Pleasantville Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Pleasantville, Carlisle, Indiana, USA

10.0 (89 Reviews)
2 Bedrooms 4 Guests
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10.0 (2 Reviews)
3 Bedrooms 7 Guests
From US $134 per night
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10.0 (79 Reviews)
1 Bedroom 2 Guests
From US $169 per night
10.0 (82 Reviews)
1 Bedroom 4 Guests
From US $109 per night
9.3 (17 Reviews)
12 Bedrooms 32 Guests
From US $146 per night
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9.4 (98 Reviews)
1 Bedroom 2 Guests
10.0 (57 Reviews)
1 Bedroom 5 Guests
From US $150 per night
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New
1 Bedroom 4 Guests
From US $155 per night
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New
1 Bedroom 2 Guests
10.0 (55 Reviews)
1 Bedroom 5 Guests
From US $144 per night
9.0 (14 Reviews)
5 Bedrooms 15 Guests
From US $169 per night
10.0 (53 Reviews)
1 Bedroom 4 Guests
From US $90 per night
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7.6 (5 Reviews)
34 Bedrooms 2 Guests
10.0 (51 Reviews)
1 Bedroom 2 Guests
From US $156 per night
7.4 (31 Reviews)
4 Bedrooms 8 Guests
10.0 (22 Reviews)
2 Bedrooms 4 Guests
From US $82 per night
New
1 Bedroom 3 Guests
From US $171 per night
10.0 (15 Reviews)
2 Bedrooms 6 Guests
From US $94 per night
8.3 (79 Reviews)
6 Bedrooms 22 Guests
9.8 (37 Reviews)
2 Bedrooms 6 Guests
9.8 (18 Reviews)
2 Bedrooms 6 Guests
9.8 (9 Reviews)
1 Bedroom 3 Guests
From US $114 per night
8.6 (4 Reviews)
1 Bedroom 4 Guests
10.0 (74 Reviews)
3 Bedrooms 6 Guests
10.0 (43 Reviews)
3 Bedrooms 10 Guests
10.0 (16 Reviews)
3 Bedrooms 6 Guests
10.0 (10 Reviews)
3 Bedrooms 9 Guests
9.6 (25 Reviews)
3 Bedrooms 100 Guests
From US $174 per night
9.6 (7 Reviews)
3 Bedrooms 8 Guests
From US $125 per night
8.8 (17 Reviews)
3 Bedrooms 6 Guests
10.0 (15 Reviews)
1 Bedroom 6 Guests
10.0 (5 Reviews)
3 Bedrooms 8 Guests
From US $150 per night
9.0 (105 Reviews)
1 Bedroom 2 Guests
From US $189 per night
8.8 (34 Reviews)
1 Bedroom 2 Guests
From US $106 per night
7.8 (9 Reviews)
1 Bedroom 2 Guests
From US $105 per night
7.6 (391 Reviews)
1 Bedroom 2 Guests
From US $125 per night
4.6 (12 Reviews)
1 Bedroom 2 Guests
From US $119 per night
New
1 Bedroom 2 Guests

About Pleasantville Vacation Rentals

With more than 64 Pleasantville vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Pleasantville.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Pleasantville, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Pleasantville. Places to stay near Pleasantville are 693.8 ft² on average, with prices averaging US $285 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Pleasantville with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Pleasantville?

What are the top vacation rentals in Pleasantville?

How many Rentbyowner vacation rentals are available in Pleasantville?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 64 in the Pleasantville 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 Pleasantville.