets.

Jun 18 – 25

G$4,243 GYD per night