Discover Your Perfect Pleasant Vacation Homes

Best Vacation Homes in Pleasant

House
Map-icon
like-icon10.0
Exceptional
(32 Reviews)
4 Bedrooms 2 Baths 8 Guests 2400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $386/Night 7 Nights - US $2,701
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 5 Guests 1496.18 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $331/Night 7 Nights - US $2,319
star-icons-3
Bed & Breakfast
Map-icon
like-icon9.6
Exceptional
(348 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $142/Night 7 Nights - US $991
House
Map-icon
like-icon10.0
Exceptional
(31 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $263/Night 7 Nights - US $1,841
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 2 Guests 688.89 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
US $200/Night 7 Nights - US $1,402
House
Map-icon
like-icon10.0
Exceptional
(27 Reviews)
2 Bedrooms 1 Bath 6 Guests 1200 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $204/Night 7 Nights - US $1,428
House
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $337/Night 7 Nights - US $2,361
Cottage
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
1 Bedroom 1 Bath 2 Guests 690 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $160/Night 7 Nights - US $1,119

Pleasant Luxury Rentals

Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $514/Night 7 Nights - US $3,598
House
Map-icon
like-icon9.2
Exceptional
(32 Reviews)
6 Bedrooms 3 Baths 14 Guests 3300 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $487/Night 7 Nights - US $3,408
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 12 Guests 2500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $460/Night 7 Nights - US $3,223
Other
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $367/Night 7 Nights - US $2,566
House
Map-icon
like-icon9.0
Exceptional
(6 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $365/Night 7 Nights - US $2,555
House
Map-icon
1 Bedroom 2 Baths 9 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $320/Night 7 Nights - US $2,238
House
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
3 Bedrooms 2 Baths 5 Guests 1498 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $290/Night 7 Nights - US $2,030
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
4 Bedrooms 3 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $288/Night 7 Nights - US $2,015

Pleasant Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $46/Night 7 Nights - US $325
star-icons-4
Hotel
Map-icon
like-icon7.3
Very Good
(169 Reviews)
1 Bath 75.35 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $169/Night 7 Nights - US $1,183
House
Map-icon
like-icon9.8
Exceptional
(27 Reviews)
2 Bedrooms 1 Bath 4 Guests 936 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $179/Night 7 Nights - US $1,256
Hotel
Map-icon
like-icon7.1
Very Good
(156 Reviews)
5 Baths 393.96 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $79/Night 7 Nights - US $553
House
Map-icon
like-icon9.4
Exceptional
(18 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $166/Night 7 Nights - US $1,161
House
Map-icon
2 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $159/Night 7 Nights - US $1,110
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $47/Night 7 Nights - US $331
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $46/Night 7 Nights - US $324

Pleasant Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
5 Bedrooms 3 Baths 8 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $220/Night 7 Nights - US $1,542
House
Map-icon
5 Bedrooms 1 Bath 1840 ft²
US $295/Night 7 Nights - US $2,065

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

What makes our Vacation Rentals special?

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

Best Times to Visit Pleasant

When should you plan your Vacation Rentals stay?

Choosing the best time to visit here can enhance your experience, as the area's diverse seasons offer unique opportunities for enjoying your stay in Pleasant, Ohio, USA.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather perfect for outdoor activities and exploring the scenic beauty of the region.

Average Temperature Daytime: around 80°F - Nighttime: around 60°F
autumn
Fall (September to November)

The fall season offers vibrant foliage and pleasant temperatures, making it an ideal time to experience the area's natural charm.

Average Temperature Daytime: around 70°F - Nighttime: around 45°F

Off-Season Highlights

image
Winter (December to February)

In winter, you’ll find fewer visitors and cooler weather, which creates a peaceful setting for cozy getaways in the area.

Average Temperature Daytime: around 40°F - Nighttime: around 25°F
image
Early Spring (March to May)

As spring begins, the region starts to blossom, although temperatures are still mild, offering a quieter visit before the peak season begins.

Average Temperature Daytime: around 55°F - Nighttime: around 35°F

Weekly Weather Forecast for Pleasant

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

  • Enjoy outdoor dining with a patio or picnic area available at your rental property.
  • Take advantage of spacious yards perfect for relaxing or outdoor activities.
  • Relax by a private or shared swimming pool to cool off during warm days.
  • Benefit from access to scenic walking trails or hiking paths nearby.
  • Make the most of a fire pit or outdoor fireplace for cozy evenings outdoors.
  • Utilize well-maintained gardens or landscaped grounds for leisurely strolls.
  • Choose a property featuring a boat dock or waterfront access if here near lakes or rivers.
image
image

Family Activities

  • Pleasant Valley Nature Preserve: Discover scenic walking trails and educational programs that encourage family outdoor adventures in this beautiful natural setting.
  • Local Farmers Market: Experience a family-friendly shopping trip with fresh local produce, homemade treats, and craft vendors right in the heart of the area.
  • Nearby Family Fun Centers: Enjoy a day of arcade games, mini-golf, and indoor entertainment designed to keep everyone in the family engaged and active during your stay.
  • Community Events and Festivals: Participate in seasonal festivals and fairs held throughout the year, providing memorable experiences for families visiting the region.
image

Adult Activities

  • Explore local wineries: Discover the region's renowned wineries for tastings and wine tours, immersing yourself in the area's vibrant vinicultural scene.
  • Visit the scenic parks and trails: Take advantage of nearby parks and nature trails that offer peaceful escapes and opportunities for outdoor activities in a beautiful setting.
  • Experience regional cuisine: Savor authentic dishes at local restaurants that showcase the region's culinary heritage, perfect for food enthusiasts staying nearby.
  • Enjoy cultural events and festivals: Attend seasonal festivals and community events that highlight local traditions and provide entertainment for adults seeking leisure activities here.

Pleasant Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Tasting regional specialties can enhance your experience and give you a true flavor of the area.
  • Plan outdoor activities: Take advantage of nearby parks and scenic spots to enjoy the natural beauty and make lasting memories.
  • Connect with local events: Check out community happenings to immerse yourself in the destination's culture and meet fellow travelers.
  • Choose a well-rated vacation rental: Selecting a trusted property here ensures a comfortable stay and easy access to all that the region offers.

Transportation Options

  • Leipold Bus Line: This regional bus service offers convenient transportation options within the area, making it easy to explore Pleasant and nearby destinations.
  • Local Taxi Services: Reliable taxi companies operate throughout the region, providing easy access for comfortable and quick travel around Pleasant.
  • Car Rental Agencies: Several car rental providers are available nearby, giving you the flexibility to explore this part of Ohio at your own pace.
  • Public Transit: The area's public transit system connects key locations within Pleasant and surrounding communities, ideal for budget-conscious travelers.

Local Customs Options

  • Community Events and Festivals: Participating in local festivals and community events is a cherished tradition here, offering you an authentic experience of the area's rich cultural heritage.
  • Respect for Agricultural Heritage: The region values its agricultural roots, so supporting local farms and markets during your stay helps preserve its rural charm and history.
  • Laughing and Conversation Etiquette: Engaging in warm conversations and sharing a good laugh is customary, reflecting the friendly and welcoming spirit of the local people.
  • Preservation of Natural Landscapes: Maintaining cleanliness and respecting outdoor spaces is important here to keep the region's scenic beauty pristine for future visitors.

Frequently Asked Questions About Pleasant?

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

If you are looking for a family-friendly vacation home in Pleasant, 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:

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 83 in the Pleasant 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. 

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

Cancellation policies for properties here vary by listing. It is recommended to review the specific property's policy on the listing page or contact the owner directly to understand any applicable fees or restrictions.

5. How do I know if my reservation in this area is secure and protected?

Reservations are made through a trusted platform that ensures your booking is secure. For added peace of mind, check the property's reviews and confirm the payment methods accepted before completing your reservation.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning charges, service fees, or local taxes may apply depending on the property. These details will be clearly outlined in the listing or during the booking process.

7. Can I modify or cancel my booking in this region easily?

Modifications or cancellations depend on each property's individual policies. It’s best to review these details on the listing or contact the owner directly to understand your options for changing your reservation.

8. What amenities can I expect from vacation rentals in this part of Ohio?

Amenities vary between properties, but many offer essentials like Wi-Fi, parking, and fully equipped kitchens. Specific amenities are listed on each property’s page, so reviewing those details will help you find the perfect stay.

Pleasant Top Rated Vacation Rentals

Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
1 Bedroom 1 Bath 3 Guests 525 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $171/Night 7 Nights - US $1,197
Apartment
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $189/Night 7 Nights - US $1,323
star-icons-3
Hotel
Map-icon
like-icon9.5
Exceptional
(29 Reviews)
6 Baths
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $172/Night 7 Nights - US $1,202
Hotel
Map-icon
like-icon8.8
Fabulous
(621 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $125/Night 7 Nights - US $872
Hotel
Map-icon
like-icon8.2
Excellent
(357 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $119/Night 7 Nights - US $835
Hotel
Map-icon
like-icon7.7
Very Good
(117 Reviews)
10 Baths 325.85 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $165/Night 7 Nights - US $1,157
Hotel
Map-icon
like-icon6.0
Good
(568 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $91/Night 7 Nights - US $635
Apartment
Map-icon
like-icon10.0
Exceptional
(79 Reviews)
2 Bedrooms 1 Bath 2 Guests 6000 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $399/Night 7 Nights - US $2,793