Vacation rentals in Chappaqua, NY

111 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Chappaqua, NY

Fully Furnished in-law suite. Patio, Yard. Washer drier all private.Per friendly - Chappaqua, NY

Fully Furnished in-law suite. Patio, Yard. Washer drier all private.Per friendly

Apartment, Chappaqua

Fully Furnished in-law suite. Patio, Yard. Washer drier all private.Per friendly is a apartment in Chappaqua, with pet-friendly space and outdoor space. This stay gives travelers a…

Read more

About Fully Furnished in-law suite. Patio, Yard. Washer drier all private.Per friendly

Fully Furnished in-law suite. Patio, Yard. Washer drier all private.Per friendly is a apartment in Chappaqua, with pet-friendly space and 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, pet friendly, pets friendly, washer, and dryer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $535.

From$76/night
Show
Cozy Cottage Get Away - Chappaqua, NY

Cozy Cottage Get Away

Cottage, Chappaqua

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

Read more

About Cozy Cottage Get Away

Cozy Cottage Get Away is a cottage in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $762.

From$109/night
Show
🤣🏡 \"Welcome to our basement suite, where humor and professionalism coexist! - Chappaqua, NY

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

Holiday Home, Chappaqua

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

Read more

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 Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $923.

From$132/night
Show
Flex Comfort Apts of Greenwich #1 - Chappaqua, NY

Flex Comfort Apts of Greenwich #1

Apartment, Chappaqua

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

Read more

About Flex Comfort Apts of Greenwich #1

Flex Comfort Apts of Greenwich #1 is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $930.

From$133/night
Show

Family-friendly vacation rentals in Chappaqua, NY

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

Family-Friendly 2BR with Parking Near NYC + Hospital - Chappaqua, NY

Family-Friendly 2BR with Parking Near NYC + Hospital

Apartment, Chappaqua

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

Read more

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

Family-Friendly 2BR with Parking Near NYC + Hospital is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,704.

From$243/night
Show
Family Friendly Three Bedroom Apartment outside of NYC - Chappaqua, NY

Family Friendly Three Bedroom Apartment outside of NYC

Apartment, Chappaqua

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

Read more

About Family Friendly Three Bedroom Apartment outside of NYC

Family Friendly Three Bedroom Apartment outside of NYC is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,789.

From$256/night
Show
White Plains 1 BR | Children's Playroom | Downtown - Chappaqua, NY

White Plains 1 BR | Children's Playroom | Downtown

Apartment, Chappaqua

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

Read more

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

White Plains 1 BR · Children's Playroom · Downtown is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,837.

From$262/night
Show
Family home in one of NY top-ranked school districts with Tennis court - Chappaqua, NY

Family home in one of NY top-ranked school districts with Tennis court

Holiday Home, Chappaqua

Family home in one of NY top-ranked school districts with Tennis court is a holiday home in Chappaqua, with kitchen access and room for a group. This stay gives travelers a comfortable base…

Read more

About Family home in one of NY top-ranked school districts with Tennis court

Family home in one of NY top-ranked school districts with Tennis court is a holiday home in Chappaqua, 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: hot tub, kitchen, with kitchen, and gym.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $5,252.

From$750/night
Show

Pet-friendly vacation rentals in Chappaqua, NY

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

California guest house - Chappaqua, NY

California guest house

Holiday Home, Chappaqua

California guest house is a holiday home in Chappaqua, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About California guest house

California guest house is a holiday home in Chappaqua, with pet-friendly 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, free wifi, pet friendly, pets friendly, and for couples.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,878.

From$185/night
Show
2 Mi to NYC Train: WFH-Friendly Greenwich Apt! - Chappaqua, NY

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

Apartment, Chappaqua

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

Read more

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

2 Mi to NYC Train: WFH-Friendly Greenwich Apt! is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,425.

From$204/night
Show
2 Mi to NYC Train: Wfh-friendly Greenwich Apt! - Chappaqua, NY

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

Apartment, Chappaqua

2 Mi to NYC Train: Wfh-friendly Greenwich Apt! is a apartment in Chappaqua, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

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

2 Mi to NYC Train: Wfh-friendly Greenwich Apt! is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,785.

From$206/night
Show
Global Luxury Suites White Plains - Chappaqua, NY

Global Luxury Suites White Plains

Apartment, Chappaqua

Global Luxury Suites White Plains is a apartment in Chappaqua, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Global Luxury Suites White Plains

Global Luxury Suites White Plains is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,991.

From$234/night
Show

Vacation rentals with a pool in Chappaqua, NY

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

Global Luxury Suites Downtown White Plains - Chappaqua, NY

Global Luxury Suites Downtown White Plains

Apartment, Chappaqua

Global Luxury Suites Downtown White Plains is a apartment in Chappaqua, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Global Luxury Suites Downtown White Plains

Global Luxury Suites Downtown White Plains is a apartment in Chappaqua, with pool 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, free wifi, and gym.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,993.

From$234/night
Show
Downtown Studio BR | near MetroNorth Station - Chappaqua, NY

Downtown Studio BR | near MetroNorth Station

Apartment, Chappaqua

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

Read more

About Downtown Studio BR | near MetroNorth Station

Downtown Studio BR · near MetroNorth Station is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,765.

From$252/night
Show
Modern Studio | Upscale Amenities | Kitchen & Laundry - Chappaqua, NY

Modern Studio | Upscale Amenities | Kitchen & Laundry

Apartment, Chappaqua

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

Read more

About Modern Studio | Upscale Amenities | Kitchen & Laundry

Modern Studio · Upscale Amenities · Kitchen & Laundry is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,765.

From$252/night
Show
White Plains Studio BR | Gym + Pool | 24hr Doorman - Chappaqua, NY

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

Apartment, Chappaqua

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

Read more

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

White Plains Studio BR · Gym + Pool · 24hr Doorman is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,765.

From$252/night
Show

Vacation rentals with parking in Chappaqua, NY

Find vacation rentals that make arriving by car easier.

One bedroom with modern kitchen, balcony with water view - Chappaqua, NY

One bedroom with modern kitchen, balcony with water view

Apartment, Chappaqua

One bedroom with modern kitchen, balcony with water view is a apartment in Chappaqua, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for…

Read more

About One bedroom with modern kitchen, balcony with water view

One bedroom with modern kitchen, balcony with water view is a apartment in Chappaqua, with pet-friendly space, outdoor space, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,903.

From$199/night
Show
Garden Loft with Patios & Green Space · Westchester Retreat - Chappaqua, NY

Garden Loft with Patios & Green Space · Westchester Retreat

Apartment, Chappaqua

Garden Loft with Patios & Green Space · Westchester Retreat is a apartment in Chappaqua, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base…

Read more

About Garden Loft with Patios & Green Space · Westchester Retreat

Garden Loft with Patios & Green Space · Westchester Retreat is a apartment in Chappaqua, with pet-friendly space, outdoor space, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,456.

From$208/night
Show
Private 1BR Apt | Parking | Gym & Pool | White Plains - Chappaqua, NY

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

Apartment, Chappaqua

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

Read more

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

Private 1BR Apt · Parking · Gym & Pool · White Plains is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,837.

From$262/night
Show
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway - Chappaqua, NY

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

Apartment, Chappaqua

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

Read more

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 Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,968.

From$281/night
Show

Vacation rentals with a kitchen in Chappaqua, NY

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

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

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

Apartment, Chappaqua

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

Read more

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 Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,144.

From$163/night
Show
Private entrance Apartment Ground Floor of House - Chappaqua, NY

Private entrance Apartment Ground Floor of House

Apartment, Chappaqua

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

Read more

About Private entrance Apartment Ground Floor of House

Private entrance Apartment Ground Floor of House is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,726.

From$247/night
Show
Luxury Studio Apartment | Downtown White Plains | Gym + Clubroom - Chappaqua, NY

Luxury Studio Apartment | Downtown White Plains | Gym + Clubroom

Apartment, Chappaqua

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

Read more

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

Luxury Studio Apartment · Downtown White Plains · Gym + Clubroom is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,765.

From$252/night
Show
Croton Quarters - Comfortable Apartments, NYC close - Chappaqua, NY

Croton Quarters - Comfortable Apartments, NYC close

Apartment, Chappaqua

Croton Quarters - Comfortable Apartments, NYC close is a apartment in Chappaqua, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Croton Quarters - Comfortable Apartments, NYC close

Croton Quarters - Comfortable Apartments, NYC close is a apartment in Chappaqua, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,205.

From$268/night
Show