Vacation rentals in Pleasantville, NY

Best vacation rentals and Airbnb offers in Pleasantville, NY

Cozy Cottage Get Away

Cottage, Pleasantville

Cozy Cottage Get Away is a cottage in Pleasantville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cozy Cottage Get Away

Cozy Cottage Get Away is a cottage in Pleasantville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $762.

From$109/night

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Flex Comfort Apts of Greenwich #1

Apartment, Pleasantville

Flex Comfort Apts of Greenwich #1 is a apartment in Pleasantville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Flex Comfort Apts of Greenwich #1

Flex Comfort Apts of Greenwich #1 is a apartment in Pleasantville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $897.

From$128/night

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Charming 1-bedroom apartment in perfect Port Chester with AC, WiFi

Apartment, Pleasantville

Charming 1-bedroom apartment in perfect Port Chester with AC, WiFi is a apartment in Pleasantville, with kitchen access and room for a group. This stay gives travelers a comfortable base…

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About Charming 1-bedroom apartment in perfect Port Chester with AC, WiFi

Charming 1-bedroom apartment in perfect Port Chester with AC, WiFi is a apartment in Pleasantville, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,144.

From$163/night

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Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Apartment, Pleasantville

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich is a apartment in Pleasantville, with outdoor space. This stay gives travelers a comfortable base for…

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About Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich is a apartment in Pleasantville, with outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,326.

From$189/night

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Vacation rentals with a pool in Pleasantville, NY

Add a pool to the search when you want an easy place to cool off between outings.

Cozy 1 bedroom studio area in Yonkers NY

Apartment, Pleasantville

Cozy 1 bedroom studio area in Yonkers NY is a apartment in Pleasantville, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Cozy 1 bedroom studio area in Yonkers NY

Cozy 1 bedroom studio area in Yonkers NY is a apartment in Pleasantville, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,412.

From$202/night

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Luxury Studio Apartment | Downtown White Plains | Gym + Clubroom

Apartment, Pleasantville

Luxury Studio Apartment · Downtown White Plains · Gym + Clubroom is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a…

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About Luxury Studio Apartment | Downtown White Plains | Gym + Clubroom

Luxury Studio Apartment · Downtown White Plains · Gym + Clubroom is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,765.

From$252/night

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Cozy 1BR in Downtown White Plains | Full Kitchen & Laundry

Apartment, Pleasantville

Cozy 1BR in Downtown White Plains · Full Kitchen & Laundry is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable…

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About Cozy 1BR in Downtown White Plains | Full Kitchen & Laundry

Cozy 1BR in Downtown White Plains · Full Kitchen & Laundry is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,837.

From$262/night

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Private 1BR Apt | Parking | Gym & Pool | White Plains

Apartment, Pleasantville

Private 1BR Apt · Parking · Gym & Pool · White Plains is a apartment in Pleasantville, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for…

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About Private 1BR Apt | Parking | Gym & Pool | White Plains

Private 1BR Apt · Parking · Gym & Pool · White Plains is a apartment in Pleasantville, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,837.

From$262/night

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Vacation rentals with parking in Pleasantville, NY

Find vacation rentals that make arriving by car easier.

🤣🏡 \"Welcome to our basement suite, where humor and professionalism coexist!

Holiday Home, Pleasantville

🤣🏡 \"Welcome to our basement suite, where humor and professionalism coexist! is a holiday home in Pleasantville, with parking. This stay gives travelers a comfortable base for exploring…

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About 🤣🏡 \"Welcome to our basement suite, where humor and professionalism coexist!

🤣🏡 \"Welcome to our basement suite, where humor and professionalism coexist! is a holiday home in Pleasantville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $923.

From$132/night

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2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

Apartment, Pleasantville

2 Mi to NYC Train: WFH-Friendly Greenwich Apt! is a apartment in Pleasantville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

2 Mi to NYC Train: WFH-Friendly Greenwich Apt! is a apartment in Pleasantville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,425.

From$204/night

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Palisade Suite -Cozy 1-bdr Dobbs Ferry-30 min from NYC- AC & Hudson River views

Apartment, Pleasantville

Palisade Suite -Cozy 1-bdr Dobbs Ferry-30 min from NYC- AC & Hudson River views is a apartment in Pleasantville, with parking. This stay gives travelers a comfortable base for exploring the…

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About Palisade Suite -Cozy 1-bdr Dobbs Ferry-30 min from NYC- AC & Hudson River views

Palisade Suite -Cozy 1-bdr Dobbs Ferry-30 min from NYC- AC & Hudson River views is a apartment in Pleasantville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,610.

From$230/night

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'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Apartment, Pleasantville

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway is a apartment in Pleasantville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway is a apartment in Pleasantville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,968.

From$281/night

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Pet-friendly vacation rentals in Pleasantville, NY

Bring your pet along with stays that welcome four-legged travelers.

Private entrance Apartment Ground Floor of House

Apartment, Pleasantville

Private entrance Apartment Ground Floor of House is a apartment in Pleasantville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Private entrance Apartment Ground Floor of House

Private entrance Apartment Ground Floor of House is a apartment in Pleasantville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,726.

From$247/night

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Downtown Studio BR | near MetroNorth Station

Apartment, Pleasantville

Downtown Studio BR · near MetroNorth Station is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Downtown Studio BR | near MetroNorth Station

Downtown Studio BR · near MetroNorth Station is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,765.

From$252/night

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Modern Studio | Upscale Amenities | Kitchen & Laundry

Apartment, Pleasantville

Modern Studio · Upscale Amenities · Kitchen & Laundry is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base…

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About Modern Studio | Upscale Amenities | Kitchen & Laundry

Modern Studio · Upscale Amenities · Kitchen & Laundry is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,765.

From$252/night

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White Plains Studio BR | Gym + Pool | 24hr Doorman

Apartment, Pleasantville

White Plains Studio BR · Gym + Pool · 24hr Doorman is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base…

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About White Plains Studio BR | Gym + Pool | 24hr Doorman

White Plains Studio BR · Gym + Pool · 24hr Doorman is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,765.

From$252/night

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Vacation rentals with a kitchen in Pleasantville, NY

Compare stays with kitchen access for longer trips and easier meals.

Downtown 1 BR | Desk + Wi-Fi | White Plains

Apartment, Pleasantville

Downtown 1 BR · Desk + Wi-Fi · White Plains is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Downtown 1 BR | Desk + Wi-Fi | White Plains

Downtown 1 BR · Desk + Wi-Fi · White Plains is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,837.

From$262/night

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Luxury 1BR | Gym & Pool | Downtown White Plains

Apartment, Pleasantville

Luxury 1BR · Gym & Pool · Downtown White Plains is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Luxury 1BR | Gym & Pool | Downtown White Plains

Luxury 1BR · Gym & Pool · Downtown White Plains is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,837.

From$262/night

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Modern 1BR Apt | Fitness Center | Downtown White Plains

Apartment, Pleasantville

Modern 1BR Apt · Fitness Center · Downtown White Plains is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable…

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About Modern 1BR Apt | Fitness Center | Downtown White Plains

Modern 1BR Apt · Fitness Center · Downtown White Plains is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,837.

From$262/night

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Upscale 1BR in Downtown | Kitchen | Gym | Work Space

Apartment, Pleasantville

Upscale 1BR in Downtown · Kitchen · Gym · Work Space is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base…

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About Upscale 1BR in Downtown | Kitchen | Gym | Work Space

Upscale 1BR in Downtown · Kitchen · Gym · Work Space is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,837.

From$262/night

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Family-friendly vacation rentals in Pleasantville, NY

Plan a trip with stays that give families more room to spread out.

Family-Friendly 2BR with Parking Near NYC + Hospital

Apartment, Pleasantville

Family-Friendly 2BR with Parking Near NYC + Hospital is a apartment in Pleasantville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Family-Friendly 2BR with Parking Near NYC + Hospital

Family-Friendly 2BR with Parking Near NYC + Hospital is a apartment in Pleasantville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,717.

From$245/night

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Family Friendly Three Bedroom Apartment outside of NYC

Apartment, Pleasantville

Family Friendly Three Bedroom Apartment outside of NYC is a apartment in Pleasantville, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Family Friendly Three Bedroom Apartment outside of NYC

Family Friendly Three Bedroom Apartment outside of NYC is a apartment in Pleasantville, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,789.

From$256/night

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White Plains 1 BR | Children's Playroom | Downtown

Apartment, Pleasantville

White Plains 1 BR · Children's Playroom · Downtown is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base…

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About White Plains 1 BR | Children's Playroom | Downtown

White Plains 1 BR · Children's Playroom · Downtown is a apartment in Pleasantville, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,837.

From$262/night

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Summer fun on the river. Swim, fish, kayak and bird watch at Croton River Gorge.

Cottage, Pleasantville

Summer fun on the river. Swim, fish, kayak and bird watch at Croton River Gorge. is a cottage in Pleasantville. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Summer fun on the river. Swim, fish, kayak and bird watch at Croton River Gorge.

Summer fun on the river. Swim, fish, kayak and bird watch at Croton River Gorge. is a cottage in Pleasantville. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, ac, air conditioning, internet, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,871.

From$267/night

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