Holiday rentals in Pleasantville

Find and book unique accommodation on Airbnb

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Popular amenities for Pleasantville holiday rentals

Stay near Pleasantville's top sights

Jacob Burns Film Center33 locals recommend
Jacob Burns Media Arts Lab11 locals recommend
Starbucks10 locals recommend
Jean-Jacques' Culinary Creations10 locals recommend
The Black Cow Coffee Company9 locals recommend
Wood & Fire7 locals recommend

Other great holiday rentals in Pleasantville

Superhost
Flat in Downtown Stamford
4.83 out of 5 average rating, 6 reviews

Sunny 1BR Apartment

JoanRating, 5 stars3 months ago
Clean , modern apt. Very easy to navigate with the technology. Staff very friendly and helpful. A bit noisy on street outside with traffic. Will definitely rent again with URBY, but request a courtyard side unit
Top guest favourite
Flat in Wallkill
4.94 out of 5 average rating, 141 reviews

Log Cabin Apartment Great for Outdoor Enthusiasts

MichaelRating, 5 stars3 months ago
We loved our time at this beautiful cottage! We have been to lots of Airbnb’s, and most have been a good experience. This cottage was something more. We both felt instantly relaxed when we walked in the door. It was so cozy and comfortable. We slept great in the comfy bed. The pictures can’t describe the feeling of the place. Warm, cozy, peaceful, inspiring, comfortable, quiet and truly rejuvenating. I will be making a trip to the area again as soon as possible, just to stay in this cabin retreat.
Guest favourite
Home in Beacon
4.92 out of 5 average rating, 97 reviews

Beacon 2BR house w/ backyard, easy walk to main st

SarahRating, 5 stars2 weeks ago
We stayed here for our wedding weekend and couldn’t have asked for a better experience! The house was cute, clean, and comfortable - exactly what we needed during such a busy and exciting time. We especially appreciated how close it was to everything; it made it so easy for us to get around without stress. Eva was wonderfully responsive and kind, answering any questions quickly and making sure we had everything we needed. It truly felt like a home away from home. We’re so grateful to have had such a great place to stay during such a special moment in our lives!
Top guest favourite
Cabin in Cornwall
5 out of 5 average rating, 47 reviews

Beautiful Cabin in Cornwall CT.

JanRating, 5 stars2 weeks ago
Henry's beautiful home and yard provided the perfect getaway for 5 friends who try to get together at least once a year, coming from 3 different states. The large rooms, clean/fresh bed linens and towels, two full bathrooms and spacious living room adjacent to the kitchen gave us jus t the right setting in which to enjoy each other's company. Breakfast at the kitchen table overlooking the backyard was bright and sunny first thing in the morning. We especially liked the backyard patio, which gets sun all day long. After a cold rainy start to our stay, we were able to enjoy a warm afternoon on the patio - sunshine, blue skies, birds, budding trees and the soothing sound of the water fountain and small pond . We found great restaurants in both Kent and in Litchfield. As an avid gardener, I can just picture Henry's beautiful landscaping when all is in bloom later in the season. Very comfortable place to hang out! We wouldn't hesitate to give others a recommendation for Henry's home.
Guest favourite
Home in Vernon Township
4.91 out of 5 average rating, 33 reviews

Highland Bluffs Lake House, 50 miles from NYC

JessicaRating, 5 stars2 months ago
Our family loved this spot! The house is beautiful, clean and very peaceful. My kids all loved the basement which had a great assortment of games, toys and books. We visited for a weekend and went snowtubing at Mountain Creek (only about 12 minutes away). We also really enjoyed nearby Warwick, NY where we found nice shops and restaurants. It was a great stay - highly recommend!
Guest favourite
Home in Kerhonkson
4.9 out of 5 average rating, 269 reviews

Perfect Country Cabin getaway. Large Fenced yard.

KristenRating, 5 stars2 months ago
This was our second time staying here for a family getaway and it was better than we remembered. The hosts were so great, very responsive and helpful. It snowed a bunch while we were here and they made sure we had what we needed and a plow came to help us get out of the driveway. The fireplaces are such a cozy touch and our dog loves the big fenced yard. We will be returning again!
Guest favourite
Home in Chester
4.96 out of 5 average rating, 118 reviews

Millionaire Mansion Countryside Stay w/ Lrg Hottub

NickRating, 5 stars3 weeks ago
This airbnb was an incredible stay. The hosts are super responsive and the house itself was pristine. We had a great time, one of my best airbnb experiences to date. One of my housemates forgot a laptop as we were leaving and Mordechai went out of his way to get it back to us, well outside the typical expectations for a host. Thanks so much guys, 10/10 would stay again.
Superhost
Apartment in Vernon Township
4.73 out of 5 average rating, 111 reviews

200 yds Minerals - great for hotel weddings

SaraRating, 5 stars5 months ago
We had a great time! The unit is an easy walk to Minerals, and the layout was perfect for our needs. Joann was a fantastic host and we can’t wait to stay again!

Quick stats about holiday rentals in Pleasantville

  • Total rentals

    10 properties

  • Nightly prices starting at

    £30 before taxes and fees

  • Total number of reviews

    660 reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Self check-in, Gym and BBQ grill

  • Local attractions

    Wood & Fire, Southern Table kitchen & Bar and The Pleasantville Diner

Destinations to explore