Title: Chappaqua Vacation Rentals from CA $186: Short-Term Rentals for 2026 | Expedia.ca

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# Chappaqua Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2025-12-11&endDate=2025-12-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2025-12-12&endDate=2025-12-13&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chappaqua vacation rentals

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/b7db331c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/af4c48ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/6ed8782a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed with Sofa bed, Kitchen](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/3022d081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Downtown Stamford

[](https://www.expedia.ca/Stamford-Hotels-Stamford-Suites.h25900.Hotel-Information)

6.2/10

(78)

"It was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Natalie

CA $165

CA $190 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Stamford-Hotels-Stamford-Suites.h25900.Hotel-Information)

![Luxury House | Living area](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/f1c65065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/97835290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Bathroom](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/dfa9a6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/f883b338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Southeast Yonkers

[](https://www.expedia.ca/Yonkers-Hotels-Spacious-3BR-Luxe-Escape-Near-NYC.h122328236.Hotel-Information)

CA $462

CA $653 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Yonkers-Hotels-Spacious-3BR-Luxe-Escape-Near-NYC.h122328236.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/4675a87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, free WiFi](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/8a87cb23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/2af87762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/62b642d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southeast Yonkers

[](https://www.expedia.ca/Yonkers-Hotels-3BR-Prime-Luxury-Near-NYC-W-Arcade-Room.h114637256.Hotel-Information)

8.0/10

Very good

(1)

"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $552

CA $755 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Yonkers-Hotels-3BR-Prime-Luxury-Near-NYC-W-Arcade-Room.h114637256.Hotel-Information)

![Standard Room, 1 King Bed, Main Building | Property entrance](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/552e9d83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/0bcf1425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/301bc912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/cf0be66e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Historic District

[](https://www.expedia.ca/Stamford-Hotels-Guesthouse-At-Norwalk-Inn.h6501905.Hotel-Information)

8.4/10

Very good

(40)

"it was amazing will stay again food was good comfort was great "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

anthony

CA $358

CA $412 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Stamford-Hotels-Guesthouse-At-Norwalk-Inn.h6501905.Hotel-Information)

![Luxury House, Garden View | Dining](https://images.trvl-media.com/lodging/122000000/121820000/121816100/121816065/w1198h799x1y1-954a35fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House, Garden View | Interior](https://images.trvl-media.com/lodging/122000000/121820000/121816100/121816065/w1198h799x1y1-39a4aa44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House, Garden View | Private kitchen](https://images.trvl-media.com/lodging/122000000/121820000/121816100/121816065/w1199h799x0y1-d5b5cb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House, Garden View | Terrace/patio](https://images.trvl-media.com/lodging/122000000/121820000/121816100/121816065/4c75cb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Southeast Yonkers

[](https://www.expedia.ca/Yonkers-Hotels-Modern-Comfort-In-The-Heart-Of-NYC.h121816065.Hotel-Information)

CA $621

CA $831 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Yonkers-Hotels-Modern-Comfort-In-The-Heart-Of-NYC.h121816065.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/343ab6e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, 2 Bedrooms, 2 Bathrooms | Living area](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/ee9df1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, 1 Queen Bed with Sofa bed](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/d7b31a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/537aa8b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in White Plains

[](https://www.expedia.ca/White-Plains-Hotels-Global-Luxury-Suites-White-Plains.h74125740.Hotel-Information)

6.8/10

(33)

"Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ramon

[](https://www.expedia.ca/White-Plains-Hotels-Global-Luxury-Suites-White-Plains.h74125740.Hotel-Information)

![Lounge](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898494/1e9f19ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898494/61125cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898494/acf6469b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898494/0954250d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Downtown Stamford

[](https://www.expedia.ca/Stamford-Hotels-Luxury-Apartments-By-Hyatus-At-The-Asher.h105898494.Hotel-Information)

10/10

Exceptional

(19)

"Clean and had everything you need for longer stay Comfortable "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

christine

[](https://www.expedia.ca/Stamford-Hotels-Luxury-Apartments-By-Hyatus-At-The-Asher.h105898494.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/7ce63cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/c1311c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/32fb7c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/71684fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Greenwich

[](https://www.expedia.ca/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information)

9.6/10

Exceptional

(23)

"The property was beautiful and clean, very comfortable with a nice view of the lake! Our hosts were helpful and attentive without being intrusive in any way. Our stay was peaceful and restful, just perfect. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Victoria R.

CA $177

CA $367 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information)

![House | Living area](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/5bea3ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | In-room dining](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/cab98bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/75d1e6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Terrace/patio](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/ce57f450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southeast Yonkers

[](https://www.expedia.ca/Yonkers-Hotels-Modern-Luxury-Home-W-GameRoom-Parking.h101326114.Hotel-Information)

7.2/10

Good

(5)

"This was an excellent House My birthday weekend was amazing I totally would book again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Keisheena

[](https://www.expedia.ca/Yonkers-Hotels-Modern-Luxury-Home-W-GameRoom-Parking.h101326114.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/c55e3667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/dfec5e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Fort Montgomery

[](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

9.8/10

Exceptional

(129)

"It has an incredible mountain and water view. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MIHYUN

CA $259

CA $423 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117050000/117044300/117044255/c5c2964c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117050000/117044300/117044255/8e7f9b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117050000/117044300/117044255/351e2326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117050000/117044300/117044255/c307acc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Scarsdale

[](https://www.expedia.ca/Scarsdale-Hotels-Apartment-With-Kitchen-2-Sofa-Beds.h117044255.Hotel-Information)

9.2/10

Wonderful

(5)

"The owner was very responsive and kind. The apartment was very clean and well updated. We are older adults and the access to the basement apartment was a bit of a challenge but the owner did graciously help with our luggage. The family does clearly disclose that they live above the unit and sounds of children may be heard. Between the sounds of the family above and the fact it’s a basement, not a “Loft”, with all the plumbing just above your head - it was not for us. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Annette D.

CA $234

CA $445 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Scarsdale-Hotels-Apartment-With-Kitchen-2-Sofa-Beds.h117044255.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/121000000/120880000/120876400/120876362/37d451fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/121000000/120880000/120876400/120876362/3970e076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/121000000/120880000/120876400/120876362/1ce90d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120880000/120876400/120876362/014cdb21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southeast Yonkers

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-NY-Home-Close-To-NYC-F3.h120876362.Hotel-Information)

2.0/10

(1)

"This way by far the worst experience of any place I have every stayed at. The place is not anywhere near what the pictures or descriptions conveyed and worse the owner and host are immoral and distrustful. Heres a brief description of the physical issues from least worst to worst. 1) No Laundry facilities. It was listed there was and I had 4 people so you can imagine the hassle with going to a laundromat. 2) Temperature. The heat was turned WAY up and there was no way to turn it down. ...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MARC S

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-NY-Home-Close-To-NYC-F3.h120876362.Hotel-Information)

![Hiking](https://images.trvl-media.com/lodging/94000000/93110000/93109500/93109417/b980a4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Living area](https://images.trvl-media.com/lodging/94000000/93110000/93109500/93109417/441290ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93110000/93109500/93109417/e0087df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Living area](https://images.trvl-media.com/lodging/94000000/93110000/93109500/93109417/35828ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southeast Yonkers

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-Living-In-The-Heart-Of-NY.h93109417.Hotel-Information)

2.0/10

(1)

"The photos of the unit were beautiful however the wear and tear on the actual property did not compare. The bathroom sink constantly leaked and because the floors were not even they stayed wet. The nightstands were broken the refrigerator would not open all the way. I also was not notified until the day of check in that the unit was on the 3rd floor and there was 2 flights of stairs just to get to the entrance to the unit."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ebony

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-Living-In-The-Heart-Of-NY.h93109417.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/122000000/121360000/121353500/121353492/6d83655d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121360000/121353500/121353492/8a5ad44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121360000/121353500/121353492/71d87f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121360000/121353500/121353492/f615a6a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bryn Mawr

[](https://www.expedia.ca/Yonkers-Hotels-Marvelous-5-Bedroom-House-With-AC-In-Yonkers.h121353492.Hotel-Information)

2.0/10

(1)

"Cancelled my stay at check out time while I was at the NY airport— said there was a “power outage”. “Upgraded” me to a luxury property that turned out to be a dirty 3rd floor walk up. When I asked for a refund, they lied to VRBO and said I never showed up. I had to prove to VRBO with texts and phone records that they cancelled me. I suspected a bait and switch. Also, VRBO had to start an investigation because the phone number from the owner was an unknown number—my information had been...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy L.

[](https://www.expedia.ca/Yonkers-Hotels-Marvelous-5-Bedroom-House-With-AC-In-Yonkers.h121353492.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/9242892b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/5383933a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/9157c154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/60db8f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Croton-on-Hudson

[](https://www.expedia.ca/Croton-On-Hudson-Hotels-Romantic-Retreat-With-Stunning-Views-Of-Croton-River-Gorge.h115131896.Hotel-Information)

9.6/10

Exceptional

(15)

"We enjoyed our overnight stay at this quaint nicely appointed carriage house."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cathleen C.

[](https://www.expedia.ca/Croton-On-Hudson-Hotels-Romantic-Retreat-With-Stunning-Views-Of-Croton-River-Gorge.h115131896.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/f2e7ce71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/9101db47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, Netflix](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/c4157729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Casino](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/6073858e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southeast Yonkers

[](https://www.expedia.ca/Yonkers-Hotels-Nice-Cozy-Room-By-Empire-City-Casino-And-Cross-County-Shopping-Center.h57343699.Hotel-Information)

8.2/10

Very good

(18)

"Great place great location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daquan H.

CA $130

CA $186 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Yonkers-Hotels-Nice-Cozy-Room-By-Empire-City-Casino-And-Cross-County-Shopping-Center.h57343699.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/97000000/96100000/96093300/96093255/7e4e777c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball](https://images.trvl-media.com/lodging/97000000/96100000/96093300/96093255/aa168831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96100000/96093300/96093255/3d3c5131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/97000000/96100000/96093300/96093255/ff302745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Northeast Yonkers

[](https://www.expedia.ca/Yonkers-Hotels-PureHeart-House.h96093255.Hotel-Information)

8.6/10

Excellent

(45)

"Very clean property in a quiet neighborhood. Convenient shopping only minutes away (including a Costco). We would definitely stay there again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dan F.

[](https://www.expedia.ca/Yonkers-Hotels-PureHeart-House.h96093255.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117050000/117043300/117043226/5104efd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117050000/117043300/117043226/06a0cd55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117050000/117043300/117043226/1df2a68a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/118000000/117050000/117043300/117043226/219f956b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in White Plains

[](https://www.expedia.ca/White-Plains-Hotels-Elegant-Hideaway-Free-Parking.h117043226.Hotel-Information)

10/10

Exceptional

(1)

"This location was tranquil and close to everything I expected for meals and entertainment. Easy to get to and felt warm and inviting. Fayeem was responsive and helpful towards my requests. I look forward to staying here again. Thank you!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Moses A.

[](https://www.expedia.ca/White-Plains-Hotels-Elegant-Hideaway-Free-Parking.h117043226.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/27000000/26460000/26459200/26459192/270-8345f7b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/27000000/26460000/26459200/26459192/01326b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/26460000/26459200/26459192/082a1ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/27000000/26460000/26459200/26459192/8a378022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in New Rochelle

[](https://www.expedia.ca/New-Rochelle-Hotels-Waterfront-Retreat-Center-For-Health-Wellness.h26459192.Hotel-Information)

9.8/10

Exceptional

(67)

"This was the perfect venue for our 50th high school reunion. Everyone loved the setting and it gave our small group a wonderful opportunity to reconnect!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura C.

CA $1,793

CA $3,192 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/New-Rochelle-Hotels-Waterfront-Retreat-Center-For-Health-Wellness.h26459192.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121360000/121354700/121354656/825b6678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121360000/121354700/121354656/1a466ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121360000/121354700/121354656/1d3ea77b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo, computer monitors](https://images.trvl-media.com/lodging/122000000/121360000/121354700/121354656/732a4c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Greenwich

[](https://www.expedia.ca/Greenwich-Hotels-Riverfront-Cottage-Heated-Pool-Hot-Tub-Fireplace-35minutes-From-New-York-City.h121354656.Hotel-Information)

CA $656

CA $1,367 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Greenwich-Hotels-Riverfront-Cottage-Heated-Pool-Hot-Tub-Fireplace-35minutes-From-New-York-City.h121354656.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&regionId=88470&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=VILLA)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=CONDO)

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## Top Chappaqua Hotel Reviews

![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg)

### Baymont by Wyndham White Plains - Elmsford

10/10 Excellent

"The lady receptionist was efficient pleasant The room was comfortable and heating system efficient Breakfast was very good and simple Great deal for the price "

[](https://expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information)

![Ardsley Acres Hotel Westchester](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/4b305bf7_y.jpg)

### Ardsley Acres Hotel Westchester

10/10 Excellent

"Good place "

[](https://expedia.ca/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.Hotel-Information)

![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg)

### Sonesta White Plains Downtown

10/10 Excellent

"Clean room. Courteous staff. "

[](https://expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information)

![Ramada by Wyndham Bronx](https://images.trvl-media.com/lodging/1000000/470000/462500/462463/c9951f9d_y.jpg)

### Ramada by Wyndham Bronx

10/10 Excellent

"Cleanliness and comfort of the room."

[](https://expedia.ca/New-York-Hotels-Ramada-By-Wyndham-Bronx.h462463.Hotel-Information)

![Clinton Inn Hotel & Event Center](https://images.trvl-media.com/lodging/1000000/20000/16200/16115/aa583634_y.jpg)

### Clinton Inn Hotel & Event Center

10/10 Excellent

"Good "

[](https://expedia.ca/Tenafly-Hotels-Clinton-Inn-Hotel-Event-Center.h16115.Hotel-Information)

![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg)

### Royal Regency Hotel

10/10 Excellent

"The room was spotless. But I had to search for the plug near the bed to plug my phone into. Otherwise, I had a great time staying at the Regency, and I can't wait to book another."

[](https://expedia.ca/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information)

![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg)

### Amsterdam Hotel

10/10 Excellent

"All was great"

[](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information)

![Hyatt Place New York/Yonkers](https://images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/w3837h2558x3y3-6fc198b6_y.jpg)

### Hyatt Place New York/Yonkers

10/10 Excellent

"Smooth check-in, very nice , clean room. Excellent location "

[](https://expedia.ca/White-Plains-Hotels-Hyatt-Place-New-YorkYonkers.h10232108.Hotel-Information)

![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/e36e4673_y.jpg)

### Hampton Inn & Suites Yonkers

10/10 Excellent

"Clean, friendly "

[](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers.h2647825.Hotel-Information)

## Find out more about Chappaqua

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chappaqua. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Apartments in Chappaqua ](https://expedia.ca/Chappaqua-Apartments.d88470-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Chappaqua ](https://expedia.ca/Chappaqua-Private-Vacation-Homes.d88470-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Chappaqua ](https://expedia.ca/Chappaqua-Cottages.d88470-aaCottages.Travel-Guide-Accommodation)
- [Motels in Chappaqua ](https://expedia.ca/Chappaqua-Motels.d88470-aaMotels.Travel-Guide-Accommodation)
- [Aparthotels in Chappaqua ](https://expedia.ca/Chappaqua-Apart-Hotels.d88470-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Chappaqua ](https://expedia.ca/Chappaqua-Bed-And-Breakfast.d88470-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Villas in Chappaqua ](https://expedia.ca/Chappaqua-Villas.d88470-aaVillas.Travel-Guide-Accommodation)
- [Guest Houses in Chappaqua ](https://expedia.ca/Chappaqua-Guest-Houses.d88470-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in Chappaqua ](https://expedia.ca/Chappaqua-Condos.d88470-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Chappaqua ](https://expedia.ca/Chappaqua-Cabins.d88470-aaCabins.Travel-Guide-Accommodation)
- [Castles in Chappaqua ](https://expedia.ca/Chappaqua-Castles.d88470-aaCastles.Travel-Guide-Accommodation)
- [Inns in Chappaqua ](https://expedia.ca/Chappaqua-Inns.d88470-aaInns.Travel-Guide-Accommodation)
- [Farmstay in Chappaqua ](https://expedia.ca/Chappaqua-Agritourism.d88470-aaAgritourism.Travel-Guide-Accommodation)
- [Hostels in Chappaqua ](https://expedia.ca/Chappaqua-Hostels.d88470-aaHostels.Travel-Guide-Accommodation)
- [Lodges in Chappaqua ](https://expedia.ca/Chappaqua-Lodges.d88470-aaLodges.Travel-Guide-Accommodation)
- [Resorts in Chappaqua ](https://expedia.ca/Chappaqua-Resort-Hotels.d88470-aaResortHotels.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Chappaqua?

### What are some of the best vacation home rentals in Chappaqua?

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### What’s there to see and do in Chappaqua?

### What’s a vacation rental in Chappaqua like?

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