Pleasantville Vacation Rentals from $183: Search Short-Term Rentals

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Our top choices for Pleasantville vacation rentals

Stamford Suites

Downtown Stamford

ian

$159 nightly

Jul 21 - Jul 22

Total with taxes and fees

Standard Room, 1 King Bed, Main Building | Property entrance

Guesthouse at Norwalk Inn

Historic District

Ronbert

$343 nightly

Jul 30 - Jul 31

Total with taxes and fees

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Greenwich

$316 nightly

Jul 21 - Jul 22

Total with taxes and fees

Luxe 1BR Oasis - Prime NY Stay

Bryn Mawr

"My experience did not match the listing. I was asked to make payment outside the platform and the check-in process was not clear. I would not recommend this property. ⸻ ⭐⭐ Balanced Review The property did not meet expectations. When I arrived, the check-in process was unclear and the home appeared to be partially occupied. I was also instructed to make a payment outside of Hotels.com instead of using the platform. This caused confusion and concern. I would suggest the listing be...

Dianelly

$482 nightly

Aug 20 - Aug 21

Total with taxes and fees

Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

$1,463 nightly

Jul 27 - Jul 28

Total with taxes and fees

Two Wash

Bryn Mawr

$683 nightly

Jul 22 - Jul 23

Total with taxes and fees

3BR Prime Luxury NY - Free Parking

White Plains

Osmond

$1,134 nightly

Jul 21 - Jul 22

Total with taxes and fees

Luxury 3 BR Near NYC with Easy Parking

Bryn Mawr

$535 nightly

Jul 22 - Jul 23

Total with taxes and fees

Luxury NYC Home with Free Parking for 12

White Plains

Kathleen

$611 nightly

Jul 21 - Jul 22

Total with taxes and fees

Prime Luxe 3-BR NYC - Free Parking

White Plains

$784 nightly

Jul 22 - Jul 23

Total with taxes and fees

Luxury NYC Home Game Room Free Parking

White Plains

"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...

Jorge

$580 nightly

Jul 22 - Jul 23

Total with taxes and fees

Elegant Hideaway with Free Parking

White Plains

$329 nightly

Aug 3 - Aug 4

Total with taxes and fees

3 Mi to Downtown: Spacious White Plains Home

White Plains

$640 nightly

Jul 22 - Jul 23

Total with taxes and fees

NY Luxury Apt Free Parking in PRIME Area

Southeast Yonkers

Paola

$254 nightly

Aug 7 - Aug 8

Total with taxes and fees

Luxury 3BR Family Home Game Room Parking

Bryn Mawr

Ashley

$482 nightly

Aug 3 - Aug 4

Total with taxes and fees

Luxury 5 BR Home Free Parking

Bryn Mawr

$583 nightly

Jul 26 - Jul 27

Total with taxes and fees

Uscale 2BR Escape in the Heart of NYC

Bryn Mawr

Adj Fatou

$437 nightly

Jul 22 - Jul 23

Total with taxes and fees

Modern Luxury Home w GameRoom & Parking

Southeast Yonkers

Liliana

$765 nightly

Jul 22 - Jul 23

Total with taxes and fees

Luxury 1BR located in Prime Yonkers Area

Bryn Mawr

Genesis

$483 nightly

Jul 22 - Jul 23

Total with taxes and fees

Spacious 3BR Luxe Escape near NYC

Southeast Yonkers

david

$583 nightly

Jul 22 - Jul 23

Total with taxes and fees

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Top Pleasantville Hotel Reviews

LIV Hotel Bronx - Newly Built

8/10 Good

"The hotel was great. The room was excellent. My only problem was checking in. There was a line with about five people waiting to check in. It seems that it takes the receptionist a long time to check in new arrivals. I’m not sure why this is. I just hope they can improve on the speed in which they check guest in"

Hyatt Place Fort Lee / George Washington Bridge

10/10 Excellent

"I like the modern look of the hotel. I also liked how modern was and easily to turn on the heat and fan or air-conditioning and have out all night. I couldn’t do the free breakfast because I was having surgery in the next day but like that, they had that there as a possibility."

Tarrytown House Estate

8/10 Good

"We thought the grounds were spectacular in terms of features and maintenance. However we were less impressed with our room. We were in The Rockford section of the main building in a room that was slightly below ground level. Our first issue was that the room had only one chair. Next, the room was dimly illuminated - two 'arc' lamps over the bed - one each side, and a small desk lamp. Ceiling light in the entry foyer and bathroom were efficient. Next we noted that security safe did not work - it could not accept number code number entries, even after multiple tries. We finally realized that the batteries were probably dead, so we contacted the main desk who sent an engineer, who did not have the proper screw driver head, and had to come back. He resolved the problem by replacing the batteries. Then, we noticed that the carpeting in the room was rippling in a number of areas. Then, we had a problem with the desk lamp which failed during the night, and we realized it now needed a new light-bulb. Another notification to the main desk, and an engineer with a replacement light bulb. Then, we noticed that the lights in the vanity bar over the sink had two light bulbs burned out. Then, after we had placed a "please make up room" tad on the door handle when we left at 11:00am, upon our return to the room at 4:00 pm, the room was not done; we had to notify front desk. We thought the room could greatly benefit from an overall update. Despite these issues, we would stay again."

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent

"Only thing I didn’t like were pool hours. Only open from 2pm-10pm bc that’s when a lifeguard is there. A lifeguard at a hotel pool???? This was a first for me. I’m a 45 yr old woman and I’ll be damned if I’m gonna get in a swimming pool to relax or excerise with some 18 yr old just sitting there watching for me to drown. I also would be someone to use the pool earlier in the morning to begin my day. The exercise room was a bit lacking, but they almost always are. Why doesn’t a hotel gym ever have a bar and plates?"

Find out more about Pleasantville

Everything you need to know about Pleasantville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasantville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasantville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pleasantville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasantville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pleasantville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $183 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pleasantville rentals

At Expedia, we put the best Pleasantville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pleasantville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasantville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasantville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Pleasantville?

Yes, we give you a choice of vacation rentals in Pleasantville close to Jacob Burns Film Center Media Arts Lab, 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?

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: This vacation home rental outside of Pleasantville is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.

Pleasantville Vacation Rentals

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Check prices for these dates

Our top choices for Pleasantville vacation rentals

Stamford Suites

Guesthouse at Norwalk Inn

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Luxe 1BR Oasis - Prime NY Stay

Summer Pool Oasis Custom Bar Arcade Pool Table

Two Wash

3BR Prime Luxury NY - Free Parking

Luxury 3 BR Near NYC with Easy Parking

Luxury NYC Home with Free Parking for 12

Prime Luxe 3-BR NYC - Free Parking

Luxury NYC Home Game Room Free Parking

Elegant Hideaway with Free Parking

3 Mi to Downtown: Spacious White Plains Home

NY Luxury Apt Free Parking in PRIME Area

Luxury 3BR Family Home Game Room Parking

Luxury 5 BR Home Free Parking

Uscale 2BR Escape in the Heart of NYC

Modern Luxury Home w GameRoom & Parking

Luxury 1BR located in Prime Yonkers Area

Spacious 3BR Luxe Escape near NYC

Find vacation rentals that suit your style

Top Pleasantville Hotel Reviews

LIV Hotel Bronx - Newly Built

Find out more about Pleasantville

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