Beach Haven Vacation Rentals - Vacation Rentals in Pleasantville

Peaceful Mansion in White Plains. Close to everything From US $559
         

6.0 (3 Reviews)
Villa
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Luxury NYC Home Game Room Free Parking From US $526
         

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Stone Manor From US $776
         

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Luxury Places to Stay in Pleasantville

Over 155+ Luxury Places to Stay in or Near Pleasantville
2BDRM COTTAGE IN PLEASANTVILLE From US $3,564
         

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Cottage
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Spectacular Mansion with pool/spa - close to NYC From US $2,154
         

Hudson River Views: Briarcliff Manor Home w/Deck From US $1,361
         

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10.0 (2 Reviews)
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Hudson River Views: Briarcliff Manor Home w/Deck From US $1,307
         

9.8 (14 Reviews)
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Top-Rated Vacation Rentals with a Pool in Pleasantville

Over 44+ Top-Rated Vacation Rentals with a Pool in or Near Pleasantville
Castle Retreat w/Pool, BBQ, Game Room & Pets OK! From US $898
         

9.2 (7 Reviews)
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Sheraton Tarrytown Hotel From US $164
         

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8.4 (1003 Reviews)
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Baymont by Wyndham White Plains - Elmsford From US $164
         

8.2 (1679 Reviews)
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Sheraton Tarrytown Hotel From US $159
         

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8.0 (263 Reviews)
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Baymont by Wyndham White Plains - Elmsford From US $159
         

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7.9 (1332 Reviews)
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Tarrytown House Estate From US $140
         

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7.8 (842 Reviews)
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Pet-Friendly Vacation Rentals in Pleasantville

Over 55+ Pet-Friendly Vacation Rentals in or Near Pleasantville
Comfortable & Spacious 3BR /Free Parking/Great for Families From US $539
         

10.0 (1 Review)
Apartment
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NYC-Area Escape Near River, Trails and MTA! From US $689
         

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8.7 (3 Reviews)
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3BR Prime Luxury NY - Free Parking From US $1,263
         

6.0 (1 Review)
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Lovely house in Tarrytown From US $436
         

10.0 (1 Review)
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Modern 1BR Apt/Free Parking/Near NYC From US $312
         

10.0 (1 Review)
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NYC-Area Escape Near River, Trails & MTA! From US $696
         

8.2 (15 Reviews)
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Luxury NYC Retreat with Free Parking From US $502
         

8.0 (1 Review)
House
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Large Vacation Homes & Villas in Pleasantville

Over 28+ Large Vacation Homes & Villas in or Near Pleasantville
Cozy family home From US $1,182
         

9.8 (13 Reviews)
House
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3 Mi to Downtown: Spacious White Plains Home From US $768
         

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8.0 (4 Reviews)
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3 Mi to Downtown: Spacious White Plains Home From US $730
         

9.2 (15 Reviews)
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Ultimate 3BR Getaway 4 Queen Beds Sleeps 16 Parking From US $1,172
         

Stylish 3BR Home Game Room Free Parking Sleeps 16 From US $1,172
         

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Wheelchair Accessible Vacation Homes in Pleasantville

Over 36+ Wheelchair Accessible Vacation Homes in or Near Pleasantville
Courtyard by Marriott Tarrytown Westchester County From US $328
         

Courtyard by Marriott Tarrytown Westchester County From US $184
         

Pleasantville Vacation Rentals and Airbnb Places to Stay Under $200

Over 24+ Pleasantville Vacation Rentals and Airbnb Places to Stay Under $200
Neighbor's house - Welcome! From US $198
         

10.0 (5 Reviews)
House
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  • TV
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American Room At Cozy Homeva From US $104
         

Cozy tiny log cabin on 14 acres From US $199
         

9.6 (5 Reviews)
Cabin
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  • Parking
  • TV
Amazing Large Private Studio!+ From US $170
         

10.0 (1 Review)
Apartment
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  • Pet Friendly

Instantly Bookable Vacation Homes in Pleasantville

Over 46+ Instantly Bookable Vacation Homes in or Near Pleasantville
Stylish Tarrytown Studio - Walk to Train & Main St From US $401
         

Polished 1BR w/Accessible Room Features + Sauna From US $391
         

Luxury Urban Retreat + Spacious & Stylish From US $535
         

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About Pleasantville Vacation Rentals

With more than 3 Pleasantville vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Beachhavenvacationrentals 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 Beachhavenvacationrentals 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 with prices averaging US $620 a night.

Beachhavenvacationrentals 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
Villas 3

Use these Quick Filters to Find a Vacation Rental in Pleasantville

Pro Tip: Beachhavenvacationrentals makes it easy to compare the best listings on Beachhavenvacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Beachhavenvacationrentals 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

Pleasantville Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Pleasantville?

Currently, the total number of properties listed in 2026 is over 3 in the Pleasantville area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Pleasantville.