Estia Villas - Vacation Rentals in Chester
10.0
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Private Pool -
Hot Tub -
Parking -
Pool
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Oceanfront -
Hot Tub
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Parking
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Pool
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Private Pool
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Hot Tub
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Parking
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Pool
10.0
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Private Pool
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Parking
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Pool
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Balcony/Terrace
9.6
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Private Pool
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Parking
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Pool
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Ocean View
9.0
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Balcony/Terrace
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Kitchen -
Air Conditioner -
Internet
6.4
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Private Pool
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Hot Tub
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Parking
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Pool
5.6
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Private Pool
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Hot Tub
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Parking
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Pool
Luxury Places to Stay in Chester
9.8
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
8.8
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Breakfast -
Parking
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Balcony/Terrace
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Kitchen
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
8.0
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
10.0
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
Top-Rated Vacation Rentals with a Pool in Chester
8.2
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Private Pool
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Oceanfront
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Parking
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Pool
10.0
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Private Pool
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Parking
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Pool
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Balcony/Terrace
8.8
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Private Pool
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Hot Tub
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Parking
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Pool
4.8
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Hot Tub
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Pool
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View -
Kitchen
2.0
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Private Pool
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Hot Tub
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Parking
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Pool
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Private Pool
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Hot Tub
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Parking
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Pool
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Private Pool
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Parking
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Pool
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Balcony/Terrace
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Private Pool
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Parking
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Pool
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Balcony/Terrace
Pet-Friendly Vacation Rentals in Chester
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Kitchen
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Air Conditioner
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Internet
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Pet Friendly
10.0
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
9.6
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
5.0
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Kitchen
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Air Conditioner
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Pet Friendly
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Child Friendly
4.0
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View
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Kitchen
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Air Conditioner
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Pet Friendly
Large Vacation Homes & Villas in Chester
8.6
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Hot Tub
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Kitchen
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Air Conditioner
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Internet
3.8
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View
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Kitchen
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Air Conditioner
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Child Friendly
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Child Friendly
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
9.0
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
Instantly Bookable Vacation Homes in Chester
10.0
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Air Conditioner
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Internet
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Child Friendly
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Laundry
10.0
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Parking
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Kitchen
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Air Conditioner
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Internet
10.0
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Air Conditioner
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Internet
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Child Friendly
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Laundry
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Air Conditioner
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Child Friendly
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Bedding/Linens -
Wellness Facilities
About Chester Vacation Rentals
With more than 13 Chester vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Chester.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Chester, 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 Chester. Places to stay near Chester are 1061.49 ft² on average, with prices averaging US $1,969 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Chester 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 Chester
| Type | Count |
|---|---|
| Villas | 13 |
Use these Quick Filters to Find a Vacation Rental in Chester
★ 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 Chester.
Weather in Chester
View the weather forecast for Chester before booking your Chester Vacation Rentals to confirm your best time to go.
Top Attractions Around Chester, NY
Estiavillas offers a large selection of top attractions around Chester. Research things to do on your vacation before you visit Chester.
Other Places to Stay Near Chester, NY
Chester Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Chester?
There are a lot of options in Chester. If you plan on staying in the Chester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chester:
- Serene 10BR Retreat w/Pool, Gym & Hot Tub
- 11BR Retreat w Pool, Hot Tub, Sauna & Game Room
- Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
- Secluded 9BR Getaway, Pool, Hot Tub & Huge Deck
- Luxury in the Woods, Pool, Privacy and Peace
- Luxury 9BR Retreat w/Pool & Hot Tub
- Private 9BR Estate w/Pool, Hot Tub & Scenic Views!
- Harmony Hambletonian-A Luxury Retreat Back in Time
- Incredible Ranch in the Woods - Peace and Luxury!
- Epic Cottage with Huge Garden - Sleeps 16!
Which vacation homes in Chester are best for families?
If you are looking for a family-friendly vacation home in Chester, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chester:
How many vacation rentals are available in Chester?
Currently, the total number of properties listed in 2026 is over 13 in the Chester area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chester.
