Scary Travels - Vacation Rentals in Pleasantville

A Quiet Riverside Cottage with 2 Fireplaces From US $135
         

10.0 (82 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • View
Black Salt Retreat - Black Crow Lodge From US $459
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Travelodge by Wyndham Bridgewater From US $128
         

8.2 (919 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Unique Ocean View Hilltop Retreat From US $417
         

10.0 (180 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Modern Cottage near Lunenburg - Ocean Views, Pet Friendly, Expansive Deck From US $298
         

Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck From US $424
         

10.0 (21 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking From US $424
         

Luxury Places to Stay in Pleasantville

Over 82+ Luxury Places to Stay in or Near Pleasantville
Whitecaps Retreat Beach House From US $499
         

10.0 (133 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Whitecaps Summit Beach House From US $471
         

10.0 (103 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Private Lakefront Cottage From US $387
         

New
Cottage
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens

Top-Rated Vacation Rentals with a Pool in Pleasantville

Over 1+ Top-Rated Vacation Rentals with a Pool in or Near Pleasantville
Oakhill Pines Campground From US $93
         

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9.0 (16 Reviews)
Cabin
  • Parking
  • Pool
  • Designated Smoking Area

Pet-Friendly Vacation Rentals in Pleasantville

Over 32+ Pet-Friendly Vacation Rentals in or Near Pleasantville
2-bedroom apartment in charming Bridgewater with WiFi, AC. Enjoy your stay From US $200
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Private Balcony View Riverside Walk Prime Downtown From US $92
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Backyard Bliss 1BR Suite near River and Trails From US $155
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Abigael’s Apt Suite 1 BR 2 BED in Central Bridgewaternn From US $145
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,nn From US $124
         

8.4 (6 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Cozy Riverside Escape 1BR Near Trails and Parks From US $134
         

5.6 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Pleasantville

Over 2+ Large Vacation Homes & Villas in or Near Pleasantville
lil Hook - Ocean View Villa - Unit 7 Lunenburg From US $348
         

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9.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Pleasantville

Over 2+ Wheelchair Accessible Vacation Homes in or Near Pleasantville
Travelodge by Wyndham Bridgewater From US $122
         

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7.7 (420 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Days Inn by Wyndham Bridgewater Conference Center From US $130
         

7.4 (422 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Pleasantville Vacation Rentals and Airbnb Places to Stay Under $200

Over 33+ Pleasantville Vacation Rentals and Airbnb Places to Stay Under $200
Red Roof Bed & Breakfast From US $200
         

9.6 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Easter Sale 1BR Big Kitchen by River and Trails From US $73
         

9.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • View
Days Inn & Conference Center by Wyndham Bridgewater From US $102
         

Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6. From US $166
         

8.8 (3 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Cozy Meadowbroo studio - Trails & beaches close by! From US $93
         

Spotless, modern, bright & cozy, 1 BR From US $84
         

Instantly Bookable Vacation Homes in Pleasantville

Over 30+ Instantly Bookable Vacation Homes in or Near Pleasantville
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater From US $248
         

Romantic Oceanfront Retreat - Hot tub From US $290
         

9.2 (12 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Luxury Oceanfront Home in Lunenburg From US $383
         

8.0 (2 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Entire house, Bridgewater. 2 Bedrooms, sleeps 4, 1.5 baths From US $153
         

10.0 (83 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Iconic Cabin on Lighthouse Route From US $156
         

10.0 (3 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV

About Pleasantville Vacation Rentals

With more than 91 Pleasantville vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Scarytravels 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 Scarytravels 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 315.37 ft² on average, with prices averaging $237 a night.

Scarytravels 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
Holiday Apartments 36
Vacation Homes 29
Cottages 10
Cabin Rentals 7
Hotels with Suites 6
Villas 2

Use these Quick Filters to Find a Vacation Rental in Pleasantville

Pro Tip: Scarytravels makes it easy to compare the best listings on Scarytravels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Scarytravels 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 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Pleasantville Vacation Rental Frequently Asked Questions

What are 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 91 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.