Title: Chappaqua Vacation Rentals from $135: Search Short-Term Rentals | Expedia.com

[Chappaqua Travel Guide](https://expedia.com/Chappaqua.dx88470)[Hotels in Chappaqua](https://expedia.com/Chappaqua-Hotels.d88470.Travel-Guide-Hotels)[Flights to Chappaqua](https://expedia.com/Cheap-Flights-To-Chappaqua.d88470.Travel-Guide-Flights)[Car Rentals in Chappaqua](https://expedia.com/Car-Rentals-In-Chappaqua.d88470.Car-Rental-Guide)[Chappaqua Vacation Packages](https://expedia.com/Chappaqua.d88470.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=88470&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/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 three months

[May 22 - May 24](https://www.expedia.com/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)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=88470&startDate=2026-06-19&endDate=2026-06-21&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

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/38809636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/07a03d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/cfa82cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/8bc06f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike. 

[](https://www.expedia.com/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

Carmel Hamlet

9.8/10

Exceptional

(13 reviews)

"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."

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

Hannah P.

$328 nightly

$355 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.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)

![Living area](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/953f010b.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.com/Yonkers-Hotels-JayZero.h123949488.Hotel-Information)

Bryn Mawr

10/10

Exceptional

(2 reviews)

"Everything was clean, good communication.. I would like to come back again for sure "

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

Genesis

$282 nightly

$316 total

Feb 27 - Feb 28

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/3138ca99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ebebe95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/bdaff4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ac1bba42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

[](https://www.expedia.com/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information)

Waterside

10/10

Exceptional

(11 reviews)

"Fantastic place. We had a great stay!"

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

Sara C.

$291 nightly

$329 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.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)

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

### Luxe 1BR Oasis - Prime NY Stay

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

Bryn Mawr

$283 nightly

$317 total

Feb 27 - Feb 28

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/6c684bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/e208f14d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/aafd1c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/928e9d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

[](https://www.expedia.com/Greenwich-Hotels-Private-Gazebo-On-Byram-River.h120222771.Hotel-Information)

Greenwich

7.6/10

Good

(4 reviews)

"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...

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

Kathleen W.

$137 nightly

$154 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Greenwich-Hotels-Private-Gazebo-On-Byram-River.h120222771.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)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/ffa97c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/5b614a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/e1560e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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

Greenwich

9.8/10

Exceptional

(27 reviews)

"Beautiful space, excellent communication from the hosts. Would stay again!"

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

Crystal

$230 nightly

$261 total

Mar 3 - Mar 4

Total with taxes and fees

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

![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)

![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)

### Luxury 3BR Home Game Room Free Parking

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

White Plains

$249 nightly

$285 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/32d0bc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/e5a3641b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/3745699f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/d9fd7f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contemporary Cozy Cottage

[](https://www.expedia.com/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information)

Lake Peekskill

10/10

Exceptional

(31 reviews)

"Very clean comfortable quiet place"

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

Mauro C.

$367 nightly

$420 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/320bd4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/2a0deaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/c06f2598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/be0aeba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom apartment in Carmel with WiFi, AC

[](https://www.expedia.com/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

Carmel Hamlet

9.0/10

Wonderful

(2 reviews)

"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "

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

Emmett

$256 nightly

$277 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.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)

![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.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)

### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

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

Fort Montgomery

9.8/10

Exceptional

(131 reviews)

"Amazing place Thanks for the stay "

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

Julien C.

$269 nightly

$304 total

Feb 27 - Feb 28

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/83000000/82730000/82725400/82725314/46bbe7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/83000000/82730000/82725400/82725314/1fd0cd24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/83000000/82730000/82725400/82725314/8ec9b4ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82730000/82725400/82725314/e9ee96bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze at the beach west beach Stamford ct.

[](https://www.expedia.com/Stamford-Hotels-Seascapes-Beach-House-At-West-Beach-Stamford-Ct.h82725314.Hotel-Information)

Cove - East Side - Shippan

9.8/10

Exceptional

(10 reviews)

"Fantastic place Very clean, a perfect stay !!!"

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

bill J.

$353 nightly

$400 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-Seascapes-Beach-House-At-West-Beach-Stamford-Ct.h82725314.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)

![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/84396bef.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)

### Luxury 3BR Family Home Game Room Parking

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

Bryn Mawr

$382 nightly

$428 total

Feb 27 - Feb 28

Total with taxes and fees

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

![TV](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/6f19918a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/c8dd4a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/7f3a22c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/f90023ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom retreat minutes from West Point!

[](https://www.expedia.com/Highland-Falls-Hotels-Cozy-1-Bedroom-Retreat-Minutes-From-West-Point.h120244044.Hotel-Information)

Highland Falls

10/10

Exceptional

(1 review)

"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "

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

Zack C.

$173 nightly

$188 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-Cozy-1-Bedroom-Retreat-Minutes-From-West-Point.h120244044.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 | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/d1378cc7.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.com/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

$487 nightly

$545 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/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)

![Interior](https://images.trvl-media.com/lodging/125000000/124100000/124092300/124092283/02854c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Bryn Mawr

8.0/10

Very Good

(1 review)

"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."

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

Adj Fatou

$392 nightly

$439 total

Feb 27 - Feb 28

Total with taxes and fees

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

![TV](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/467f6448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/9d29e547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/87701840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, dishwasher, toaster](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/037b947e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

[](https://www.expedia.com/Rye-Brook-Hotels-Cozy-Stay-Near-Capitol-TheatreDowntown-Very-Walkable.h101422478.Hotel-Information)

Port Chester

10/10

Exceptional

(30 reviews)

"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"

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

Christina

$339 nightly

$388 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Rye-Brook-Hotels-Cozy-Stay-Near-Capitol-TheatreDowntown-Very-Walkable.h101422478.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/575b2a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/760d8df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/5526777a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/d8954b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable 1 family home in Tuckahoe that's near train

[](https://www.expedia.com/Tuckahoe-Hotels-Comfortable-1-Family-Home-In-Tuckahoe-Thats-Near-Train.h95764526.Hotel-Information)

Tuckahoe

$632 nightly

$704 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Tuckahoe-Hotels-Comfortable-1-Family-Home-In-Tuckahoe-Thats-Near-Train.h95764526.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)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/5caa9455.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.com/White-Plains-Hotels-Elegant-Hideaway-With-Free-Parking.h124079380.Hotel-Information)

White Plains

$279 nightly

$319 total

Feb 27 - Feb 28

Total with taxes and fees

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

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/dd930402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/1cd6d553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/328adef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/08ae7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

[](https://www.expedia.com/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

Highland Falls

9.8/10

Exceptional

(16 reviews)

"Great Unit."

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

Rudy R.

$269 nightly

$273 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.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.com/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&regionId=88470&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=CABIN)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chappaqua%2C+New+York%2C+United+States+of+America&regionId=88470&latLong=41.159538%2C-73.764854&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=CONDO)

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## Top Chappaqua Hotel Reviews

![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg)

### Sonesta Simply Suites Nanuet

10/10 Excellent

"Everything was wonderful "

[](https://expedia.com/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information)

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

### Royal Hotel Bronx

10/10 Excellent

"Good hotel need mini refrigerator "

[](https://expedia.com/New-York-Hotels-Royal-Hotel-Bronx.h92007795.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 facility is nice and in the cut. The stuff are warm and helpful and the coffee machine makes the stay feel more like home away from home. I've been here 3-4 times and each was great. The hot tub room is my favorite! The breakfast could be better if they use better sausage and eggs."

[](https://expedia.com/New-York-Hotels-Ramada-By-Wyndham-Bronx.h462463.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

"Amenities were great. Wished I was staying longer to take advantage of 24-hour complimentary coffee, well appointed gym, and in-room yoga goodies. Bed was comfy and overall affordable for a quick trip for work. "

[](https://expedia.com/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

"Yes, excellent accommodation"

[](https://expedia.com/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers-Westchester.h15730982.Hotel-Information)

![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg)

### Tarrytown House Estate

10/10 Excellent

"Yes"

[](https://expedia.com/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information)

![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9_y.jpg)

### DoubleTree by Hilton Hotel Nanuet

10/10 Excellent

"."

[](https://expedia.com/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.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

"Staff was nice and friendly "

[](https://expedia.com/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

"Amazing "

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

## Find out more about Chappaqua

**Everything you need to know about Chappaqua vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chappaqua vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chappaqua vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chappaqua vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chappaqua. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chappaqua in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $135 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chappaqua rentals**

At Expedia, we put the best Chappaqua vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chappaqua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chappaqua vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chappaqua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Chappaqua

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- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

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

### Expedia's Latest Trends

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- [Things to do in Niagara Falls](https://expedia.com/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)

Packages

- [Niagara Falls Vacation](https://expedia.com/Niagara-Falls.d602721.Destination-Travel-Guides)

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