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Chappaqua, NY Holiday Rentals & Apartments
Holiday Rentals
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New York (NY)
Westchester County
Chappaqua, NY Holiday Rentals & Apartments
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Chappaqua
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Internet or Wifi (44)
Air Conditioning (44)
Washer/Dryer (36)
Other outdoor space (25)
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Suitability
Kid friendly (39)
Pet friendly (19)
Smoking allowed (2)
Elder access (1)
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Holiday Rental House (33)
Condominium/Apartment (14)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (4)
Private Chef (0)
Private Beach (0)
Ski In/Ski Out (0)
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Distance from
5 km
Chappaqua Performing Arts Center
Glazier Arboretum
Gedney Park
Grace Baptist Church
Emmary Day Spa
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47 rentals
in Chappaqua.
Tranquil Country Contemporary
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Sleeps
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The Best of Both Worlds: For nature lovers but close to New York City
7
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 5
Match:
Sleeps
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Family home in one of NY top-ranked school districts with Tennis court
4
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 6
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Sleeps
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Charming 3-bedroom house in enchanting Chappaqua with WiFi, AC and Sanctuary.
1
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 5
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The following properties within 32 kms of Chappaqua match all your filters:
Brand new private Studio in the heart of Tarrytown
7
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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Cozy house on the Hudson
16
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
29
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Camped Inn at Sundial Farm -- Tiny House
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Cozy Cottage Get Away
2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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2BDRM COTTAGE IN PLEASANTVILLE
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 2
Match:
Sleeps
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Bright&Comfy 2bed/1ba in quiet White Plains duplex
3
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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Lovely cottage, ideal location
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Hudson River Peaceful Getaway
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
Match:
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Luxury Hudson River Retreat- quaint town, nature & NYC nearby.
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 2
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Enjoy the best of both worlds
Condo/Apartment
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3 bedrooms
3 bathrooms
Sleeps 4
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Charming Elmsford Home ~ 23 Mi to Manhattan!
1
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Neighbor's house - Welcome!
5
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Modern charming country cottage for long term availability
2
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 4
Match:
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Beautiful Private House; Golf, Hike, Fish, Swim, Relax
Holiday Rental House
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2 bedrooms
4 bathrooms
Sleeps 4
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Organic Oasis with Pool and Tennis!
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 5
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The Red Hill Retreat - Woods Water History Privacy
2
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Relaxing & Great Location & Minutes from New York
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Private Country Getaway
1
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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Summer in Katonah. Walk to everything! Train to NYC.
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 8
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Sleeps
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Back Country Estate w/ Pool, Sleeps 8 - Fully loaded, Pet Friendly Greenwich CT
6
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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Round Hill Road Estate Home with 5 open acres
Holiday Rental House
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6 bedrooms
7 bathrooms
Sleeps 8
Match:
Sleeps
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4-bedroom Barn house with WiFi, Fireplace, Firepit, BBQ Grill by hiking trails
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Charming 2-bedroom apartment near downtown and Metro North- White Plains
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
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Sleeps
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Spacious Hudson Rivertown home in Tarrytown, NY, 8 guests, sleeps 10
2
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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Sleeps
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Garden Studio with Private Full Bath & Sauna. Self check-in.
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Hudson Valley Estate on 4 Acres w/ Private Pool!
Holiday Rental House
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9 bedrooms
5 bathrooms
Sleeps 11
Match:
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Clean, Comfy & Convenient 1 Bed Apt in the Village
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Stunning spacious two-bedroom apartment, offers modern comfort and style.
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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Amazing Large Private Studio!+
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 6
Match:
Sleeps
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3 Mi to Downtown: Spacious White Plains Home
Holiday Rental House
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7 bedrooms
3 bathrooms
Sleeps 12
Match:
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Spectacular Mansion with pool/spa - close to NYC
1
Holiday Rental House
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4 bedrooms
6 bathrooms
Sleeps 12
Match:
Sleeps
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Luxury 8 BR Estate with Pool and Tennis court
11
Holiday Rental House
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8 bedrooms
9 bathrooms
Sleeps 16
Match:
Sleeps
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Huge Private Floor packed full! Super quiet and relaxing!
1
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 6
Match:
Sleeps
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Charming 2-bedroom apartment with AC, WiFi in lovely Tarrytown
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Designer Home in Lower Hudson Valley
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
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Cozy Studio with reading nook
1
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Ossining Vacation Rental Near River, Trails & MTA!
5
Holiday Rental House
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7 bedrooms
4 bathrooms
Sleeps 11
Match:
Sleeps
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Stunning views, 3-bedroom house in delightful Croton-on-Hudson with WiFi, AC
7
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Newly Renovated Cozy 2 Bedroom Apartment with 3 min walk to Main Street
4
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
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Estate Home with Pool and Privacy for fun with family and pets!
Holiday Rental House
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4 bedrooms
7 bathrooms
Sleeps 8
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Sleeps
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Amazing 3BR/3BA! Croton on Hudson!
2
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Spacious & Sunny Single Family
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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1
Showing results 1-47 of 47
Frequently Asked Questions about Chappaqua
Do any holiday rentals in Chappaqua have a pool?
Yes, here are some popular holiday rentals in Chappaqua that have a pool:
Tranquil Country Contemporary
The Best of Both Worlds: For nature lovers but close to New York City
Family home in one of NY top-ranked school districts with Tennis court
See all holiday rentals with a pool in Chappaqua on Tripadvisor
Do any holiday rentals in Chappaqua have internet access?
Yes, here are some popular holiday rentals in Chappaqua that have internet access:
Tranquil Country Contemporary
The Best of Both Worlds: For nature lovers but close to New York City
Family home in one of NY top-ranked school districts with Tennis court
See all holiday rentals in Chappaqua on Tripadvisor
What are the best pet friendly rentals in Chappaqua?
The best pet friendly rentals in Chappaqua are:
Charming 3-bedroom house in enchanting Chappaqua with WiFi, AC and Sanctuary.
Tranquil Country Contemporary
The Best of Both Worlds: For nature lovers but close to New York City
See all pet friendly holiday rentals in Chappaqua on Tripadvisor
What are some great rentals in Chappaqua that are kid friendly?
Some of the most popular kid friendly rentals in Chappaqua are:
Tranquil Country Contemporary
The Best of Both Worlds: For nature lovers but close to New York City
Family home in one of NY top-ranked school districts with Tennis court
See all kid friendly holiday rentals in Chappaqua on Tripadvisor
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