Pleasantville Vacation Rentals

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Vacation Rentals in Pleasantville

Stamford Suites
2.5 star property
6.8 out of 10, 716 reviews
"super nice people there "
The price is CA $207
CA $239 total
includes taxes & fees
Jun 16 - Jun 17
Stamford Suites
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, 96 reviews
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is CA $256
CA $363 total
includes taxes & fees
Jun 3 - Jun 4
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, 50 reviews
"We stayed at the New Dawn for a Memorial Service. The setting on the water was so peaceful and private, yet easy access for those of us traveling by public transportation from Manhattan and La Guardia airport. We had chairs lined up facing the water for a Celebration of Life Ceremony. The whole downstairs layout was just wonderful with indoor and outdoor areas for people to gather, sharing memories and grief. Food platters from Costco were easily arranged and the weather was perfect. It was so...
Waterfront Retreat Center for Health & Wellness
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Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, 104 reviews
"Neighborhood great for walking dogs. Would have loved a sink besides bathroom. Overall great value."
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Spacious 3BR Private Home * Direct Water View
10.0 out of 10, Exceptional, 12 reviews
"This is a very nice accommodation. Situated by the beautiful park and water. You can find shopping facilities within walking distance. The landlord was very reliable in making sure that our stay was very nice."
Spacious 3BR Private Home * Direct Water View
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
10.0 out of 10, Exceptional, 3 reviews
"7 bedrooms, most with water views, were perfect for my siblings and me, our spouses and children, and our mother to spend a glorious weekend together! We hosted an unforgettable 80th bday party for our Mom with all our extended family and friends. Wow! The house is gorgeous! It is perfect for a event. The grand hall, the ability to open up the rooms to the backyard, and the VIEW, truly set the stage for a beautiful evening. The home is truly remarkable! My mom was overwhelmed and so thankful...
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Cozy Spacious Guest Suite 15 minutes from NYC
6.8 out of 10, 3 reviews
"Quiet neighborhood ample room to relax."
The price is CA $123
CA $225 total
includes taxes & fees
Jun 3 - Jun 4
Cozy Spacious Guest Suite 15 minutes from NYC
The Subterranean Haven
10.0 out of 10, Exceptional, 1 review
"The neighborhood is really nice and clean with a good variety of stores nearby. We found the subterranean haven to be a great location for unwinding and having small events. The George's are incredibly understanding, patient and flexible. We'd definitely recommend this host to anyone."
The price is CA $245
CA $281 total
includes taxes & fees
Jun 3 - Jun 4
The Subterranean Haven
Global Luxury Suites White Plains
3.5 star property
7.6 out of 10, Good, 17 reviews
"If this option is available in the city you are traveling to, take it! You get a home-y, modern APARTMENT with space, rather than a tiny, old hotel room. I always search Global Luxury Suites before searching anything else."
Global Luxury Suites White Plains
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
10.0 out of 10, Exceptional, 4 reviews
"We all slept well but beds do make lots of noise moving around on them. Bathrooms are clean and very nice."
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions
9.6 out of 10, Exceptional, 44 reviews
"We had a great time celebrating Thanksgiving with our adult children in the Carriage house. The location was great - beautiful neighborhood in small town with easy access to all the things we did in NYC. Lisa helped us when we didn’t have all the right kitchen tools for our meal and worked with us on our schedule for her dog business. It was a real pleasure spending our special family time in this home - comfortable and so many things to do (we played ping pong and pool). Thank you Lisa for a...
Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions
The Safe House - High Tech Apt #2 - 3 Beds
10.0 out of 10, Exceptional, 29 reviews
"Since it was first time with VRBO, I was a little nervous about the whole process going into it. Rob was great to answer questions and deal with both myself and my granddaughter.It was an ideal location for visiting the Hudson River Valley and along the coast to Newport. We flew into White Plains and it is just a 20 minute ride away. The apartment was clean and convenient. We only ate 3 meals in 5 days away from there. The beds were comfortable and the shower was very nice. I liked the shower...
The Safe House - High Tech Apt #2 - 3 Beds
Serenity@46, Spacious Home with Beautiful Gathering Spaces & Split Bedroom Wings
10.0 out of 10, Exceptional, 6 reviews
"The house is as beautiful as all the pictures, if not better. It was spotless and absolutely beautiful! And Leen was an amazing host. She walked you through everything and even though she has a 6 hour time difference from the home she is readily available to help with any questions and also has people close by if there is a need (which of course there wasn’t!). My family and I had an amazing time while there! Definitely stay here! You won’t be disappointed!!!"
Serenity@46, Spacious Home with Beautiful Gathering Spaces & Split Bedroom Wings
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, 17 reviews
"My husband, dog and I had a great Memorial Day weekend at this lakeside property. The house is a short drive away from NYC and is situated perfectly between the quaint towns of Ridgefield and Katonah. We had a good time enjoying the lake and nearby hikes."
Serenity Awaits at this Cozy Lakeside Bungalow
Guesthouse at Norwalk Inn
3.5 star property
8.4 out of 10, Very good, 37 reviews
"The pictures are very deceiving - as they are of the Guesthouses not the main hotel. I thought I was booking at an Inn, but I was really booked at a regular ole chain hotel. One that charges $8 per person per day for their pool! (you should really change this policy for paying overnight guests - why should we pay additional for facilities like this?) There's also nowhere to walk to from here, so if you're without a car expect to be paying for Ubers everywhere (which is fine as they're readily...
The price is CA $308
CA $355 total
includes taxes & fees
Jun 18 - Jun 19
Guesthouse at Norwalk Inn
Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor
10.0 out of 10, Exceptional, 1 review
"The owner is a verry nice person!!"
Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor
Stylish 3-bedroom 3rd fl Apt in Mount Vernon, NY
9.4 out of 10, Exceptional, 9 reviews
"The apartment was exactly as stated and shown in the photos"
Stylish 3-bedroom 3rd fl Apt in Mount Vernon, NY
Basement Apartment Close to Bus & Metro-North
The price is CA $143
CA $204 total
includes taxes & fees
Jun 5 - Jun 6
Basement Apartment Close to Bus & Metro-North
Modern Private BedroomNo.3+wifi kitchen
8.0 out of 10, Very good, 5 reviews
"Really comfortable bed, the bus stop to the city close by and 7-11, Dunkin’ right down the street. All walkable for a traveler, who has to get to NYC"
Modern Private BedroomNo.3+wifi kitchen
Mini Garden-Apartment near New York City
Mini Garden-Apartment near New York City
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Pleasantville you may be interested in

Armoni Inn & Suites
3.5 star property
6.2 out of 10, 1,183 reviews
"For 56$ dollars a Day Was Awesome"
The price is CA $106
CA $119 total
includes taxes & fees
Jun 19 - Jun 20
Armoni Inn & Suites
Radio Hotel
4.0 star property
8.6 out of 10, Excellent, 1,649 reviews
"Great stay friendly staff "
The price is CA $166
CA $195 total
includes taxes & fees
Jun 16 - Jun 17
Radio Hotel
Ramada by Wyndham Rochelle Park Near Paramus
2.0 star property
7.0 out of 10, Good, 1,006 reviews
"We stayed at this hotel on May 22nd and 23rd Room was clean and comfortable ! Little smell of cigarettes in a room but overall was good experience Breakfast was good too! "
The price is CA $149
CA $171 total
includes taxes & fees
Jun 3 - Jun 4
Ramada by Wyndham Rochelle Park Near Paramus
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pleasantville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Pleasantville?

Yes, we give you a choice of vacation rentals close to popular attractions in Pleasantville, or you can select a more secluded option if you'd like a relaxing place to stay. Pleasantville is known for its restaurants and sporting events.

What are some of the best vacation rentals that Pleasantville has to offer?

Lower Lvl Private 2BR/1BA Family/Pet Friendly: This vacation home rental outside of Pleasantville offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

What’s there to see and do in Pleasantville?

Cultural attractions include Jacob Burns Film Center Theater, whereas Rockefeller State Park Preserve is a spot to enjoy nature. In the larger area, you’ll find Jacob Burns Film Center Media Arts Lab and New York Medical College.

What’s a vacation rental in Pleasantville like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Pleasantville. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family trips.

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