Carolina Log Cabins - Vacation Rentals in Pleasantville

Cozy tiny log cabin on 14 acres From US $199
         

9.6 (5 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Pleasantville

Over 158+ 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 $2,164
         

Luxury NYC Retreat with Free Parking From US $1,688
         

8.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Castle Retreat w/Pool, BBQ, Game Room & Pets OK! From US $1,475
         

9.2 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Pleasantville

Over 41+ Top-Rated Vacation Rentals with a Pool in or Near Pleasantville
Sheraton Tarrytown Hotel From US $174
         

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8.4 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Baymont by Wyndham White Plains - Elmsford From US $159
         

8.2 (1698 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 $159
         

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7.9 (1332 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Tarrytown House Estate From US $140
         

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7.8 (842 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Sleepy Hollow Hotel, a Dolce by Wyndham From US $111
         

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7.4 (8 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Pleasantville

Over 62+ Pet-Friendly Vacation Rentals in or Near Pleasantville
Lovely house in Tarrytown From US $430
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hudson River Views: Briarcliff Manor Home w/Deck From US $1,361
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
3BR Prime Luxury NY - Free Parking From US $1,263
         

6.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • Security/Safety
Cozy 1BR/2 Queen Beds/Free Parking/Private Stay From US $490
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
NYC-Area Escape Near River, Trails & MTA! From US $865
         

8.2 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfortable & Spacious 3BR /Free Parking/Great for Families From US $1,281
         

4.8 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Pleasantville

Over 35+ Large Vacation Homes & Villas in or Near Pleasantville
Cozy family home From US $1,182
         

9.8 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
NYC-Area Escape Near River, Trails & MTA! From US $689
         

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8.7 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Luxury NYC Home Game Room Free Parking From US $841
         

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4.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
3 Mi to Downtown: Spacious White Plains Home From US $608
         

9.2 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Stylish 3BR Home Game Room Free Parking Sleeps 16 From US $1,172
         

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House
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  • Pet Friendly
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Wheelchair Accessible Vacation Homes in Pleasantville

Over 34+ 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
  • Air Conditioner
  • TV
  • Balcony/Terrace
American Room At Cozy Homeva From US $104
         

Amazing Large Private Studio!+ From US $170
         

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

Instantly Bookable Vacation Homes in Pleasantville

Over 50+ Instantly Bookable Vacation Homes in or Near Pleasantville
Stylish Tarrytown Studio - Walk to Train & Main St From US $345
         

Polished 1BR w/Accessible Room Features + Sauna From US $294
         

Luxury Urban Retreat + Spacious & Stylish From US $1,411
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Modern 1BR Apt/Free Parking/Near NYC From US $859
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Pleasantville Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Carolinalogcabins 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 600 ft² on average, with prices averaging US $199 a night.

Carolinalogcabins 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
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Pleasantville

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

What are the top vacation rentals in Pleasantville?

There are a lot of options in Pleasantville. If you plan on staying in the Pleasantville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pleasantville:

How many vacation rentals are available in Pleasantville?

Currently, the total number of properties listed in 2026 is over 1 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.