7 Ocean Vacation - Vacation Rentals in Pleasantville

Neighbor's house - Welcome! From US $198
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Hudson River Views Briarcliff Manor Home with Deck From US $1,143
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Accessibility
The Kittle House Inn From US $253
         

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8.2 (412 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Lovely house in Tarrytown From US $448
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish Tarrytown Studio - Walk to Train & Main St From US $263
         

Hudson River Views: Briarcliff Manor Home w/Deck From US $928
         

9.8 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
3 Mi to Downtown: Spacious White Plains Home From US $419
         

9.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Luxury Places to Stay in Pleasantville

Over 101+ Luxury Places to Stay in or Near Pleasantville
2BDRM COTTAGE IN PLEASANTVILLE From US $3,564
         

New
Cottage
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
Spectacular Mansion with pool/spa - close to NYC From US $1,958
         

Luxury NYC Retreat with Free Parking
New
From US $931
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Prime Luxury NYC: Free Parking + Mins away from Downtown From US $899
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
3 Mi to Downtown Spacious White Plains Home From US $768
         

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7.3 (3 Reviews)
House
  • Parking
  • View
  • Accessibility
Luxury NY Retreat+Free Parking From US $748
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Pleasantville

Over 22+ Top-Rated Vacation Rentals with a Pool in or Near Pleasantville
Sheraton Tarrytown Hotel From US $155
         

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8.4 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Baymont by Wyndham White Plains - Elmsford From US $143
         

8.2 (1462 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Sheraton Tarrytown Hotel From US $159
         

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8.0 (263 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Baymont by Wyndham White Plains - Elmsford From US $98
         

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7.9 (1358 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Tarrytown House Estate From US $140
         

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7.6 (909 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Pleasantville

Over 33+ Pet-Friendly Vacation Rentals in or Near Pleasantville
Ossining Vacation Rental Near River, Trails & Mta! From US $711
         

Elegant Hideaway Free Parking From US $278
         

6.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury NY Home with Game Room & Free Parking From US $690
         

6.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Urban Retreat + Spacious & Stylish
New
From US $481
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Elegant 1-bedroom Hideaway Free Parking
New
From US $399
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Large Vacation Homes & Villas in Pleasantville

Over 18+ Large Vacation Homes & Villas in or Near Pleasantville
Cozy family home From US $1,000
         

9.8 (13 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Castle Retreat w/Pool, BBQ, Game Room & Pets OK! From US $1,378
         

9.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Peaceful Mansion in White Plains. Close to everything From US $559
         

6.0 (3 Reviews)
Villa
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Prime Luxury NY: Free Parking + Mins to Downtown! From US $715
         

New
House
  • Air Conditioner
  • Bedding/Linens
  • Wellness Facilities
Luxury NY Retreat+Free Parking From US $648
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Luxury NY Home King with Game Room + Free Parking From US $647
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Wheelchair Accessible Vacation Homes in Pleasantville

Over 14+ Wheelchair Accessible Vacation Homes in or Near Pleasantville
Courtyard by Marriott Tarrytown Westchester County From US $183
         

Courtyard by Marriott Tarrytown Westchester County From US $164
         

Castle Hotel & Spa - Luxury Hotel near NYC From US $169
         

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8.3 (454 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
Westchester Marriott From US $204
         

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8.8 (449 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Westchester Marriott From US $199
         

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8.0 (173 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Windrose on Hudson From US $214
         

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7.3 (41 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
Windrose On Hudson From US $220
         

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8.2 (101 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Pleasantville Varoom and Airbnb Places to Stay Under $200

Over 19+ Pleasantville Varoom and Airbnb Places to Stay Under $200
Cozy Homeva Kensico WP From US $104
         

New
House
  • Air Conditioner
  • Parking
  • TV
Extended Stay America Suites White Plains Elmsford From US $125
         

Cozy tiny log cabin on 14 acres From US $199
         

9.6 (5 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Lovely one bedroom apartment in Westchester, NY! From US $126
         

Amazing Large Private Studio!+ From US $170
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Pleasantville

Over 13+ Instantly Bookable Vacation Homes in or Near Pleasantville
Near NYC! | Stylish Guestroom From US $305
         

New
Apartment
  • Air Conditioner
  • Parking
  • TV
Close to NYC-Walk to Train-Private 3BR House-Driveway Parking-White Plains Area From US $900
         

★10 Top Rated Town ★ Bridge View ★ Train to NYC! From US $472
         

About Pleasantville Vacation Rentals

With more than 110 Pleasantville vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, 7oceanvacation 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 7oceanvacation 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 1009.27 ft² on average, with prices averaging $533 a night.

7oceanvacation 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 53
Hotels with Suites 27
Holiday Apartments 21
Cottages 3
Villas 2
B&B 1
Cabin Rentals 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Pleasantville

Pro Tip: 7oceanvacation makes it easy to compare the best listings on 7oceanvacation homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between 7oceanvacation 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