Where to stay around Pleasantville?

Our 2019 property listings offer a large selection of 68 vacation rentals near Pleasantville. From 29 Houses to 19 Hotels, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Pleasantville for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Pleasantville?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Pleasantville:

  • Old Greenwich: 134 vacation rentals
  • Cove - East Side - Shippan: 17 vacation rentals
  • Downtown: 22 vacation rentals
  • Newfield - Westover - Turn of River: 23 vacation rentals
  • South Side: 16 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

Can I rent Houses in Pleasantville?

Yes, of course. HomeAway has 29 Houses in Pleasantville. Our other popular types of vacation rentals in Pleasantville include:

  • Hotels: 19 rentals available
  • Condos/Apartments: 8 rentals available
  • Studios: 8 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Estates and more.

Can I find a vacation rental with pool in Pleasantville?

Yes, you can select your preferred vacation rental with pool among our 36 vacation rentals with pool available in Pleasantville. Please use our search bar to access the selection of vacation rentals available.

    Choose a vacation rental for your Pleasantville getaway

    The wildlife and other outdoor surroundings create an inviting atmosphere in Pleasantville. This city's hiking, restaurants and biking draw many visitors. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

    Activities and attractions in and around Pleasantville

    Do you want to discover attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Pleasantville has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

    • Sportime USA (4.3 mi / 6.9 km)
    • Westchester Skating Academy (4.3 mi / 7 km)
    • Hudson Hills Golf Course (5.2 mi / 8.4 km)
    • Griffith E. Harris Golf Course (5.6 mi / 9 km)
    • Rockland Lake State Park Executive Golf Course (6.5 mi / 10.5 km)
    • Rockland Lake State Park Championship Golf Course (6.7 mi / 10.8 km)

    Exploring the natural features in Pleasantville

    Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Pleasantville is a great place to get outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

    • Hardscrabble Wilderness Area (1.5 mi / 2.4 km)
    • Rockefeller State Park Preserve (2.4 mi / 3.8 km)
    • Rockwood Hall Park (3.7 mi / 6 km)
    • Nelson Park (4 mi / 6.5 km)
    • Louis Engel Waterfront Park (4.5 mi / 7.2 km)
    • Snowden Avenue Park (4.6 mi / 7.5 km)