Hot Chester Villa Rates 2026

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Featured Villas in Chester

7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

Monroe NY
Stay at this villa in Monroe. Enjoy free Wi-Fi, private pools and laundry facilities. Popular attractions Woodbury Common Premium Outlets and LEGOLAND® New York ...
Opens in a new window7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge

Stony Point NY
Stay at this family-friendly villa in Stony Point. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Patriot Hills Golf Club and Lake Welch Beach ...
Opens in a new windowLuxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC

Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC

Harriman NY
Stay at this family-friendly villa in Harriman. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Woodbury Common Premium Outlets and Harriman ...
Opens in a new windowWarm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC
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Spacious Retreat w/ Pool, Hot Tub & Game Room

Spacious Retreat w/ Pool, Hot Tub & Game Room

Stony Point NY
Stay at this villa in Stony Point. Enjoy laundry facilities, in-room jetted baths and air conditioning. Popular attractions Patriot Hills Golf Club and Marian ...
Opens in a new windowSpacious Retreat w/ Pool, Hot Tub & Game Room
Pinnacle Pointe by Relaxtay | 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake

Pinnacle Pointe by Relaxtay | 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake

Middletown NY
Stay at this family-friendly villa in Middletown. Enjoy private pools, a fitness centre and a garden. Popular attractions Mamakating Environmental Education ...
Opens in a new windowPinnacle Pointe by Relaxtay | 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake
Modern Villa with private pond near Legoland and Delaware River.

Modern Villa with private pond near Legoland and Delaware River.

Port Jervis NY
Stay at this villa in Port Jervis. Enjoy laundry facilities, in-room jetted baths and air conditioning. Popular attractions Stone Beach and Hawthorne Lake are ...
Opens in a new windowModern Villa with private pond near Legoland and Delaware River.
Luxury School House Retreat With Sauna & Pool- 1HR from NYC

Luxury School House Retreat With Sauna & Pool- 1HR from NYC

New Hampton NY
The price is NZ$2,285 per night from 18 Mar to 19 Mar
NZ$2,285
18 Mar - 19 Mar
includes taxes & fees
Stay at this ski villa in New Hampton. Enjoy free Wi-Fi, private pools and breakfast (surcharge). Popular attractions Pine Island Town Park and Scenic Farms ...
Opens in a new windowLuxury School House Retreat With Sauna & Pool- 1HR from NYC
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Chester NY
Stay at this family-friendly villa in Chester. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions LEGOLAND® New York and Goosepond Mountain ...
Opens in a new windowMagnificent Villa, Private Pool, Fire Pit w/Huge Backyard
Group Retreat w. Backyard, BBQ, Gym, Games & More!

Group Retreat w. Backyard, BBQ, Gym, Games & More!

Stony Point NY
Stay at this family-friendly villa in Stony Point. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions Patriot Hills Golf Club and Penguin ...
Opens in a new windowGroup Retreat w. Backyard, BBQ, Gym, Games & More!
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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.

Chester Luxury Villas

It’s time to plan your next getaway, and this time, you want it to be amazing. You just want a holiday where you’ll come away with humble brags like “I just couldn’t choose between the pool or the hot tub” and “It was so hard for the whole family to pick their rooms in such a big house”. OK, maybe those aren’t so humble. And that’s exactly the point when you’ve got Chester villa accommodation from lastminute.co.nz.

You know what else you might get with that villa? A gourmet kitchen. What does one do in a gourmet kitchen? Why, craft delicious meals that are bound to impress your significant other, kiddos, mum, or whoever else you count among your travelling companions. Nothing says “clan getaway” like a tasty dinner in luxey surroundings, after all. But who says you even have to cook? Conjuring up gastronomic delights takes effort, and you ask us, cheap villa holidays are all about relaxing—and enjoying the fact you’re getting so much bang for your buck. Chester has plenty of ways to delight your taste buds, and don’t get us started on the scenery. No filter, indeed.

Yes, this holiday will give you plenty of humble brags, but there’s nothing humble at all about our awesome deals. Put in for some annual leave and grab some pocket change, because we’ve got Chester villas that will have you wondering “How is that even possible?” Anything is possible—well, almost anything—when you’ve got lastminute.co.nz on your side.

Chester Villas essential information

Accommodation
23 Villas
Lowest Price
NZ$188
Highest Price
NZ$2,285
Popular accommodation
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space, Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge, Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC, Spacious Retreat w/ Pool, Hot Tub & Game Room, Pinnacle Pointe by Relaxtay | 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake, Modern Villa with private pond near Legoland and Delaware River. , Luxury School House Retreat With Sauna & Pool- 1HR from NYC, Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard, Group Retreat w. Backyard, BBQ, Gym, Games & More!

Top trending hotels in Chester

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
The price is NZ$188 per night from 22 Mar to 23 Mar
NZ$188
22 Mar - 23 Mar
includes taxes & fees
Stay at this business-friendly hotel in Chester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowHoliday Inn Express Hotel & Suites Chester by IHG
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is NZ$210 per night from 29 Mar to 30 Mar
NZ$210
29 Mar - 30 Mar
includes taxes & fees
Stay at this golf hotel in Nanuet. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowDoubleTree by Hilton Hotel Nanuet
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 out of 5
20 Overlook Blvd Nanuet NY
Fully refundableReserve now, pay when you stay
The price is NZ$193 per night from 22 Mar to 23 Mar
NZ$193
22 Mar - 23 Mar
includes taxes & fees
Stay at this business-friendly hotel in Nanuet. Enjoy free Wi-Fi, free parking and a fitness centre. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowSonesta Simply Suites Nanuet
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Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
The price is NZ$207 per night from 24 Mar to 25 Mar
NZ$207
24 Mar - 25 Mar
includes taxes & fees
Stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowSleep Inn & Suites Middletown - Goshen
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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.

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^Subject to availability and chosen travel dates.