Best Vacation Homes in Montgomery County
Cabin
10.0(182 Reviews)
1 Bedroom
1 Bath
4 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
£113/Night
7 Nights - £788
House
10.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Parking
£289/Night
7 Nights - £2,024
Apartment
9.8(30 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
£178/Night
7 Nights - £1,247
Apartment
10.0(86 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£72/Night
7 Nights - £505
House
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
Oceanfront- Hot Tub
- Fireplace/Heating
Ocean View
£318/Night
7 Nights - £2,229
Cabin
10.0(66 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£231/Night
7 Nights - £1,618
House
10.0(66 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
Pool- Balcony/Terrace
- Kitchen
£224/Night
7 Nights - £1,570
Cabin
10.0(33 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£245/Night
7 Nights - £1,716
Montgomery County Luxury Rentals
Other
10.0(46 Reviews)
5 Bedrooms
3 Baths
13 Guests
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
£393/Night
7 Nights - £2,753
House
10.0(22 Reviews)
3 Bedrooms
3 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£258/Night
7 Nights - £1,805
House
3 Bedrooms
1 Bath
11 Guests
1614.59 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
Air Conditioner
£252/Night
7 Nights - £1,763
House
9.8(11 Reviews)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Parking
£248/Night
7 Nights - £1,739
Cabin
10.0(13 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£239/Night
7 Nights - £1,670
Cabin
1 Bedroom
1 Bath
2 Guests
600 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£229/Night
7 Nights - £1,602
Apartment
1 Bedroom
1 Bath
2 Guests
800 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£225/Night
7 Nights - £1,574
Apartment
10.0(4 Reviews)
1 Bedroom
1 Bath
6 Guests
800 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
£223/Night
7 Nights - £1,563
Montgomery County Pet Friendly Vacation Rentals
Apartment
8.8(8 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£218/Night
7 Nights - £1,528
New
House
2 Bedrooms
4 Baths
14 Guests
3304.52 ft²
- Pet Friendly
- Parking
- Air Conditioner
Internet
£199/Night
7 Nights - £1,392
House
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£127/Night
7 Nights - £891
Hotel
9.3(49 Reviews)
4 Baths
500.52 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Pet Friendly
£152/Night
7 Nights - £1,065
Hotel
8.9(305 Reviews)
5 Baths
487.06 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
£100/Night
7 Nights - £701
Hotel
7.8(76 Reviews)
6 Baths
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
£94/Night
7 Nights - £657
Montgomery County Large Vacation Homes
House
10.0(16 Reviews)
3 Bedrooms
1 Bath
11 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£197/Night
7 Nights - £1,378
Other
7 Bedrooms
3 Baths
14 Guests
3500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£199/Night
7 Nights - £1,395
House
10.0(75 Reviews)
6 Bedrooms
5 Baths
26 Guests
3500 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
£657/Night
7 Nights - £4,599
Why Choose Rent By Owner for your Montgomery County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Montgomery County
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, allowing you to enjoy the region’s natural beauty and local events at their best.
Peak Season Highlights
Spring (March to May)
During the spring months, you'll enjoy mild temperatures and blooming landscapes, making it an ideal time to explore this destination's natural beauty. The pleasant weather offers perfect conditions for outdoor activities and sightseeing.
Average Temperature Daytime: 60-75°F - Nighttime: 40-55°F
Fall (September to November)
In fall, the region transforms with vibrant foliage, drawing visitors seeking scenic views and comfortable weather. This season is perfect for outdoor adventures and enjoying the local atmosphere in your chosen vacation rentals.
Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F
Off-Season Highlights
Winter (December to February)
Winter tends to be quieter here, with cooler temperatures and fewer tourists. If you prefer a peaceful retreat and don't mind the chill, this season offers a tranquil setting for your stay.
Average Temperature Daytime: 40-50°F - Nighttime: 25-30°F
Summer (June to August)
The summer months can get warm, but they also bring longer daylight hours and opportunities for indoor activities or early outdoor explorations before the heat peaks. It’s a less crowded period for those seeking serenity.
Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F
Weekly Weather Forecast for Montgomery County
How to Book Your Montgomery County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Montgomery County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for gatherings amid the scenic surroundings of the area.
- Take advantage of private or communal patios and decks to relax and unwind outdoors.
- Benefit from access to spacious yards or gardens ideal for outdoor activities or picnics.
- Make use of outdoor grills or barbecue setups for convenient cooking under the open sky.
- Experience the comfort of fire pits, perfect for cozy evenings with friends or family.
- Utilize nearby walking trails or nature paths available in this destination for outdoor exploration.
- Relax by outdoor swimming pools or hot tubs offered at select properties here in the region.
Top Attractions Around Montgomery County
What attractions are nearby?
Within this charming region, you can enjoy outdoor activities such as hiking, fishing, and exploring local parks, making it an ideal destination for those seeking both relaxation and adventure close to your vacation rentals.
Family Activities
- Montgomery County Nature Trails: Explore scenic hiking and biking trails that offer families an opportunity to enjoy the region’s natural beauty together.
- Historic Montgomery County Museum: Discover local history through engaging exhibits that provide educational fun for children and adults alike.
- Fishing at the County Lakes: Spend a relaxing day casting lines at the area's lakes, which are ideal spots for family fishing adventures.
- Community Parks and Playgrounds: Visit well-maintained parks featuring playgrounds, picnic areas, and open spaces perfect for family outings in this area.
Adult Activities
- Wine Tasting Tours: Explore local wineries in the region and enjoy tastings of Missouri's renowned wines, perfect for a relaxing day out.
- Outdoor Recreations at State Parks: Take advantage of scenic trails and outdoor activities in nearby state parks to immerse yourself in the area's natural beauty.
- Cultural and Historical Sites: Discover local history and culture by visiting museums and historic landmarks that tell the story of this destination.
- Recreational Fishing and Boating: Engage in fishing or boating on regional lakes, offering a peaceful retreat for those seeking outdoor water activities.
Other Places to Stay in Montgomery County, MO
Middletown
Graham Cave State Park
Endless Summer Winery
Danville
Rhineland
McKittrick
Montgomery City
High Hill
New Florence
Loutre Township
Montgomery
Bear Creek
Montgomery County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: Take time to research local attractions and events to ensure your stay is filled with memorable experiences and you make the most of your visit here.
- Choose the Right Vacation Rental: Select a property that offers convenient access to key sites and has the amenities you need for a comfortable and enjoyable stay in this destination.
- Explore Local Cuisine and Culture: Immerse yourself in the regional flavors and traditions by visiting nearby eateries and cultural spots to enrich your experience here.
- Communicate with Hosts Clearly: Maintain open communication with your hosts to receive personalized recommendations and ensure all your needs are met during your trip.
Transportation Options
- Montgomery County Transit: This regional bus service offers convenient transportation across the area, making it easy to explore local attractions and amenities.
- Amtrak Missouri River Runner: Connecting you to larger cities in Missouri, this rail option provides a comfortable way to travel in the region without the hassle of driving.
- Local Taxi Services: Available throughout the area, these taxis offer quick and reliable transportation for your trips around Montgomery County.
- Car Rentals: Several rental agencies serve the region, giving you the flexibility to explore Montgomery County and its surroundings at your own pace.
Local Customs Options
- Southern Hospitality: You’ll find warm welcomes and friendly interactions are a cherished part of the local culture here.
- Celebration of the Arts: The region embraces local art, music, and festivals that reflect its vibrant community spirit.
- Historic Preservation: Respect for history is evident in well-maintained sites and traditions that honor the area's heritage.
- Community Events: Participating in seasonal fairs and local gatherings offers a genuine taste of the area's customs and camaraderie.
Frequently Asked Questions About Montgomery County?
1. What are the top vacation rentals in Montgomery County?
There are a lot of options in Montgomery County. If you plan on staying in the Montgomery County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Montgomery County:
- Cottage Properties - Country Log Cabin
- White Wolf Inn - Apartment
- Cozy custom-built Cabin - Lakeside
- White Wolf Inn - House
- Spacious Five Bedroom Country Home Near Hermann MO
- Treehouse - Sunrise
- Quiet Country 3 Bedroom Escape in Jonesburg MO
- 4K Ranch - 10 acre property & home near Hermann
- Treehouse - Twilight
- The Venue at Hermann
2. Which vacation homes in Montgomery County are best for families?
If you are looking for a family-friendly vacation home in Montgomery County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Montgomery County:
3. How many Rentbyowner vacation rentals are available in Montgomery County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 40 in the Montgomery County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Montgomery County.
4. What is the cancellation policy for vacation rentals in Montgomery County, Missouri?
Cancellation policies vary depending on the individual property listing. You should review the specific cancellation terms provided in the rental details or contact the property owner directly to understand any possible fees or restrictions.
5. Are there specific check-in and check-out times for vacation homes in the area?
Check-in and check-out times are set by each host and are outlined in the property listing. It’s recommended to confirm these times before booking to ensure a smooth arrival and departure experience.
6. How do I find the most suitable vacation rental in this region that meets my needs?
You can filter your search based on amenities, price range, and property type to find options tailored to your preferences. Reading detailed descriptions and reviews will also help you choose the best fit for your stay.
7. What should I know about the safety features of vacation rentals here?
Safety features such as smoke detectors, lockable doors, and security measures are typically listed in each property’s details. For specific concerns, contacting the owner directly can provide additional reassurance.
8. Is it possible to modify or extend my reservation once booked?
Changes or extensions depend on the host’s policies and availability. Contacting the property owner directly through the platform will clarify whether adjustments can be made to your reservation.
Montgomery County Top Rated Vacation Rentals
Other
5.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
£147/Night
7 Nights - £1,026
