Estia Villas - Vacation Rentals in Chappaqua
Villa
4 Bedrooms
6 Bathrooms
10 Guests
-
Balcony/Terrace -
Kitchen -
Air Conditioner -
Pet Friendly
US $776
/Night
7 Nights - $5,432
See More Chappaqua Vacation Rentals
Luxury Places to Stay in Chappaqua
Over 88+
Luxury Places to Stay in or Near Chappaqua
House
5 Bedrooms
5 Bathrooms
8 Guests
-
Air Conditioner
-
Internet -
Pet Friendly
-
Child Friendly
US $5,660
/Night
7 Nights - $39,620
New
Cottage
2 Bedrooms
1 Bathroom
2 Guests
-
Air Conditioner
-
Laundry -
Security/Safety
US $3,562
/Night
7 Nights - $24,932
House
5 Bedrooms
5 Bathrooms
12 Guests
8600 ft²
-
Hot Tub -
Child Friendly
-
Security/Safety
US $2,183
/Night
7 Nights - $15,282
House
9.8
(
14 Reviews
)
4 Bedrooms
6 Bathrooms
12 Guests
4151 ft²
-
Parking -
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,796
/Night
7 Nights - $12,572
House
1 Bedroom
1 Bathroom
-
Parking
-
Pool -
Balcony/Terrace
-
Internet
US $1,525
/Night
7 Nights - $10,676
House
10.0
(
2 Reviews
)
4 Bedrooms
6 Bathrooms
12 Guests
4154.87 ft²
-
Parking
-
Balcony/Terrace
-
Internet
-
Pet Friendly
US $1,361
/Night
7 Nights - $9,527
House
10.0
(
3 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,359
/Night
7 Nights - $9,515
House
8.6
(
8 Reviews
)
5 Bedrooms
4 Bathrooms
13 Guests
4284 ft²
-
Private Pool -
Parking
-
Pool
-
Balcony/Terrace
US $1,214
/Night
7 Nights - $8,499
See More Chappaqua Luxury Vacation Rentals
Find More Chappaqua Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Chappaqua
Over 34+
Top-Rated Vacation Rentals with a Pool in or Near Chappaqua
House
10.0
(
13 Reviews
)
1 Bedroom
1 Bathroom
5 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $439
/Night
7 Nights - $3,070
House
10.0
(
1 Review
)
3 Bedrooms
1 Bathroom
6 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $550
/Night
7 Nights - $3,847
Hotel
10.0
(
1 Review
)
-
Breakfast -
Parking
-
Pool
-
Spa
US $237
/Night
7 Nights - $1,661
Hotel
9.0
(
1009 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $342
/Night
7 Nights - $2,394
Hotel
7.5
(
179 Reviews
)
322.92 ft²
-
Oceanfront -
Breakfast
-
EV Charge Station -
Parking
US $209
/Night
7 Nights - $1,461
Hotel
-
Breakfast
-
Parking
-
Pool
-
Spa
US $962
/Night
7 Nights - $6,736
US $950
/Night
7 Nights - $6,650
Hotel
-
Breakfast
-
Parking
-
Pool
-
Spa
US $950
/Night
7 Nights - $6,650
Pet-Friendly Vacation Rentals in Chappaqua
Over 25+
Pet-Friendly Vacation Rentals in or Near Chappaqua
Apartment
9.8
(
93 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
800 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $360
/Night
7 Nights - $2,520
Apartment
9.9
(
12 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
974.13 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $283
/Night
7 Nights - $1,983
Cottage
1 Bedroom
1 Bathroom
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $882
/Night
7 Nights - $6,177
Apartment
10.0
(
7 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $402
/Night
7 Nights - $2,817
House
9.4
(
3 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2250 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $580
/Night
7 Nights - $4,059
House
8.2
(
18 Reviews
)
5 Bedrooms
3 Bathrooms
11 Guests
2800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $633
/Night
7 Nights - $4,432
Cottage
9.6
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $229
/Night
7 Nights - $1,605
House
7.4
(
3 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
4000 ft²
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $810
/Night
7 Nights - $5,670
See More Pet-Friendly Vacation Rentals in Chappaqua on PetFriendly.io
Large Vacation Homes & Villas in Chappaqua
Over 11+
Large Vacation Homes & Villas in or Near Chappaqua
House
9.6
(
81 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
2700 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $517
/Night
7 Nights - $3,619
House
8.7
(
3 Reviews
)
5 Bedrooms
4 Bathrooms
11 Guests
2798.62 ft²
-
Parking
-
Spa
-
Balcony/Terrace
-
View
US $689
/Night
7 Nights - $4,825
House
9.6
(
10 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
4144 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,204
/Night
7 Nights - $8,430
House
9 Bedrooms
8 Bathrooms
26 Guests
-
Breakfast
-
Parking
-
Kitchen
-
Internet
US $3,200
/Night
7 Nights - $22,400
House
7 Bedrooms
6 Bathrooms
18 Guests
4202 ft²
-
Private Pool
-
Parking
-
Pool
-
Kitchen
US $1,863
/Night
7 Nights - $13,041
House
3 Bedrooms
2 Bathrooms
14 Guests
2700 ft²
-
Breakfast
-
Parking
-
Ocean View
-
Balcony/Terrace
US $493
/Night
7 Nights - $3,454
House
10.0
(
28 Reviews
)
8 Bedrooms
8 Bathrooms
16 Guests
-
Private Pool
-
Parking
-
Pool
-
Spa
US $2,570
/Night
7 Nights - $17,990
House
10.0
(
6 Reviews
)
5 Bedrooms
3 Bathrooms
11 Guests
-
Breakfast
-
Parking
-
Spa
-
Balcony/Terrace
US $695
/Night
7 Nights - $4,865
See More Family Vacation Rentals in Chappaqua on FVR
Wheelchair Accessible Vacation Homes in Chappaqua
Over 19+
Wheelchair Accessible Vacation Homes in or Near Chappaqua
Hotel
-
Breakfast
-
Parking
-
Pool
-
Spa
US $722
/Night
7 Nights - $5,052
Hotel
8.8
(
189 Reviews
)
-
Oceanfront
-
Breakfast
-
Ocean View
-
Balcony/Terrace
US $133
/Night
7 Nights - $931
US $230
/Night
7 Nights - $1,607
Hotel
-
Breakfast
-
Parking
-
Pool
-
Spa
US $722
/Night
7 Nights - $5,052
Hotel
-
Breakfast
-
Parking
-
Pool
-
Spa
US $712
/Night
7 Nights - $4,982
Hotel
-
Breakfast
-
Parking
-
Pool
-
Spa
US $712
/Night
7 Nights - $4,982
Hotel
-
Breakfast
-
Parking
-
Pool
-
Spa
US $481
/Night
7 Nights - $3,368
Hotel
-
Breakfast
-
Parking
-
Pool
-
Spa
US $476
/Night
7 Nights - $3,329
Chappaqua Vacation Rentals and Airbnb Places to Stay Under $200
Over 6+
Chappaqua Vacation Rentals and Airbnb Places to Stay Under $200
New
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $176
/Night
7 Nights - $1,232
Cabin
9.6
(
5 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
600 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $199
/Night
7 Nights - $1,393
Apartment
9.2
(
7 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $126
/Night
7 Nights - $882
Apartment
1 Bedroom
1 Bathroom
3 Guests
700 ft²
-
Kitchen
-
Internet
-
Child Friendly
-
Bedding/Linens
US $138
/Night
7 Nights - $966
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $128
/Night
7 Nights - $899
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $120
/Night
7 Nights - $839
See More Chappaqua Vacation Rental Deals
Instantly Bookable Vacation Homes in Chappaqua
Over 23+
Instantly Bookable Vacation Homes in or Near Chappaqua
New
Apartment
10.0
(
4 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
1000 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $252
/Night
7 Nights - $1,762
Cottage
9.8
(
21 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $376
/Night
7 Nights - $2,630
Apartment
6.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
210 ft²
-
Parking
-
Spa
-
Air Conditioner
-
Internet
US $292
/Night
7 Nights - $2,041
House
1 Bedroom
1 Bathroom
4 Guests
210 ft²
-
Parking
-
Spa
-
Air Conditioner
-
Internet
US $341
/Night
7 Nights - $2,386
New
Bed & Breakfast
2 Bedrooms
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $283
/Night
7 Nights - $1,983
Apartment
1 Bedroom
1 Bathroom
2 Guests
210 ft²
-
Parking
-
Spa
-
Air Conditioner
-
Internet
US $263
/Night
7 Nights - $1,840
Hotel
-
Breakfast
-
Parking
-
Pool
-
Spa
US $474
/Night
7 Nights - $3,321
US $251
/Night
7 Nights - $1,754
About Chappaqua Vacation Rentals
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Chappaqua, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Chappaqua. Places to stay near Chappaqua with prices averaging US $776 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Chappaqua with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Chappaqua
| Type | Count |
|---|---|
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Chappaqua
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chappaqua.
Weather in Chappaqua
View the weather forecast for Chappaqua before booking your Chappaqua Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Chappaqua, NY
Estiavillas offers a large selection of top attractions around Chappaqua. Research things to do on your vacation before you visit Chappaqua.
Bear Mountain State Park
United States Military Academy
Capitol Theatre
Empire City Casino
Palisades Center
Westchester County Center
New Roc City
Purchase College
Norwalk Maritime Aquarium
Rye Playland
Ridgefield Playhouse
Van Cortlandt Park
Westchester Broadway Theatre
Tarrytown Music Hall
Pelham Bay Park
Yonkers Raceway
The Westchester Mall
Nyack College
Iona College
Historic South Norwalk
Other Places to Stay Near Chappaqua, NY
Chappaqua Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Chappaqua?
There are a lot of options in Chappaqua. If you plan on staying in the Chappaqua area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chappaqua:
How many vacation rentals have private pools in Chappaqua?
There are 4 vacation rentals with private pools near Chappaqua. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Chappaqua are best for families?
If you are looking for a family-friendly vacation home in Chappaqua, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chappaqua:
How many vacation rentals are available in Chappaqua?
Currently, the total number of properties listed in 2026 is over 1 in the Chappaqua area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chappaqua.
