Title: Chappaqua Vacation Rentals from CA $183: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=88470&startDate=2026-06-05&endDate=2026-06-07&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

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/c93e763c.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)

![Living area](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/926eaea7.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 $134

CA $352 total

includes taxes & fees

Feb 16 - Feb 17

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

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/b7db331c.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)

![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)

### Stamford Suites

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

Downtown Stamford

6.6/10

(98 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 $177

CA $203 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Stamford-Hotels-Stamford-Suites.h25900.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/125000000/124080000/124079400/124079380/5caa9455.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 $149

CA $373 total

includes taxes & fees

Feb 11 - Feb 12

[](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)

![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)

![Interior](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/b4040565.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 $149

CA $369 total

includes taxes & fees

Feb 23 - Feb 24

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

![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)

### 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 $482

CA $555 total

includes taxes & fees

Feb 11 - Feb 12

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

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/6e82711a.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)

### 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 $270

CA $504 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-3BR-Family-Home-Game-Room-Parking.h124084363.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 | Private kitchen](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/f883b338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/d1378cc7.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)

### Spacious 3BR Luxe Escape near NYC

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

Southeast Yonkers

8.0/10

Very good

(2 reviews)

"Room was cold. No parking lot for vehicle. Only off-street parking was available "

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

david

CA $270

CA $436 total

includes taxes & fees

Feb 16 - Feb 17

[](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)

![Bathroom](https://images.trvl-media.com/lodging/125000000/124100000/124092300/124092283/e4d31077.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)

### 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 $203

CA $443 total

includes taxes & fees

Feb 11 - Feb 12

[](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/125000000/124080000/124077000/124076935/e6c3873b_edited_d8c0.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)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/d178c527_edited_a8e4.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 $161

CA $387 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-3BR-Home-Game-Room-Free-Parking.h124076935.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 $270

CA $503 total

includes taxes & fees

Feb 11 - Feb 12

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

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/efe0f142_edited_da27.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)

### Two Wash

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

Bryn Mawr

CA $270

CA $504 total

includes taxes & fees

Feb 11 - Feb 12

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

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

![Interior](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/2b9b1e04.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)

### Global Luxury Suites White Plains

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

White Plains

7.0/10

Good

(38 reviews)

"Great location, spacious apartment and clean. The public areas like the hallway needed vacuuming but everything else was great."

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

Jennifer

[](https://www.expedia.ca/White-Plains-Hotels-Global-Luxury-Suites-White-Plains.h74125740.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 | Private kitchen](https://images.trvl-media.com/lodging/104000000/103910000/103905200/103905106/f17141cf.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](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 $96

CA $242 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)

![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) | Front of property](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) | Interior](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 $315

CA $548 total

includes taxes & fees

Feb 11 - Feb 12

[](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)

![Game room](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/2af87762.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)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/62b642d2.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 $338

CA $553 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Yonkers-Hotels-3BR-Prime-Luxury-Near-NYC-W-Arcade-Room.h114637256.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 | Living area](https://images.trvl-media.com/lodging/123000000/122970000/122960900/122960872/f9d5743a.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 | 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 $610

CA $922 total

includes taxes & fees

Feb 12 - Feb 13

[](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)

![Room](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/24e015e6.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)

### 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 $546

CA $785 total

includes taxes & fees

Feb 12 - Feb 13

[](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)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/66f12c5f_edited_45be.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 $746

CA $1,055 total

includes taxes & fees

Feb 12 - Feb 13

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

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

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

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

![Villa](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/w3000h1944x0y0-bf620bb6.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 $476

CA $1,167 total

includes taxes & fees

Mar 9 - Mar 10

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

![Luxury House | Living area](https://images.trvl-media.com/lodging/123000000/122330000/122327000/122326944/fd33688e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/123000000/122330000/122327000/122326944/318715bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Living area](https://images.trvl-media.com/lodging/123000000/122330000/122327000/122326944/c573ffc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Living area](https://images.trvl-media.com/lodging/123000000/122330000/122327000/122326944/c5df94f7.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.h122326944.Hotel-Information)

Southeast Yonkers

2.0/10

(1 review)

"Very inaccurate listing upon arriving host called me stating I could not stay at property due to issues on their end instead of offering a refund I was sent to a different property that was a 1 bedroom with 1 bed that was clearly not cleaned instead of the 3 bedroom 5 bed luxury house I initially booked I explained this would not work for me and my 4 other guests and got told there was no other choice and hung up on, me and my guests had no option beside to go back home very bad experience DO...

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

Gerald

CA $270

CA $436 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Yonkers-Hotels-Spacious-3BR-Luxe-Escape-Near-NYC.h122326944.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=2026-02-24&endDate=2026-02-25&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=CABIN)

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## Top Chappaqua Hotel Reviews

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

### Ardsley Acres Hotel Westchester

10/10 Excellent

"This is my 3rd stay there in about the last thirty days during the current artic blast in my area due to boiler issues at home.Staff is very friendly rooms always clean great heat and hot water. Would highly recommend. "

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

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

### Royal Regency Hotel

10/10 Excellent

"Excellent "

[](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

"Convenient location and "

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

![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

"Great "

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

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

### LIV Hotel Bronx

10/10 Excellent

"It was a great stay and everything was also great I would like to stay again in room 313 wheelchair accessible bathroom very comfortable bed and the staff was very nice I’ll be back again hopefully for next week for Valentine’s Day weekend to book."

[](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

"everything was great "

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

"Very clean, quiet"

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

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

![Royal Hotel Bronx](https://images.trvl-media.com/lodging/93000000/92010000/92007800/92007795/18a85357_y.jpg)

### Royal Hotel Bronx

10/10 Excellent

"Clean rooms. Very courteous staff."

[](https://expedia.ca/New-York-Hotels-Royal-Hotel-Bronx.h92007795.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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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [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?

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

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