Top Chester Villa Rates

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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
With a stay at this villa in Monroe, you'll be within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.
Opens in a new window7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
Spacious Retreat w/ Pool, Hot Tub & Game Room

Spacious Retreat w/ Pool, Hot Tub & Game Room

Stony Point NY
The price is AU$7,458 per night from 24 May to 25 May
AU$7,458
24 May - 25 May
includes taxes & fees
With a stay at this villa in Stony Point, you'll be within a 10-minute drive of Bear Mountain State Park and Harriman State Park.
Opens in a new windowSpacious Retreat w/ Pool, Hot Tub & Game Room
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

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

Chester NY
With a stay at this villa in Chester, you'll be within a 15-minute drive of LEGOLAND® New York and Woodbury Common Premium Outlets.
Opens in a new windowMagnificent Villa, Private Pool, Fire Pit w/Huge Backyard
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Magical Family Escape, Pool, HotTub, Pets, <1 Hr NYC

Magical Family Escape, Pool, HotTub, Pets, <1 Hr NYC

Harriman NY
Located in Harriman, this villa is in a rural location, within a 5-minute drive of Harriman State Park and Harriman Plaza Shopping Center.
Opens in a new windowMagical Family Escape, Pool, HotTub, Pets, <1 Hr NYC
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
With a stay at this villa, you'll be centrally located in Middletown, within a 10-minute drive of Otisville Veterans Memorial Park and Bloomingburg Village ...
Opens in a new windowPinnacle Pointe by Relaxtay | 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake
Luxury School House Retreat With Pool & Sauna - 1HR from NYC

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

New Hampton NY
The price is AU$2,138 per night from 9 June to 10 June
AU$2,138
9 June - 10 June
includes taxes & fees
Located in New Hampton, this villa is on a river, within a 15-minute drive of Pine Island Town Park and Minisink Heritage Museum.
Opens in a new windowLuxury School House Retreat With Pool & Sauna - 1HR from NYC
Modern Villa with private pond near Legoland and Delaware River.

Modern Villa with private pond near Legoland and Delaware River.

Port Jervis NY
Located in Port Jervis, this villa is within a 5-minute drive of Huckleberry Ridge State Forest and Stone Beach.
Opens in a new windowModern Villa with private pond near Legoland and Delaware River.
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

Monroe NY
With a stay at this villa in Monroe, you'll be within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.
Opens in a new windowSpacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
Group Retreat w. Backyard, BBQ, Gym, Games & More!

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

Stony Point NY
Located in Stony Point, this villa is in a rural location, within a 5-minute drive of Harriman State Park and Penguin Rep Theatre.
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.com.au.

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.com.au on your side.

Chester Villas essential information

Accommodation
18 Villas
Lowest Price
AU$127
Highest Price
AU$7,458
Popular accommodation
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space, Spacious Retreat w/ Pool, Hot Tub & Game Room, Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard, Magical Family Escape, Pool, HotTub, Pets, <1 Hr NYC, Pinnacle Pointe by Relaxtay | 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake, Luxury School House Retreat With Pool & Sauna - 1HR from NYC, Modern Villa with private pond near Legoland and Delaware River. , Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY., 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
Fully refundable
The price is AU$180 per night from 17 May to 18 May
AU$180
17 May - 18 May
includes taxes & fees
Located in Chester, Holiday Inn Express Hotel & Suites Chester by IHG is in the business district, within a 5-minute drive of Castle Fun Center and The Rock ...
Opens in a new windowHoliday Inn Express Hotel & Suites Chester by IHG
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is AU$127 per night from 1 June to 2 June
AU$127
1 June - 2 June
includes taxes & fees
Located in Fishkill, Studio 6 Extended Stay Fishkill Route 9 NY is in the suburbs, within a 5-minute drive of Van Wyck Homestead Museum and Blodgett Memorial ...
Opens in a new windowStudio 6 Extended Stay Fishkill Route 9 NY
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 AU$178 per night from 9 June to 10 June
AU$178
9 June - 10 June
includes taxes & fees
With a stay at Sleep Inn & Suites Middletown - Goshen, you'll be centrally located in Middletown, within a 15-minute drive of LEGOLAND® New York and Orange County ...
Opens in a new windowSleep Inn & Suites Middletown - Goshen
Save an average of 15% on thousands of hotels when you're signed in
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
The price is AU$287 per night from 26 May to 27 May
AU$287
26 May - 27 May
includes taxes & fees
When you stay at Overlook Lodge at Bear Mountain in Bear Mountain, you'll be in a state park, a 1-minute drive from Bear Mountain State Park and 7 minutes from ...
Opens in a new windowOverlook Lodge at Bear Mountain
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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.