Discover Your Perfect Pleasant Valley Vacation Homes

Best Vacation Homes in Pleasant Valley

House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $128/Night 7 Nights - AU $896
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 1001.04 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
AU $292/Night 7 Nights - AU $2,046
Hotel
Map-icon
like-icon7.6
Very Good
(377 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Kitchen
    Kitchen
More amenities
AU $114/Night 7 Nights - AU $798
Cottage
Map-icon
like-icon9.8
Exceptional
(8 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $198/Night 7 Nights - AU $1,384
Hotel
Map-icon
like-icon6.4
Good
(106 Reviews)
6 Baths 283.45 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
More amenities
AU $105/Night 7 Nights - AU $738
House
Map-icon
like-icon9.4
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $164/Night 7 Nights - AU $1,146
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
3 Bedrooms 2 Baths 8 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $231/Night 7 Nights - AU $1,617
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
4 Bedrooms 3 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $315/Night 7 Nights - AU $2,205

Pleasant Valley Luxury Rentals

Cabin
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
AU $496/Night 7 Nights - AU $3,476
House
Map-icon
3 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $399/Night 7 Nights - AU $2,793
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $376/Night 7 Nights - AU $2,629
House
Map-icon
like-icon10.0
Exceptional
(32 Reviews)
2 Bedrooms 2 Baths 9 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $276/Night 7 Nights - AU $1,932
Apartment
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $125/Night 7 Nights - AU $878
Hotel
Map-icon
like-icon6.3
Good
(75 Reviews)
2 Baths 247.57 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $124/Night 7 Nights - AU $870
Hotel
Map-icon
like-icon7.6
Very Good
(262 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Kitchen
    Kitchen
More amenities
AU $110/Night 7 Nights - AU $772
House
Map-icon
like-icon10.0
Exceptional
(29 Reviews)
4 Bedrooms 3 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $442/Night 7 Nights - AU $3,091

Pleasant Valley Pet Friendly Vacation Rentals

Apartment
Map-icon
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $227/Night 7 Nights - AU $1,585
Apartment
Map-icon
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $223/Night 7 Nights - AU $1,559
RV Rental
Map-icon
1 Bedroom 1 Bath 8 Guests
  • Pet Friendly
    Pet Friendly
  • Internet
    Internet
More amenities
AU $33/Night 7 Nights - AU $234
Cottage
Map-icon
like-icon9.8
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $162/Night 7 Nights - AU $1,133
Apartment
Map-icon
2 Bedrooms 2 Baths 7 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
AU $209/Night 7 Nights - AU $1,461

Why Choose Rent By Owner for your Pleasant Valley Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Pleasant Valley

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here ensures you can fully enjoy the local climate and seasonal activities, making your vacation experience in this destination truly memorable and stress-free.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, the area experiences pleasant weather that makes exploring the outdoors enjoyable. This season attracts visitors seeking comfortable daytime temperatures and blooming scenery.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

The fall season offers colorful foliage and mild weather, ideal for outdoor activities and sightseeing. Many choose this time to enjoy the region's scenic landscapes at their best.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Summer (June to August)

In summer, the area experiences warmer temperatures, making it perfect for outdoor adventures and water-based activities. It is a popular time for visiting, though accommodations may be busier.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 65°F to 70°F
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Winter (December to February)

During winter, the region sees cooler temperatures, providing a quieter atmosphere for travelers seeking solitude or indoor relaxation in cozy rentals. This is the least busy season for visiting here.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F

Weekly Weather Forecast for Pleasant Valley

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.

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

  • You can enjoy a private outdoor space with a spacious patio or deck for relaxing and dining outdoors.
  • Many properties feature a swimming pool to help you cool off during warm Missouri summers.
  • Look for outdoor fire pits or fireplaces to gather around and share stories under the stars.
  • A well-maintained garden or landscaped yard provides a peaceful setting for outdoor activities.
  • Some rentals offer access to outdoor sports courts, such as tennis or basketball, for active entertainment.
  • Easy access to nearby trails or scenic walking paths allows you to explore the area's natural beauty.
  • Outdoor parking options are commonly available, offering convenience and security during your stay.
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Family Activities

  • Broadway Playing Field: Enjoy a fun-filled day outdoors by exploring this local sports complex, perfect for family-friendly activities and picnics.
  • Pleasant Valley Community Park: Spend your day engaging in playground fun, nature walks, and relaxing by the scenic pond within this inviting park.
  • Local Nature Trails: Discover serene walking and biking paths that wind through the area's natural beauty, ideal for active families seeking outdoor adventure.
  • Family-centered Events: Participate in seasonal festivals and community gatherings held nearby, offering entertainment suitable for all ages during your stay.
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Adult Activities

  • Exploring Local Wineries: Discover the region's renowned wineries to enjoy guided tastings and scenic vineyard tours, perfect for wine enthusiasts staying in nearby vacation rentals.
  • Golfing at Premier Courses: Tee off at some of the area's top golf courses, offering challenging fairways and beautiful landscapes just a short drive from your vacation rental in this destination.
  • Fishing and Boating: Engage in freshwater fishing or rent a boat on local lakes to experience tranquil water activities that complement your stay here.
  • Shopping and Dining Experiences: Visit charming boutiques and dine at local restaurants to immerse yourself in the regional cuisine and culture, all easily accessible from your vacation rental.

Other Places to Stay in Pleasant Valley, MO

Pleasant Valley Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Ahead: Research local parks and recreational spots in Pleasant Valley to make the most of your stay and enjoy outdoor adventures.
  • Choose the Right Accommodation: Select a vacation rental that offers convenient access to the area's key attractions and provides comfort for your entire group.
  • Explore Local Dining Options: Take advantage of nearby eateries and bakeries to experience regional flavors without having to travel far from your rental.
  • Stay Connected and Prepared: Ensure your rental has reliable Wi-Fi and essential amenities so you can stay connected and plan your outings smoothly.

Transportation Options

  • Car Rentals: You can easily rent a vehicle here to explore the region at your own pace, with many local providers offering flexible options.
  • Public Transit: Local bus services are available for convenient transportation around the area, making it simple to navigate without a private vehicle.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft provide quick and reliable transportation for short trips within the area.
  • Bike Rentals: Biking is a popular way to enjoy the region’s scenic routes, with several bike rental shops catering to visitors seeking an eco-friendly option.

Local Customs Options

  • Southern Hospitality:** You’ll notice a welcoming attitude and friendly gestures that reflect the region’s tradition of southern hospitality, making your stay here warm and inviting.
  • Local Festivals:** Participating in regional festivals and community events offers a glimpse into the area's rich cultural heritage and communal spirit.
  • Traditional Cuisine:** Enjoying regional dishes at local eateries provides an authentic taste of the area’s culinary customs and local ingredients.
  • Respect for Nature:** The locals value outdoor activities and environmental preservation, encouraging respectful behavior when exploring parks and natural areas nearby.

Frequently Asked Questions About Pleasant Valley?

2. Which vacation homes in Pleasant Valley are best for families?

If you are looking for a family-friendly vacation home in Pleasant Valley, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pleasant Valley:

3. How many Rentbyowner vacation rentals are available in Pleasant Valley?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 27 in the Pleasant Valley 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 Pleasant Valley. 

4. What is the cancellation policy for vacation rentals in Pleasant Valley, Missouri?

Cancellation policies vary by listing, so it’s important to review the specific terms outlined on the property’s page or contact the owner directly for details regarding refunds and cancellation time frames.

5. How do I ensure my booking in Pleasant Valley meets all requirements?

To ensure a smooth booking process, carefully read the listing description and house rules, and reach out to the property owner if you have any questions or special requests before confirming your reservation.

6. Are there any additional fees associated with staying in a vacation rental here?

Additional fees such as cleaning charges, security deposits, or service fees are typically specified on the listing. Always check the detailed pricing section and inquire with the owner for clarification on any extra costs.

7. What amenities can I expect in vacation rentals near Pleasant Valley, Missouri?

Most listings include essential amenities suited for a comfortable stay, but features like Wi-Fi, full kitchens, or outdoor spaces may vary. Review each property’s amenities list carefully or contact the owner for specific features.

8. What is the check-in and check-out process for vacation rentals in this area?

Check-in and check-out procedures are generally outlined in the listing details. Contact the property owner to confirm specific instructions, especially if you have special timing requests or need early or late access.