Title: Chappaqua Vacation Rentals from CA $205: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2026-05-22&endDate=2026-05-24&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)

![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)

![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)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/d1a3eb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stamford Suites

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

Downtown Stamford

6.4/10

(95 reviews)

"Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford."

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

Fatima

CA $179

CA $205 total

includes taxes & fees

Jan 27 - Jan 28

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

![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)

![Interior](https://images.trvl-media.com/lodging/7000000/6510000/6502000/6501905/301bc912.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)

### Guesthouse at Norwalk Inn

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

Historic District

8.6/10

Excellent

(41 reviews)

"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 $492

CA $566 total

includes taxes & fees

Jan 27 - Jan 28

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

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/c93e763c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/926eaea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/45c78eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/b4f086ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 1BR located in Prime Yonkers Area

[](https://www.expedia.ca/Yonkers-Hotels-JayZero.h123949488.Hotel-Information)

Bryn Mawr

CA $136

CA $356 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Yonkers-Hotels-JayZero.h123949488.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/77052c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/6fa2181b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/181a040d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/92bec09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant Hideaway with Free Parking

[](https://www.expedia.ca/White-Plains-Hotels-Elegant-Hideaway-With-Free-Parking.h124079380.Hotel-Information)

White Plains

CA $151

CA $376 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/White-Plains-Hotels-Elegant-Hideaway-With-Free-Parking.h124079380.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/386ef76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/ad40e533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/55f7d75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/b55aece0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe 1BR Oasis - Prime NY Stay

[](https://www.expedia.ca/Yonkers-Hotels-Luxe-1BR-Oasis-Prime-NY-Stay.h124090422.Hotel-Information)

Bryn Mawr

CA $151

CA $373 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Yonkers-Hotels-Luxe-1BR-Oasis-Prime-NY-Stay.h124090422.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 | 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](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/97835290.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)

### Spacious 3BR Luxe Escape near NYC

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

Southeast Yonkers

CA $273

CA $441 total

includes taxes & fees

Jan 27 - Jan 28

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

![Living area](https://images.trvl-media.com/lodging/125000000/124100000/124092300/124092283/d15d0e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124100000/124092300/124092283/9f98c14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124100000/124092300/124092283/778362e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/125000000/124100000/124092300/124092283/e4d31077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Uscale 2BR Escape in the Heart of NYC

[](https://www.expedia.ca/Yonkers-Hotels-Uscale-2BR-Escape-In-The-Heart-Of-NYC.h124092283.Hotel-Information)

Bryn Mawr

CA $205

CA $448 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Yonkers-Hotels-Uscale-2BR-Escape-In-The-Heart-Of-NYC.h124092283.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/2ea3fd3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/91dbe0c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/84396bef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/b2163e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3BR Family Home Game Room Parking

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-3BR-Family-Home-Game-Room-Parking.h124084363.Hotel-Information)

Bryn Mawr

CA $273

CA $509 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-3BR-Family-Home-Game-Room-Parking.h124084363.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/w1213h683x1y0-56baa241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/w1214h578x0y0-1885738d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/f8a70094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/12e86e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Prime Luxe 3-BR NYC - Free Parking

[](https://www.expedia.ca/White-Plains-Hotels-Prime-Luxe-3-BR-NYC-Free-Parking.h123777568.Hotel-Information)

White Plains

CA $273

CA $508 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/White-Plains-Hotels-Prime-Luxe-3-BR-NYC-Free-Parking.h123777568.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/e6c3873b_edited_d8c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/c0622b25_edited_5481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/c64337fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/cfdd43ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3BR Home Game Room Free Parking

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-3BR-Home-Game-Room-Free-Parking.h124076935.Hotel-Information)

White Plains

CA $273

CA $516 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-3BR-Home-Game-Room-Free-Parking.h124076935.Hotel-Information)

![Luxury House | Bathroom](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/cd3a4fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/a1a37c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Living area](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/df81ccdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | In-room dining](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/b1b24573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury NY Home with Free Parking

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-NY-Home-With-Free-Parking.h103905054.Hotel-Information)

White Plains

8.0/10

Very good

(1 review)

"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "

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

Safiya

CA $381

CA $612 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-NY-Home-With-Free-Parking.h103905054.Hotel-Information)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/b080bb26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/fb4fd7d8_edited_d5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/f8708153_edited_30d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/7f780aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Two Wash

[](https://www.expedia.ca/Yonkers-Hotels-Two-Wash.h123950674.Hotel-Information)

Bryn Mawr

CA $273

CA $509 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Yonkers-Hotels-Two-Wash.h123950674.Hotel-Information)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/c97dd0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/d0edd3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/d5af51a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/2d940c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Greenwich-Hotels-2-Mi-To-NYC-Train-Greenwich-Apt-W-River-View.h122111151.Hotel-Information)

Greenwich

CA $318

CA $553 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Greenwich-Hotels-2-Mi-To-NYC-Train-Greenwich-Apt-W-River-View.h122111151.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)

![Living area](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/92f79611.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)

### 3BR Prime Luxury near NYC w Arcade Room

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

Southeast Yonkers

8.0/10

Very good

(1 review)

"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 $341

CA $558 total

includes taxes & fees

Jan 27 - Jan 28

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

![Luxury Apartment | Living area](https://images.trvl-media.com/lodging/104000000/103910000/103905200/103905106/8428c8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Living area](https://images.trvl-media.com/lodging/104000000/103910000/103905200/103905106/3bebae09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Bathroom](https://images.trvl-media.com/lodging/104000000/103910000/103905200/103905106/ec415ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment](https://images.trvl-media.com/lodging/104000000/103910000/103905200/103905106/b51a8759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NY Luxury Apt Free Parking in PRIME Area

[](https://www.expedia.ca/Yonkers-Hotels-NY-Luxury-Apt-Free-Parking-In-PRIME-Area.h103905106.Hotel-Information)

Southeast Yonkers

5.0/10

(4 reviews)

"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"

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

Paola

CA $97

CA $245 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Yonkers-Hotels-NY-Luxury-Apt-Free-Parking-In-PRIME-Area.h103905106.Hotel-Information)

![Luxury Villa, Garden View | Dining](https://images.trvl-media.com/lodging/123000000/122970000/122960900/122960872/7d17eab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, Garden View | Interior](https://images.trvl-media.com/lodging/123000000/122970000/122960900/122960872/5f200c64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, Garden View](https://images.trvl-media.com/lodging/123000000/122970000/122960900/122960872/e79f2ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, Garden View | Living area](https://images.trvl-media.com/lodging/123000000/122970000/122960900/122960872/f4457c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury NYC Home with Free Parking for 12

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-NYC-Home-With-Free-Parking-For-12.h122960872.Hotel-Information)

White Plains

CA $616

CA $932 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-NYC-Home-With-Free-Parking-For-12.h122960872.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/df26ff7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/634ccf4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/324aa83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/24e015e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3 BR Near NYC with Easy Parking

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-3-BR-Near-NYC-With-Easy-Parking.h105358651.Hotel-Information)

Bryn Mawr

CA $551

CA $793 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-3-BR-Near-NYC-With-Easy-Parking.h105358651.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/dde34060_edited_b0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laptop workspace, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/edfebd2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/3ffc94b7_edited_7c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/279d1dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury NYC Home Game Room Free Parking

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-NYC-Home-Game-Room-Free-Parking.h123346355.Hotel-Information)

White Plains

CA $753

CA $1,066 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-NYC-Home-Game-Room-Free-Parking.h123346355.Hotel-Information)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/6e503ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/ae91b214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/b0adc70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/11e211e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW 45 Wolden Rd Ossining NY 10562

[](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

Ossining

CA $682

CA $1,446 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

![Luxury Villa, Patio | Living area](https://images.trvl-media.com/lodging/123000000/122700000/122696900/122696857/w1199h799x1y1-334231fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, Patio | Living area](https://images.trvl-media.com/lodging/123000000/122700000/122696900/122696857/w1198h799x1y1-856bd9b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, Patio | Interior](https://images.trvl-media.com/lodging/123000000/122700000/122696900/122696857/w1198h799x1y1-0f760ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, Patio](https://images.trvl-media.com/lodging/123000000/122700000/122696900/122696857/w1198h799x1y1-72f77914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 5 BR Home Free Parking

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-5-BR-Home-Free-Parking.h122696857.Hotel-Information)

Bryn Mawr

CA $890

CA $1,200 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-5-BR-Home-Free-Parking.h122696857.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=2026-02-09&endDate=2026-02-10&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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VACATION_HOME)

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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=COTTAGE)

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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VILLA)

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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CONDO)

Cabins

[](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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CABIN)

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## Top Chappaqua Hotel Reviews

![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 ready check in"

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

"Very clean, perfect room design as well as clean scent"

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

![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg)

### Hyatt Regency Greenwich

10/10 Excellent

"Yes"

[](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information)

![EVEN Hotel Norwalk by IHG](https://images.trvl-media.com/lodging/1000000/10000/2600/2584/4cb7d7eb_y.jpg)

### EVEN Hotel Norwalk by IHG

10/10 Excellent

"Super kind staff helped me navigate accommodations for a family emergency."

[](https://expedia.ca/Stamford-Hotels-EVEN-Hotel-Norwalk.h2584.Hotel-Information)

![Hampton Inn & Suites Yonkers - Westchester](https://images.trvl-media.com/lodging/16000000/15740000/15731000/15730982/2770772f_y.jpg)

### Hampton Inn & Suites Yonkers - Westchester

10/10 Excellent

"No problems with stay, very clean and staff was friendly. "

[](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers-Westchester.h15730982.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

"The place is very clean and the manager Jocelyn is great"

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

![LIV Hotel Bronx](https://images.trvl-media.com/lodging/118000000/117970000/117967600/117967593/1c497b69_y.jpg)

### LIV Hotel Bronx

10/10 Excellent

"The rooms were pretty nice, on the newer side. It was conveniently located to the train station. "

[](https://expedia.ca/New-York-Hotels-LIV-Hotel-Bronx.h117967593.Hotel-Information)

![West Gate Inn Nyack](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg)

### West Gate Inn Nyack

10/10 Excellent

"Nice"

[](https://expedia.ca/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information)

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

### Royal Regency Hotel

10/10 Excellent

"Breakfast was good . Room and areas always clean and staff great is my always option ."

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

### How many vacation rentals will I find in Chappaqua?

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

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

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