Vacation rentals in Montgomery City

Farm stay in Holts Summit

4.92 out of 5 average rating, 256 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 provide foam mattresses, sheets, blankets and pillows. There is an air-conditioner and a heater. Bucket toilet behind the bunkhouse. Fire ring available. No pets. The water is from our deep well - tested, certified and delicious!

4.96 out of 5 average rating, 134 reviews

Chalet in Innsbrook

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.

4.96 out of 5 average rating, 300 reviews

Home in Bonnots Mill

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 soaker 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.

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.

4.93 out of 5 average rating, 112 reviews

Home in Villa Ridge

Serenity Valley (No Cleaning Fee)

Discover serenity in this Studio 675 sq ft Airbnb amidst nature. Cozy space with 1 queen bed, optional inflatable queen bed for up to 4 guests. Amenities include WIFI, washer/dryer, full kitchen, DirecTV with parental controls. Vintage clawfoot tub, panoramic woods view. Family-friendly with a pack and play. Owners next door for quick resolutions. Relax on the deck. Just 60 mins from downtown STL, 15 mins from Washington, and 20 mins from Missouri wine country. Your tranquil escape awaits!

4.99 out of 5 average rating, 233 reviews

Home in Jefferson City

Executive estates 2bed/2 bath/ 1 office

Bring the whole family to this great place. A totally remodeled full house. 2 queen bed and 2 bath . Office space In master bedroom as well. Brand new showers, pillows and serta mattresses will give you a great nights sleep. This home is centrally located and is within 10 minutes of anything in Jefferson City. In a great neighborhood. Much more than a hotel! House and guest are protected by outside cameras. THIS IS A SMOKE FREE/PET FREE HOME. MUST BE 24 TO RENT. VERY FAMILY ORIENTED.

4.96 out of 5 average rating, 218 reviews

Guest suite in Rhineland

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.

4.95 out of 5 average rating, 133 reviews

Home in Bowling Green

Home away from Home

A relaxing and inviting home away from home with everything that you need for your stay in Bowling Green. During your stay here you will enjoy the smart TV, free Wi-fi, and washer and dryer. A comfortable night’s sleep is a given with a brand new mattress on all three beds (queen bed and two twin beds). Located on the north side of town, you are less than 1 mile from Wood’s Smoked Meats and Bankhead’s Chocolates. This is an ideal base for your Pike County, MO visit.

4.99 out of 5 average rating, 162 reviews

Tiny home in Fulton

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

4.91 out of 5 average rating, 293 reviews

Bungalow in Clark

The Scott house in the country.

This cute house is on a working alternative farm that raises grass-fed beef and lamb. If you want to get away from the busy life, come sit on the porch and watch the sunset. A state park is close for kayaking and canoeing. There are some very nice restaurants and wineries close by or you can cook in the large kitchen. There are some great biking trails and horse back riding in the conservation area that's 2 miles away.

4.96 out of 5 average rating, 415 reviews

Apartment in Washington

Elbert haus

The entire 2nd floor reserved to just one set of guest. Just three blocks from the Missouri Riverfront, historic downtown Washington, and near many fine restaurants. This early 1900s fully restored brick home offers a perfect place to lay your head after an exciting day. The house is located within walking distance of the Amtrak train station, close to the hospital and the trans Missouri Katy bicycle Trail.

4.97 out of 5 average rating, 294 reviews

Farm stay in Grafton

Pere Ridge Tree Escape

Welcome to Pere Ridge ! Enjoy the lovely setting of this romantic spot in nature. Pere Ridge is a custom Scandinavian inspired nature escape for two . Our elevated cabin is perched on a ridge with a deck that is surrounded by trees. Our hope is that you disconnect from life's stresses while at Pere Ridge. Our cabin is located in "the ridge " area of Grafton and is a 10 minute drive to Grafton.

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Other great vacation rentals in Montgomery City

4.85 out of 5 average rating, 62 reviews

Home in Warrenton

Sweet Cherry Escape | JZ Vacation Rentals

DonnaRating, 5 stars1 month ago

This adorable home on Cherry Street was nicely decorated with lots of charm! Every room looked nice and everything was very clean. We appreciated the iron and ironing board in the unit, as well as the hair dryer. The area was quiet and we felt safe in the neighborhood. The beds were quite comfortable and we felt right at home. It would have been nice to have been able to enjoy the deck outside, but the furniture was not ready to be used for the summer. (I removed the cover partially and discovered that the furniture was still dirty from last year, I assume) Also, there had been a very bad storm earlier in the day on our first night there, and that is no fault of the owner. We were close to restaurants in town and I highly recommend Maw Maw’s Kitchen for breakfast!

4.83 out of 5 average rating, 48 reviews

Home in Mexico

Cozy and Cheerful 2 Bedrm Home near Lakeview Park!

AnaisRating, 5 stars1 month ago

Kevin’s place was perfect for our visit. Close to our son’s school with a beautiful lake across the street. Highly recommend!

5 out of 5 average rating, 3 reviews

Apartment in Hermann

Looking for Quaint Getaway Unit #7

BaileyRating, 5 stars13 months ago

Julie’s place was immaculate, peaceful, and away from the hustle and bustle. It looked like a recently renovated motel with possibly a venue going in. There was a nice sitting area outside, where we sat and played cards. Inside our rooms we had all the basic necessities to reheat food, utensils, and a fridge. She also provided sugars and creamers. A nice spacious closet with hangers. A deck of card and a tv with Roku to sign in to any of your accounts. The stay was a short 10 minute drive to Historical Hermann with all of the restaurants, wineries, antiques you could want. There was a winery 2 minutes away, but you have to drive since there is no shoulder on the road. But Julie even had a recommendation for a car service too. Julie’s communication was awesome! Stay was awesome. Would love to come back.

5 out of 5 average rating, 23 reviews

Guesthouse in Fulton

Bamboo Bungalow

JackieRating, 5 stars2 weeks ago

We were in town for a horse show at WWU. Typically we don't have much down time during a show. We found ourselves finding ways to make time to be at this cottage! Absolutely charming inside and out with everything we could possibly need and the most comfy bed. Games, puzzles, coloring books, outdoor games readily available. Beautiful, well maintained surroundings with abundant flowers, trees and vineyards. The pond is clean and the dock is stocked for fishing, water fun and feeding the fish. Bamboo Cottage is one of the best short term rentals we have ever stayed in!

4.97 out of 5 average rating, 33 reviews

Townhouse in Fulton

Fulton Comfy Home

NoreenRating, 5 stars1 month ago

As soon as I walked in, I felt right at home. My husband was particularly impressed with the work space, as he had some deadlines that he had to work through. We thoroughly enjoyed our time! 🙂

4.75 out of 5 average rating, 8 reviews

Guest suite in Columbia

No stairs, porch, nature, fishing ponds

MollieRating, 5 stars5 days ago

Very nice peaceful stay. Quiet and clean just as described.

4.96 out of 5 average rating, 28 reviews

Barn in Rhineland

Converted grain bin guest house on Katy Trail.

AngelaRating, 5 stars1 week ago

My husband and I loved the uniqueness and coziness! We had a great time and were able to just relax and enjoy ourselves. We will definitely come back to stay here!