Wintersvacationsrentals - Vacation Rentals in Pleasantville

Property Image From $198
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Property Image From $1,143
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Accessibility
Property Image From $115
         

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10.0 (20 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Property Image From $253
         

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8.2 (412 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From $292
         

Property Image From $600
         

Property Image From $1,182
         

9.6 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $768
         

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7.3 (3 Reviews)
House
  • Parking
  • View
  • Accessibility

Luxury Places to Stay in Pleasantville

Over 107+ Luxury Places to Stay in or Near Pleasantville
Property Image From $3,564
         

New
Cottage
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
Property Image From $1,609
         

Property Image From $1,362
         

8.8 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,012
         

10.0 (4 Reviews)
House
  • 4144 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Pleasantville

Over 25+ Top-Rated Vacation Rentals with a Pool in or Near Pleasantville
Property Image From $92
         

10.0 (20 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Property Image From $72
         

10.0 (20 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Property Image From $49
         

10.0 (20 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Property Image From $173
         

Property Image From $178
         

8.2 (1428 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $174
         

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8.2 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Pleasantville

Over 34+ Pet-Friendly Vacation Rentals in or Near Pleasantville
Property Image From $140
         

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7.7 (922 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $423
         

8.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $395
         

10.0 (1 Review)
House
  • 2798 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $145
         

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8.0 (1201 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $189
         

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6.8 (252 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $116
         

6.6 (545 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Pleasantville

Over 18+ Large Vacation Homes & Villas in or Near Pleasantville
Property Image From $576
         

9.4 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image
New
From $363
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,000
         

9.8 (13 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Property Image From $559
         

6.0 (3 Reviews)
Villa
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Property Image From $715
         

New
House
  • Air Conditioner
  • Bedding/Linens
  • Wellness Facilities

Wheelchair Accessible Vacation Homes in Pleasantville

Over 14+ Wheelchair Accessible Vacation Homes in or Near Pleasantville
Property Image From $214
         

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9.1 (11 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
Property Image From $216
         

Property Image From $183
         

Property Image From $236
         

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8.8 (391 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Property Image From $169
         

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8.3 (454 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
Property Image From $199
         

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8.1 (170 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Property Image From $98
         

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7.9 (1358 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $229
         

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6.3 (582 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pleasantville Varoom and Airbnb Places to Stay Under $200

Over 21+ Pleasantville Varoom and Airbnb Places to Stay Under $200
Property Image From $104
         

New
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $188
         

Property Image From $142
         

New
Bed & Breakfast
  • 150 ft² Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From $184
         

Property Image From $104
         

Property Image From $150
         

6.4 (459 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Security/Safety
Property Image From $126
         

Instantly Bookable Vacation Homes in Pleasantville

Over 15+ Instantly Bookable Vacation Homes in or Near Pleasantville
Property Image
New
From $377
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $312
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image
New
From $305
         

New
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $900
         

Property Image From $472
         

About Pleasantville Vacation Rentals

With more than 116 Pleasantville vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Wintersvacationsrentals 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 a rental property in Pleasantville.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Wintersvacationsrentals Pleasantville, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner 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, and other popular Airbnb-style properties in Pleasantville. Places to stay near Pleasantville are 1040.55 ft² on average, with prices averaging $486 a night.

Wintersvacationsrentals 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.

Top Rental Accommodation Types in Pleasantville

Type Count
Vacation Homes 51
Hotels with Suites 32
Holiday Apartments 19
Resorts 5
B&B 2
Cottages 2
Villas 2
Cabin Rentals 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Pleasantville

Pro Tip: Wintersvacationsrentals makes it easy to compare the best listings on Wintersvacationsrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Wintersvacationsrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pleasantville.

Weather in Pleasantville

View the weather forecast for Pleasantville before booking your Pleasantville Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F